diff --git a/bin/update_python_build_standalone.py b/bin/update_python_build_standalone.py
index 15b425df..92df1a8c 100755
--- a/bin/update_python_build_standalone.py
+++ b/bin/update_python_build_standalone.py
@@ -3,6 +3,7 @@
 # /// script
 # dependencies = [
 #   "cibuildwheel",
+#   "requests",
 # ]
 #
 # [tool.uv.sources]
@@ -10,13 +11,23 @@
 # ///
 
 import json
+from pathlib import Path
+from typing import Final
+
+import requests
 
 from cibuildwheel.extra import github_api_request
 from cibuildwheel.util.python_build_standalone import (
     PythonBuildStandaloneAsset,
     PythonBuildStandaloneReleaseData,
 )
-from cibuildwheel.util.resources import PYTHON_BUILD_STANDALONE_RELEASES
+
+# Resolve path relative to this script so writes go to the source checkout,
+# not the uv-installed copy of the package.
+DIR: Final[Path] = Path(__file__).parent.parent.resolve()
+PYTHON_BUILD_STANDALONE_RELEASES: Final[Path] = (
+    DIR / "cibuildwheel/resources/python-build-standalone-releases.json"
+)
 
 
 def main() -> None:
@@ -34,8 +45,27 @@ def main() -> None:
         f"repos/astral-sh/python-build-standalone/releases/tags/{latest_tag}"
     )["assets"]
 
+    # Build a sha256 map from the SHA256SUMS file in the release
+    sha256_sums_urls = [
+        ga["browser_download_url"] for ga in github_assets if ga["name"] == "SHA256SUMS"
+    ]
+    name_to_sha256: dict[str, str] = {}
+    if sha256_sums_urls:
+        response = requests.get(sha256_sums_urls[0])
+        response.raise_for_status()
+        for line in response.text.splitlines():
+            parts = line.split()
+            if len(parts) == 2:
+                sha256_hex, filename = parts
+                # The filename may have a leading "./" or spaces - strip it
+                name_to_sha256[filename.lstrip("./")] = sha256_hex
+
     assets = [
-        PythonBuildStandaloneAsset(name=ga["name"], url=ga["browser_download_url"])
+        PythonBuildStandaloneAsset(
+            name=ga["name"],
+            url=ga["browser_download_url"],
+            sha256=name_to_sha256.get(ga["name"], ""),
+        )
         for ga in github_assets
         if ga["name"].endswith("install_only.tar.gz")
     ]
diff --git a/bin/update_pythons.py b/bin/update_pythons.py
index 3251efb5..61ccdd80 100755
--- a/bin/update_pythons.py
+++ b/bin/update_pythons.py
@@ -15,12 +15,13 @@
 from __future__ import annotations
 
 import difflib
+import hashlib
 import logging
 import operator
 import re
 import tomllib
 from pathlib import Path
-from typing import Any, Final, Literal, TypedDict
+from typing import Any, Final, Literal, NotRequired, TypedDict
 from xml.etree import ElementTree as ET
 
 import click
@@ -56,11 +57,13 @@ class Config(TypedDict):
 
 class ConfigUrl(Config):
     url: str
+    sha256: NotRequired[str]
 
 
 class ConfigPyodide(Config):
     default_pyodide_version: str
     node_version: str
+    sha256: str
 
 
 # The following set of "Versions" classes allow the initial call to the APIs to
@@ -155,10 +158,6 @@ class GraalPyVersions:
             msg = f"GraalPy {arch} not found for {spec}!"
             raise RuntimeError(msg)
 
-        release = releases[-1]
-        version = release["python_version"]
-        gpversion = release["graalpy_version"]
-
         if "macosx" in identifier:
             arch = "x86_64" if "x86_64" in identifier else "arm64"
             platform = "macos"
@@ -171,19 +170,38 @@ class GraalPyVersions:
 
         arch = "amd64" if arch == "x86_64" else "aarch64"
         ext = "zip" if "win" in identifier else "tar.gz"
-        urls = [
-            rf["browser_download_url"]
-            for rf in release["assets"]
-            if rf["name"].endswith(f"{platform}-{arch}.{ext}")
-            and rf["name"].startswith(f"graalpy-{gpversion.major}")
-        ]
-        if urls:
+        for release in reversed(releases):
+            version = release["python_version"]
+            gpversion = release["graalpy_version"]
+            urls = [
+                rf["browser_download_url"]
+                for rf in release["assets"]
+                if rf["name"].endswith(f"{platform}-{arch}.{ext}")
+                and rf["name"].startswith(f"graalpy-{gpversion.major}")
+            ]
+            if not urls:
+                continue
+
             (url,) = urls
+            # Fetch sha256 from the ".sha256" sidecar asset in the same release.
+            sha256 = ""
+            sha256_asset_name = url.rsplit("/", 1)[-1] + ".sha256"
+            sha256_urls = [
+                rf["browser_download_url"]
+                for rf in release["assets"]
+                if rf["name"] == sha256_asset_name
+            ]
+            if sha256_urls:
+                sha256_response = requests.get(sha256_urls[0])
+                sha256_response.raise_for_status()
+                sha256 = sha256_response.text.strip().split()[0]
             return ConfigUrl(
                 identifier=identifier,
                 version=f"{version.major}.{version.minor}",
                 url=url,
+                sha256=sha256,
             )
+
         return None
 
 
@@ -298,12 +316,14 @@ class CPythonVersions:
             uri = self.versions_dict[new_version]
             files = [rf for rf in self.files_info if rf["release"] == uri]
 
-            urls = [rf["url"] for rf in files if file_ident in rf["url"]]
-            if urls:
+            matching = [rf for rf in files if file_ident in rf["url"]]
+            if matching:
+                rf = matching[0]
                 return ConfigUrl(
                     identifier=identifier,
                     version=f"{new_version.major}.{new_version.minor}",
-                    url=urls[0],
+                    url=rf["url"],
+                    sha256=rf.get("sha256_sum", ""),
                 )
 
         return None
@@ -420,6 +440,7 @@ class PyodideVersions:
             version=str(version),
             default_pyodide_version=release["version"],
             node_version=node_version,
+            sha256=release["sha256"],
         )
 
 
@@ -448,6 +469,16 @@ class AllVersions:
 
         self.pyodide = PyodideVersions()
 
+    def _stream_sha256(self, url: str) -> str:
+        """Download a file (streaming) and return its SHA256 hex digest."""
+        log.debug("Computing sha256 for %s by streaming download...", url)
+        response = requests.get(url, stream=True)
+        response.raise_for_status()
+        hasher = hashlib.sha256()
+        for chunk in response.iter_content(65536):
+            hasher.update(chunk)
+        return hasher.hexdigest()
+
     def update_config(self, config: MutableMapping[str, str]) -> None:
         identifier = config["identifier"]
         version = Version(config["version"])
@@ -465,8 +496,6 @@ class AllVersions:
                 elif "macosx_arm64" in identifier:
                     config_update = self.macos_pypy_arm64.update_version_macos(spec)
             elif identifier.startswith("gp"):
-                if "macosx_x86_64" in identifier:
-                    return
                 config_update = self.graalpy.update_version(identifier, spec)
         elif "t-win32" in identifier and identifier.startswith("cp"):
             config_update = self.windows_t_32.update_version_windows(spec)
@@ -505,6 +534,22 @@ class AllVersions:
             )
 
         assert config_update is not None, f"{identifier} not found!"
+
+        # Fill in sha256 for URL-based configs if not already provided by the
+        # update_version_* method (e.g. PyPy, BeeWare iOS, Maven have no sidecar).
+        # Also fills in sha256 when the CPython API doesn't return a sha256_sum
+        # (e.g. for older releases).
+        # Widen the type to allow arbitrary key access on the underlying dict.
+        config_update_dict: dict[str, str] = config_update  # type: ignore[assignment]
+        if "url" in config_update_dict and not config_update_dict.get("sha256"):
+            url = config_update_dict["url"]
+            existing_sha256 = config.get("sha256", "")
+            if url == config.get("url") and existing_sha256:
+                # URL unchanged — preserve the existing sha256
+                config_update_dict["sha256"] = existing_sha256
+            else:
+                config_update_dict["sha256"] = self._stream_sha256(url)
+
         if config_update != config:
             log.info("  Updated %s to %s", config, config_update)
             config.clear()
diff --git a/bin/update_virtualenv.py b/bin/update_virtualenv.py
index c51c8725..5dfe4a3d 100755
--- a/bin/update_virtualenv.py
+++ b/bin/update_virtualenv.py
@@ -4,6 +4,7 @@
 # dependencies = [
 #   "click",
 #   "packaging",
+#   "requests",
 #   "rich",
 #   "cibuildwheel",
 # ]
@@ -15,12 +16,14 @@
 
 import dataclasses
 import difflib
+import hashlib
 import logging
 import tomllib
 from pathlib import Path
 from typing import Final
 
 import click
+import requests
 import rich
 from packaging.version import Version
 from rich.logging import RichHandler
@@ -92,16 +95,29 @@ def update_virtualenv(force: bool, level: str) -> None:
     if latest_release.version > Version(local_version):
         version = latest_release.name
         url = latest_release.download_url
+        sha256 = ""  # recomputed below
     else:
         version = local_version
         url = default["url"]
+        sha256 = default["sha256"]
+
+    # Compute sha256 if not already stored (new version or first-time population)
+    if not sha256:
+        log.info("Computing sha256 for %s...", url)
+        response = requests.get(url, stream=True)
+        response.raise_for_status()
+        hasher = hashlib.sha256()
+        for chunk in response.iter_content(65536):
+            hasher.update(chunk)
+        sha256 = hasher.hexdigest()
 
     configurations["default"] = {
         "version": version,
         "url": url,
+        "sha256": sha256,
     }
     result_toml = "".join(
-        f'{key} = {{ version = "{value["version"]}", url = "{value["url"]}" }}\n'
+        f'{key} = {{ version = "{value["version"]}", url = "{value["url"]}", sha256 = "{value["sha256"]}" }}\n'
         for key, value in configurations.items()
     )
 
diff --git a/cibuildwheel/extra.py b/cibuildwheel/extra.py
index d07e7784..f0800606 100644
--- a/cibuildwheel/extra.py
+++ b/cibuildwheel/extra.py
@@ -90,6 +90,7 @@ def github_api_request(path: str, *, max_retries: int = 3) -> dict[str, Any]:
 
 class PyodideXBuildEnvRelease(typing.TypedDict):
     version: str
+    sha256: str
     python_version: str
     emscripten_version: str
     min_pyodide_build_version: NotRequired[str]
diff --git a/cibuildwheel/platforms/android.py b/cibuildwheel/platforms/android.py
index 558e7001..fc8fe01d 100644
--- a/cibuildwheel/platforms/android.py
+++ b/cibuildwheel/platforms/android.py
@@ -67,6 +67,7 @@ class PythonConfiguration:
     version: str
     identifier: str
     url: str
+    sha256: str
 
     @property
     def arch(self) -> str:
@@ -181,7 +182,7 @@ def setup_target_python(config: PythonConfiguration, build_path: Path) -> Path:
     python_tgz = CIBW_CACHE_PATH / config.url.rpartition("/")[-1]
     with FileLock(f"{python_tgz}.lock"):
         if not python_tgz.exists():
-            download(config.url, python_tgz)
+            download(config.url, python_tgz, sha256=config.sha256)
 
     python_dir = build_path / "python"
     python_dir.mkdir()
diff --git a/cibuildwheel/platforms/ios.py b/cibuildwheel/platforms/ios.py
index ac4caab3..b232ba3e 100644
--- a/cibuildwheel/platforms/ios.py
+++ b/cibuildwheel/platforms/ios.py
@@ -46,6 +46,8 @@ class PythonConfiguration:
     identifier: str
     url: str
     build_url: str
+    build_sha256: str
+    sha256: str
 
     @property
     def sdk(self) -> str:
@@ -78,7 +80,7 @@ def all_python_configurations() -> list[PythonConfiguration]:
     # configuration.
     macos_python_configs = resources.read_python_configs("macos")
 
-    def build_url(config_dict: dict[str, str]) -> str:
+    def build_python_config(config_dict: dict[str, str]) -> dict[str, str]:
         # The iOS identifier will be something like cp313-ios_arm64_iphoneos.
         # Drop the iphoneos suffix, then replace ios with macosx to yield
         # cp313-macosx_arm64, which will be a macOS build identifier.
@@ -87,18 +89,22 @@ def all_python_configurations() -> list[PythonConfiguration]:
         matching = [
             config for config in macos_python_configs if config["identifier"] == macos_identifier
         ]
-        return matching[0]["url"]
+        return matching[0]
 
     # Load the platform configuration
     full_python_configs = resources.read_python_configs("ios")
     # Build the configurations, annotating with macOS URL details.
-    return [
-        PythonConfiguration(
-            **item,
-            build_url=build_url(item),
+    python_configurations = []
+    for item in full_python_configs:
+        build_config = build_python_config(item)
+        python_configurations.append(
+            PythonConfiguration(
+                **item,
+                build_url=build_config["url"],
+                build_sha256=build_config["sha256"],
+            )
         )
-        for item in full_python_configs
-    ]
+    return python_configurations
 
 
 def get_python_configurations(
@@ -133,7 +139,7 @@ def install_target_cpython(tmp: Path, config: PythonConfiguration, free_threadin
     with FileLock(str(installation_path) + ".lock"):
         if not installation_path.exists():
             downloaded_tar_gz = tmp / ios_python_tar_gz
-            download(config.url, downloaded_tar_gz)
+            download(config.url, downloaded_tar_gz, sha256=config.sha256)
             installation_path.mkdir(parents=True, exist_ok=True)
             call("tar", "-C", installation_path, "-xf", downloaded_tar_gz)
             downloaded_tar_gz.unlink()
@@ -319,6 +325,7 @@ def setup_python(
             python_configuration.version,
             python_configuration.build_url,
             free_threading,
+            python_configuration.build_sha256,
         )
     else:
         msg = f"Unknown Python implementation: {implementation_id}"
diff --git a/cibuildwheel/platforms/macos.py b/cibuildwheel/platforms/macos.py
index 4fe002fc..3ee9ff0c 100644
--- a/cibuildwheel/platforms/macos.py
+++ b/cibuildwheel/platforms/macos.py
@@ -88,6 +88,7 @@ class PythonConfiguration:
     version: str
     identifier: str
     url: str
+    sha256: str
 
 
 def all_python_configurations() -> list[PythonConfiguration]:
@@ -135,7 +136,7 @@ def get_python_configurations(
     return python_configurations
 
 
-def install_cpython(_tmp: Path, version: str, url: str, free_threading: bool) -> Path:
+def install_cpython(_tmp: Path, version: str, url: str, free_threading: bool, sha256: str) -> Path:
     ft = "T" if free_threading else ""
     installation_path = Path(f"/Library/Frameworks/Python{ft}.framework/Versions/{version}")
     with FileLock(CIBW_CACHE_PATH / f"cpython{version}.lock"):
@@ -161,7 +162,7 @@ def install_cpython(_tmp: Path, version: str, url: str, free_threading: bool) ->
             python_filename = url.rsplit("/", maxsplit=1)[-1]
             pkg_path = CIBW_CACHE_PATH / "cpython-installer" / python_filename
             if not pkg_path.exists():
-                download(url, pkg_path)
+                download(url, pkg_path, sha256=sha256)
             args = []
             if version.startswith("3.14"):
                 args += ["-applyChoiceChangesXML", str(resources.FREE_THREAD_ENABLE_314.resolve())]
@@ -185,7 +186,7 @@ def install_cpython(_tmp: Path, version: str, url: str, free_threading: bool) ->
     return installation_path / "bin" / (f"python{version}t" if free_threading else "python3")
 
 
-def install_pypy(tmp: Path, url: str) -> Path:
+def install_pypy(tmp: Path, url: str, sha256: str) -> Path:
     pypy_tar_bz2 = url.rsplit("/", 1)[-1]
     extension = ".tar.bz2"
     assert pypy_tar_bz2.endswith(extension)
@@ -193,14 +194,14 @@ def install_pypy(tmp: Path, url: str) -> Path:
     with FileLock(str(installation_path) + ".lock"):
         if not installation_path.exists():
             downloaded_tar_bz2 = tmp / pypy_tar_bz2
-            download(url, downloaded_tar_bz2)
+            download(url, downloaded_tar_bz2, sha256=sha256)
             installation_path.parent.mkdir(parents=True, exist_ok=True)
             call("tar", "-C", installation_path.parent, "-xf", downloaded_tar_bz2)
             downloaded_tar_bz2.unlink()
     return installation_path / "bin" / "pypy3"
 
 
-def install_graalpy(tmp: Path, url: str) -> Path:
+def install_graalpy(tmp: Path, url: str, sha256: str) -> Path:
     graalpy_archive = url.rsplit("/", 1)[-1]
     extension = ".tar.gz"
     assert graalpy_archive.endswith(extension)
@@ -208,7 +209,7 @@ def install_graalpy(tmp: Path, url: str) -> Path:
     with FileLock(str(installation_path) + ".lock"):
         if not installation_path.exists():
             downloaded_archive = tmp / graalpy_archive
-            download(url, downloaded_archive)
+            download(url, downloaded_archive, sha256=sha256)
             installation_path.mkdir(parents=True)
             # GraalPy top-folder name is inconsistent with archive name
             call("tar", "-C", installation_path, "--strip-components=1", "-xzf", downloaded_archive)
@@ -232,13 +233,17 @@ def setup_python(
     if implementation_id.startswith("cp"):
         free_threading = "t-macos" in python_configuration.identifier
         base_python = install_cpython(
-            tmp, python_configuration.version, python_configuration.url, free_threading
+            tmp,
+            python_configuration.version,
+            python_configuration.url,
+            free_threading,
+            python_configuration.sha256,
         )
 
     elif implementation_id.startswith("pp"):
-        base_python = install_pypy(tmp, python_configuration.url)
+        base_python = install_pypy(tmp, python_configuration.url, python_configuration.sha256)
     elif implementation_id.startswith("gp"):
-        base_python = install_graalpy(tmp, python_configuration.url)
+        base_python = install_graalpy(tmp, python_configuration.url, python_configuration.sha256)
     else:
         msg = "Unknown Python implementation"
         raise ValueError(msg)
diff --git a/cibuildwheel/platforms/pyodide.py b/cibuildwheel/platforms/pyodide.py
index 435dafa0..1fb20ddb 100644
--- a/cibuildwheel/platforms/pyodide.py
+++ b/cibuildwheel/platforms/pyodide.py
@@ -55,6 +55,7 @@ class PythonConfiguration:
     identifier: str
     default_pyodide_version: str
     node_version: str
+    sha256: str = ""
 
 
 class PyodideXBuildEnvInfoVersionRange(TypedDict):
diff --git a/cibuildwheel/platforms/windows.py b/cibuildwheel/platforms/windows.py
index e05a58d6..7dbd3a56 100644
--- a/cibuildwheel/platforms/windows.py
+++ b/cibuildwheel/platforms/windows.py
@@ -73,6 +73,7 @@ class PythonConfiguration:
     version: str
     identifier: str
     url: str | None = None
+    sha256: str = ""
 
     @property
     def arch(self) -> str:
@@ -131,7 +132,7 @@ def install_cpython(configuration: PythonConfiguration, arch: str | None = None)
     return installation_path / "python.exe"
 
 
-def install_pypy(tmp: Path, arch: str, url: str) -> Path:
+def install_pypy(tmp: Path, arch: str, url: str, sha256: str) -> Path:
     assert arch == "64"
     assert "win64" in url
     # Inside the PyPy zip file is a directory with the same name
@@ -142,13 +143,13 @@ def install_pypy(tmp: Path, arch: str, url: str) -> Path:
     with FileLock(str(installation_path) + ".lock"):
         if not installation_path.exists():
             pypy_zip = tmp / zip_filename
-            download(url, pypy_zip)
+            download(url, pypy_zip, sha256=sha256)
             # Extract to the parent directory because the zip file still contains a directory
             extract_zip(pypy_zip, installation_path.parent)
     return installation_path / "python.exe"
 
 
-def install_graalpy(tmp: Path, url: str) -> Path:
+def install_graalpy(tmp: Path, url: str, sha256: str) -> Path:
     zip_filename = url.rsplit("/", 1)[-1]
     extension = ".zip"
     assert zip_filename.endswith(extension)
@@ -156,7 +157,7 @@ def install_graalpy(tmp: Path, url: str) -> Path:
     with FileLock(str(installation_path) + ".lock"):
         if not installation_path.exists():
             graalpy_zip = tmp / zip_filename
-            download(url, graalpy_zip)
+            download(url, graalpy_zip, sha256=sha256)
             # Extract to the parent directory because the zip file still contains a directory
             extract_zip(graalpy_zip, installation_path.parent)
     return installation_path / "bin" / "graalpy.exe"
@@ -272,9 +273,14 @@ def setup_python(
             base_python = install_cpython(python_configuration, arch=native_arch)
     elif implementation_id.startswith("pp"):
         assert python_configuration.url is not None
-        base_python = install_pypy(tmp, python_configuration.arch, python_configuration.url)
+        assert python_configuration.sha256
+        base_python = install_pypy(
+            tmp, python_configuration.arch, python_configuration.url, python_configuration.sha256
+        )
     elif implementation_id.startswith("gp"):
-        base_python = install_graalpy(tmp, python_configuration.url or "")
+        assert python_configuration.url is not None
+        assert python_configuration.sha256
+        base_python = install_graalpy(tmp, python_configuration.url, python_configuration.sha256)
     else:
         msg = "Unknown Python implementation"
         raise ValueError(msg)
diff --git a/cibuildwheel/resources/build-platforms.toml b/cibuildwheel/resources/build-platforms.toml
index 2dabfd3b..5922bc1d 100644
--- a/cibuildwheel/resources/build-platforms.toml
+++ b/cibuildwheel/resources/build-platforms.toml
@@ -143,43 +143,43 @@ python_configurations = [
 
 [macos]
 python_configurations = [
-  { identifier = "cp39-macosx_x86_64", version = "3.9", url = "https://www.python.org/ftp/python/3.9.13/python-3.9.13-macos11.pkg" },
-  { identifier = "cp39-macosx_arm64", version = "3.9", url = "https://www.python.org/ftp/python/3.9.13/python-3.9.13-macos11.pkg" },
-  { identifier = "cp39-macosx_universal2", version = "3.9", url = "https://www.python.org/ftp/python/3.9.13/python-3.9.13-macos11.pkg" },
-  { identifier = "cp310-macosx_x86_64", version = "3.10", url = "https://www.python.org/ftp/python/3.10.11/python-3.10.11-macos11.pkg" },
-  { identifier = "cp310-macosx_arm64", version = "3.10", url = "https://www.python.org/ftp/python/3.10.11/python-3.10.11-macos11.pkg" },
-  { identifier = "cp310-macosx_universal2", version = "3.10", url = "https://www.python.org/ftp/python/3.10.11/python-3.10.11-macos11.pkg" },
-  { identifier = "cp311-macosx_x86_64", version = "3.11", url = "https://www.python.org/ftp/python/3.11.9/python-3.11.9-macos11.pkg" },
-  { identifier = "cp311-macosx_arm64", version = "3.11", url = "https://www.python.org/ftp/python/3.11.9/python-3.11.9-macos11.pkg" },
-  { identifier = "cp311-macosx_universal2", version = "3.11", url = "https://www.python.org/ftp/python/3.11.9/python-3.11.9-macos11.pkg" },
-  { identifier = "cp312-macosx_x86_64", version = "3.12", url = "https://www.python.org/ftp/python/3.12.10/python-3.12.10-macos11.pkg" },
-  { identifier = "cp312-macosx_arm64", version = "3.12", url = "https://www.python.org/ftp/python/3.12.10/python-3.12.10-macos11.pkg" },
-  { identifier = "cp312-macosx_universal2", version = "3.12", url = "https://www.python.org/ftp/python/3.12.10/python-3.12.10-macos11.pkg" },
-  { identifier = "cp313-macosx_x86_64", version = "3.13", url = "https://www.python.org/ftp/python/3.13.13/python-3.13.13-macos11.pkg" },
-  { identifier = "cp313-macosx_arm64", version = "3.13", url = "https://www.python.org/ftp/python/3.13.13/python-3.13.13-macos11.pkg" },
-  { identifier = "cp313-macosx_universal2", version = "3.13", url = "https://www.python.org/ftp/python/3.13.13/python-3.13.13-macos11.pkg" },
-  { identifier = "cp314-macosx_x86_64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg" },
-  { identifier = "cp314-macosx_arm64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg" },
-  { identifier = "cp314-macosx_universal2", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg" },
-  { identifier = "cp314t-macosx_x86_64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg" },
-  { identifier = "cp314t-macosx_arm64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg" },
-  { identifier = "cp314t-macosx_universal2", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg" },
-  { identifier = "cp315-macosx_x86_64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg" },
-  { identifier = "cp315-macosx_arm64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg" },
-  { identifier = "cp315-macosx_universal2", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg" },
-  { identifier = "cp315t-macosx_x86_64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg" },
-  { identifier = "cp315t-macosx_arm64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg" },
-  { identifier = "cp315t-macosx_universal2", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg" },
-  { identifier = "pp39-macosx_x86_64", version = "3.9", url = "https://downloads.python.org/pypy/pypy3.9-v7.3.16-macos_x86_64.tar.bz2" },
-  { identifier = "pp39-macosx_arm64", version = "3.9", url = "https://downloads.python.org/pypy/pypy3.9-v7.3.16-macos_arm64.tar.bz2" },
-  { identifier = "pp310-macosx_x86_64", version = "3.10", url = "https://downloads.python.org/pypy/pypy3.10-v7.3.19-macos_x86_64.tar.bz2" },
-  { identifier = "pp310-macosx_arm64", version = "3.10", url = "https://downloads.python.org/pypy/pypy3.10-v7.3.19-macos_arm64.tar.bz2" },
-  { identifier = "pp311-macosx_x86_64", version = "3.11", url = "https://downloads.python.org/pypy/pypy3.11-v7.3.23-macos_x86_64.tar.bz2" },
-  { identifier = "pp311-macosx_arm64", version = "3.11", url = "https://downloads.python.org/pypy/pypy3.11-v7.3.23-macos_arm64.tar.bz2" },
-  { identifier = "gp311_242-macosx_x86_64", version = "3.11", url = "https://github.com/oracle/graalpython/releases/download/graal-24.2.2/graalpy-24.2.2-macos-amd64.tar.gz" },
-  { identifier = "gp311_242-macosx_arm64", version = "3.11", url = "https://github.com/oracle/graalpython/releases/download/graal-24.2.2/graalpy-24.2.2-macos-aarch64.tar.gz" },
-  { identifier = "gp312_250-macosx_x86_64", version = "3.12", url = "https://github.com/oracle/graalpython/releases/download/graal-25.0.1/graalpy-25.0.1-macos-amd64.tar.gz" },
-  { identifier = "gp312_250-macosx_arm64", version = "3.12", url = "https://github.com/oracle/graalpython/releases/download/graal-25.0.3/graalpy-25.0.3-macos-aarch64.tar.gz" },
+  { identifier = "cp39-macosx_x86_64", version = "3.9", url = "https://www.python.org/ftp/python/3.9.13/python-3.9.13-macos11.pkg", sha256 = "351fe18f4fb03be7afac5e4012fc0a51345f43202af43ef620cf1eee5ee36578" },
+  { identifier = "cp39-macosx_arm64", version = "3.9", url = "https://www.python.org/ftp/python/3.9.13/python-3.9.13-macos11.pkg", sha256 = "351fe18f4fb03be7afac5e4012fc0a51345f43202af43ef620cf1eee5ee36578" },
+  { identifier = "cp39-macosx_universal2", version = "3.9", url = "https://www.python.org/ftp/python/3.9.13/python-3.9.13-macos11.pkg", sha256 = "351fe18f4fb03be7afac5e4012fc0a51345f43202af43ef620cf1eee5ee36578" },
+  { identifier = "cp310-macosx_x86_64", version = "3.10", url = "https://www.python.org/ftp/python/3.10.11/python-3.10.11-macos11.pkg", sha256 = "767ed35ad688d28ea4494081ae96408a0318d0d5bb9ca0139d74d6247b231cfc" },
+  { identifier = "cp310-macosx_arm64", version = "3.10", url = "https://www.python.org/ftp/python/3.10.11/python-3.10.11-macos11.pkg", sha256 = "767ed35ad688d28ea4494081ae96408a0318d0d5bb9ca0139d74d6247b231cfc" },
+  { identifier = "cp310-macosx_universal2", version = "3.10", url = "https://www.python.org/ftp/python/3.10.11/python-3.10.11-macos11.pkg", sha256 = "767ed35ad688d28ea4494081ae96408a0318d0d5bb9ca0139d74d6247b231cfc" },
+  { identifier = "cp311-macosx_x86_64", version = "3.11", url = "https://www.python.org/ftp/python/3.11.9/python-3.11.9-macos11.pkg", sha256 = "b6cfdee2571ca56ee895043ca1e7110fb78a878cee3eb0c21accb2de34d24b55" },
+  { identifier = "cp311-macosx_arm64", version = "3.11", url = "https://www.python.org/ftp/python/3.11.9/python-3.11.9-macos11.pkg", sha256 = "b6cfdee2571ca56ee895043ca1e7110fb78a878cee3eb0c21accb2de34d24b55" },
+  { identifier = "cp311-macosx_universal2", version = "3.11", url = "https://www.python.org/ftp/python/3.11.9/python-3.11.9-macos11.pkg", sha256 = "b6cfdee2571ca56ee895043ca1e7110fb78a878cee3eb0c21accb2de34d24b55" },
+  { identifier = "cp312-macosx_x86_64", version = "3.12", url = "https://www.python.org/ftp/python/3.12.10/python-3.12.10-macos11.pkg", sha256 = "8373e58da4ea146b3eb1c1f9834f19a319440b6b679b06050b1f9ee3237aa8e4" },
+  { identifier = "cp312-macosx_arm64", version = "3.12", url = "https://www.python.org/ftp/python/3.12.10/python-3.12.10-macos11.pkg", sha256 = "8373e58da4ea146b3eb1c1f9834f19a319440b6b679b06050b1f9ee3237aa8e4" },
+  { identifier = "cp312-macosx_universal2", version = "3.12", url = "https://www.python.org/ftp/python/3.12.10/python-3.12.10-macos11.pkg", sha256 = "8373e58da4ea146b3eb1c1f9834f19a319440b6b679b06050b1f9ee3237aa8e4" },
+  { identifier = "cp313-macosx_x86_64", version = "3.13", url = "https://www.python.org/ftp/python/3.13.13/python-3.13.13-macos11.pkg", sha256 = "a909cb655af5db67d5a90b3603437a1d58bec3446d624e4034e278ac62023cc9" },
+  { identifier = "cp313-macosx_arm64", version = "3.13", url = "https://www.python.org/ftp/python/3.13.13/python-3.13.13-macos11.pkg", sha256 = "a909cb655af5db67d5a90b3603437a1d58bec3446d624e4034e278ac62023cc9" },
+  { identifier = "cp313-macosx_universal2", version = "3.13", url = "https://www.python.org/ftp/python/3.13.13/python-3.13.13-macos11.pkg", sha256 = "a909cb655af5db67d5a90b3603437a1d58bec3446d624e4034e278ac62023cc9" },
+  { identifier = "cp314-macosx_x86_64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg", sha256 = "b28a8dc33c456dd06c97024697d63ca916cfb494594c06fa3e4ef4d41fa82335" },
+  { identifier = "cp314-macosx_arm64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg", sha256 = "b28a8dc33c456dd06c97024697d63ca916cfb494594c06fa3e4ef4d41fa82335" },
+  { identifier = "cp314-macosx_universal2", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg", sha256 = "b28a8dc33c456dd06c97024697d63ca916cfb494594c06fa3e4ef4d41fa82335" },
+  { identifier = "cp314t-macosx_x86_64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg", sha256 = "b28a8dc33c456dd06c97024697d63ca916cfb494594c06fa3e4ef4d41fa82335" },
+  { identifier = "cp314t-macosx_arm64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg", sha256 = "b28a8dc33c456dd06c97024697d63ca916cfb494594c06fa3e4ef4d41fa82335" },
+  { identifier = "cp314t-macosx_universal2", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-macos11.pkg", sha256 = "b28a8dc33c456dd06c97024697d63ca916cfb494594c06fa3e4ef4d41fa82335" },
+  { identifier = "cp315-macosx_x86_64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg", sha256 = "d9e6de70d8bb02c9300b9d8e8b56aadb8dd426073d97e6225ac5319b3eb6d84e" },
+  { identifier = "cp315-macosx_arm64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg", sha256 = "d9e6de70d8bb02c9300b9d8e8b56aadb8dd426073d97e6225ac5319b3eb6d84e" },
+  { identifier = "cp315-macosx_universal2", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg", sha256 = "d9e6de70d8bb02c9300b9d8e8b56aadb8dd426073d97e6225ac5319b3eb6d84e" },
+  { identifier = "cp315t-macosx_x86_64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg", sha256 = "d9e6de70d8bb02c9300b9d8e8b56aadb8dd426073d97e6225ac5319b3eb6d84e" },
+  { identifier = "cp315t-macosx_arm64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg", sha256 = "d9e6de70d8bb02c9300b9d8e8b56aadb8dd426073d97e6225ac5319b3eb6d84e" },
+  { identifier = "cp315t-macosx_universal2", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-macos11.pkg", sha256 = "d9e6de70d8bb02c9300b9d8e8b56aadb8dd426073d97e6225ac5319b3eb6d84e" },
+  { identifier = "pp39-macosx_x86_64", version = "3.9", url = "https://downloads.python.org/pypy/pypy3.9-v7.3.16-macos_x86_64.tar.bz2", sha256 = "fda015431621e7e5aa16359d114f2c45a77ed936992c1efff86302e768a6b21c" },
+  { identifier = "pp39-macosx_arm64", version = "3.9", url = "https://downloads.python.org/pypy/pypy3.9-v7.3.16-macos_arm64.tar.bz2", sha256 = "88f824e7a2d676440d09bc90fc959ae0fd3557d7e2f14bfbbe53d41d159a47fe" },
+  { identifier = "pp310-macosx_x86_64", version = "3.10", url = "https://downloads.python.org/pypy/pypy3.10-v7.3.19-macos_x86_64.tar.bz2", sha256 = "2c5e5c2a33ac882551d7f28b98d19d486b8995aa50824a73b4edcc6aeec35c63" },
+  { identifier = "pp310-macosx_arm64", version = "3.10", url = "https://downloads.python.org/pypy/pypy3.10-v7.3.19-macos_arm64.tar.bz2", sha256 = "3db8a03fc496164801646844d7f3b12baa0adb3ad9a0b7cb124521bc2e168a36" },
+  { identifier = "pp311-macosx_x86_64", version = "3.11", url = "https://downloads.python.org/pypy/pypy3.11-v7.3.23-macos_x86_64.tar.bz2", sha256 = "c95363c4e87235d11a6cec8128239c291b1eb67a752778fbcfe029a71da82b5e" },
+  { identifier = "pp311-macosx_arm64", version = "3.11", url = "https://downloads.python.org/pypy/pypy3.11-v7.3.23-macos_arm64.tar.bz2", sha256 = "4747b3aceba4c1c6104cddc0fe5ea302101d32955f0957347b9ecc4fbd7aed05" },
+  { identifier = "gp311_242-macosx_x86_64", version = "3.11", url = "https://github.com/oracle/graalpython/releases/download/graal-24.2.2/graalpy-24.2.2-macos-amd64.tar.gz", sha256 = "2f4d5e7dbdf90e38778dfcb8ca3e1ec7eee257ef726b1937d5bc91b54cdddf9b" },
+  { identifier = "gp311_242-macosx_arm64", version = "3.11", url = "https://github.com/oracle/graalpython/releases/download/graal-24.2.2/graalpy-24.2.2-macos-aarch64.tar.gz", sha256 = "f4a2ae01bae0fa53ec0d19f86d73c6dcc2a162d245552030183b84bfdd8f7635" },
+  { identifier = "gp312_250-macosx_x86_64", version = "3.12", url = "https://github.com/oracle/graalpython/releases/download/graal-25.0.1/graalpy-25.0.1-macos-amd64.tar.gz", sha256 = "10b0721d52397f0cc85f038900318da2203711cbcfae7899e3faed49d3dc6221" },
+  { identifier = "gp312_250-macosx_arm64", version = "3.12", url = "https://github.com/oracle/graalpython/releases/download/graal-25.0.3/graalpy-25.0.3-macos-aarch64.tar.gz", sha256 = "387d9f5b376860842bea4d55aae5820974f3f3b68fc36c77ae863a061a888857" },
 ]
 
 [windows]
@@ -211,39 +211,39 @@ python_configurations = [
   { identifier = "cp314t-win_arm64", version = "3.14.5" },
   { identifier = "cp315-win_arm64", version = "3.15.0-b1" },
   { identifier = "cp315t-win_arm64", version = "3.15.0-b1" },
-  { identifier = "pp39-win_amd64", version = "3.9", url = "https://downloads.python.org/pypy/pypy3.9-v7.3.16-win64.zip" },
-  { identifier = "pp310-win_amd64", version = "3.10", url = "https://downloads.python.org/pypy/pypy3.10-v7.3.19-win64.zip" },
-  { identifier = "pp311-win_amd64", version = "3.11", url = "https://downloads.python.org/pypy/pypy3.11-v7.3.23-win64.zip" },
-  { identifier = "gp311_242-win_amd64", version = "3.11", url = "https://github.com/oracle/graalpython/releases/download/graal-24.2.2/graalpy-24.2.2-windows-amd64.zip" },
-  { identifier = "gp312_250-win_amd64", version = "3.12", url = "https://github.com/oracle/graalpython/releases/download/graal-25.0.3/graalpy-25.0.3-windows-amd64.zip" },
+  { identifier = "pp39-win_amd64", version = "3.9", url = "https://downloads.python.org/pypy/pypy3.9-v7.3.16-win64.zip", sha256 = "06ec12a5e964dc0ad33e6f380185a4d295178dce6d6df512f508e7aee00a1323" },
+  { identifier = "pp310-win_amd64", version = "3.10", url = "https://downloads.python.org/pypy/pypy3.10-v7.3.19-win64.zip", sha256 = "c0d07bba6c8fb4e5804f4a8b3f8ef07cc3d89f6ad1db42a45ffb9be60bbb7cc2" },
+  { identifier = "pp311-win_amd64", version = "3.11", url = "https://downloads.python.org/pypy/pypy3.11-v7.3.23-win64.zip", sha256 = "948b8ea58dea5b9917210fe4afd242c788fbfaba1c3f1a25e696a404f703389a" },
+  { identifier = "gp311_242-win_amd64", version = "3.11", url = "https://github.com/oracle/graalpython/releases/download/graal-24.2.2/graalpy-24.2.2-windows-amd64.zip", sha256 = "9606134284d4d95b2f9d69c3087cd3e9e488f46355b419f5e66588a3281df6a3" },
+  { identifier = "gp312_250-win_amd64", version = "3.12", url = "https://github.com/oracle/graalpython/releases/download/graal-25.0.3/graalpy-25.0.3-windows-amd64.zip", sha256 = "2ae5c42b93e08d9e106a017634a3442b272ccae6d08ace157244de0449e937d4" },
 ]
 
 [pyodide]
 python_configurations = [
-  { identifier = "cp312-pyodide_wasm32", version = "3.12", default_pyodide_version = "0.27.7", node_version = "v22" },
-  { identifier = "cp313-pyodide_wasm32", version = "3.13", default_pyodide_version = "0.29.4", node_version = "v22" },
-  { identifier = "cp314-pyodide_wasm32", version = "3.14", default_pyodide_version = "314.0.0a2", node_version = "v24" },
+  { identifier = "cp312-pyodide_wasm32", version = "3.12", default_pyodide_version = "0.27.7", node_version = "v22", sha256 = "0c2e7db42efa5d1dac38b50f8b3d659a1e3885d0a233494831b8206281307d52" },
+  { identifier = "cp313-pyodide_wasm32", version = "3.13", default_pyodide_version = "0.29.4", node_version = "v22", sha256 = "a29fc4a076408a18fc29eb4b280f80c6dddc95c19514c874c29e590d0931c02a" },
+  { identifier = "cp314-pyodide_wasm32", version = "3.14", default_pyodide_version = "314.0.0a2", node_version = "v24", sha256 = "ac7bbcdf289ab3ae25621c436b1d013099ef6bec644ad0538dae5d65552c5c95" },
 ]
 
 [android]
 python_configurations = [
-  { identifier = "cp313-android_arm64_v8a", version = "3.13", url = "https://repo.maven.apache.org/maven2/com/chaquo/python/python/3.13.13/python-3.13.13-aarch64-linux-android.tar.gz" },
-  { identifier = "cp313-android_x86_64", version = "3.13", url = "https://repo.maven.apache.org/maven2/com/chaquo/python/python/3.13.13/python-3.13.13-x86_64-linux-android.tar.gz" },
-  { identifier = "cp314-android_arm64_v8a", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-aarch64-linux-android.tar.gz" },
-  { identifier = "cp314-android_x86_64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-x86_64-linux-android.tar.gz" },
-  { identifier = "cp315-android_arm64_v8a", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-aarch64-linux-android.tar.gz" },
-  { identifier = "cp315-android_x86_64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-x86_64-linux-android.tar.gz" },
+  { identifier = "cp313-android_arm64_v8a", version = "3.13", url = "https://repo.maven.apache.org/maven2/com/chaquo/python/python/3.13.13/python-3.13.13-aarch64-linux-android.tar.gz", sha256 = "a21250c246b36eb704be096be51e40ab24cafa3ae1d7ca4c396e6bf780cf87cf" },
+  { identifier = "cp313-android_x86_64", version = "3.13", url = "https://repo.maven.apache.org/maven2/com/chaquo/python/python/3.13.13/python-3.13.13-x86_64-linux-android.tar.gz", sha256 = "b021b76df2c8d64e41c76d18a2d91f27652356bd932c06f9076bac1b664c0e37" },
+  { identifier = "cp314-android_arm64_v8a", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-aarch64-linux-android.tar.gz", sha256 = "f008321abf837fcaec569df143283ece0e764b18d8c75763200160553f906af1" },
+  { identifier = "cp314-android_x86_64", version = "3.14", url = "https://www.python.org/ftp/python/3.14.5/python-3.14.5-x86_64-linux-android.tar.gz", sha256 = "36184e31464b2b959d92c81ded8d025834342cc080623bced282a2a9a57bd47c" },
+  { identifier = "cp315-android_arm64_v8a", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-aarch64-linux-android.tar.gz", sha256 = "9a25e5499d639d4f59bc766ad36c9eddd892232a9f9224c2fa4ef55dc1d49ff3" },
+  { identifier = "cp315-android_x86_64", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-x86_64-linux-android.tar.gz", sha256 = "86f492e92340028c8c7efedde6760b40f5e645062d0ef17af0d0bf4d18b127f2" },
 ]
 
 [ios]
 python_configurations = [
-  { identifier = "cp313-ios_arm64_iphoneos", version = "3.13", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.13-b13/Python-3.13-iOS-support.b13.tar.gz" },
-  { identifier = "cp313-ios_x86_64_iphonesimulator", version = "3.13", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.13-b13/Python-3.13-iOS-support.b13.tar.gz" },
-  { identifier = "cp313-ios_arm64_iphonesimulator", version = "3.13", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.13-b13/Python-3.13-iOS-support.b13.tar.gz" },
-  { identifier = "cp314-ios_arm64_iphoneos", version = "3.14", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.14-b9/Python-3.14-iOS-support.b9.tar.gz" },
-  { identifier = "cp314-ios_x86_64_iphonesimulator", version = "3.14", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.14-b9/Python-3.14-iOS-support.b9.tar.gz" },
-  { identifier = "cp314-ios_arm64_iphonesimulator", version = "3.14", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.14-b9/Python-3.14-iOS-support.b9.tar.gz" },
-  { identifier = "cp315-ios_arm64_iphoneos", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-iOS-XCframework.tar.gz" },
-  { identifier = "cp315-ios_x86_64_iphonesimulator", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-iOS-XCframework.tar.gz" },
-  { identifier = "cp315-ios_arm64_iphonesimulator", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-iOS-XCframework.tar.gz" },
+  { identifier = "cp313-ios_arm64_iphoneos", version = "3.13", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.13-b13/Python-3.13-iOS-support.b13.tar.gz", sha256 = "d1f95f95137a4b91dc0cbe9b99ddfc0a78918dde883c7fbe7147074a5e715274" },
+  { identifier = "cp313-ios_x86_64_iphonesimulator", version = "3.13", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.13-b13/Python-3.13-iOS-support.b13.tar.gz", sha256 = "d1f95f95137a4b91dc0cbe9b99ddfc0a78918dde883c7fbe7147074a5e715274" },
+  { identifier = "cp313-ios_arm64_iphonesimulator", version = "3.13", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.13-b13/Python-3.13-iOS-support.b13.tar.gz", sha256 = "d1f95f95137a4b91dc0cbe9b99ddfc0a78918dde883c7fbe7147074a5e715274" },
+  { identifier = "cp314-ios_arm64_iphoneos", version = "3.14", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.14-b9/Python-3.14-iOS-support.b9.tar.gz", sha256 = "8e4123b543bf17fdae2e2c6c033434487752438431014eb12e6d833aa35927a8" },
+  { identifier = "cp314-ios_x86_64_iphonesimulator", version = "3.14", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.14-b9/Python-3.14-iOS-support.b9.tar.gz", sha256 = "8e4123b543bf17fdae2e2c6c033434487752438431014eb12e6d833aa35927a8" },
+  { identifier = "cp314-ios_arm64_iphonesimulator", version = "3.14", url = "https://github.com/beeware/Python-Apple-support/releases/download/3.14-b9/Python-3.14-iOS-support.b9.tar.gz", sha256 = "8e4123b543bf17fdae2e2c6c033434487752438431014eb12e6d833aa35927a8" },
+  { identifier = "cp315-ios_arm64_iphoneos", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-iOS-XCframework.tar.gz", sha256 = "abd43fc362bb6e40a5233a499aa3fa96bf49306ca10b4cbcb27418778e429eb8" },
+  { identifier = "cp315-ios_x86_64_iphonesimulator", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-iOS-XCframework.tar.gz", sha256 = "abd43fc362bb6e40a5233a499aa3fa96bf49306ca10b4cbcb27418778e429eb8" },
+  { identifier = "cp315-ios_arm64_iphonesimulator", version = "3.15", url = "https://www.python.org/ftp/python/3.15.0/python-3.15.0b1-iOS-XCframework.tar.gz", sha256 = "abd43fc362bb6e40a5233a499aa3fa96bf49306ca10b4cbcb27418778e429eb8" },
 ]
diff --git a/cibuildwheel/resources/python-build-standalone-releases.json b/cibuildwheel/resources/python-build-standalone-releases.json
index f5df07be..3c54fbae 100644
--- a/cibuildwheel/resources/python-build-standalone-releases.json
+++ b/cibuildwheel/resources/python-build-standalone-releases.json
@@ -1,723 +1,902 @@
 {
   "releases": [
     {
-      "tag": "20260408",
+      "tag": "20260510",
       "assets": [
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-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.10.20%2B20260408-aarch64-apple-darwin-install_only.tar.gz"
+          "name": "cpython-3.10.20+20260510-aarch64-apple-darwin-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.10.20%2B20260510-aarch64-apple-darwin-install_only.tar.gz",
+          "sha256": "22f02aa2458efa28029f91800c3d85a270ae308a2d8450f3f6cef49f56abfa48"
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-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.10.20%2B20260408-aarch64-unknown-linux-gnu-install_only.tar.gz"
+          "name": "cpython-3.10.20+20260510-aarch64-unknown-linux-gnu-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.10.20%2B20260510-aarch64-unknown-linux-gnu-install_only.tar.gz",
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+          "name": "cpython-3.10.20+20260510-aarch64-unknown-linux-musl-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.10.20%2B20260510-aarch64-unknown-linux-musl-install_only.tar.gz",
+          "sha256": "1b5988e42aecbae17f1de3b7a06a971b341b3c969fe8266bbaa9ff77cb088059"
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+          "name": "cpython-3.10.20+20260510-armv7-unknown-linux-gnueabi-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.10.20%2B20260510-armv7-unknown-linux-gnueabi-install_only.tar.gz",
+          "sha256": "1bfad949b5325b9d0c10fda3fff65cfa61f71252b2362a0c5c2caeab12cc8cac"
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+          "name": "cpython-3.10.20+20260510-armv7-unknown-linux-gnueabihf-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.10.20%2B20260510-armv7-unknown-linux-gnueabihf-install_only.tar.gz",
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+          "name": "cpython-3.10.20+20260510-i686-pc-windows-msvc-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.10.20%2B20260510-i686-pc-windows-msvc-install_only.tar.gz",
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+          "name": "cpython-3.10.20+20260510-ppc64le-unknown-linux-gnu-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.10.20%2B20260510-ppc64le-unknown-linux-gnu-install_only.tar.gz",
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+          "name": "cpython-3.10.20+20260510-riscv64-unknown-linux-gnu-install_only.tar.gz",
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+          "name": "cpython-3.10.20+20260510-s390x-unknown-linux-gnu-install_only.tar.gz",
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+          "name": "cpython-3.11.15+20260510-aarch64-apple-darwin-install_only.tar.gz",
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+          "name": "cpython-3.11.15+20260510-aarch64-pc-windows-msvc-install_only.tar.gz",
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-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64-unknown-linux-gnu-freethreaded-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64-unknown-linux-gnu-freethreaded-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64-unknown-linux-gnu-freethreaded-install_only.tar.gz",
+          "sha256": "efda309d058faacc7fcd8fbed8f7b9d145c85daa77c106951435d89c8c8ab931"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64-unknown-linux-gnu-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64-unknown-linux-gnu-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64-unknown-linux-gnu-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64-unknown-linux-gnu-install_only.tar.gz",
+          "sha256": "d3908f7d894b08ad94f5f0761d0108a5d1706a75279673a064920aed04d075d3"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64-unknown-linux-musl-freethreaded-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64-unknown-linux-musl-freethreaded-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64-unknown-linux-musl-freethreaded-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64-unknown-linux-musl-freethreaded-install_only.tar.gz",
+          "sha256": "fd5144ab564aa82446c8d33720fcd68be8f03982825dd7f7030373a2c879fbdb"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64-unknown-linux-musl-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64-unknown-linux-musl-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64-unknown-linux-musl-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64-unknown-linux-musl-install_only.tar.gz",
+          "sha256": "cbe9d98b0b8a004c4f740ade5cf411990b00bfc2c6b34bd47d0b5d768edf3dd6"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v2-unknown-linux-gnu-freethreaded-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v2-unknown-linux-gnu-freethreaded-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v2-unknown-linux-gnu-freethreaded-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v2-unknown-linux-gnu-freethreaded-install_only.tar.gz",
+          "sha256": "ca1175e5089e9c0c67735821bcb62978129f839018372e089cb8bf22c31d2250"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v2-unknown-linux-gnu-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v2-unknown-linux-gnu-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v2-unknown-linux-gnu-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v2-unknown-linux-gnu-install_only.tar.gz",
+          "sha256": "28328bbefc4236a85408058103671d0dea5c50b3adc945e09fae5a89dcb8466b"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v2-unknown-linux-musl-freethreaded-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v2-unknown-linux-musl-freethreaded-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v2-unknown-linux-musl-freethreaded-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v2-unknown-linux-musl-freethreaded-install_only.tar.gz",
+          "sha256": "1adb55ff62c0c1a55f73beb493c904f7ee1d126e98155adff1c4d9d2e2ded9b7"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v2-unknown-linux-musl-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v2-unknown-linux-musl-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v2-unknown-linux-musl-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v2-unknown-linux-musl-install_only.tar.gz",
+          "sha256": "88525060e42a52a3d1d9d9a5b0e0fa96274a8be87df8e5f618dbabb8130d1dcd"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v3-unknown-linux-gnu-freethreaded-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v3-unknown-linux-gnu-freethreaded-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v3-unknown-linux-gnu-freethreaded-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v3-unknown-linux-gnu-freethreaded-install_only.tar.gz",
+          "sha256": "0ed6b55801e556ecf71d99255ff55b5db5460fde34333d9e1ba4f302107b7577"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v3-unknown-linux-gnu-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v3-unknown-linux-gnu-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v3-unknown-linux-gnu-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v3-unknown-linux-gnu-install_only.tar.gz",
+          "sha256": "71458dd02200d37d3fe758b24e8afaac9141a7eadc23db579d026a86e63a2f59"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v3-unknown-linux-musl-freethreaded-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v3-unknown-linux-musl-freethreaded-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v3-unknown-linux-musl-freethreaded-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v3-unknown-linux-musl-freethreaded-install_only.tar.gz",
+          "sha256": "0f00c880fbb74a5ea9c409ba2d25c6f98d28914c36727b84d067546699087e63"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v3-unknown-linux-musl-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v3-unknown-linux-musl-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v3-unknown-linux-musl-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v3-unknown-linux-musl-install_only.tar.gz",
+          "sha256": "4ceb52e6f662e8dde146b18f28848185a239a211c16dfa723dea770944d12f83"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v4-unknown-linux-gnu-freethreaded-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v4-unknown-linux-gnu-freethreaded-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v4-unknown-linux-gnu-freethreaded-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v4-unknown-linux-gnu-freethreaded-install_only.tar.gz",
+          "sha256": "38c04d73068a97a3842f4ececb9ac89ec0a993e657ccaf93c1956e1a237f6611"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v4-unknown-linux-gnu-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v4-unknown-linux-gnu-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v4-unknown-linux-gnu-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v4-unknown-linux-gnu-install_only.tar.gz",
+          "sha256": "621630bbb51dd2dfd692c918a9c1d89d55dfaf7709c0f49ba1197ee02098aa36"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v4-unknown-linux-musl-freethreaded-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v4-unknown-linux-musl-freethreaded-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v4-unknown-linux-musl-freethreaded-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v4-unknown-linux-musl-freethreaded-install_only.tar.gz",
+          "sha256": "876ead2e83a8874c01e42c9d753c1e3a386b57c36a9fad1feadbdb0435b4ca19"
         },
         {
-          "name": "cpython-3.15.0a8+20260408-x86_64_v4-unknown-linux-musl-install_only.tar.gz",
-          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260408/cpython-3.15.0a8%2B20260408-x86_64_v4-unknown-linux-musl-install_only.tar.gz"
+          "name": "cpython-3.15.0b1+20260510-x86_64_v4-unknown-linux-musl-install_only.tar.gz",
+          "url": "https://github.com/astral-sh/python-build-standalone/releases/download/20260510/cpython-3.15.0b1%2B20260510-x86_64_v4-unknown-linux-musl-install_only.tar.gz",
+          "sha256": "b68256d7f746df3e83ac075bb0e3058a775e69bc1c541fd8794712eeef530e24"
         }
       ]
     }
diff --git a/cibuildwheel/resources/virtualenv.toml b/cibuildwheel/resources/virtualenv.toml
index 3ec56edd..07dcef82 100644
--- a/cibuildwheel/resources/virtualenv.toml
+++ b/cibuildwheel/resources/virtualenv.toml
@@ -1 +1 @@
-default = { version = "21.3.3", url = "https://github.com/pypa/get-virtualenv/releases/download/21.3.3/virtualenv.pyz" }
+default = { version = "21.3.3", url = "https://github.com/pypa/get-virtualenv/releases/download/21.3.3/virtualenv.pyz", sha256 = "d3a7f4ee4c820c4247fe14ec1a478e19ef8f63f716c0f15bc10fab4d70ad9b69" }
diff --git a/cibuildwheel/util/file.py b/cibuildwheel/util/file.py
index eaec2648..45a7932f 100644
--- a/cibuildwheel/util/file.py
+++ b/cibuildwheel/util/file.py
@@ -1,5 +1,6 @@
 from __future__ import annotations
 
+import hashlib
 import os
 import shutil
 import ssl
@@ -45,7 +46,7 @@ def ensure_cache_sentinel(cache_path: Path) -> None:
             )
 
 
-def download(url: str, dest: Path) -> None:
+def download(url: str, dest: Path, *, sha256: str | None = None) -> None:
     print(f"+ Download {url} to {dest}")
     dest_dir = dest.parent
     dest_dir.mkdir(parents=True, exist_ok=True)
@@ -59,13 +60,20 @@ def download(url: str, dest: Path) -> None:
         try:
             with urllib.request.urlopen(url, context=context) as response:
                 dest.write_bytes(response.read())
-                return
+                break
 
         except OSError:
             if i == repeat_num - 1:
                 raise
             time.sleep(3)
 
+    if sha256:
+        computed = hashlib.sha256(dest.read_bytes()).hexdigest()
+        if computed != sha256:
+            dest.unlink(missing_ok=True)
+            msg = f"SHA256 mismatch for {url}: expected {sha256!r}, got {computed!r}"
+            raise FatalError(msg)
+
 
 def extract_zip(zip_src: Path, dest: Path) -> None:
     """Extracts a zip and correctly sets permissions on extracted files.
diff --git a/cibuildwheel/util/python_build_standalone.py b/cibuildwheel/util/python_build_standalone.py
index f6f9897e..a48bf2f8 100644
--- a/cibuildwheel/util/python_build_standalone.py
+++ b/cibuildwheel/util/python_build_standalone.py
@@ -2,6 +2,7 @@ from __future__ import annotations
 
 import fnmatch
 import functools
+import hashlib
 import json
 import platform
 import typing
@@ -19,6 +20,7 @@ if TYPE_CHECKING:
 class PythonBuildStandaloneAsset(typing.TypedDict):
     name: str
     url: str
+    sha256: str
 
 
 class PythonBuildStandaloneRelease(typing.TypedDict):
@@ -86,8 +88,8 @@ def _get_pbs_asset(
     arch_identifier: str,
     platform_identifier: str,
     libc_identifier: str | None,
-) -> tuple[str, str, str]:
-    """Finds the asset, returning (tag, filename, url)."""
+) -> tuple[str, str, str, str]:
+    """Finds the asset, returning (tag, url, filename, sha256)."""
     release_data = get_python_build_standalone_release_data()
 
     expected_suffix = f"{arch_identifier}-{platform_identifier}"
@@ -105,22 +107,36 @@ def _get_pbs_asset(
                 continue
 
             asset_url = asset["url"]
-            return release["tag"], asset_url, asset_name
+            asset_sha256 = asset.get("sha256", "")
+            return release["tag"], asset_url, asset_name, asset_sha256
 
     # If loop completes without finding a match
     msg = f"Could not find python-build-standalone release asset matching {asset_pattern!r}."
     raise PythonBuildStandaloneError(msg)
 
 
-def _download_or_get_from_cache(asset_url: str, asset_filename: str, cache_dir: Path) -> Path:
+def _download_or_get_from_cache(
+    asset_url: str, asset_filename: str, cache_dir: Path, sha256: str = ""
+) -> Path:
     with FileLock(cache_dir / (asset_filename + ".lock")):
         asset_cache_path = cache_dir / asset_filename
         if asset_cache_path.is_file():
-            print(f"Using cached python_build_standalone: {asset_cache_path}")
-            return asset_cache_path
+            if sha256:
+                computed = hashlib.sha256(asset_cache_path.read_bytes()).hexdigest()
+                if computed != sha256:
+                    print(
+                        f"Cached python_build_standalone SHA256 mismatch for {asset_cache_path}; redownloading."
+                    )
+                    asset_cache_path.unlink(missing_ok=True)
+                else:
+                    print(f"Using cached python_build_standalone: {asset_cache_path}")
+                    return asset_cache_path
+            else:
+                print(f"Using cached python_build_standalone: {asset_cache_path}")
+                return asset_cache_path
 
         print(f"Downloading python_build_standalone: {asset_url} to {asset_cache_path}")
-        download(asset_url, asset_cache_path)
+        download(asset_url, asset_cache_path, sha256=sha256 or None)
         return asset_cache_path
 
 
@@ -166,7 +182,7 @@ def create_python_build_standalone_environment(
 
     arch_id, platform_id, libc_id = _get_platform_identifiers()
 
-    pbs_tag, asset_url, asset_filename = _get_pbs_asset(
+    pbs_tag, asset_url, asset_filename, asset_sha256 = _get_pbs_asset(
         python_version=python_version,
         arch_identifier=arch_id,
         platform_identifier=platform_id,
@@ -176,7 +192,7 @@ def create_python_build_standalone_environment(
     print(f"Using python-build-standalone release: {pbs_tag}")
 
     archive_path = _download_or_get_from_cache(
-        asset_url=asset_url, asset_filename=asset_filename, cache_dir=cache_dir
+        asset_url=asset_url, asset_filename=asset_filename, cache_dir=cache_dir, sha256=asset_sha256
     )
 
     python_base_dir = temp_dir / "pbs"
diff --git a/cibuildwheel/util/resources.py b/cibuildwheel/util/resources.py
index c9457aad..dd3d151f 100644
--- a/cibuildwheel/util/resources.py
+++ b/cibuildwheel/util/resources.py
@@ -31,7 +31,14 @@ IOS_SUPPORT_FILES: Final[Path] = PATH / "ios-support"
 def read_all_configs() -> dict[str, list[dict[str, str]]]:
     with BUILD_PLATFORMS.open("rb") as f:
         loaded_file = tomllib.load(f)
-    return {k: list[dict[str, str]](v["python_configurations"]) for k, v in loaded_file.items()}
+    configs = {k: list[dict[str, str]](v["python_configurations"]) for k, v in loaded_file.items()}
+    for platform, python_configs in configs.items():
+        for config in python_configs:
+            if "url" in config and not config.get("sha256"):
+                identifier = config["identifier"]
+                msg = f"{platform} Python configuration {identifier!r} is missing a sha256"
+                raise ValueError(msg)
+    return configs
 
 
 def read_python_configs(config: PlatformName) -> list[dict[str, str]]:
diff --git a/cibuildwheel/venv.py b/cibuildwheel/venv.py
index 91c21f06..10f49491 100644
--- a/cibuildwheel/venv.py
+++ b/cibuildwheel/venv.py
@@ -53,10 +53,11 @@ def _ensure_virtualenv(version: str) -> tuple[Path, Version]:
     configuration = loaded_file.get(key, loaded_file["default"])
     version = str(configuration["version"])
     url = str(configuration["url"])
+    sha256 = str(configuration["sha256"])
     path = CIBW_CACHE_PATH / f"virtualenv-{version}.pyz"
     with FileLock(str(path) + ".lock"):
         if not path.exists():
-            download(url, path)
+            download(url, path, sha256=sha256)
     return (path, Version(version))
 
 
diff --git a/docs/_internal/pyodide-maintenance.md b/docs/_internal/pyodide-maintenance.md
index 3b9cb93e..ad790048 100644
--- a/docs/_internal/pyodide-maintenance.md
+++ b/docs/_internal/pyodide-maintenance.md
@@ -28,10 +28,10 @@ For example, consider a scenario when Pyodide ships a new `315.0.0a1` with cp315
 In `cibuildwheel/resources/build-platforms.toml`, add an entry under `[pyodide]`:
 
 ```toml
-{ identifier = "cp315-pyodide_wasm32", version = "3.15", default_pyodide_version = "315.0.0a1", node_version = "v24" },
+{ identifier = "cp315-pyodide_wasm32", version = "3.15", default_pyodide_version = "315.0.0a1", node_version = "v24", sha256 = "SHA256" },
 ```
 
-`version` is the CPython version string, `default_pyodide_version` is the Pyodide release to use when the user does not pin one explicitly (use the latest available alpha/beta for a prerelease entry), and `node_version` is the minimum Node.js major required by that Pyodide release — check the [pyodide-build FAQ](https://pyodide-build.readthedocs.io/en/latest/faq.html#what-node-js-version-do-i-need) for a rudimentary idea of what the correct value is.
+`version` is the CPython version string, `default_pyodide_version` is the Pyodide release to use when the user does not pin one explicitly (use the latest available alpha/beta for a prerelease entry), and `node_version` is the minimum Node.js major required by that Pyodide release — check the [pyodide-build FAQ](https://pyodide-build.readthedocs.io/en/latest/faq.html#what-node-js-version-do-i-need) for a rudimentary idea of what the correct value is. `sha256` is the checksum of the Pyodide xbuildenv tarball.
 
 ### 2. Update the prerelease guards in the selector
 
diff --git a/unit_test/test_sha256.py b/unit_test/test_sha256.py
new file mode 100644
index 00000000..349efb70
--- /dev/null
+++ b/unit_test/test_sha256.py
@@ -0,0 +1,71 @@
+from __future__ import annotations
+
+import hashlib
+
+from cibuildwheel.platforms import pyodide
+from cibuildwheel.util import python_build_standalone
+
+TYPE_CHECKING = False
+if TYPE_CHECKING:
+    from pathlib import Path
+
+    import pytest
+
+
+def test_pyodide_all_python_configurations_accept_sha256() -> None:
+    python_configurations = pyodide.all_python_configurations()
+
+    assert python_configurations
+    assert all(config.sha256 for config in python_configurations)
+
+
+def test_download_or_get_from_cache_uses_valid_cached_file(
+    tmp_path: Path, monkeypatch: pytest.MonkeyPatch
+) -> None:
+    cached_file = tmp_path / "python-build-standalone.tar.gz"
+    cached_bytes = b"cached archive"
+    cached_file.write_bytes(cached_bytes)
+    cached_sha256 = hashlib.sha256(cached_bytes).hexdigest()
+
+    was_downloaded = False
+
+    def fake_download(url: str, dest: Path, *, sha256: str | None = None) -> None:  # noqa: ARG001
+        nonlocal was_downloaded
+        was_downloaded = True
+
+    monkeypatch.setattr(python_build_standalone, "download", fake_download)
+
+    archive_path = python_build_standalone._download_or_get_from_cache(
+        asset_url="https://example.com/python-build-standalone.tar.gz",
+        asset_filename=cached_file.name,
+        cache_dir=tmp_path,
+        sha256=cached_sha256,
+    )
+
+    assert archive_path == cached_file
+    assert not was_downloaded
+
+
+def test_download_or_get_from_cache_redownloads_invalid_cached_file(
+    tmp_path: Path, monkeypatch: pytest.MonkeyPatch
+) -> None:
+    cached_file = tmp_path / "python-build-standalone.tar.gz"
+    cached_file.write_bytes(b"bad cache")
+    expected_bytes = b"good archive"
+    expected_sha256 = hashlib.sha256(expected_bytes).hexdigest()
+
+    def fake_download(url: str, dest: Path, *, sha256: str | None = None) -> None:  # noqa: ARG001
+        assert sha256 == expected_sha256
+        dest.write_bytes(expected_bytes)
+
+    monkeypatch.setattr(python_build_standalone, "download", fake_download)
+
+    archive_path = python_build_standalone._download_or_get_from_cache(
+        asset_url="https://example.com/python-build-standalone.tar.gz",
+        asset_filename=cached_file.name,
+        cache_dir=tmp_path,
+        sha256=expected_sha256,
+    )
+
+    assert archive_path == cached_file
+    assert cached_file.read_bytes() == expected_bytes