diff --git a/images/windows/scripts/helpers/InstallHelpers.ps1 b/images/windows/scripts/helpers/InstallHelpers.ps1
index 67faade1d2a5..5d6f2b6f023a 100644
--- a/images/windows/scripts/helpers/InstallHelpers.ps1
+++ b/images/windows/scripts/helpers/InstallHelpers.ps1
@@ -462,6 +462,7 @@ function Get-WindowsUpdateStates {
         [PSCustomObject]@{
             State = $state
             Title = $title
+            TimeCreated = $event.TimeCreated
         }
     }
 }
diff --git a/images/windows/scripts/tests/WindowsFeatures.Tests.ps1 b/images/windows/scripts/tests/WindowsFeatures.Tests.ps1
index 03b56a2108d1..b9f5e6096910 100644
--- a/images/windows/scripts/tests/WindowsFeatures.Tests.ps1
+++ b/images/windows/scripts/tests/WindowsFeatures.Tests.ps1
@@ -66,10 +66,10 @@ Describe "Windows Updates" {
         "$env:windir\WindowsUpdateDone.txt" | Should -Exist
     }
 
-    $testCases = Get-WindowsUpdateStates | Sort-Object Title | ForEach-Object {
+    $testCases = Get-WindowsUpdateStates | Sort-Object TimeCreated | Group-Object Title | ForEach-Object {
         @{
-            Title = $_.Title
-            State = $_.State
+            Title = $_.Group[-1].Title
+            State = $_.Group[-1].State
         }
     }