diff --git a/.github/workflows/build.yml b/.github/workflows/build.yml
index 96bc888b495..083015f8e05 100644
--- a/.github/workflows/build.yml
+++ b/.github/workflows/build.yml
@@ -310,7 +310,7 @@ jobs:
         # Keep 1.1.1w in our list despite it being upstream EOL and otherwise
         # unsupported as it most resembles other 1.1.1-work-a-like ssl APIs
         # supported by important vendors such as AWS-LC.
-        openssl_ver: [1.1.1w, 3.0.15, 3.1.7, 3.2.3, 3.3.2]
+        openssl_ver: [1.1.1w, 3.0.18, 3.1.7, 3.2.6, 3.3.5]
     env:
       OPENSSL_VER: ${{ matrix.openssl_ver }}
       MULTISSL_DIR: ${{ github.workspace }}/multissl
@@ -399,7 +399,7 @@ jobs:
     needs: build-context
     if: needs.build-context.outputs.run-tests == 'true'
     env:
-      OPENSSL_VER: 3.0.15
+      OPENSSL_VER: 3.0.18
       PYTHONSTRICTEXTENSIONBUILD: 1
     steps:
     - uses: actions/checkout@v4
@@ -518,7 +518,7 @@ jobs:
       matrix:
         os: [ubuntu-24.04]
     env:
-      OPENSSL_VER: 3.0.15
+      OPENSSL_VER: 3.0.18
       PYTHONSTRICTEXTENSIONBUILD: 1
       ASAN_OPTIONS: detect_leaks=0:allocator_may_return_null=1:handle_segv=0
     steps:
diff --git a/.github/workflows/reusable-ubuntu.yml b/.github/workflows/reusable-ubuntu.yml
index b2625339d19..8d30809738b 100644
--- a/.github/workflows/reusable-ubuntu.yml
+++ b/.github/workflows/reusable-ubuntu.yml
@@ -25,7 +25,7 @@ jobs:
       matrix:
         os: [ubuntu-24.04, ubuntu-24.04-arm]
     env:
-      OPENSSL_VER: 3.0.15
+      OPENSSL_VER: 3.0.18
       PYTHONSTRICTEXTENSIONBUILD: 1
       TERM: linux
     steps:
diff --git a/Doc/using/configure.rst b/Doc/using/configure.rst
index 662b5afa88f..03039edc71a 100644
--- a/Doc/using/configure.rst
+++ b/Doc/using/configure.rst
@@ -22,7 +22,7 @@ Features and minimum versions required to build CPython:
 
 * Support for threads.
 
-* OpenSSL 1.1.1 is the minimum version and OpenSSL 3.0.9 is the recommended
+* OpenSSL 1.1.1 is the minimum version and OpenSSL 3.0.18 is the recommended
   minimum version for the :mod:`ssl` and :mod:`hashlib` extension modules.
 
 * SQLite 3.15.2 for the :mod:`sqlite3` extension module.
diff --git a/Tools/ssl/multissltests.py b/Tools/ssl/multissltests.py
index ea88a43157b..ef554233e70 100755
--- a/Tools/ssl/multissltests.py
+++ b/Tools/ssl/multissltests.py
@@ -47,10 +47,10 @@
 ]
 
 OPENSSL_RECENT_VERSIONS = [
-    "3.0.15",
+    "3.0.18",
     "3.1.7",
-    "3.2.3",
-    "3.3.2",
+    "3.2.6",
+    "3.3.5",
 ]
 
 LIBRESSL_OLD_VERSIONS = [