diff --git a/Build/Chakra.Build.Default.props b/Build/Chakra.Build.Default.props
index 5501dbf030e..bc0ba9373fa 100644
--- a/Build/Chakra.Build.Default.props
+++ b/Build/Chakra.Build.Default.props
@@ -29,7 +29,7 @@
     <EnableIntl Condition="'$(EnableIntl)'==''">true</EnableIntl>
     <EnableIntl Condition="'$(BuildLite)'=='true'">false</EnableIntl>
 
-    <ChakraICU Condition="'$(ChakraICU)'==''">false</ChakraICU>
+    <ChakraICU Condition="'$(ChakraICU)'==''">windows</ChakraICU>
 
     <BuildChakraICUData Condition="'$(BuildChakraICUData)'=='' AND ('$(ChakraICU)'=='static' OR '$(ChakraICU)'=='shared')">true</BuildChakraICUData>
 
diff --git a/azure-pipelines.yml b/azure-pipelines.yml
index 7b98a59b686..33d217354e5 100644
--- a/azure-pipelines.yml
+++ b/azure-pipelines.yml
@@ -125,7 +125,7 @@ jobs:
       maxParallel: 4
       matrix:
         x86.Debug:
-          image_name: 'windows-2022'
+          image_name: 'windows-2025'
           build_type: 'debug'
           target: 'x86'
           special_build: ''
@@ -133,7 +133,7 @@ jobs:
           test_tags: ''
           build_outdir_suffix: ''
         x86.Test:
-          image_name: 'windows-2022'
+          image_name: 'windows-2025'
           build_type: 'test'
           target: 'x86'
           special_build: ''
@@ -141,7 +141,7 @@ jobs:
           test_tags: '--include-slow'
           build_outdir_suffix: ''
         x86.NoJit:
-          image_name: 'windows-2022'
+          image_name: 'windows-2025'
           build_type: 'debug'
           target: 'x86'
           special_build: '"/p:BuildJIT=false"'
@@ -149,7 +149,7 @@ jobs:
           test_tags: '-disablejit'
           build_outdir_suffix: '.NoJIT'
         x86.Release:
-          image_name: 'windows-2022'
+          image_name: 'windows-2025'
           build_type: 'release'
           target: 'x86'
           special_build: ''
@@ -157,7 +157,7 @@ jobs:
           test_tags: ''
           build_outdir_suffix: ''
         x64.Debug:
-          image_name: 'windows-2022'
+          image_name: 'windows-2025'
           build_type: 'debug'
           target: 'x64'
           special_build: ''
@@ -165,7 +165,7 @@ jobs:
           test_tags: ''
           build_outdir_suffix: ''
         x64.Test:
-          image_name: 'windows-2022'
+          image_name: 'windows-2025'
           build_type: 'test'
           target: 'x64'
           special_build: ''
@@ -173,23 +173,23 @@ jobs:
           test_tags: '--include-slow'
           build_outdir_suffix: ''
         x64.Release:
-          image_name: 'windows-2022'
+          image_name: 'windows-2025'
           build_type: 'release'
           target: 'x64'
           special_build: ''
           do_test: false
           test_tags: ''
           build_outdir_suffix: ''
-        win19.x86.Release:
-          image_name: 'windows-2019'
+        win22.x86.Release:
+          image_name: 'windows-2022'
           build_type: 'release'
           target: 'x86'
           special_build: ''
           do_test: false
           test_tags: ''
           build_outdir_suffix: ''
-        win19.x64.Release:
-          image_name: 'windows-2019'
+        win22.x64.Release:
+          image_name: 'windows-2022'
           build_type: 'release'
           target: 'x64'
           special_build: ''