python-pillow
diff --git a/.ci/install.sh b/.ci/install.sh
@@ -13,24 +13,21 @@ aptget_update()
         return 1
     fi
 }
-if [[ $(uname) != CYGWIN* ]]; then
-    aptget_update || aptget_update retry || aptget_update retry
-fi
+aptget_update || aptget_update retry || aptget_update retry
 
 set -e
 
-if [[ $(uname) != CYGWIN* ]]; then
-    sudo apt-get -qq install libfreetype6-dev liblcms2-dev libtiff-dev python3-tk\
-                             ghostscript libjpeg-turbo8-dev libopenjp2-7-dev\
-                             cmake meson imagemagick libharfbuzz-dev libfribidi-dev\
-                             sway wl-clipboard libopenblas-dev nasm
-fi
+sudo apt-get -qq install libfreetype6-dev liblcms2-dev libtiff-dev python3-tk\
+                         ghostscript libjpeg-turbo8-dev libopenjp2-7-dev\
+                         cmake meson imagemagick libharfbuzz-dev libfribidi-dev\
+                         sway wl-clipboard libopenblas-dev nasm
 
 python3 -m pip install --upgrade pip
 python3 -m pip install --upgrade wheel
 python3 -m pip install coverage
 python3 -m pip install defusedxml
 python3 -m pip install ipython
+python3 -m pip install numpy
 python3 -m pip install olefile
 python3 -m pip install -U pytest
 python3 -m pip install -U pytest-cov
@@ -40,36 +37,24 @@ python3 -m pip install pyroma
 # fails on beta 3.14 and PyPy
 python3 -m pip install --only-binary=:all: pyarrow || true
 
-if [[ $(uname) != CYGWIN* ]]; then
-    python3 -m pip install numpy
-
-    # PyQt6 doesn't support PyPy3
-    if [[ $GHA_PYTHON_VERSION == 3.* ]]; then
-        sudo apt-get -qq install libegl1 libxcb-cursor0 libxcb-icccm4 libxcb-image0 libxcb-keysyms1 libxcb-randr0 libxcb-render-util0 libxcb-shape0 libxkbcommon-x11-0
-        # TODO Update condition when pyqt6 supports free-threading
-        if ! [[ "$PYTHON_GIL" == "0" ]]; then python3 -m pip install pyqt6 ; fi
-    fi
-
-    # Pyroma uses non-isolated build and fails with old setuptools
-    if [[ $GHA_PYTHON_VERSION == 3.9 ]]; then
-        # To match pyproject.toml
-        python3 -m pip install "setuptools>=77"
-    fi
+# PyQt6 doesn't support PyPy3
+if [[ $GHA_PYTHON_VERSION == 3.* ]]; then
+    sudo apt-get -qq install libegl1 libxcb-cursor0 libxcb-icccm4 libxcb-image0 libxcb-keysyms1 libxcb-randr0 libxcb-render-util0 libxcb-shape0 libxkbcommon-x11-0
+    # TODO Update condition when pyqt6 supports free-threading
+    if ! [[ "$PYTHON_GIL" == "0" ]]; then python3 -m pip install pyqt6 ; fi
+fi
 
-    # webp
-    pushd depends && ./install_webp.sh && popd
+# webp
+pushd depends && ./install_webp.sh && popd
 
-    # libimagequant
-    pushd depends && ./install_imagequant.sh && popd
+# libimagequant
+pushd depends && ./install_imagequant.sh && popd
 
-    # raqm
-    pushd depends && ./install_raqm.sh && popd
+# raqm
+pushd depends && ./install_raqm.sh && popd
 
-    # libavif
-    pushd depends && ./install_libavif.sh && popd
+# libavif
+pushd depends && ./install_libavif.sh && popd
 
-    # extra test images
-    pushd depends && ./install_extra_test_images.sh && popd
-else
-    cd depends && ./install_extra_test_images.sh && cd ..
-fi
+# extra test images
+pushd depends && ./install_extra_test_images.sh && popd
diff --git a/.github/mergify.yml b/.github/mergify.yml
@@ -8,7 +8,6 @@ pull_request_rules:
       - status-success=Docker Test Successful
       - status-success=Windows Test Successful
       - status-success=MinGW
-      - status-success=Cygwin Test Successful
     actions:
       merge:
         method: merge
diff --git a/.github/workflows/test-cygwin.yml b/.github/workflows/test-cygwin.yml
diff --git a/.github/workflows/test-windows.yml b/.github/workflows/test-windows.yml
@@ -35,11 +35,11 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        python-version: ["pypy3.11", "3.10", "3.11", "3.12", ">=3.13.5", "3.14"]
+        python-version: ["pypy3.11", "3.11", "3.12", "3.13", "3.14"]
         architecture: ["x64"]
         include:
             # Test the oldest Python on 32-bit
-            - { python-version: "3.9", architecture: "x86" }
+            - { python-version: "3.10", architecture: "x86" }
 
     timeout-minutes: 45
 

diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
@@ -49,18 +49,17 @@ jobs:
           "3.12",
           "3.11",
           "3.10",
-          "3.9",
         ]
         include:
-        - { python-version: "3.11", PYTHONOPTIMIZE: 1, REVERSE: "--reverse" }
-        - { python-version: "3.10", PYTHONOPTIMIZE: 2 }
+        - { python-version: "3.12", PYTHONOPTIMIZE: 1, REVERSE: "--reverse" }
+        - { python-version: "3.11", PYTHONOPTIMIZE: 2 }
         # Free-threaded
         - { python-version: "3.14t", disable-gil: true }
         - { python-version: "3.13t", disable-gil: true }
-        # M1 only available for 3.10+
-        - { os: "macos-13", python-version: "3.9" }
+        # Intel
+        - { os: "macos-13", python-version: "3.10" }
         exclude:
-        - { os: "macos-latest", python-version: "3.9" }
+        - { os: "macos-latest", python-version: "3.10" }
 
     runs-on: ${{ matrix.os }}
     name: ${{ matrix.os }} Python ${{ matrix.python-version }}

diff --git a/README.md b/README.md
@@ -36,9 +36,6 @@ As of 2019, Pillow development is
             <a href="https://github.com/python-pillow/Pillow/actions/workflows/test-mingw.yml"><img
                 alt="GitHub Actions build status (Test MinGW)"
                 src="https://github.com/python-pillow/Pillow/workflows/Test%20MinGW/badge.svg"></a>
-            <a href="https://github.com/python-pillow/Pillow/actions/workflows/test-cygwin.yml"><img
-                alt="GitHub Actions build status (Test Cygwin)"
-                src="https://github.com/python-pillow/Pillow/workflows/Test%20Cygwin/badge.svg"></a>
             <a href="https://github.com/python-pillow/Pillow/actions/workflows/test-docker.yml"><img
                 alt="GitHub Actions build status (Test Docker)"
                 src="https://github.com/python-pillow/Pillow/workflows/Test%20Docker/badge.svg"></a>

diff --git a/Tests/helper.py b/Tests/helper.py
@@ -10,17 +10,20 @@
 import subprocess
 import sys
 import tempfile
-from collections.abc import Sequence
 from functools import lru_cache
 from io import BytesIO
-from pathlib import Path
-from typing import Any, Callable
 
 import pytest
 from packaging.version import parse as parse_version
 
 from PIL import Image, ImageFile, ImageMath, features
 
+TYPE_CHECKING = False
+if TYPE_CHECKING:
+    from collections.abc import Callable, Sequence
+    from pathlib import Path
+    from typing import Any
+
 logger = logging.getLogger(__name__)
 
 uploader = None

diff --git a/Tests/test_features.py b/Tests/test_features.py
@@ -2,14 +2,17 @@
 
 import io
 import re
-from typing import Callable
 
 import pytest
 
 from PIL import features
 
 from .helper import skip_unless_feature
 
+TYPE_CHECKING = False
+if TYPE_CHECKING:
+    from collections.abc import Callable
+
 
 def test_check() -> None:
     # Check the correctness of the convenience function

diff --git a/Tests/test_format_hsv.py b/Tests/test_format_hsv.py
@@ -2,12 +2,15 @@
 
 import colorsys
 import itertools
-from typing import Callable
 
 from PIL import Image
 
 from .helper import assert_image_similar, hopper
 
+TYPE_CHECKING = False
+if TYPE_CHECKING:
+    from collections.abc import Callable
+
 
 def int_to_float(i: int) -> float:
     return i / 255

diff --git a/Tests/test_image_transform.py b/Tests/test_image_transform.py
@@ -1,14 +1,17 @@
 from __future__ import annotations
 
 import math
-from typing import Callable
 
 import pytest
 
 from PIL import Image, ImageTransform
 
 from .helper import assert_image_equal, assert_image_similar, hopper
 
+TYPE_CHECKING = False
+if TYPE_CHECKING:
+    from collections.abc import Callable
+
 
 class TestImageTransform:
     def test_sanity(self) -> None:

diff --git a/Tests/test_imagechops.py b/Tests/test_imagechops.py
@@ -1,11 +1,13 @@
 from __future__ import annotations
 
-from typing import Callable
-
 from PIL import Image, ImageChops
 
 from .helper import assert_image_equal, hopper
 
+TYPE_CHECKING = False
+if TYPE_CHECKING:
+    from collections.abc import Callable
+
 BLACK = (0, 0, 0)
 BROWN = (127, 64, 0)
 CYAN = (0, 255, 255)

diff --git a/Tests/test_imagecms.py b/Tests/test_imagecms.py
@@ -208,9 +208,10 @@ def test_exceptions() -> None:
         ImageCms.getProfileName(None)  # type: ignore[arg-type]
     skip_missing()
 
-    # Python <= 3.9: "an integer is required (got type NoneType)"
-    # Python > 3.9: "'NoneType' object cannot be interpreted as an integer"
-    with pytest.raises(ImageCms.PyCMSError, match="integer"):
+    with pytest.raises(
+        ImageCms.PyCMSError,
+        match="'NoneType' object cannot be interpreted as an integer",
+    ):
         ImageCms.isIntentSupported(SRGB, None, None)  # type: ignore[arg-type]