diff --git a/src/test/util_tests.cpp b/src/test/util_tests.cpp
index b6479efe7d1..52b24327eca 100644
--- a/src/test/util_tests.cpp
+++ b/src/test/util_tests.cpp
@@ -71,12 +71,9 @@ BOOST_AUTO_TEST_CASE(util_datadir)
     args.ClearPathCache();
     BOOST_CHECK_EQUAL(dd_norm, args.GetDataDirBase());
 
-#ifndef WIN32
-    // Windows does not consider "datadir/.//" to be a valid directory path.
     args.ForceSetArg("-datadir", fs::PathToString(dd_norm) + "/.//");
     args.ClearPathCache();
     BOOST_CHECK_EQUAL(dd_norm, args.GetDataDirBase());
-#endif
 }
 
 BOOST_AUTO_TEST_CASE(util_check)
diff --git a/src/util/system.cpp b/src/util/system.cpp
index 0ee63f6381d..8d0cec249d8 100644
--- a/src/util/system.cpp
+++ b/src/util/system.cpp
@@ -253,7 +253,7 @@ fs::path StripRedundantLastElementsOfPath(const fs::path& path)
         result = result.parent_path();
     }
 
-    assert(fs::equivalent(result, path));
+    assert(fs::equivalent(result, path.lexically_normal()));
     return result;
 }
 } // namespace