diff --git a/stdlib/ast.pyi b/stdlib/ast.pyi
index 4122e5b60..56c86c950 100644
--- a/stdlib/ast.pyi
+++ b/stdlib/ast.pyi
@@ -1,3 +1,4 @@
+import os
 import sys
 from _ast import *
 from _typeshed import ReadableBuffer
@@ -159,7 +160,7 @@ if sys.version_info >= (3, 8):
     @overload
     def parse(
         source: str | ReadableBuffer,
-        filename: str | ReadableBuffer = ...,
+        filename: str | ReadableBuffer | os.PathLike[Any] = ...,
         mode: Literal["exec"] = ...,
         *,
         type_comments: bool = ...,
@@ -168,7 +169,7 @@ if sys.version_info >= (3, 8):
     @overload
     def parse(
         source: str | ReadableBuffer,
-        filename: str | ReadableBuffer,
+        filename: str | ReadableBuffer | os.PathLike[Any],
         mode: Literal["eval"],
         *,
         type_comments: bool = ...,
@@ -177,7 +178,7 @@ if sys.version_info >= (3, 8):
     @overload
     def parse(
         source: str | ReadableBuffer,
-        filename: str | ReadableBuffer,
+        filename: str | ReadableBuffer | os.PathLike[Any],
         mode: Literal["func_type"],
         *,
         type_comments: bool = ...,
@@ -186,7 +187,7 @@ if sys.version_info >= (3, 8):
     @overload
     def parse(
         source: str | ReadableBuffer,
-        filename: str | ReadableBuffer,
+        filename: str | ReadableBuffer | os.PathLike[Any],
         mode: Literal["single"],
         *,
         type_comments: bool = ...,
@@ -219,7 +220,7 @@ if sys.version_info >= (3, 8):
     @overload
     def parse(
         source: str | ReadableBuffer,
-        filename: str | ReadableBuffer = ...,
+        filename: str | ReadableBuffer | os.PathLike[Any] = ...,
         mode: str = ...,
         *,
         type_comments: bool = ...,
@@ -228,17 +229,23 @@ if sys.version_info >= (3, 8):
 
 else:
     @overload
-    def parse(source: str | ReadableBuffer, filename: str | ReadableBuffer = ..., mode: Literal["exec"] = ...) -> Module: ...
+    def parse(
+        source: str | ReadableBuffer, filename: str | ReadableBuffer | os.PathLike[Any] = ..., mode: Literal["exec"] = ...
+    ) -> Module: ...
     @overload
-    def parse(source: str | ReadableBuffer, filename: str | ReadableBuffer, mode: Literal["eval"]) -> Expression: ...
+    def parse(
+        source: str | ReadableBuffer, filename: str | ReadableBuffer | os.PathLike[Any], mode: Literal["eval"]
+    ) -> Expression: ...
     @overload
-    def parse(source: str | ReadableBuffer, filename: str | ReadableBuffer, mode: Literal["single"]) -> Interactive: ...
+    def parse(
+        source: str | ReadableBuffer, filename: str | ReadableBuffer | os.PathLike[Any], mode: Literal["single"]
+    ) -> Interactive: ...
     @overload
     def parse(source: str | ReadableBuffer, *, mode: Literal["eval"]) -> Expression: ...
     @overload
     def parse(source: str | ReadableBuffer, *, mode: Literal["single"]) -> Interactive: ...
     @overload
-    def parse(source: str | ReadableBuffer, filename: str | ReadableBuffer = ..., mode: str = ...) -> AST: ...
+    def parse(source: str | ReadableBuffer, filename: str | ReadableBuffer | os.PathLike[Any] = ..., mode: str = ...) -> AST: ...
 
 if sys.version_info >= (3, 9):
     def unparse(ast_obj: AST) -> str: ...