@@ -55,11 +55,19 @@ def __init__(self, spec, reader):
             self._spec = spec
             self._reader = reader
 
+        @classmethod
+        def new(cls, spec, reader):
+            try:
+                fspath = reader.resource_path(None)
+            except FileNotFoundError:
+                return cls(spec, reader)
+            return CompatibilityFiles.PathLikeSpecPath(spec, reader, fspath)
+
         def iterdir(self):
             if not self._reader:
                 return iter(())
             return iter(
-                CompatibilityFiles.ChildPath(self._reader, path)
+                CompatibilityFiles.ChildPath.new(self._reader, path)
                 for path in self._reader.contents()
             )
 
@@ -71,7 +79,7 @@ def is_file(self):
         def joinpath(self, other):
             if not self._reader:
                 return CompatibilityFiles.OrphanPath(other)
-            return CompatibilityFiles.ChildPath(self._reader, other)
+            return CompatibilityFiles.ChildPath.new(self._reader, other)
 
         @property
         def name(self):
@@ -80,6 +88,16 @@ def name(self):
         def open(self, mode='r', *args, **kwargs):
             return _io_wrapper(self._reader.open_resource(None), mode, *args, **kwargs)
 
+    class PathLikeSpecPath(SpecPath):
+        """SpecPath but os.PathLike"""
+
+        def __init__(self, spec, reader, fspath):
+            super().__init__(spec, reader)
+            self._fspath = fspath
+
+        def __fspath__(self):
+            return self._fspath
+
     class ChildPath(abc.Traversable):
         """
         Path tied to a resource reader child.
@@ -90,6 +108,14 @@ def __init__(self, reader, name):
             self._reader = reader
             self._name = name
 
+        @classmethod
+        def new(cls, reader, name):
+            try:
+                fspath = reader.resource_path(name)
+            except FileNotFoundError:
+                return cls(reader, name)
+            return CompatibilityFiles.PathLikeChildPath(reader, name, fspath)
+
         def iterdir(self):
             return iter(())
 
@@ -111,6 +137,16 @@ def open(self, mode='r', *args, **kwargs):
                 self._reader.open_resource(self.name), mode, *args, **kwargs
             )
 
+    class PathLikeChildPath(SpecPath):
+        """ChildPath but os.PathLike"""
+
+        def __init__(self, reader, name, fspath):
+            super().__init__(reader, name)
+            self._fspath = fspath
+
+        def __fspath__(self):
+            return self._fspath
+
     class OrphanPath(abc.Traversable):
         """
         Orphan path, not tied to a module spec or resource reader.
@@ -159,7 +195,7 @@ def __getattr__(self, attr):
         return getattr(self._reader, attr)
 
     def files(self):
-        return CompatibilityFiles.SpecPath(self.spec, self._reader)
+        return CompatibilityFiles.SpecPath.new(self.spec, self._reader)
 
 
 def wrap_spec(package):
 
@@ -1,4 +1,5 @@
 import io
+import os
 import unittest
 
 import importlib_resources as resources
@@ -88,6 +89,10 @@ def test_wrap_spec(self):
         spec = wrap_spec(self.package)
         self.assertIsInstance(spec.loader.get_resource_reader(None), CompatibilityFiles)
 
+    def test_fspath(self):
+        self.assertEqual(os.fspath(self.files), 'some_path')
+        self.assertEqual(os.fspath(self.files / 'a'), 'some_path')
+
 
 class CompatibilityFilesNoReaderTests(unittest.TestCase):
     @property