gh-156369: Update CI to use latest SSL library versions (#156381)
diff --git a/.github/workflows/build.yml b/.github/workflows/build.yml
index d6d6102..7fdc81a 100644
--- a/.github/workflows/build.yml
+++ b/.github/workflows/build.yml
@@ -268,13 +268,13 @@
           # unsupported as it most resembles other 1.1.1-work-a-like ssl APIs
           # supported by important vendors such as AWS-LC.
           - { name: openssl, version: 1.1.1w }
-          - { name: openssl, version: 3.0.21 }
-          - { name: openssl, version: 3.4.6 }
-          - { name: openssl, version: 3.5.7 }
-          - { name: openssl, version: 3.6.3 }
-          - { name: openssl, version: 4.0.1 }
+          - { name: openssl, version: 3.0.22 }
+          - { name: openssl, version: 3.4.7 }
+          - { name: openssl, version: 3.5.8 }
+          - { name: openssl, version: 3.6.4 }
+          - { name: openssl, version: 4.0.2 }
           ## AWS-LC
-          - { name: aws-lc, version: 5.0.0 }
+          - { name: aws-lc, version: 5.5.0 }
     env:
       SSLLIB_VER: ${{ matrix.ssllib.version }}
       MULTISSL_DIR: ${{ github.workspace }}/multissl
@@ -379,7 +379,7 @@
     needs: build-context
     if: needs.build-context.outputs.run-ubuntu == 'true'
     env:
-      OPENSSL_VER: 3.5.7
+      OPENSSL_VER: 3.5.8
       PYTHONSTRICTEXTENSIONBUILD: 1
     steps:
     - uses: actions/checkout@9c091bb21b7c1c1d1991bb908d89e4e9dddfe3e0 # v7.0.0
@@ -487,7 +487,7 @@
       matrix:
         os: [ubuntu-26.04]
     env:
-      OPENSSL_VER: 3.5.7
+      OPENSSL_VER: 3.5.8
       PYTHONSTRICTEXTENSIONBUILD: 1
       ASAN_OPTIONS: detect_leaks=0:allocator_may_return_null=1:handle_segv=0
     steps:
diff --git a/.github/workflows/reusable-san.yml b/.github/workflows/reusable-san.yml
index 133b8ff..449bdda 100644
--- a/.github/workflows/reusable-san.yml
+++ b/.github/workflows/reusable-san.yml
@@ -17,7 +17,7 @@
 
 env:
   FORCE_COLOR: 1
-  OPENSSL_VER: 3.5.7
+  OPENSSL_VER: 3.5.8
 
 jobs:
   build-san-reusable:
diff --git a/.github/workflows/reusable-ubuntu.yml b/.github/workflows/reusable-ubuntu.yml
index 2129f2f..97a0c22 100644
--- a/.github/workflows/reusable-ubuntu.yml
+++ b/.github/workflows/reusable-ubuntu.yml
@@ -35,7 +35,7 @@
     runs-on: ${{ inputs.os }}
     timeout-minutes: 60
     env:
-      OPENSSL_VER: 3.5.7
+      OPENSSL_VER: 3.5.8
       PYTHONSTRICTEXTENSIONBUILD: 1
       TERM: linux
     steps:
diff --git a/Tools/ssl/multissltests.py b/Tools/ssl/multissltests.py
index d5e3899..037f185 100755
--- a/Tools/ssl/multissltests.py
+++ b/Tools/ssl/multissltests.py
@@ -50,11 +50,11 @@
 ]
 
 OPENSSL_RECENT_VERSIONS = [
-    "3.0.21",
-    "3.4.6",
-    "3.5.7",
-    "3.6.3",
-    "4.0.1",
+    "3.0.22",
+    "3.4.7",
+    "3.5.8",
+    "3.6.4",
+    "4.0.2",
     # See make_ssl_data.py for notes on adding a new version.
 ]
 
@@ -65,7 +65,7 @@
 ]
 
 AWSLC_RECENT_VERSIONS = [
-    "5.0.0",
+    "5.5.0",
 ]
 
 # store files in ../multissl