diff --git a/.versions b/.versions
index 9048d83b00a7f..75f7eb148853e 100644
--- a/.versions
+++ b/.versions
@@ -17,7 +17,7 @@ PIPTOOL_VERSION=23.3.1
 PNPM_VERSION=8.10.3
 PYENV_GIT_TAG=v2.3.25
 PYTHON_INSPECTOR_VERSION=0.10.0
-PYTHON_PIPENV_VERSION=2022.9.24
+PYTHON_PIPENV_VERSION=2023.10.24
 PYTHON_POETRY_VERSION=1.6.1
 PYTHON_VERSION=3.11.5
 RUBY_VERSION=3.1.2
diff --git a/Dockerfile b/Dockerfile
index bf7b6baf11941..15ab73f615760 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -148,7 +148,7 @@ RUN curl -kSs https://pyenv.run | bash \
 
 ARG CONAN_VERSION=1.61.0
 ARG PYTHON_INSPECTOR_VERSION=0.10.0
-ARG PYTHON_PIPENV_VERSION=2022.9.24
+ARG PYTHON_PIPENV_VERSION=2023.10.24
 ARG PYTHON_POETRY_VERSION=1.6.1
 ARG PIPTOOL_VERSION=23.3.1
 ARG SCANCODE_VERSION=32.0.8
diff --git a/Dockerfile-legacy b/Dockerfile-legacy
index e7748fffa60e4..dfe2c3420ece4 100644
--- a/Dockerfile-legacy
+++ b/Dockerfile-legacy
@@ -78,7 +78,7 @@ ENV \
     NPM_VERSION=10.1.0 \
     PNPM_VERSION=8.10.3 \
     PIPTOOL_VERSION=23.3.1 \
-    PYTHON_PIPENV_VERSION=2022.9.24 \
+    PYTHON_PIPENV_VERSION=2023.10.24 \
     PYTHON_POETRY_VERSION=1.6.1 \
     SBT_VERSION=1.9.7 \
     SWIFT_VERSION=5.8.1 \