diff --git a/src/main/java/io/usethesource/vallang/type/Type.java b/src/main/java/io/usethesource/vallang/type/Type.java
index 0ac63f3c..404c7d38 100644
--- a/src/main/java/io/usethesource/vallang/type/Type.java
+++ b/src/main/java/io/usethesource/vallang/type/Type.java
@@ -650,11 +650,16 @@ public Type getTypeParameters() {
     */
     public int compareTo(Type o) {
         if (isSubtypeOf(o)) {
-            return -1;
-        } else if (o.isSubtypeOf(this)) {
+            return o.isSubtypeOf(this)
+                ? 0
+                : -1;
+        }
+        else if (o.isSubtypeOf(this)) {
             return 1;
         }
-        return 0;
+        else {
+            return 0;
+        }
     }
 
     protected boolean isSubtypeOfParameter(Type type) {
diff --git a/src/test/java/io/usethesource/vallang/specification/TypeTest.java b/src/test/java/io/usethesource/vallang/specification/TypeTest.java
index a0f65f24..4ce4c7ec 100644
--- a/src/test/java/io/usethesource/vallang/specification/TypeTest.java
+++ b/src/test/java/io/usethesource/vallang/specification/TypeTest.java
@@ -10,7 +10,6 @@
 import java.util.Collections;
 import java.util.HashMap;
 import java.util.Map;
-import java.util.Map.Entry;
 import java.util.stream.Collectors;
 import java.util.stream.Stream;
 
@@ -61,6 +60,30 @@ public void emptyTupleNeverHasLabels(TypeFactory tf) {
         assertTrue(tf.tupleEmpty() == tf.tupleType(new Type[0], new String[0]));
     }
 
+    @ParameterizedTest @ArgumentsSource(ValueProvider.class) @TypeConfig(Option.ALL)
+    public void compareTo(Type t, Type u) {
+        if (t.isSubtypeOf(u)) {
+            if (!t.equivalent(u)) {
+                assertTrue(t.compareTo(u) == -1);
+            }
+            else {
+                assertTrue(t.compareTo(u) == 0);
+            }
+        }
+        else if (u.isSubtypeOf(t)) {
+            if (!t.equivalent(u)) {
+                assertTrue(t.compareTo(u) == 1);
+            }
+            else {
+                assertTrue(t.compareTo(u) == 0);
+            }
+        }
+        else {
+            assertTrue(t.compareTo(u) == 0);
+            assertTrue(u.compareTo(t) == 0);
+        }
+    }
+
     @ParameterizedTest @ArgumentsSource(ValueProvider.class) @TypeConfig(Option.ALL)
     public void covariance(TypeFactory tf, Type t, Type u) {
         if (!t.comparable(u)) {