diff --git a/aiohttp/client.py b/aiohttp/client.py
index 05ef05bb368..a97190d078a 100644
--- a/aiohttp/client.py
+++ b/aiohttp/client.py
@@ -531,9 +531,9 @@ async def _request(
                             raise
                     except ClientError:
                         raise
-                    except asyncio.TimeoutError:
-                        raise
                     except OSError as exc:
+                        if exc.errno is None and isinstance(exc, asyncio.TimeoutError):
+                            raise
                         raise ClientOSError(*exc.args) from exc
 
                     self._cookie_jar.update_cookies(resp.cookies, resp.url)
diff --git a/aiohttp/client_reqrep.py b/aiohttp/client_reqrep.py
index 689d4b7563f..9478e8d36c5 100644
--- a/aiohttp/client_reqrep.py
+++ b/aiohttp/client_reqrep.py
@@ -536,15 +536,16 @@ async def write_bytes(
                     await writer.write(chunk)  # type: ignore[arg-type]
 
             await writer.write_eof()
-        except asyncio.TimeoutError:
-            raise
         except OSError as exc:
-            new_exc = ClientOSError(
-                exc.errno, "Can not write request body for %s" % self.url
-            )
-            new_exc.__context__ = exc
-            new_exc.__cause__ = exc
-            protocol.set_exception(new_exc)
+            if exc.errno is None and isinstance(exc, asyncio.TimeoutError):
+                protocol.set_exception(exc)
+            else:
+                new_exc = ClientOSError(
+                    exc.errno, "Can not write request body for %s" % self.url
+                )
+                new_exc.__context__ = exc
+                new_exc.__cause__ = exc
+                protocol.set_exception(new_exc)
         except asyncio.CancelledError as exc:
             if not conn.closed:
                 protocol.set_exception(exc)
diff --git a/aiohttp/connector.py b/aiohttp/connector.py
index cdbc7c3261b..7dbbf4f2d80 100644
--- a/aiohttp/connector.py
+++ b/aiohttp/connector.py
@@ -969,9 +969,9 @@ async def _wrap_create_connection(
             raise ClientConnectorCertificateError(req.connection_key, exc) from exc
         except ssl_errors as exc:
             raise ClientConnectorSSLError(req.connection_key, exc) from exc
-        except asyncio.TimeoutError:
-            raise
         except OSError as exc:
+            if exc.errno is None and isinstance(exc, asyncio.TimeoutError):
+                raise
             raise client_error(req.connection_key, exc) from exc
 
     def _warn_about_tls_in_tls(
@@ -1050,9 +1050,9 @@ async def _start_tls_connection(
             raise ClientConnectorCertificateError(req.connection_key, exc) from exc
         except ssl_errors as exc:
             raise ClientConnectorSSLError(req.connection_key, exc) from exc
-        except asyncio.TimeoutError:
-            raise
         except OSError as exc:
+            if exc.errno is None and isinstance(exc, asyncio.TimeoutError):
+                raise
             raise client_error(req.connection_key, exc) from exc
         except TypeError as type_err:
             # Example cause looks like this:
@@ -1103,9 +1103,9 @@ def drop_exception(fut: "asyncio.Future[List[Dict[str, Any]]]") -> None:
 
             host_resolved.add_done_callback(drop_exception)
             raise
-        except asyncio.TimeoutError:
-            raise
         except OSError as exc:
+            if exc.errno is None and isinstance(exc, asyncio.TimeoutError):
+                raise
             # in case of proxy it is not ClientProxyConnectionError
             # it is problem of resolving proxy ip itself
             raise ClientConnectorError(req.connection_key, exc) from exc
@@ -1298,9 +1298,9 @@ async def _create_connection(
                 _, proto = await self._loop.create_unix_connection(
                     self._factory, self._path
                 )
-        except asyncio.TimeoutError:
-            raise
         except OSError as exc:
+            if exc.errno is None and isinstance(exc, asyncio.TimeoutError):
+                raise
             raise UnixClientConnectorError(self.path, req.connection_key, exc) from exc
 
         return cast(ResponseHandler, proto)
@@ -1365,9 +1365,9 @@ async def _create_connection(
                 await asyncio.sleep(0)
                 # other option is to manually set transport like
                 # `proto.transport = trans`
-        except asyncio.TimeoutError:
-            raise
         except OSError as exc:
+            if exc.errno is None and isinstance(exc, asyncio.TimeoutError):
+                raise
             raise ClientConnectorError(req.connection_key, exc) from exc
 
         return cast(ResponseHandler, proto)