diff --git a/test/dotnet-watch.Tests/HotReload/ApplyDeltaTests.cs b/test/dotnet-watch.Tests/HotReload/ApplyDeltaTests.cs
index 095822120c0d..6dc2111c1c49 100644
--- a/test/dotnet-watch.Tests/HotReload/ApplyDeltaTests.cs
+++ b/test/dotnet-watch.Tests/HotReload/ApplyDeltaTests.cs
@@ -516,9 +516,10 @@ public async Task AutoRestartOnRudeEditAfterRestartPrompt()
             // rude edit: adding virtual method
             UpdateSourceFile(programPath, src => src.Replace("/* member placeholder */", "public virtual void F() {}"));
 
+            // the prompt is printed into stdout while the error is printed into stderr, so they might arrive in any order:
             await App.AssertOutputLineStartsWith("  ❔ Do you want to restart your app? Yes (y) / No (n) / Always (a) / Never (v)", failure: _ => false);
+            await App.WaitUntilOutputContains(MessageDescriptor.RestartNeededToApplyChanges);
 
-            App.AssertOutputContains(MessageDescriptor.RestartNeededToApplyChanges);
             App.AssertOutputContains($"❌ {programPath}(39,11): error ENC0023: Adding an abstract method or overriding an inherited method requires restarting the application.");
             App.Process.ClearOutput();
 
@@ -1259,9 +1260,10 @@ public async Task Aspire_BuildError_ManualRestart()
                 serviceSourcePath,
                 serviceSource.Replace("record WeatherForecast", "record WeatherForecast2"));
 
+            // the prompt is printed into stdout while the error is printed into stderr, so they might arrive in any order:
             await App.WaitForOutputLineContaining("  ❔ Do you want to restart these projects? Yes (y) / No (n) / Always (a) / Never (v)");
+            await App.WaitUntilOutputContains(MessageDescriptor.RestartNeededToApplyChanges);
 
-            App.AssertOutputContains(MessageDescriptor.RestartNeededToApplyChanges);
             App.AssertOutputContains($"dotnet watch ❌ {serviceSourcePath}(40,1): error ENC0020: Renaming record 'WeatherForecast' requires restarting the application.");
             App.AssertOutputContains("dotnet watch ⌚ Affected projects:");
             App.AssertOutputContains("dotnet watch ⌚   WatchAspire.ApiService");