diff --git a/Dockerfile.osx b/Dockerfile.osx
index 142b850512..4123aa9675 100644
--- a/Dockerfile.osx
+++ b/Dockerfile.osx
@@ -32,7 +32,7 @@ ENV DOCKER_VERSION 1.9.1
 RUN curl -fsSL -o docker https://get.docker.com/builds/Darwin/x86_64/docker-$DOCKER_VERSION
 RUN chmod +x /docker
 
-ENV DOCKER_MACHINE_VERSION 0.5.4
+ENV DOCKER_MACHINE_VERSION 0.5.5
 RUN curl -fsSL -o /docker-machine https://github.com/docker/machine/releases/download/v$DOCKER_MACHINE_VERSION/docker-machine_darwin-amd64
 RUN chmod +x /docker-machine
 
diff --git a/Dockerfile.windows b/Dockerfile.windows
index f4558115c4..5086718f92 100644
--- a/Dockerfile.windows
+++ b/Dockerfile.windows
@@ -19,7 +19,7 @@ RUN cd innosetup && \
 # installer components
 ENV INSTALLER_VERSION 1.9.1f
 ENV DOCKER_VERSION 1.9.1
-ENV DOCKER_MACHINE_VERSION 0.5.4
+ENV DOCKER_MACHINE_VERSION 0.5.5
 ENV DOCKER_COMPOSE_VERSION 1.5.2
 ENV BOOT2DOCKER_ISO_VERSION $DOCKER_VERSION
 ENV KITEMATIC_VERSION 0.9.5