diff --git a/src/azure-cli/requirements.py3.Darwin.txt b/src/azure-cli/requirements.py3.Darwin.txt
index f7fbd89c1b8..fcc829a042f 100644
--- a/src/azure-cli/requirements.py3.Darwin.txt
+++ b/src/azure-cli/requirements.py3.Darwin.txt
@@ -92,7 +92,7 @@ certifi==2024.7.4
 cffi==1.16.0
 chardet==5.2.0
 colorama==0.4.6
-cryptography==43.0.1
+cryptography==44.0.1
 fabric==3.2.2
 humanfriendly==10.0
 idna==3.7
@@ -117,7 +117,7 @@ pycomposefile==0.0.32
 PyGithub==1.55
 PyJWT==2.4.0
 PyNaCl==1.5.0
-pyOpenSSL==24.2.1
+pyOpenSSL==25.0.0
 python-dateutil==2.8.0
 requests-oauthlib==1.2.0
 requests[socks]==2.32.3
diff --git a/src/azure-cli/requirements.py3.Linux.txt b/src/azure-cli/requirements.py3.Linux.txt
index 22c1a93bda7..217aaeea2b1 100644
--- a/src/azure-cli/requirements.py3.Linux.txt
+++ b/src/azure-cli/requirements.py3.Linux.txt
@@ -92,7 +92,7 @@ certifi==2024.7.4
 cffi==1.16.0
 chardet==5.2.0
 colorama==0.4.6
-cryptography==43.0.1
+cryptography==44.0.1
 distro==1.6.0
 fabric==3.2.2
 humanfriendly==10.0
@@ -118,7 +118,7 @@ pycomposefile==0.0.32
 PyGithub==1.55
 PyJWT==2.4.0
 PyNaCl==1.5.0
-pyOpenSSL==24.2.1
+pyOpenSSL==25.0.0
 python-dateutil==2.8.0
 requests-oauthlib==1.2.0
 requests[socks]==2.32.3
diff --git a/src/azure-cli/requirements.py3.windows.txt b/src/azure-cli/requirements.py3.windows.txt
index b691150c5f7..cea19fbf0a6 100644
--- a/src/azure-cli/requirements.py3.windows.txt
+++ b/src/azure-cli/requirements.py3.windows.txt
@@ -92,7 +92,7 @@ certifi==2024.7.4
 cffi==1.16.0
 chardet==5.2.0
 colorama==0.4.6
-cryptography==43.0.1
+cryptography==44.0.1
 fabric==3.2.2
 humanfriendly==10.0
 idna==3.7
@@ -118,7 +118,7 @@ PyGithub==1.55
 PyJWT==2.4.0
 pymsalruntime==0.16.2
 PyNaCl==1.5.0
-pyOpenSSL==24.2.1
+pyOpenSSL==25.0.0
 python-dateutil==2.8.0
 pywin32==306
 requests-oauthlib==1.2.0