diff --git a/src/azure-cli/requirements.py3.Darwin.txt b/src/azure-cli/requirements.py3.Darwin.txt
index 007e9147aaa..c2f23c0cf5b 100644
--- a/src/azure-cli/requirements.py3.Darwin.txt
+++ b/src/azure-cli/requirements.py3.Darwin.txt
@@ -122,7 +122,7 @@ pycomposefile==0.0.34
 PyGithub==1.55
 PyJWT==2.10.1
 PyNaCl==1.6.2
-pyOpenSSL==25.3.0
+pyOpenSSL==26.0.0
 PySocks==1.7.1
 python-dateutil==2.8.0
 requests-oauthlib==1.2.0
diff --git a/src/azure-cli/requirements.py3.Linux.txt b/src/azure-cli/requirements.py3.Linux.txt
index f298624843a..ef328a9517b 100644
--- a/src/azure-cli/requirements.py3.Linux.txt
+++ b/src/azure-cli/requirements.py3.Linux.txt
@@ -123,7 +123,7 @@ pycomposefile==0.0.34
 PyGithub==1.55
 PyJWT==2.10.1
 PyNaCl==1.6.2
-pyOpenSSL==25.3.0
+pyOpenSSL==26.0.0
 PySocks==1.7.1
 python-dateutil==2.8.0
 requests-oauthlib==1.2.0
diff --git a/src/azure-cli/requirements.py3.windows.txt b/src/azure-cli/requirements.py3.windows.txt
index 264d65327b9..475a107208b 100644
--- a/src/azure-cli/requirements.py3.windows.txt
+++ b/src/azure-cli/requirements.py3.windows.txt
@@ -123,7 +123,7 @@ PyGithub==1.55
 PyJWT==2.10.1
 pymsalruntime==0.20.2
 PyNaCl==1.6.2
-pyOpenSSL==25.3.0
+pyOpenSSL==26.0.0
 PySocks==1.7.1
 python-dateutil==2.8.0
 pywin32==310