diff --git a/support/azure.Dockerfile b/support/azure.Dockerfile
index f966dbd83b..d7d7d4e289 100644
--- a/support/azure.Dockerfile
+++ b/support/azure.Dockerfile
@@ -4,7 +4,7 @@ FROM gardendev/garden:${TAG}
 # Build dependencies
 RUN apk add --virtual=build gcc libffi-dev musl-dev openssl-dev make \
 # Runtime dependency
-  && apk add python3-dev \
+  && apk add python3-dev && pip3 install -U pip \
 # Actual azure cli
   && pip3 --no-cache-dir install azure-cli \
 # Remove build dependencies