diff --git a/stdlib/dataclasses.pyi b/stdlib/dataclasses.pyi
index 0678bd3845ae..4a8f8134bea4 100644
--- a/stdlib/dataclasses.pyi
+++ b/stdlib/dataclasses.pyi
@@ -1,7 +1,9 @@
+import enum
 import sys
 import types
 from builtins import type as Type  # alias to avoid name clashes with fields named "type"
 from typing import Any, Callable, Generic, Iterable, Mapping, Protocol, TypeVar, overload
+from typing_extensions import Literal
 
 if sys.version_info >= (3, 9):
     from types import GenericAlias
@@ -9,9 +11,15 @@ if sys.version_info >= (3, 9):
 _T = TypeVar("_T")
 _T_co = TypeVar("_T_co", covariant=True)
 
-class _MISSING_TYPE: ...
+# define _MISSING_TYPE as an enum within the type stubs,
+# even though that is not really its type at runtime
+# this allows us to use Literal[_MISSING_TYPE.MISSING]
+# for background, see:
+#   https://github.com/python/typeshed/pull/5900#issuecomment-895513797
+class _MISSING_TYPE(enum.Enum):
+    MISSING = enum.auto()
 
-MISSING: _MISSING_TYPE
+MISSING = _MISSING_TYPE.MISSING
 
 if sys.version_info >= (3, 10):
     class KW_ONLY: ...
@@ -72,15 +80,15 @@ class _DefaultFactory(Protocol[_T_co]):
 class Field(Generic[_T]):
     name: str
     type: Type[_T]
-    default: _T
-    default_factory: _DefaultFactory[_T]
+    default: _T | Literal[_MISSING_TYPE.MISSING]
+    default_factory: _DefaultFactory[_T] | Literal[_MISSING_TYPE.MISSING]
     repr: bool
     hash: bool | None
     init: bool
     compare: bool
     metadata: types.MappingProxyType[Any, Any]
     if sys.version_info >= (3, 10):
-        kw_only: bool
+        kw_only: bool | Literal[_MISSING_TYPE.MISSING]
         def __init__(
             self,
             default: _T,