diff --git a/extra/docker/base/Dockerfile b/extra/docker/base/Dockerfile
index 2755d1452..0d07c33f5 100644
--- a/extra/docker/base/Dockerfile
+++ b/extra/docker/base/Dockerfile
@@ -40,10 +40,10 @@ RUN apt-get update \
         patchelf \
     && locale-gen en_US.UTF-8 \
     && update-locale LANG=en_US.UTF-8 \
-    && PYTHONPATH=`echo /usr/share/python-wheels/pip-*.whl` python2.7 -m pip install --upgrade pip setuptools wheel \
-    && python2.7 -m pip install --upgrade pwntools \
-    && python3 -m pip install --upgrade pip \
-    && python3 -m pip install --upgrade pwntools \
+    && PYTHONPATH=`echo /usr/share/python-wheels/pip-*.whl` python2.7 -m pip install --no-cache-dir --upgrade pip setuptools wheel \
+    && python2.7 -m pip install --no-cache-dir --upgrade pwntools \
+    && python3 -m pip install --no-cache-dir --upgrade pip \
+    && python3 -m pip install --no-cache-dir --upgrade pwntools \
     && PWNLIB_NOTERM=1 pwn update \
     && useradd -m pwntools \
     && passwd --delete --unlock pwntools \
diff --git a/extra/docker/beta/Dockerfile b/extra/docker/beta/Dockerfile
index 5a83dd6fc..a83bd0f4e 100644
--- a/extra/docker/beta/Dockerfile
+++ b/extra/docker/beta/Dockerfile
@@ -1,7 +1,7 @@
 FROM pwntools/pwntools:stable
 
 USER root
-RUN python2.7 -m pip install --upgrade git+https://github.com/Gallopsled/pwntools@beta \
-    && python3 -m pip install --force-reinstall --upgrade git+https://github.com/Gallopsled/pwntools@beta
+RUN python2.7 -m pip install --no-cache-dir --upgrade git+https://github.com/Gallopsled/pwntools@beta \
+    && python3 -m pip install --no-cache-dir --force-reinstall --upgrade git+https://github.com/Gallopsled/pwntools@beta
 RUN PWNLIB_NOTERM=1 pwn update
 USER pwntools
diff --git a/extra/docker/buster/Dockerfile b/extra/docker/buster/Dockerfile
index e2f3c0acf..33a9491d6 100644
--- a/extra/docker/buster/Dockerfile
+++ b/extra/docker/buster/Dockerfile
@@ -5,4 +5,4 @@ RUN apt-get -y dist-upgrade
 RUN apt-get -y install python3 python3-pip
 RUN apt-get -y install git wget unzip
 
-RUN pip3 install --upgrade git+https://github.com/Gallopsled/pwntools@dev
\ No newline at end of file
+RUN pip3 install --no-cache-dir --upgrade git+https://github.com/Gallopsled/pwntools@dev
\ No newline at end of file
diff --git a/extra/docker/stable/Dockerfile b/extra/docker/stable/Dockerfile
index 1535d4af1..aa241c1fb 100644
--- a/extra/docker/stable/Dockerfile
+++ b/extra/docker/stable/Dockerfile
@@ -1,7 +1,7 @@
 FROM pwntools/pwntools:base
 
 USER root
-RUN python2.7 -m pip install --upgrade git+https://github.com/Gallopsled/pwntools@stable \
-    && python3 -m pip install --force-reinstall --upgrade git+https://github.com/Gallopsled/pwntools@stable
+RUN python2.7 -m pip install --no-cache-dir --upgrade git+https://github.com/Gallopsled/pwntools@stable \
+    && python3 -m pip install --no-cache-dir --force-reinstall --upgrade git+https://github.com/Gallopsled/pwntools@stable
 RUN PWNLIB_NOTERM=1 pwn update
 USER pwntools
diff --git a/travis/docker/Dockerfile b/travis/docker/Dockerfile
index ccc22ab49..d04663cea 100644
--- a/travis/docker/Dockerfile
+++ b/travis/docker/Dockerfile
@@ -18,17 +18,17 @@ ENV PATH="/home/pwntools/.local/bin:${PATH}"
 
 # Install Pwntools to the home directory, make it an editable install
 RUN git clone https://github.com/Gallopsled/pwntools \
- && python2.7 -m pip install --upgrade --editable pwntools \
- && python3 -m pip install --upgrade --editable pwntools \
+ && python2.7 -m pip install --no-cache-dir --upgrade --editable pwntools \
+ && python3 -m pip install --no-cache-dir --upgrade --editable pwntools \
  && PWNLIB_NOTERM=1 pwn version
 
 # Requirements for running the tests
-RUN python2.7 -m pip install --upgrade --requirement pwntools/docs/requirements.txt \
-    && python3 -m pip install --upgrade --requirement pwntools/docs/requirements.txt
+RUN python2.7 -m pip install --no-cache-dir --upgrade --requirement pwntools/docs/requirements.txt \
+    && python3 -m pip install --no-cache-dir --upgrade --requirement pwntools/docs/requirements.txt
 
 # Python niceties for debugging
-RUN python2.7 -m pip install -U ipython ipdb \
-    && python3 -m pip install -U ipython ipdb
+RUN python2.7 -m pip install --no-cache-dir -U ipython ipdb \
+    && python3 -m pip install --no-cache-dir -U ipython ipdb
 
 # Dependencies from .travis.yml addons -> apt -> packages
 ARG DEBIAN_FRONTEND=noninteractive
@@ -86,8 +86,8 @@ ADD ipython_config.py  /home/pwntools/.ipython/profile_default
 RUN echo "pwntools ALL=(ALL:ALL) NOPASSWD: ALL" | sudo tee /etc/sudoers.d/travis
 
 # Some additional debugging tools that are useful
-RUN python2.7 -m pip install ipdb && \
-    python3 -m pip install ipdb
+RUN python2.7 -m pip install --no-cache-dir ipdb && \
+    python3 -m pip install --no-cache-dir ipdb
 
 # Install debugging utilities
 USER root
diff --git a/travis/docker/Dockerfile.travis b/travis/docker/Dockerfile.travis
index 9ab13721d..4346d8799 100644
--- a/travis/docker/Dockerfile.travis
+++ b/travis/docker/Dockerfile.travis
@@ -1,7 +1,7 @@
 
 # Some additional debugging tools that are useful
-RUN python2.7 -m pip install ipdb && \
-    python3 -m pip install ipdb
+RUN python2.7 -m pip install --no-cache-dir ipdb && \
+    python3 -m pip install --no-cache-dir ipdb
 
 # Install debugging utilities
 USER root