diff --git a/3.14/alpine3.22/Dockerfile b/3.14/alpine3.22/Dockerfile
index e35cf38d9..2d3671809 100644
--- a/3.14/alpine3.22/Dockerfile
+++ b/3.14/alpine3.22/Dockerfile
@@ -16,8 +16,8 @@ RUN set -eux; \
 		tzdata \
 	;
 
-ENV PYTHON_VERSION 3.14.4
-ENV PYTHON_SHA256 d923c51303e38e249136fc1bdf3568d56ecb03214efdef48516176d3d7faaef8
+ENV PYTHON_VERSION 3.14.5
+ENV PYTHON_SHA256 7e32597b99e5d9a39abed35de4693fa169df3e5850d4c334337ffd6a19a36db6
 
 RUN set -eux; \
 	\
diff --git a/3.14/alpine3.23/Dockerfile b/3.14/alpine3.23/Dockerfile
index 3b4640365..b85b88aeb 100644
--- a/3.14/alpine3.23/Dockerfile
+++ b/3.14/alpine3.23/Dockerfile
@@ -16,8 +16,8 @@ RUN set -eux; \
 		tzdata \
 	;
 
-ENV PYTHON_VERSION 3.14.4
-ENV PYTHON_SHA256 d923c51303e38e249136fc1bdf3568d56ecb03214efdef48516176d3d7faaef8
+ENV PYTHON_VERSION 3.14.5
+ENV PYTHON_SHA256 7e32597b99e5d9a39abed35de4693fa169df3e5850d4c334337ffd6a19a36db6
 
 RUN set -eux; \
 	\
diff --git a/3.14/bookworm/Dockerfile b/3.14/bookworm/Dockerfile
index 682968972..ce5caff27 100644
--- a/3.14/bookworm/Dockerfile
+++ b/3.14/bookworm/Dockerfile
@@ -19,8 +19,8 @@ RUN set -eux; \
 	; \
 	rm -rf /var/lib/apt/lists/*
 
-ENV PYTHON_VERSION 3.14.4
-ENV PYTHON_SHA256 d923c51303e38e249136fc1bdf3568d56ecb03214efdef48516176d3d7faaef8
+ENV PYTHON_VERSION 3.14.5
+ENV PYTHON_SHA256 7e32597b99e5d9a39abed35de4693fa169df3e5850d4c334337ffd6a19a36db6
 
 RUN set -eux; \
 	\
diff --git a/3.14/slim-bookworm/Dockerfile b/3.14/slim-bookworm/Dockerfile
index 466d4c886..f0f3b8f86 100644
--- a/3.14/slim-bookworm/Dockerfile
+++ b/3.14/slim-bookworm/Dockerfile
@@ -19,8 +19,8 @@ RUN set -eux; \
 	; \
 	rm -rf /var/lib/apt/lists/*
 
-ENV PYTHON_VERSION 3.14.4
-ENV PYTHON_SHA256 d923c51303e38e249136fc1bdf3568d56ecb03214efdef48516176d3d7faaef8
+ENV PYTHON_VERSION 3.14.5
+ENV PYTHON_SHA256 7e32597b99e5d9a39abed35de4693fa169df3e5850d4c334337ffd6a19a36db6
 
 RUN set -eux; \
 	\
diff --git a/3.14/slim-trixie/Dockerfile b/3.14/slim-trixie/Dockerfile
index 3a619e2cc..f0df9e6fd 100644
--- a/3.14/slim-trixie/Dockerfile
+++ b/3.14/slim-trixie/Dockerfile
@@ -19,8 +19,8 @@ RUN set -eux; \
 	; \
 	apt-get dist-clean
 
-ENV PYTHON_VERSION 3.14.4
-ENV PYTHON_SHA256 d923c51303e38e249136fc1bdf3568d56ecb03214efdef48516176d3d7faaef8
+ENV PYTHON_VERSION 3.14.5
+ENV PYTHON_SHA256 7e32597b99e5d9a39abed35de4693fa169df3e5850d4c334337ffd6a19a36db6
 
 RUN set -eux; \
 	\
diff --git a/3.14/trixie/Dockerfile b/3.14/trixie/Dockerfile
index c4d418952..0b8ebb4e0 100644
--- a/3.14/trixie/Dockerfile
+++ b/3.14/trixie/Dockerfile
@@ -19,8 +19,8 @@ RUN set -eux; \
 	; \
 	apt-get dist-clean
 
-ENV PYTHON_VERSION 3.14.4
-ENV PYTHON_SHA256 d923c51303e38e249136fc1bdf3568d56ecb03214efdef48516176d3d7faaef8
+ENV PYTHON_VERSION 3.14.5
+ENV PYTHON_SHA256 7e32597b99e5d9a39abed35de4693fa169df3e5850d4c334337ffd6a19a36db6
 
 RUN set -eux; \
 	\
diff --git a/3.14/windows/windowsservercore-ltsc2022/Dockerfile b/3.14/windows/windowsservercore-ltsc2022/Dockerfile
index 31c999e52..739eac5c3 100644
--- a/3.14/windows/windowsservercore-ltsc2022/Dockerfile
+++ b/3.14/windows/windowsservercore-ltsc2022/Dockerfile
@@ -11,8 +11,8 @@ SHELL ["powershell", "-Command", "$ErrorActionPreference = 'Stop'; $ProgressPref
 # https://github.com/docker-library/python/pull/557
 ENV PYTHONIOENCODING UTF-8
 
-ENV PYTHON_VERSION 3.14.4
-ENV PYTHON_SHA256 b571567bd11ea98fd7a2cf85791d2c8557a63b1e04e9d1dae665a275cac87f1b
+ENV PYTHON_VERSION 3.14.5
+ENV PYTHON_SHA256 f9c09f5ed6f796fd1a8bc5ddfa41715a494b453c4781f0e35d5077cf9fa58f6d
 
 RUN $url = ('https://www.python.org/ftp/python/{0}/python-{1}-amd64.exe' -f ($env:PYTHON_VERSION -replace '[a-z]+[0-9]*$', ''), $env:PYTHON_VERSION); \
 	Write-Host ('Downloading {0} ...' -f $url); \
diff --git a/3.14/windows/windowsservercore-ltsc2025/Dockerfile b/3.14/windows/windowsservercore-ltsc2025/Dockerfile
index e12aa7bc0..00143dfc5 100644
--- a/3.14/windows/windowsservercore-ltsc2025/Dockerfile
+++ b/3.14/windows/windowsservercore-ltsc2025/Dockerfile
@@ -11,8 +11,8 @@ SHELL ["powershell", "-Command", "$ErrorActionPreference = 'Stop'; $ProgressPref
 # https://github.com/docker-library/python/pull/557
 ENV PYTHONIOENCODING UTF-8
 
-ENV PYTHON_VERSION 3.14.4
-ENV PYTHON_SHA256 b571567bd11ea98fd7a2cf85791d2c8557a63b1e04e9d1dae665a275cac87f1b
+ENV PYTHON_VERSION 3.14.5
+ENV PYTHON_SHA256 f9c09f5ed6f796fd1a8bc5ddfa41715a494b453c4781f0e35d5077cf9fa58f6d
 
 RUN $url = ('https://www.python.org/ftp/python/{0}/python-{1}-amd64.exe' -f ($env:PYTHON_VERSION -replace '[a-z]+[0-9]*$', ''), $env:PYTHON_VERSION); \
 	Write-Host ('Downloading {0} ...' -f $url); \
diff --git a/versions.json b/versions.json
index 20de68d9c..63e8cdf5d 100644
--- a/versions.json
+++ b/versions.json
@@ -77,10 +77,10 @@
   "3.14": {
     "checksums": {
       "source": {
-        "sha256": "d923c51303e38e249136fc1bdf3568d56ecb03214efdef48516176d3d7faaef8"
+        "sha256": "7e32597b99e5d9a39abed35de4693fa169df3e5850d4c334337ffd6a19a36db6"
       },
       "windows": {
-        "sha256": "b571567bd11ea98fd7a2cf85791d2c8557a63b1e04e9d1dae665a275cac87f1b"
+        "sha256": "f9c09f5ed6f796fd1a8bc5ddfa41715a494b453c4781f0e35d5077cf9fa58f6d"
       }
     },
     "variants": [
@@ -93,7 +93,7 @@
       "windows/windowsservercore-ltsc2025",
       "windows/windowsservercore-ltsc2022"
     ],
-    "version": "3.14.4"
+    "version": "3.14.5"
   },
   "3.15-rc": {
     "checksums": {