diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index e0daf7472..793e789e2 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -81,6 +81,10 @@ jobs:
       - name: Install Pydantic v2
         if: matrix.pydantic-version == 'pydantic-v2'
         run: uv pip install --upgrade "pydantic>=2.0.2,<3.0.0"
+      # TODO: Remove this once Python 3.8 is no longer supported
+      - name: Install older AnyIO in Python 3.8
+        if: matrix.python-version == '3.8'
+        run: uv pip install "anyio[trio]<4.0.0"
       - run: mkdir coverage
       - name: Test
         run: bash scripts/test.sh
diff --git a/requirements-tests.txt b/requirements-tests.txt
index 5be052307..91e7fb7aa 100644
--- a/requirements-tests.txt
+++ b/requirements-tests.txt
@@ -6,7 +6,7 @@ mypy ==1.8.0
 dirty-equals ==0.8.0
 sqlmodel==0.0.22
 flask >=1.1.2,<4.0.0
-anyio[trio] >=3.2.1,<4.0.0
+anyio[trio] >=3.2.1,<5.0.0
 PyJWT==2.8.0
 pyyaml >=5.3.1,<7.0.0
 passlib[bcrypt] >=1.7.2,<2.0.0