diff --git a/.github/workflows/.windows.yml b/.github/workflows/.windows.yml
index a16247e38d..4d1036e6a8 100644
--- a/.github/workflows/.windows.yml
+++ b/.github/workflows/.windows.yml
@@ -32,8 +32,8 @@ env:
   GOTESTLIST_VERSION: v0.3.1
   TESTSTAT_VERSION: v0.1.25
   WINDOWS_BASE_IMAGE: mcr.microsoft.com/windows/servercore
-  WINDOWS_BASE_TAG_2019: ltsc2019
   WINDOWS_BASE_TAG_2022: ltsc2022
+  WINDOWS_BASE_TAG_2025: ltsc2025
   TEST_IMAGE_NAME: moby:test
   TEST_CTN_NAME: moby
   DOCKER_BUILDKIT: 0
@@ -65,8 +65,8 @@ jobs:
         run: |
           New-Item -ItemType "directory" -Path "${{ github.workspace }}\go-build"
           New-Item -ItemType "directory" -Path "${{ github.workspace }}\go\pkg\mod"
-          If ("${{ inputs.os }}" -eq "windows-2019") {
-            echo "WINDOWS_BASE_IMAGE_TAG=${{ env.WINDOWS_BASE_TAG_2019 }}" | Out-File -FilePath $Env:GITHUB_ENV -Encoding utf-8 -Append
+          If ("${{ inputs.os }}" -eq "windows-2025") {
+            echo "WINDOWS_BASE_IMAGE_TAG=${{ env.WINDOWS_BASE_TAG_2025 }}" | Out-File -FilePath $Env:GITHUB_ENV -Encoding utf-8 -Append
           } ElseIf ("${{ inputs.os }}" -eq "windows-2022") {
             echo "WINDOWS_BASE_IMAGE_TAG=${{ env.WINDOWS_BASE_TAG_2022 }}" | Out-File -FilePath $Env:GITHUB_ENV -Encoding utf-8 -Append
           }
@@ -144,8 +144,8 @@ jobs:
           New-Item -ItemType "directory" -Path "${{ github.workspace }}\go-build"
           New-Item -ItemType "directory" -Path "${{ github.workspace }}\go\pkg\mod"
           New-Item -ItemType "directory" -Path "bundles"
-          If ("${{ inputs.os }}" -eq "windows-2019") {
-            echo "WINDOWS_BASE_IMAGE_TAG=${{ env.WINDOWS_BASE_TAG_2019 }}" | Out-File -FilePath $Env:GITHUB_ENV -Encoding utf-8 -Append
+          If ("${{ inputs.os }}" -eq "windows-2025") {
+            echo "WINDOWS_BASE_IMAGE_TAG=${{ env.WINDOWS_BASE_TAG_2025 }}" | Out-File -FilePath $Env:GITHUB_ENV -Encoding utf-8 -Append
           } ElseIf ("${{ inputs.os }}" -eq "windows-2022") {
             echo "WINDOWS_BASE_IMAGE_TAG=${{ env.WINDOWS_BASE_TAG_2022 }}" | Out-File -FilePath $Env:GITHUB_ENV -Encoding utf-8 -Append
           }
@@ -319,8 +319,8 @@ jobs:
         name: Init
         run: |
           New-Item -ItemType "directory" -Path "bundles"
-          If ("${{ inputs.os }}" -eq "windows-2019") {
-            echo "WINDOWS_BASE_IMAGE_TAG=${{ env.WINDOWS_BASE_TAG_2019 }}" | Out-File -FilePath $Env:GITHUB_ENV -Encoding utf-8 -Append
+          If ("${{ inputs.os }}" -eq "windows-2025") {
+            echo "WINDOWS_BASE_IMAGE_TAG=${{ env.WINDOWS_BASE_TAG_2025 }}" | Out-File -FilePath $Env:GITHUB_ENV -Encoding utf-8 -Append
           } ElseIf ("${{ inputs.os }}" -eq "windows-2022") {
             echo "WINDOWS_BASE_IMAGE_TAG=${{ env.WINDOWS_BASE_TAG_2022 }}" | Out-File -FilePath $Env:GITHUB_ENV -Encoding utf-8 -Append
           }
diff --git a/.github/workflows/windows-2022.yml b/.github/workflows/windows-2022.yml
index 2ed31d50b3..bc193e8455 100644
--- a/.github/workflows/windows-2022.yml
+++ b/.github/workflows/windows-2022.yml
@@ -14,13 +14,9 @@ concurrency:
   cancel-in-progress: true
 
 on:
+  schedule:
+    - cron: '0 10 * * *'
   workflow_dispatch:
-  push:
-    branches:
-      - 'master'
-      - '[0-9]+.[0-9]+'
-      - '[0-9]+.x'
-  pull_request:
 
 jobs:
   validate-dco:
diff --git a/.github/workflows/windows-2019.yml b/.github/workflows/windows-2025.yml
similarity index 86%
rename from .github/workflows/windows-2019.yml
rename to .github/workflows/windows-2025.yml
index 64df7485ba..20af30d0e4 100644
--- a/.github/workflows/windows-2019.yml
+++ b/.github/workflows/windows-2025.yml
@@ -1,4 +1,4 @@
-name: windows-2019
+name: windows-2025
 
 # Default to 'contents: read', which grants actions to read commits.
 #
@@ -14,9 +14,13 @@ concurrency:
   cancel-in-progress: true
 
 on:
-  schedule:
-    - cron: '0 10 * * *'
   workflow_dispatch:
+  push:
+    branches:
+      - 'master'
+      - '[0-9]+.[0-9]+'
+      - '[0-9]+.x'
+  pull_request:
 
 jobs:
   validate-dco:
@@ -37,6 +41,6 @@ jobs:
       matrix:
         storage: ${{ fromJson(needs.test-prepare.outputs.matrix) }}
     with:
-      os: windows-2019
+      os: windows-2025
       storage: ${{ matrix.storage }}
       send_coverage: false