diff --git a/.github/workflows/test-cygwin.yml b/.github/workflows/test-cygwin.yml
index a82c7446a..f4e98adeb 100644
--- a/.github/workflows/test-cygwin.yml
+++ b/.github/workflows/test-cygwin.yml
@@ -61,6 +61,7 @@ jobs:
 
       - name: Install dependencies
         run: |
+          dash.exe -c "python3.${{ matrix.python-minor-version }} -m pip install -U pip"
           bash.exe .ci/install.sh
 
       - name: Install a different NumPy