diff --git a/stone/frontend/ir_generator.py b/stone/frontend/ir_generator.py
index 74c8d967..d6db2272 100644
--- a/stone/frontend/ir_generator.py
+++ b/stone/frontend/ir_generator.py
@@ -1704,6 +1704,11 @@ def _filter_namespaces_by_route_whitelist(self):
             namespace.routes = []
             namespace.route_by_name = {}
             namespace.routes_by_name = {}
+
+            # We need a stable sort in order to keep the resultant output
+            # the same across runs.
+            routes.sort()
+
             for route in routes:
                 namespace.add_route(route)
 
diff --git a/stone/ir/api.py b/stone/ir/api.py
index cc7fb44e..1b23e182 100644
--- a/stone/ir/api.py
+++ b/stone/ir/api.py
@@ -416,6 +416,31 @@ def name_with_version(self):
     def __repr__(self):
         return 'ApiRoute({})'.format(self.name_with_version())
 
+    def _compare(self, lhs, rhs):
+        if not isinstance(lhs, ApiRoute):
+            raise TypeError("Expected ApiRoute for object: {}".format(lhs))
+        if not isinstance(rhs, ApiRoute):
+            raise TypeError("Expected ApiRoute for object: {}".format(rhs))
+
+        if lhs.name < rhs.name or lhs.version < rhs.version:
+            return -1
+        elif lhs.name > rhs.name or lhs.version > rhs.version:
+            return 1
+        else:
+            return 0
+
+    def __lt__(self, other):
+        return self._compare(self, other) < 0
+    def __gt__(self, other):
+        return self._compare(self, other) > 0
+    def __eq__(self, other):
+        return self._compare(self, other) == 0
+    def __le__(self, other):
+        return self._compare(self, other) <= 0
+    def __ge__(self, other):
+        return self._compare(self, other) >= 0
+    def __ne__(self, other):
+        return self._compare(self, other) != 0
 
 class DeprecationInfo(object):
 
diff --git a/test/test_stone_route_whitelist.py b/test/test_stone_route_whitelist.py
index 80570120..733f3d16 100644
--- a/test/test_stone_route_whitelist.py
+++ b/test/test_stone_route_whitelist.py
@@ -61,6 +61,54 @@ def test_simple(self):
         self._compare_namespace_names(api, ['test'])
         self._compare_datatype_names(api.namespaces['test'], ['TestArg2', 'TestResult2'])
 
+    def test_stable_ordering(self):
+        """
+        Tests that route generation returns the same route order on generation.
+        """
+        text = textwrap.dedent("""\
+            namespace test
+
+            struct TestArg
+                f String
+                    "test doc"
+                example default
+                    f = "asdf"
+            struct TestResult
+                f String
+                    "test doc"
+                example default
+                    f = "asdf"
+            route TestRoute (TestArg, TestResult, Void)
+                "test doc"
+
+            route OtherRoute (Void, Void, Void)
+                "Additional Route"
+
+            """)
+
+        route_whitelist = ["OtherRoute", "TestRoute"]
+
+        for x in range(2, 100):
+            text += textwrap.dedent("""\
+            route TestRoute:{} (TestArg, TestResult, Void)
+                "test doc"
+            """.format(x))
+            route_whitelist.append("TestRoute:{}".format(x))
+
+        route_whitelist_filter = {
+            "route_whitelist": {"test": route_whitelist},
+            "datatype_whitelist": {}
+        }
+
+        api = specs_to_ir([('test.stone', text)], route_whitelist_filter=route_whitelist_filter)
+        routes = api.namespaces['test'].routes
+        self.assertEqual(len(routes), 100)
+        self.assertEqual(routes[0].name, "OtherRoute")
+
+        for x in range(1, 100):
+            self.assertEqual(routes[x].name, "TestRoute")
+            self.assertEqual(routes[x].version, x)
+
     def test_star(self):
         """
         Tests that inputs with "*" work as expected.