Update Windows builds to OpenSSL 3.5.8

Author: zware

Misc/NEWS.d/next/Windows/2026-09-23-12-05-40.gh-issue-158010.MPcRL5.rst

@@ -0,0 +1 @@
+Updated Windows builds to use OpenSSL 3.5.8.

PCbuild/get_externals.bat

@@ -53,7 +53,7 @@ echo.Fetching external libraries...
 set libraries=
 set libraries=%libraries%                                       bzip2-1.0.8
 if NOT "%IncludeLibffiSrc%"=="false" set libraries=%libraries%  libffi-3.4.4
-if NOT "%IncludeSSLSrc%"=="false" set libraries=%libraries%     openssl-3.0.22
+if NOT "%IncludeSSLSrc%"=="false" set libraries=%libraries%     openssl-3.5.8
 set libraries=%libraries%                                       mpdecimal-4.0.0
 set libraries=%libraries%                                       sqlite-3.50.4.0
 if NOT "%IncludeTkinterSrc%"=="false" set libraries=%libraries% tcl-core-8.6.15.0
@@ -77,7 +77,7 @@ echo.Fetching external binaries...
 
 set binaries=
 if NOT "%IncludeLibffi%"=="false"  set binaries=%binaries% libffi-3.4.4
-if NOT "%IncludeSSL%"=="false"     set binaries=%binaries% openssl-bin-3.0.22
+if NOT "%IncludeSSL%"=="false"     set binaries=%binaries% openssl-bin-3.5.8
 if NOT "%IncludeTkinter%"=="false" set binaries=%binaries% tcltk-8.6.15.0
 if NOT "%IncludeSSLSrc%"=="false"  set binaries=%binaries% nasm-2.11.06
 

PCbuild/python.props

@@ -76,8 +76,8 @@
     <libffiOutDir Condition="$(libffiOutDir) == ''">$(libffiDir)$(ArchName)\</libffiOutDir>
     <libffiIncludeDir Condition="$(libffiIncludeDir) == ''">$(libffiOutDir)include</libffiIncludeDir>
     <mpdecimalDir Condition="$(mpdecimalDir) == ''">$(ExternalsDir)\mpdecimal-4.0.0\</mpdecimalDir>
-    <opensslDir Condition="$(opensslDir) == ''">$(ExternalsDir)openssl-3.0.22\</opensslDir>
-    <opensslOutDir Condition="$(opensslOutDir) == ''">$(ExternalsDir)openssl-bin-3.0.22\$(ArchName)\</opensslOutDir>
+    <opensslDir Condition="$(opensslDir) == ''">$(ExternalsDir)openssl-3.5.8\</opensslDir>
+    <opensslOutDir Condition="$(opensslOutDir) == ''">$(ExternalsDir)openssl-bin-3.5.8\$(ArchName)\</opensslOutDir>
     <opensslIncludeDir Condition="$(opensslIncludeDir) == ''">$(opensslOutDir)include</opensslIncludeDir>
     <nasmDir Condition="$(nasmDir) == ''">$(ExternalsDir)\nasm-2.11.06\</nasmDir>
     <zlibDir Condition="$(zlibDir) == ''">$(ExternalsDir)\zlib-1.3.1\</zlibDir>

PCbuild/readme.txt

@@ -172,7 +172,7 @@ _lzma
     Homepage:
         https://tukaani.org/xz/
 _ssl
-    Python wrapper for version 3.0 of the OpenSSL secure sockets
+    Python wrapper for version 3.5 of the OpenSSL secure sockets
     library, which is downloaded from our binaries repository at
     https://github.com/python/cpython-bin-deps.