diff --git a/jetty-annotations/src/main/java/org/eclipse/jetty/annotations/AnnotationConfiguration.java b/jetty-annotations/src/main/java/org/eclipse/jetty/annotations/AnnotationConfiguration.java
index 2ef57ef8cf8..8dc451bd8bd 100644
--- a/jetty-annotations/src/main/java/org/eclipse/jetty/annotations/AnnotationConfiguration.java
+++ b/jetty-annotations/src/main/java/org/eclipse/jetty/annotations/AnnotationConfiguration.java
@@ -709,11 +709,10 @@ public class AnnotationConfiguration extends AbstractConfiguration
         }
 
         //Check if it is excluded by an ordering
-        URI loadingJarURI = sciResource.getURI();
         boolean included = false;
         for (Resource r : orderedJars)
         {
-            included = r.getURI().equals(loadingJarURI);
+            included = r.equals(sciResource);
             if (included)
                 break;
         }
diff --git a/jetty-util/src/test/java/org/eclipse/jetty/util/resource/ResourceTest.java b/jetty-util/src/test/java/org/eclipse/jetty/util/resource/ResourceTest.java
index 8533ef54bdd..0294974bb98 100644
--- a/jetty-util/src/test/java/org/eclipse/jetty/util/resource/ResourceTest.java
+++ b/jetty-util/src/test/java/org/eclipse/jetty/util/resource/ResourceTest.java
@@ -29,6 +29,7 @@ import org.hamcrest.Matchers;
 import org.junit.jupiter.api.Assumptions;
 import org.junit.jupiter.api.Test;
 import org.junit.jupiter.api.condition.DisabledOnOs;
+import org.junit.jupiter.api.condition.EnabledOnOs;
 import org.junit.jupiter.api.condition.OS;
 import org.junit.jupiter.params.ParameterizedTest;
 import org.junit.jupiter.params.provider.Arguments;
@@ -37,6 +38,7 @@ import org.junit.jupiter.params.provider.MethodSource;
 import static org.hamcrest.MatcherAssert.assertThat;
 import static org.hamcrest.Matchers.equalTo;
 import static org.hamcrest.Matchers.startsWith;
+import static org.junit.jupiter.api.Assertions.assertEquals;
 import static org.junit.jupiter.api.Assertions.assertNotNull;
 
 public class ResourceTest
@@ -292,4 +294,30 @@ public class ResourceTest
         Resource globResource = Resource.newResource(globReference);
         assertNotNull(globResource, "Should have produced a Resource");
     }
+
+    @Test
+    @EnabledOnOs(OS.WINDOWS)
+    public void testEqualsWindowsAltUriSyntax() throws Exception
+    {
+        URI a = new URI("file:/C:/foo/bar");
+        URI b = new URI("file:///C:/foo/bar");
+
+        Resource ra = Resource.newResource(a);
+        Resource rb = Resource.newResource(b);
+
+        assertEquals(rb, ra);
+    }
+
+    @Test
+    @EnabledOnOs(OS.WINDOWS)
+    public void testEqualsWindowsCaseInsensitiveDrive() throws Exception
+    {
+        URI a = new URI("file:///c:/foo/bar");
+        URI b = new URI("file:///C:/foo/bar");
+        
+        Resource ra = Resource.newResource(a);
+        Resource rb = Resource.newResource(b);
+
+        assertEquals(rb, ra);
+    }
 }