@@ -278,13 +278,13 @@ jobs:
           # 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: 3.0.19 }
-          - { name: openssl, version: 3.3.6 }
-          - { name: openssl, version: 3.4.4 }
-          - { name: openssl, version: 3.5.5 }
-          - { name: openssl, version: 3.6.1 }
+          - { name: openssl, version: 3.0.20 }
+          - { name: openssl, version: 3.3.7 }
+          - { name: openssl, version: 3.4.5 }
+          - { name: openssl, version: 3.5.6 }
+          - { name: openssl, version: 3.6.2 }
           ## AWS-LC
-          - { name: aws-lc, version: 1.68.0 }
+          - { name: aws-lc, version: 1.72.1 }
     env:
       SSLLIB_VER: ${{ matrix.ssllib.version }}
       MULTISSL_DIR: ${{ github.workspace }}/multissl
@@ -398,7 +398,7 @@ jobs:
     needs: build-context
     if: needs.build-context.outputs.run-ubuntu == 'true'
     env:
-      OPENSSL_VER: 3.5.5
+      OPENSSL_VER: 3.5.6
       PYTHONSTRICTEXTENSIONBUILD: 1
     steps:
     - uses: actions/checkout@de0fac2e4500dabe0009e67214ff5f5447ce83dd # v6.0.2
@@ -506,7 +506,7 @@ jobs:
       matrix:
         os: [ubuntu-24.04]
     env:
-      OPENSSL_VER: 3.5.5
+      OPENSSL_VER: 3.5.6
       PYTHONSTRICTEXTENSIONBUILD: 1
       ASAN_OPTIONS: detect_leaks=0:allocator_may_return_null=1:handle_segv=0
     steps:
 
@@ -35,7 +35,7 @@ jobs:
     runs-on: ${{ inputs.os }}
     timeout-minutes: 60
     env:
-      OPENSSL_VER: 3.5.5
+      OPENSSL_VER: 3.5.6
       PYTHONSTRICTEXTENSIONBUILD: 1
       TERM: linux
     steps:
 
@@ -1,6 +1,6 @@
 /* File generated by Tools/ssl/make_ssl_data.py */
-/* Generated on 2026-02-13T18:19:19.227109+00:00 */
-/* Generated from Git commit openssl-3.6.1-0-gc9a9e5b10 */
+/* Generated on 2026-05-03T19:50:43.034653+00:00 */
+/* Generated from Git commit openssl-3.6.2-0-gfe686e15d */
 
 /* generated from args.lib2errnum */
 static struct py_ssl_library_code library_codes[] = {
@@ -4263,6 +4263,11 @@ static struct py_ssl_error_code error_codes[] = {
   #else
     {"CONNECT_FAILURE", 61, 100},
   #endif
+  #ifdef HTTP_R_CONTENT_TYPE_MISMATCH
+    {"CONTENT_TYPE_MISMATCH", ERR_LIB_HTTP, HTTP_R_CONTENT_TYPE_MISMATCH},
+  #else
+    {"CONTENT_TYPE_MISMATCH", 61, 131},
+  #endif
   #ifdef HTTP_R_ERROR_PARSING_ASN1_LENGTH
     {"ERROR_PARSING_ASN1_LENGTH", ERR_LIB_HTTP, HTTP_R_ERROR_PARSING_ASN1_LENGTH},
   #else
 
@@ -49,11 +49,11 @@
 ]
 
 OPENSSL_RECENT_VERSIONS = [
-    "3.0.19",
-    "3.3.6",
-    "3.4.4",
-    "3.5.5",
-    "3.6.1",
+    "3.0.20",
+    "3.3.7",
+    "3.4.5",
+    "3.5.6",
+    "3.6.2",
     # See make_ssl_data.py for notes on adding a new version.
 ]