diff --git a/.github/workflows/build-windows.yml b/.github/workflows/build-windows.yml
index d02ef91ad86..9bb43a8b83c 100644
--- a/.github/workflows/build-windows.yml
+++ b/.github/workflows/build-windows.yml
@@ -63,7 +63,7 @@ env:
 jobs:
   build-windows:
     name: build
-    runs-on: windows-2019
+    runs-on: windows-2025
     defaults:
       run:
         shell: bash
@@ -102,7 +102,7 @@ jobs:
         id: toolchain-check
         run: |
           set +e
-          '/c/Program Files (x86)/Microsoft Visual Studio/2019/Enterprise/vc/auxiliary/build/vcvars64.bat' -vcvars_ver=${{ inputs.msvc-toolset-version }}
+          '/c/Program Files/Microsoft Visual Studio/2022/Enterprise/vc/auxiliary/build/vcvars64.bat' -vcvars_ver=${{ inputs.msvc-toolset-version }}
           if [ $? -eq 0 ]; then
             echo "Toolchain is already installed"
             echo "toolchain-installed=true" >> $GITHUB_OUTPUT
@@ -115,7 +115,7 @@ jobs:
         run: |
           # Run Visual Studio Installer
           '/c/Program Files (x86)/Microsoft Visual Studio/Installer/vs_installer.exe' \
-            modify --quiet --installPath 'C:\Program Files (x86)\Microsoft Visual Studio\2019\Enterprise' \
+            modify --quiet --installPath 'C:\Program Files\Microsoft Visual Studio\2022\Enterprise' \
             --add Microsoft.VisualStudio.Component.VC.${{ inputs.msvc-toolset-version }}.${{ inputs.msvc-toolset-architecture }}
         if: steps.toolchain-check.outputs.toolchain-installed != 'true'
 
diff --git a/.github/workflows/main.yml b/.github/workflows/main.yml
index 6ca64bb82d0..0e64ad78625 100644
--- a/.github/workflows/main.yml
+++ b/.github/workflows/main.yml
@@ -310,7 +310,7 @@ jobs:
     uses: ./.github/workflows/build-windows.yml
     with:
       platform: windows-x64
-      msvc-toolset-version: '14.29'
+      msvc-toolset-version: '14.43'
       msvc-toolset-architecture: 'x86.x64'
       configure-arguments: ${{ github.event.inputs.configure-arguments }}
       make-arguments: ${{ github.event.inputs.make-arguments }}
@@ -322,7 +322,7 @@ jobs:
     uses: ./.github/workflows/build-windows.yml
     with:
       platform: windows-aarch64
-      msvc-toolset-version: '14.29'
+      msvc-toolset-version: '14.43'
       msvc-toolset-architecture: 'arm64'
       make-target: 'hotspot'
       extra-conf-options: '--openjdk-target=aarch64-unknown-cygwin'
@@ -393,5 +393,5 @@ jobs:
     with:
       platform: windows-x64
       bootjdk-platform: windows-x64
-      runs-on: windows-2019
+      runs-on: windows-2025
       debug-suffix: -debug