diff --git a/Lib/test/test_glob.py b/Lib/test/test_glob.py
index 1a836e34e8712f9..a45b30599d5309c 100644
--- a/Lib/test/test_glob.py
+++ b/Lib/test/test_glob.py
@@ -171,37 +171,45 @@ def test_glob_directory_names(self):
                                     self.norm('aab', 'F')])
 
     def test_glob_directory_with_trailing_slash(self):
-        # Patterns ending with a slash shouldn't match non-dirs
-        res = glob.glob(self.norm('Z*Z') + os.sep)
-        self.assertEqual(res, [])
-        res = glob.glob(self.norm('ZZZ') + os.sep)
-        self.assertEqual(res, [])
-        # When there is a wildcard pattern which ends with os.sep, glob()
-        # doesn't blow up.
-        res = glob.glob(self.norm('aa*') + os.sep)
-        self.assertEqual(len(res), 2)
-        # either of these results is reasonable
-        self.assertIn(set(res), [
-                      {self.norm('aaa'), self.norm('aab')},
-                      {self.norm('aaa') + os.sep, self.norm('aab') + os.sep},
-                      ])
+        seps = (os.sep, os.altsep) if os.altsep else (os.sep,)
+        for sep in seps:
+            # Patterns ending with a slash shouldn't match non-dirs
+            self.assertEqual(glob.glob(self.norm('Z*Z') + sep), [])
+            self.assertEqual(glob.glob(self.norm('ZZZ') + sep), [])
+            self.assertEqual(glob.glob(self.norm('aaa') + sep),
+                             [self.norm('aaa') + sep])
+            # Preserving the redundant separators is an implementation detail.
+            self.assertEqual(glob.glob(self.norm('aaa') + sep*2),
+                             [self.norm('aaa') + sep*2])
+            # When there is a wildcard pattern which ends with a pathname
+            # separator, glob() doesn't blow.
+            # The result should end with the pathname separator.
+            # Normalizing the trailing separator is an implementation detail.
+            eq = self.assertSequencesEqual_noorder
+            eq(glob.glob(self.norm('aa*') + sep),
+               [self.norm('aaa') + os.sep, self.norm('aab') + os.sep])
+            # Stripping the redundant separators is an implementation detail.
+            eq(glob.glob(self.norm('aa*') + sep*2),
+               [self.norm('aaa') + os.sep, self.norm('aab') + os.sep])
 
     def test_glob_bytes_directory_with_trailing_slash(self):
         # Same as test_glob_directory_with_trailing_slash, but with a
         # bytes argument.
-        res = glob.glob(os.fsencode(self.norm('Z*Z') + os.sep))
-        self.assertEqual(res, [])
-        res = glob.glob(os.fsencode(self.norm('ZZZ') + os.sep))
-        self.assertEqual(res, [])
-        res = glob.glob(os.fsencode(self.norm('aa*') + os.sep))
-        self.assertEqual(len(res), 2)
-        # either of these results is reasonable
-        self.assertIn(set(res), [
-                      {os.fsencode(self.norm('aaa')),
-                       os.fsencode(self.norm('aab'))},
-                      {os.fsencode(self.norm('aaa') + os.sep),
-                       os.fsencode(self.norm('aab') + os.sep)},
-                      ])
+        seps = (os.sep, os.altsep) if os.altsep else (os.sep,)
+        for sep in seps:
+            self.assertEqual(glob.glob(os.fsencode(self.norm('Z*Z') + sep)), [])
+            self.assertEqual(glob.glob(os.fsencode(self.norm('ZZZ') + sep)), [])
+            self.assertEqual(glob.glob(os.fsencode(self.norm('aaa') + sep)),
+               [os.fsencode(self.norm('aaa') + sep)])
+            self.assertEqual(glob.glob(os.fsencode(self.norm('aaa') + sep*2)),
+               [os.fsencode(self.norm('aaa') + sep*2)])
+            eq = self.assertSequencesEqual_noorder
+            eq(glob.glob(os.fsencode(self.norm('aa*') + sep)),
+               [os.fsencode(self.norm('aaa') + os.sep),
+                os.fsencode(self.norm('aab') + os.sep)])
+            eq(glob.glob(os.fsencode(self.norm('aa*') + sep*2)),
+               [os.fsencode(self.norm('aaa') + os.sep),
+                os.fsencode(self.norm('aab') + os.sep)])
 
     @skip_unless_symlink
     def test_glob_symlinks(self):
@@ -209,8 +217,7 @@ def test_glob_symlinks(self):
         eq(self.glob('sym3'), [self.norm('sym3')])
         eq(self.glob('sym3', '*'), [self.norm('sym3', 'EF'),
                                     self.norm('sym3', 'efg')])
-        self.assertIn(self.glob('sym3' + os.sep),
-                      [[self.norm('sym3')], [self.norm('sym3') + os.sep]])
+        eq(self.glob('sym3' + os.sep), [self.norm('sym3') + os.sep])
         eq(self.glob('*', '*F'),
            [self.norm('aaa', 'zzzF'),
             self.norm('aab', 'F'), self.norm('sym3', 'EF')])