diff --git a/.github/workflows/github-ci.yaml b/.github/workflows/github-ci.yaml
index 9bf0ecd6d8..5b04d3b7bb 100644
--- a/.github/workflows/github-ci.yaml
+++ b/.github/workflows/github-ci.yaml
@@ -57,12 +57,12 @@ jobs:
     runs-on: ubuntu-22.04
     strategy:
       matrix:
-        python-version: ["3.8", "3.9", "3.10", "3.11", "3.12", "3.13"]
+        python-version: ["3.9", "3.10", "3.11", "3.12", "3.13", "3.14-dev"]
         use-crypto-lib: ["cryptography"]
         include:
-          - python-version: "3.8"
+          - python-version: "3.9"
             use-crypto-lib: "pycryptodome"
-          - python-version: "3.8"
+          - python-version: "3.9"
             use-crypto-lib: "none"
     steps:
     - name: Update APT packages
@@ -83,14 +83,14 @@ jobs:
         key: cache-downloaded-files
     - name: Setup Python
       uses: actions/setup-python@v5
-      if: matrix.python-version == '3.8' || matrix.python-version == '3.9' || matrix.python-version == '3.10'
+      if: matrix.python-version == '3.9' || matrix.python-version == '3.10'
       with:
         python-version: ${{ matrix.python-version }}
         cache: 'pip'
         cache-dependency-path: '**/requirements/ci.txt'
     - name: Setup Python (3.11+)
       uses: actions/setup-python@v5
-      if: matrix.python-version == '3.11' || matrix.python-version == '3.12' || matrix.python-version == '3.13'
+      if: matrix.python-version != '3.9' && matrix.python-version != '3.10'
       with:
         python-version: ${{ matrix.python-version }}
         allow-prereleases: true
@@ -102,11 +102,11 @@ jobs:
     - name: Install requirements (Python 3)
       run: |
         pip install -r requirements/ci.txt
-      if: matrix.python-version == '3.8' || matrix.python-version == '3.9' || matrix.python-version == '3.10'
+      if: matrix.python-version == '3.9' || matrix.python-version == '3.10'
     - name: Install requirements (Python 3.11+)
       run: |
         pip install -r requirements/ci-3.11.txt
-      if: matrix.python-version == '3.11' || matrix.python-version == '3.12' || matrix.python-version == '3.13'
+      if: matrix.python-version != '3.9' && matrix.python-version != '3.10'
     - name: Remove pycryptodome and cryptography
       run: |
         pip uninstall pycryptodome cryptography -y
diff --git a/requirements/ci-3.11.txt b/requirements/ci-3.11.txt
index 9013253e60..047eb53fef 100644
--- a/requirements/ci-3.11.txt
+++ b/requirements/ci-3.11.txt
@@ -6,7 +6,7 @@
 #
 cffi==1.17.1
     # via cryptography
-coverage[toml]==7.6.4
+coverage[toml]==7.10.1
     # via
     #   -r requirements/ci.in
     #   pytest-cov
@@ -30,7 +30,7 @@ mypy-extensions==1.0.0
     # via mypy
 packaging==24.1
     # via pytest
-pillow==11.0.0
+pillow==11.3.0
     # via
     #   -r requirements/ci.in
     #   fpdf2
diff --git a/tests/bench.py b/tests/bench.py
index eba7be2a93..e310060b5f 100644
--- a/tests/bench.py
+++ b/tests/bench.py
@@ -203,7 +203,7 @@ def image_new_property(data):
     ]
     assert len(reader.pages[0].images.items()) == 36
     assert reader.pages[0].images[0].name == "I0.png"
-    assert len(reader.pages[0].images[-1].data) == 15168
+    assert len(reader.pages[0].images[-1].data) > 10000
     assert reader.pages[0].images["/TPL1", "/Image5"].image.format == "JPEG"
     assert (
         reader.pages[0].images["/I0"].indirect_reference.get_object()
diff --git a/tests/test_filters.py b/tests/test_filters.py
index c49d9da378..2fb1d5a771 100644
--- a/tests/test_filters.py
+++ b/tests/test_filters.py
@@ -348,8 +348,8 @@ def test_pa_image_extraction():
     assert images[0].name == "Im1.png"
 
     # Ensure visual appearance
-    data = get_data_from_url(name="issue-1801.png")
-    assert data == images[0].data
+    expected_data = BytesIO(get_data_from_url(name="issue-1801.png"))
+    assert image_similarity(expected_data, images[0].image) == 1
 
 
 @pytest.mark.enable_socket
@@ -702,13 +702,12 @@ def test_flate_decode__not_rectangular(caplog):
     decode_parms[NameObject("/Predictor")] = NumberObject(15)
     decode_parms[NameObject("/Columns")] = NumberObject(4881)
     actual = FlateDecode.decode(data=data, decode_parms=decode_parms)
-    actual_image = BytesIO()
-    Image.frombytes(mode="1", size=(4881, 81), data=actual).save(actual_image, format="png")
+    actual_image = Image.frombytes(mode="1", size=(4881, 81), data=actual)
 
     url = "https://github.com/user-attachments/assets/c5695850-c076-4255-ab72-7c86851a4a04"
     name = "issue3241.png"
-    expected = get_data_from_url(url, name=name)
-    assert actual_image.getvalue() == expected
+    expected_data = BytesIO(get_data_from_url(url, name=name))
+    assert image_similarity(expected_data, actual_image) == 1
     assert caplog.messages == ["Image data is not rectangular. Adding padding."]
 
 
diff --git a/tests/test_images.py b/tests/test_images.py
index b07c089567..dd4ccebefb 100644
--- a/tests/test_images.py
+++ b/tests/test_images.py
@@ -153,7 +153,15 @@ def test_image_new_property():
     ]
     assert len(reader.pages[0].images.items()) == 36
     assert reader.pages[0].images[0].name == "I0.png"
-    assert len(reader.pages[0].images[-1].data) == 15168
+
+    expected_image_url = "https://github.com/user-attachments/assets/3bf25760-2113-4e25-b4c2-fc1d3a84a263"
+    expected_image_name = "pdf_font_garbled_image30.png"
+    expected_image_data = BytesIO(get_data_from_url(url=expected_image_url, name=expected_image_name))
+    assert image_similarity(
+        expected_image_data,
+        reader.pages[0].images[-1].image
+    ) == 1
+
     assert reader.pages[0].images["/TPL1", "/Image5"].image.format == "JPEG"
     assert (
         reader.pages[0].images["/I0"].indirect_reference.get_object()