diff --git a/docker/Dockerfile b/docker/Dockerfile
index 75fa23d..c300a16 100644
--- a/docker/Dockerfile
+++ b/docker/Dockerfile
@@ -34,6 +34,7 @@ RUN set -ex \
 FROM build as final
 WORKDIR /app
 
+RUN pip3 install -U pip
 RUN pip3 install aprsd==$APRSD_PIP_VERSION
 RUN pip install gevent uwsgi
 RUN which aprsd
diff --git a/docker/Dockerfile-dev b/docker/Dockerfile-dev
index 6b5c96f..7549a5f 100644
--- a/docker/Dockerfile-dev
+++ b/docker/Dockerfile-dev
@@ -33,6 +33,7 @@ FROM build as final
 WORKDIR /app
 
 RUN git clone -b $APRSD_BRANCH https://github.com/craigerl/aprsd
+RUN pip install -U pip
 RUN cd aprsd && pip install --no-cache-dir .
 RUN pip install gevent uwsgi
 RUN which aprsd