diff --git a/qutebrowser/api/cmdutils.py b/qutebrowser/api/cmdutils.py
index 7fb95a934..3939dbb0a 100644
--- a/qutebrowser/api/cmdutils.py
+++ b/qutebrowser/api/cmdutils.py
@@ -35,8 +35,8 @@ Possible values:
 
 
 import inspect
-from typing import Any, Callable, Protocol, Optional, cast
-from collections.abc import Iterable
+from typing import Any, Protocol, Optional, cast
+from collections.abc import Iterable, Callable
 
 from qutebrowser.utils import qtutils
 from qutebrowser.commands import command, cmdexc
diff --git a/qutebrowser/api/hook.py b/qutebrowser/api/hook.py
index 9a1a7bc9c..f62514e6a 100644
--- a/qutebrowser/api/hook.py
+++ b/qutebrowser/api/hook.py
@@ -7,7 +7,8 @@
 """Hooks for extensions."""
 
 import importlib
-from typing import Callable, Any
+from typing import Any
+from collections.abc import Callable
 
 
 from qutebrowser.extensions import loader
diff --git a/qutebrowser/browser/browsertab.py b/qutebrowser/browser/browsertab.py
index f64b413d9..74eacfcd0 100644
--- a/qutebrowser/browser/browsertab.py
+++ b/qutebrowser/browser/browsertab.py
@@ -9,8 +9,8 @@ import pathlib
 import itertools
 import functools
 import dataclasses
-from typing import (cast, TYPE_CHECKING, Any, Callable, Optional, Union)
-from collections.abc import Iterable, Sequence
+from typing import (cast, TYPE_CHECKING, Any, Optional, Union)
+from collections.abc import Iterable, Sequence, Callable
 
 from qutebrowser.qt import machinery
 from qutebrowser.qt.core import (pyqtSignal, pyqtSlot, QUrl, QObject, QSizeF, Qt,
diff --git a/qutebrowser/browser/commands.py b/qutebrowser/browser/commands.py
index 5135f0fa6..a62a00797 100644
--- a/qutebrowser/browser/commands.py
+++ b/qutebrowser/browser/commands.py
@@ -7,7 +7,8 @@
 import os.path
 import shlex
 import functools
-from typing import cast, Callable, Union, Optional
+from typing import cast, Union, Optional
+from collections.abc import Callable
 
 from qutebrowser.qt.widgets import QApplication, QTabBar
 from qutebrowser.qt.core import Qt, QUrl, QEvent, QUrlQuery
diff --git a/qutebrowser/browser/downloadview.py b/qutebrowser/browser/downloadview.py
index 04bcd4cf7..5f67b344d 100644
--- a/qutebrowser/browser/downloadview.py
+++ b/qutebrowser/browser/downloadview.py
@@ -5,8 +5,8 @@
 """The ListView to display downloads in."""
 
 import functools
-from typing import Callable, Union
-from collections.abc import MutableSequence
+from typing import Union
+from collections.abc import MutableSequence, Callable
 
 from qutebrowser.qt.core import pyqtSlot, QSize, Qt
 from qutebrowser.qt.widgets import QListView, QSizePolicy, QMenu, QStyleFactory
diff --git a/qutebrowser/browser/hints.py b/qutebrowser/browser/hints.py
index 2cb0cdfb6..b3f45610d 100644
--- a/qutebrowser/browser/hints.py
+++ b/qutebrowser/browser/hints.py
@@ -12,8 +12,15 @@ import html
 import enum
 import dataclasses
 from string import ascii_lowercase
-from typing import (TYPE_CHECKING, Callable, Optional)
-from collections.abc import Iterable, Iterator, Mapping, MutableSequence, Sequence
+from typing import (TYPE_CHECKING, Optional)
+from collections.abc import (
+    Iterable,
+    Iterator,
+    Mapping,
+    MutableSequence,
+    Sequence,
+    Callable,
+)
 
 from qutebrowser.qt.core import pyqtSignal, pyqtSlot, QObject, Qt, QUrl
 from qutebrowser.qt.widgets import QLabel
diff --git a/qutebrowser/browser/qutescheme.py b/qutebrowser/browser/qutescheme.py
index 98d059502..a6a4e8763 100644
--- a/qutebrowser/browser/qutescheme.py
+++ b/qutebrowser/browser/qutescheme.py
@@ -18,8 +18,8 @@ import textwrap
 import urllib
 import collections
 import secrets
-from typing import TypeVar, Callable, Optional, Union
-from collections.abc import Sequence
+from typing import TypeVar, Optional, Union
+from collections.abc import Sequence, Callable
 
 from qutebrowser.qt.core import QUrlQuery, QUrl
 
diff --git a/qutebrowser/browser/shared.py b/qutebrowser/browser/shared.py
index 4d22a4525..aab5b9876 100644
--- a/qutebrowser/browser/shared.py
+++ b/qutebrowser/browser/shared.py
@@ -10,8 +10,8 @@ import html
 import enum
 import netrc
 import tempfile
-from typing import Callable, Optional
-from collections.abc import Mapping, Iterable, Iterator
+from typing import Optional
+from collections.abc import Mapping, Iterable, Iterator, Callable
 
 from qutebrowser.qt.core import QUrl, pyqtBoundSignal
 
diff --git a/qutebrowser/browser/webengine/webengineelem.py b/qutebrowser/browser/webengine/webengineelem.py
index b73459d3f..f65044998 100644
--- a/qutebrowser/browser/webengine/webengineelem.py
+++ b/qutebrowser/browser/webengine/webengineelem.py
@@ -5,8 +5,8 @@
 """QtWebEngine specific part of the web element API."""
 
 from typing import (
-    TYPE_CHECKING, Any, Callable, Optional, Union)
-from collections.abc import Iterator
+    TYPE_CHECKING, Any, Optional, Union)
+from collections.abc import Iterator, Callable
 
 from qutebrowser.qt.core import QRect, QEventLoop
 from qutebrowser.qt.widgets import QApplication
diff --git a/qutebrowser/browser/webkit/mhtml.py b/qutebrowser/browser/webkit/mhtml.py
index 98a715edc..11e381929 100644
--- a/qutebrowser/browser/webkit/mhtml.py
+++ b/qutebrowser/browser/webkit/mhtml.py
@@ -19,8 +19,7 @@ import email.mime.multipart
 import email.message
 import quopri
 import dataclasses
-from typing import Callable
-from collections.abc import MutableMapping
+from collections.abc import MutableMapping, Callable
 
 from qutebrowser.qt.core import QUrl
 
diff --git a/qutebrowser/commands/command.py b/qutebrowser/commands/command.py
index eb985dca0..620f6a4ae 100644
--- a/qutebrowser/commands/command.py
+++ b/qutebrowser/commands/command.py
@@ -9,9 +9,8 @@ import collections
 import traceback
 import typing
 import dataclasses
-from typing import (Any, Union, Optional,
-                    Callable)
-from collections.abc import MutableMapping, MutableSequence
+from typing import (Any, Union, Optional)
+from collections.abc import MutableMapping, MutableSequence, Callable
 
 from qutebrowser.api import cmdutils
 from qutebrowser.commands import cmdexc, argparser
diff --git a/qutebrowser/commands/runners.py b/qutebrowser/commands/runners.py
index f12f795f2..636f1bf6b 100644
--- a/qutebrowser/commands/runners.py
+++ b/qutebrowser/commands/runners.py
@@ -7,8 +7,8 @@
 import traceback
 import re
 import contextlib
-from typing import TYPE_CHECKING, Callable
-from collections.abc import Iterator, Mapping, MutableMapping
+from typing import TYPE_CHECKING
+from collections.abc import Iterator, Mapping, MutableMapping, Callable
 
 from qutebrowser.qt.core import pyqtSlot, QUrl, QObject
 
diff --git a/qutebrowser/completion/models/util.py b/qutebrowser/completion/models/util.py
index d1c646661..fb48017e8 100644
--- a/qutebrowser/completion/models/util.py
+++ b/qutebrowser/completion/models/util.py
@@ -4,8 +4,7 @@
 
 """Utility functions for completion models."""
 
-from typing import Callable
-from collections.abc import Sequence
+from collections.abc import Sequence, Callable
 
 from qutebrowser.utils import usertypes
 from qutebrowser.misc import objects
diff --git a/qutebrowser/components/misccommands.py b/qutebrowser/components/misccommands.py
index 64914bc95..b4eaa55d1 100644
--- a/qutebrowser/components/misccommands.py
+++ b/qutebrowser/components/misccommands.py
@@ -11,8 +11,8 @@ import os
 import signal
 import logging
 import pathlib
-from typing import Optional, Callable
-from collections.abc import Sequence
+from typing import Optional
+from collections.abc import Sequence, Callable
 
 try:
     import hunter
diff --git a/qutebrowser/components/readlinecommands.py b/qutebrowser/components/readlinecommands.py
index ca071448e..a26f7ea4c 100644
--- a/qutebrowser/components/readlinecommands.py
+++ b/qutebrowser/components/readlinecommands.py
@@ -5,8 +5,8 @@
 """Bridge to provide readline-like shortcuts for QLineEdits."""
 
 import os
-from typing import Optional, Any, Callable
-from collections.abc import Iterable, MutableMapping
+from typing import Optional, Any
+from collections.abc import Iterable, MutableMapping, Callable
 
 from qutebrowser.qt.widgets import QApplication, QLineEdit
 
diff --git a/qutebrowser/components/scrollcommands.py b/qutebrowser/components/scrollcommands.py
index 219f884a0..da4544bd7 100644
--- a/qutebrowser/components/scrollcommands.py
+++ b/qutebrowser/components/scrollcommands.py
@@ -4,7 +4,7 @@
 
 """Scrolling-related commands."""
 
-from typing import Callable
+from collections.abc import Callable
 from qutebrowser.api import cmdutils, apitypes
 
 
diff --git a/qutebrowser/config/config.py b/qutebrowser/config/config.py
index b24c9b502..d286bf733 100644
--- a/qutebrowser/config/config.py
+++ b/qutebrowser/config/config.py
@@ -7,8 +7,8 @@
 import copy
 import contextlib
 import functools
-from typing import (TYPE_CHECKING, Any, Callable, Optional, cast)
-from collections.abc import Iterator, Mapping, MutableMapping, MutableSequence
+from typing import (TYPE_CHECKING, Any, Optional, cast)
+from collections.abc import Iterator, Mapping, MutableMapping, MutableSequence, Callable
 
 from qutebrowser.qt.core import pyqtSignal, QObject, QUrl
 
diff --git a/qutebrowser/config/configtypes.py b/qutebrowser/config/configtypes.py
index a74675cd4..d6782322f 100644
--- a/qutebrowser/config/configtypes.py
+++ b/qutebrowser/config/configtypes.py
@@ -36,9 +36,9 @@ import functools
 import operator
 import json
 import dataclasses
-from typing import (Any, Callable, Optional, Union)
+from typing import Any, Optional, Union
 from re import Pattern
-from collections.abc import Iterable, Iterator, Sequence
+from collections.abc import Iterable, Iterator, Sequence, Callable
 
 import yaml
 from qutebrowser.qt.core import QUrl, Qt
diff --git a/qutebrowser/config/qtargs.py b/qutebrowser/config/qtargs.py
index 994af4619..cafc6ff38 100644
--- a/qutebrowser/config/qtargs.py
+++ b/qutebrowser/config/qtargs.py
@@ -8,6 +8,9 @@ import os
 import sys
 import argparse
 import pathlib
+# Using deprecated typing.Callable as a WORKAROUND because
+# collections.abc.Callable inside Optional[...]/Union[...]
+# is broken on Python 3.9.0 and 3.9.1
 from typing import Any, Optional, Union, Callable
 from collections.abc import Iterator, Sequence
 
diff --git a/qutebrowser/config/websettings.py b/qutebrowser/config/websettings.py
index f2ce7081d..2b71216bd 100644
--- a/qutebrowser/config/websettings.py
+++ b/qutebrowser/config/websettings.py
@@ -8,7 +8,8 @@ import re
 import argparse
 import functools
 import dataclasses
-from typing import Any, Callable, Optional, Union
+from typing import Any, Optional, Union
+from collections.abc import Callable
 
 from qutebrowser.qt.core import QUrl, pyqtSlot, qVersion
 from qutebrowser.qt.gui import QFont
diff --git a/qutebrowser/extensions/interceptors.py b/qutebrowser/extensions/interceptors.py
index 1d7ef437e..1032fc6d0 100644
--- a/qutebrowser/extensions/interceptors.py
+++ b/qutebrowser/extensions/interceptors.py
@@ -6,7 +6,8 @@
 
 import enum
 import dataclasses
-from typing import Callable, Optional
+from typing import Optional
+from collections.abc import Callable
 
 from qutebrowser.qt.core import QUrl
 
diff --git a/qutebrowser/extensions/loader.py b/qutebrowser/extensions/loader.py
index d658466f2..a6917be35 100644
--- a/qutebrowser/extensions/loader.py
+++ b/qutebrowser/extensions/loader.py
@@ -10,8 +10,8 @@ import pathlib
 import importlib
 import argparse
 import dataclasses
-from typing import Callable, Optional
-from collections.abc import Iterator
+from typing import Optional
+from collections.abc import Iterator, Callable
 
 from qutebrowser.qt.core import pyqtSlot
 
diff --git a/qutebrowser/keyinput/modeman.py b/qutebrowser/keyinput/modeman.py
index 9eb0bc17e..681deeff6 100644
--- a/qutebrowser/keyinput/modeman.py
+++ b/qutebrowser/keyinput/modeman.py
@@ -6,8 +6,8 @@
 
 import functools
 import dataclasses
-from typing import Callable, Union, cast
-from collections.abc import Mapping, MutableMapping
+from typing import Union, cast
+from collections.abc import Mapping, MutableMapping, Callable
 
 from qutebrowser.qt import machinery
 from qutebrowser.qt.core import pyqtSlot, pyqtSignal, Qt, QObject, QEvent
diff --git a/qutebrowser/misc/debugcachestats.py b/qutebrowser/misc/debugcachestats.py
index 70f088418..7deb8bdcd 100644
--- a/qutebrowser/misc/debugcachestats.py
+++ b/qutebrowser/misc/debugcachestats.py
@@ -9,8 +9,8 @@ dependencies as possible to avoid cyclic dependencies.
 """
 
 import weakref
-from typing import Any, Callable, Optional, TypeVar
-from collections.abc import Mapping
+from typing import Any, Optional, TypeVar
+from collections.abc import Mapping, Callable
 
 from qutebrowser.utils import log
 
diff --git a/qutebrowser/misc/throttle.py b/qutebrowser/misc/throttle.py
index f4c50c09a..78bc7f29b 100644
--- a/qutebrowser/misc/throttle.py
+++ b/qutebrowser/misc/throttle.py
@@ -6,8 +6,8 @@
 
 import dataclasses
 import time
-from typing import Any, Callable, Optional
-from collections.abc import Mapping, Sequence
+from typing import Any, Optional
+from collections.abc import Mapping, Sequence, Callable
 
 from qutebrowser.qt.core import QObject
 
diff --git a/qutebrowser/qt/_core_pyqtproperty.py b/qutebrowser/qt/_core_pyqtproperty.py
index 02c1cab97..50752de41 100644
--- a/qutebrowser/qt/_core_pyqtproperty.py
+++ b/qutebrowser/qt/_core_pyqtproperty.py
@@ -9,7 +9,7 @@ https://github.com/python-qt-tools/PyQt5-stubs/blob/5.15.6.0/PyQt5-stubs/QtCore.
 """
 
 # flake8: noqa
-# pylint: disable=invalid-name,missing-class-docstring,too-many-arguments,redefined-builtin,unused-argument
+# pylint: disable=invalid-name,missing-class-docstring,too-many-arguments,redefined-builtin,unused-argument,deprecated-typing-alias
 
 import typing
 from PyQt6.QtCore import QObject, pyqtSignal
diff --git a/qutebrowser/utils/debug.py b/qutebrowser/utils/debug.py
index b5cddbd2d..de7f87f1e 100644
--- a/qutebrowser/utils/debug.py
+++ b/qutebrowser/utils/debug.py
@@ -12,8 +12,8 @@ import functools
 import datetime
 import types
 from typing import (
-    Any, Callable, Optional, Union)
-from collections.abc import Mapping, MutableSequence, Sequence
+    Any, Optional, Union)
+from collections.abc import Mapping, MutableSequence, Sequence, Callable
 
 from qutebrowser.qt.core import Qt, QEvent, QMetaMethod, QObject, pyqtBoundSignal
 
diff --git a/qutebrowser/utils/docutils.py b/qutebrowser/utils/docutils.py
index 0aa860726..c357a2cd4 100644
--- a/qutebrowser/utils/docutils.py
+++ b/qutebrowser/utils/docutils.py
@@ -10,8 +10,8 @@ import inspect
 import os.path
 import collections
 import enum
-from typing import Any, Callable, Optional, Union
-from collections.abc import MutableMapping
+from typing import Any, Optional, Union
+from collections.abc import MutableMapping, Callable
 
 import qutebrowser
 from qutebrowser.utils import log, utils
diff --git a/qutebrowser/utils/jinja.py b/qutebrowser/utils/jinja.py
index ede9dbb40..c12bac5aa 100644
--- a/qutebrowser/utils/jinja.py
+++ b/qutebrowser/utils/jinja.py
@@ -10,8 +10,8 @@ import posixpath
 import functools
 import contextlib
 import html
-from typing import Any, Callable
-from collections.abc import Iterator
+from typing import Any
+from collections.abc import Iterator, Callable
 
 import jinja2
 import jinja2.nodes
diff --git a/qutebrowser/utils/message.py b/qutebrowser/utils/message.py
index e122fbc8b..8fc8f6fbe 100644
--- a/qutebrowser/utils/message.py
+++ b/qutebrowser/utils/message.py
@@ -10,8 +10,8 @@
 
 import dataclasses
 import traceback
-from typing import Any, Callable, Union, Optional
-from collections.abc import Iterable
+from typing import Any, Union, Optional
+from collections.abc import Iterable, Callable
 
 from qutebrowser.qt.core import pyqtSignal, pyqtBoundSignal, QObject
 
diff --git a/qutebrowser/utils/objreg.py b/qutebrowser/utils/objreg.py
index 7d3df728a..aa5bfc7f9 100644
--- a/qutebrowser/utils/objreg.py
+++ b/qutebrowser/utils/objreg.py
@@ -7,9 +7,9 @@
 
 import collections
 import functools
-from typing import (TYPE_CHECKING, Any, Callable,
+from typing import (TYPE_CHECKING, Any,
                     Optional, Union)
-from collections.abc import MutableMapping, MutableSequence, Sequence
+from collections.abc import MutableMapping, MutableSequence, Sequence, Callable
 
 from qutebrowser.qt.core import QObject, QTimer
 from qutebrowser.qt.widgets import QApplication
diff --git a/qutebrowser/utils/utils.py b/qutebrowser/utils/utils.py
index 178e4a306..3f127e37f 100644
--- a/qutebrowser/utils/utils.py
+++ b/qutebrowser/utils/utils.py
@@ -19,10 +19,10 @@ import contextlib
 import shlex
 import sysconfig
 import mimetypes
-from typing import (Any, Callable, IO,
+from typing import (Any, IO,
                     Optional, Union,
                     TypeVar, Protocol)
-from collections.abc import Iterator, Sequence
+from collections.abc import Iterator, Sequence, Callable
 
 from qutebrowser.qt.core import QUrl, QVersionNumber, QRect, QPoint
 from qutebrowser.qt.gui import QClipboard, QDesktopServices
diff --git a/tests/helpers/stubs.py b/tests/helpers/stubs.py
index 0aa4f1732..50528ee8b 100644
--- a/tests/helpers/stubs.py
+++ b/tests/helpers/stubs.py
@@ -6,7 +6,8 @@
 
 """Fake objects/stubs."""
 
-from typing import Any, Callable
+from typing import Any
+from collections.abc import Callable
 from unittest import mock
 import contextlib
 import shutil