diff --git a/.github/workflows/third_party.yml b/.github/workflows/third_party.yml
index ec2d93f8..5f444c9f 100644
--- a/.github/workflows/third_party.yml
+++ b/.github/workflows/third_party.yml
@@ -300,6 +300,49 @@ jobs:
       - name: Run cattrs tests
         run: cd cattrs; pdm run pytest tests
 
+  sqlalchemy:
+    name: sqlalchemy tests
+    needs: skip-schedule-on-fork
+    strategy:
+      fail-fast: false
+      matrix:
+        # PyPy is deliberately omitted here, since SQLAlchemy's tests
+        # fail on PyPy for reasons unrelated to typing_extensions.
+        python-version: [ "3.9", "3.10", "3.11", "3.12", "3.13" ]
+        checkout-ref: [ "main", "rel_2_0" ]
+    # sqlalchemy tests fail when using the Ubuntu 24.04 runner
+    # https://github.com/sqlalchemy/sqlalchemy/commit/8d73205f352e68c6603e90494494ef21027ec68f
+    runs-on: ubuntu-22.04
+    timeout-minutes: 60
+    steps:
+      - name: Setup Python
+        uses: actions/setup-python@v5
+        with:
+          python-version: ${{ matrix.python-version }}
+          allow-prereleases: true
+      - name: Install uv
+        run: curl -LsSf https://astral.sh/uv/install.sh | sh
+      - name: Checkout sqlalchemy
+        run: git clone -b ${{ matrix.checkout-ref }} --depth=1 https://github.com/sqlalchemy/sqlalchemy.git || git clone -b ${{ matrix.checkout-ref }} --depth=1 https://github.com/sqlalchemy/sqlalchemy.git
+      - name: Checkout typing_extensions
+        uses: actions/checkout@v4
+        with:
+          path: typing-extensions-latest
+      - name: Install sqlalchemy test dependencies
+        run: uv pip install --system tox setuptools
+      - name: List installed dependencies
+        # Note: tox installs SQLAlchemy and its dependencies in a different isolated
+        # environment before running the tests. To see the dependencies installed
+        # in the test environment, look for the line 'freeze> python -m pip freeze --all'
+        # in the output of the test step below.
+        run: uv pip list
+      - name: Run sqlalchemy tests
+        run: |
+          cd sqlalchemy
+          tox -e github-nocext \
+            --force-dep "typing-extensions @ file://$(pwd)/../typing-extensions-latest" \
+            -- -q --nomemory --notimingintensive
+
   create-issue-on-failure:
     name: Create an issue if daily tests failed
     runs-on: ubuntu-latest
@@ -312,6 +355,7 @@ jobs:
       - typed-argument-parser
       - mypy
       - cattrs
+      - sqlalchemy
 
     if: >-
         ${{
@@ -326,6 +370,7 @@ jobs:
             || needs.typed-argument-parser.result == 'failure'
             || needs.mypy.result == 'failure'
             || needs.cattrs.result == 'failure'
+            || needs.sqlalchemy.result == 'failure'
           )
         }}