diff --git a/.github/workflows/build.yml b/.github/workflows/build.yml
index 28ebc1643bd694..a60632dc565235 100644
--- a/.github/workflows/build.yml
+++ b/.github/workflows/build.yml
@@ -261,7 +261,7 @@ jobs:
     needs: check_source
     if: needs.check_source.outputs.run_tests == 'true'
     env:
-      OPENSSL_VER: 1.1.1v
+      OPENSSL_VER: 3.0.11
       PYTHONSTRICTEXTENSIONBUILD: 1
     steps:
     - uses: actions/checkout@v4
@@ -330,7 +330,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        openssl_ver: [1.1.1v, 3.0.10, 3.1.2]
+        openssl_ver: [1.1.1w, 3.0.11, 3.1.3]
     env:
       OPENSSL_VER: ${{ matrix.openssl_ver }}
       MULTISSL_DIR: ${{ github.workspace }}/multissl
@@ -382,7 +382,7 @@ jobs:
     needs: check_source
     if: needs.check_source.outputs.run_tests == 'true' && needs.check_source.outputs.run_hypothesis == 'true'
     env:
-      OPENSSL_VER: 1.1.1v
+      OPENSSL_VER: 3.0.11
       PYTHONSTRICTEXTENSIONBUILD: 1
     steps:
     - uses: actions/checkout@v4
@@ -491,7 +491,7 @@ jobs:
     needs: check_source
     if: needs.check_source.outputs.run_tests == 'true'
     env:
-      OPENSSL_VER: 1.1.1v
+      OPENSSL_VER: 3.0.11
       PYTHONSTRICTEXTENSIONBUILD: 1
       ASAN_OPTIONS: detect_leaks=0:allocator_may_return_null=1:handle_segv=0
     steps:
diff --git a/Misc/NEWS.d/next/Tools-Demos/2023-09-27-23-31-54.gh-issue-109991.sUUYY8.rst b/Misc/NEWS.d/next/Tools-Demos/2023-09-27-23-31-54.gh-issue-109991.sUUYY8.rst
new file mode 100644
index 00000000000000..13c1163ab53443
--- /dev/null
+++ b/Misc/NEWS.d/next/Tools-Demos/2023-09-27-23-31-54.gh-issue-109991.sUUYY8.rst
@@ -0,0 +1,2 @@
+Update GitHub CI workflows to use OpenSSL 3.0.11 and multissltests to use
+1.1.1w, 3.0.11, and 3.1.3.
diff --git a/Tools/ssl/multissltests.py b/Tools/ssl/multissltests.py
index fc261c770d6944..f066fb52cfd496 100755
--- a/Tools/ssl/multissltests.py
+++ b/Tools/ssl/multissltests.py
@@ -46,9 +46,9 @@
 ]
 
 OPENSSL_RECENT_VERSIONS = [
-    "1.1.1v",
-    "3.0.10",
-    "3.1.2",
+    "1.1.1w",
+    "3.0.11",
+    "3.1.3",
 ]
 
 LIBRESSL_OLD_VERSIONS = [