diff --git a/ci/macos/prepare.sh b/ci/macos/prepare.sh
index 52c4472272..7735a9a04a 100755
--- a/ci/macos/prepare.sh
+++ b/ci/macos/prepare.sh
@@ -8,7 +8,12 @@ set -x
 brew update
 brew upgrade cmake
 brew install openssl@3 swig bison flex ccache libmaxminddb
-python3 -m pip install --user websockets
+
+if [ $(sw_vers -productVersion | cut -d '.' -f 1) -lt 14 ]; then
+    python3 -m pip install --upgrade pip
+fi
+
+python3 -m pip install --user --break-system-packages websockets
 
 # Brew doesn't create the /opt/homebrew/opt/openssl symlink if you install
 # openssl@1.1, only with 3.0. Create the symlink if it doesn't exist.