diff --git a/libcxx/test/std/input.output/filesystems/class.path/path.member/path.modifiers/remove_filename.pass.cpp b/libcxx/test/std/input.output/filesystems/class.path/path.member/path.modifiers/remove_filename.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/class.path/path.member/path.modifiers/remove_filename.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/class.path/path.member/path.modifiers/remove_filename.pass.cpp
@@ -34,13 +34,21 @@
     , {"/", "/"}
     , {"//", "//"}
     , {"///", "///"}
+#ifdef _WIN32
+    , {"\\", "\\"}
+#else
     , {"\\", ""}
+#endif
     , {".", ""}
     , {"..", ""}
     , {"/foo", "/"}
     , {"foo/bar", "foo/"}
     , {"foo/", "foo/"}
+#ifdef _WIN32
+    , {"//foo", "//foo"}
+#else
     , {"//foo", "//"}
+#endif
     , {"//foo/", "//foo/"}
     , {"//foo///", "//foo///"}
     , {"///foo", "///"}
@@ -49,7 +57,11 @@
     , {"/foo/.", "/foo/"}
     , {"/foo/..", "/foo/"}
     , {"/foo/////", "/foo/////"}
+#ifdef _WIN32
+    , {"/foo\\\\", "/foo\\\\"}
+#else
     , {"/foo\\\\", "/"}
+#endif
     , {"/foo//\\/", "/foo//\\/"}
     , {"///foo", "///"}
     , {"file.txt", ""}
diff --git a/libcxx/test/std/input.output/filesystems/class.path/path.member/path.modifiers/replace_filename.pass.cpp b/libcxx/test/std/input.output/filesystems/class.path/path.member/path.modifiers/replace_filename.pass.cpp
--- a/libcxx/test/std/input.output/filesystems/class.path/path.member/path.modifiers/replace_filename.pass.cpp
+++ b/libcxx/test/std/input.output/filesystems/class.path/path.member/path.modifiers/replace_filename.pass.cpp
@@ -35,10 +35,22 @@
     , {"/foo", "/", ""}
     , {"foo", "bar", "bar"}
     , {"/", "/bar", "bar"}
+#ifdef _WIN32
+    , {"\\", "\\bar", "bar"}
+#else
     , {"\\", "bar", "bar"}
+#endif
     , {"///", "///bar", "bar"}
+#ifdef _WIN32
+    , {"\\\\", "\\\\bar", "bar"}
+#else
     , {"\\\\", "bar", "bar"}
+#endif
+#ifdef _WIN32
+    , {"\\/\\", "\\/\\bar", "bar"}
+#else
     , {"\\/\\", "\\/bar", "bar"}
+#endif
     , {".", "bar", "bar"}
     , {"..", "bar", "bar"}
     , {"/foo\\baz/bong/", "/foo\\baz/bong/bar", "bar"}