diff --git a/amazon-2-amd64/Dockerfile b/amazon-2-amd64/Dockerfile
index 73593328..55d1b724 100644
--- a/amazon-2-amd64/Dockerfile
+++ b/amazon-2-amd64/Dockerfile
@@ -15,10 +15,10 @@ RUN yum install -y \
     libjpeg-devel \
     libtiff-devel \
     make \
-    openssl-devel \
-    sqlite-devel \
+    openssl11-devel \
     pth-devel \
     shadow-utils \
+    sqlite-devel \
     sudo \
     tar \
     tk-devel \
@@ -36,19 +36,19 @@ ENV PATH="/root/.cargo/bin:${PATH}"
 
 RUN useradd --uid 1001 pillow
 
-RUN wget https://www.python.org/ftp/python/3.9.16/Python-3.9.16.tgz \
-    && tar xzf Python-3.9.16.tgz \
-    && cd Python-3.9.16 \
+RUN wget https://www.python.org/ftp/python/3.10.18/Python-3.10.18.tgz \
+    && tar xzf Python-3.10.18.tgz \
+    && cd Python-3.10.18 \
     && ./configure \
     && make altinstall \
     && cd .. \
-    && rm -r Python-3.9.16 Python-3.9.16.tgz
+    && rm -r Python-3.10.18 Python-3.10.18.tgz
 
 ARG PIP_DISABLE_PIP_VERSION_CHECK=1
 ARG PIP_NO_CACHE_DIR=1
 
-RUN bash -c "python3.9 -m pip install virtualenv \
-    && python3.9 -m virtualenv --system-site-packages /vpy3 \
+RUN bash -c "python3.10 -m pip install virtualenv \
+    && python3.10 -m virtualenv --system-site-packages /vpy3 \
     && /vpy3/bin/pip install --upgrade pip \
     && /vpy3/bin/pip install olefile pytest pytest-cov pytest-timeout \
     && /vpy3/bin/pip install numpy --only-binary=:all: || true \
@@ -58,8 +58,8 @@ ADD depends /depends
 RUN wget https://github.com/ninja-build/ninja/releases/download/v1.13.1/ninja-linux.zip \
     && unzip ninja-linux.zip \
     && mv ninja /usr/bin
-RUN python3.9 -m pip install meson
-RUN ln -s /usr/local/bin/python3.9 /usr/bin/python3
+RUN python3.10 -m pip install meson
+RUN ln -s /usr/local/bin/python3.10 /usr/bin/python3
 RUN cd /depends \
     && ./install_imagequant.sh \
     && ./install_openjpeg.sh \
diff --git a/amazon-2023-amd64/Dockerfile b/amazon-2023-amd64/Dockerfile
index 57b7a5a1..763cbd3b 100644
--- a/amazon-2023-amd64/Dockerfile
+++ b/amazon-2023-amd64/Dockerfile
@@ -16,11 +16,10 @@ RUN yum install -y \
     make \
     nasm \
     openssl-devel \
-    python3-devel \
-    python3-pip \
-    python3-test \
-    python3-tkinter \
-    python3-virtualenv \
+    python3.11-devel \
+    python3.11-pip \
+    python3.11-test \
+    python3.11-tkinter \
     shadow-utils \
     sudo \
     tar \
@@ -41,8 +40,8 @@ RUN useradd --uid 1001 pillow
 ARG PIP_DISABLE_PIP_VERSION_CHECK=1
 ARG PIP_NO_CACHE_DIR=1
 
-RUN bash -c "/usr/bin/pip3 install virtualenv \
-    && /usr/bin/python3 -mvirtualenv -p /usr/bin/python3 --system-site-packages /vpy3 \
+RUN bash -c "/usr/bin/python3.11 -m pip install virtualenv \
+    && /usr/bin/python3.11 -mvirtualenv -p /usr/bin/python3.11 --system-site-packages /vpy3 \
     && /vpy3/bin/pip install --upgrade pip \
     && /vpy3/bin/pip install olefile pytest pytest-cov pytest-timeout \
     && /vpy3/bin/pip install numpy --only-binary=:all: || true \
@@ -52,7 +51,7 @@ ADD depends /depends
 RUN wget https://github.com/ninja-build/ninja/releases/download/v1.13.1/ninja-linux.zip \
     && unzip ninja-linux.zip \
     && mv ninja /usr/bin
-RUN /usr/bin/python3 -m pip install meson
+RUN /usr/bin/python3.11 -m pip install meson
 RUN cd /depends \
     && ./install_imagequant.sh \
     && ./install_libavif.sh \
diff --git a/centos-stream-9-amd64/Dockerfile b/centos-stream-9-amd64/Dockerfile
index 34b5cbb5..ff5684eb 100644
--- a/centos-stream-9-amd64/Dockerfile
+++ b/centos-stream-9-amd64/Dockerfile
@@ -21,9 +21,7 @@ RUN yum install -y \
     nasm \
     openjpeg2-devel \
     openssl-devel \
-    python3-devel \
-    python3-pip \
-    python3-tkinter \
+    sqlite-devel \
     sudo \
     tcl-devel \
     tk-devel \
@@ -35,17 +33,26 @@ RUN yum install -y \
 
 RUN useradd --uid 1001 pillow
 
+RUN wget https://www.python.org/ftp/python/3.10.18/Python-3.10.18.tgz \
+    && tar xzf Python-3.10.18.tgz \
+    && cd Python-3.10.18 \
+    && ./configure \
+    && make altinstall \
+    && cd .. \
+    && rm -r Python-3.10.18 Python-3.10.18.tgz
+
 ARG PIP_DISABLE_PIP_VERSION_CHECK=1
 ARG PIP_NO_CACHE_DIR=1
 
-RUN bash -c "python3.9 -m pip install virtualenv \
-    && python3.9 -m virtualenv --system-site-packages /vpy3 \
+RUN bash -c "python3.10 -m pip install virtualenv \
+    && python3.10 -m virtualenv --system-site-packages /vpy3 \
     && /vpy3/bin/pip install --upgrade pip \
     && /vpy3/bin/pip install olefile pytest pytest-cov pytest-timeout \
     && /vpy3/bin/pip install numpy --only-binary=:all: || true \
     && chown -R pillow:pillow /vpy3"
 
 COPY depends /depends
+RUN ln -sf /usr/local/bin/python3.10 /usr/bin/python3
 RUN cd /depends \
     && ./install_imagequant.sh \
     && ./install_libavif.sh \