diff --git a/requirements/static/ci/py3.13/cloud.txt b/requirements/static/ci/py3.13/cloud.txt
index 4371de681a61..11a3b2c35b65 100644
--- a/requirements/static/ci/py3.13/cloud.txt
+++ b/requirements/static/ci/py3.13/cloud.txt
@@ -443,7 +443,7 @@ pynacl==1.5.0
     #   -c requirements/static/ci/py3.13/linux.txt
     #   -r requirements/static/ci/common.in
     #   paramiko
-pyopenssl==25.3.0
+pyopenssl==26.0.0
     # via
     #   -c requirements/static/ci/py3.13/linux.txt
     #   -c requirements/static/pkg/py3.13/linux.txt
diff --git a/requirements/static/ci/py3.13/darwin.txt b/requirements/static/ci/py3.13/darwin.txt
index 0f3373c372f5..5b511cb264e0 100644
--- a/requirements/static/ci/py3.13/darwin.txt
+++ b/requirements/static/ci/py3.13/darwin.txt
@@ -321,7 +321,7 @@ pynacl==1.5.0
     # via
     #   -r requirements/static/ci/common.in
     #   paramiko
-pyopenssl==25.3.0
+pyopenssl==26.0.0
     # via
     #   -c requirements/static/pkg/py3.13/darwin.txt
     #   -r requirements/base.txt
diff --git a/requirements/static/ci/py3.13/docs.txt b/requirements/static/ci/py3.13/docs.txt
index cfe54de17b35..d886f5145825 100644
--- a/requirements/static/ci/py3.13/docs.txt
+++ b/requirements/static/ci/py3.13/docs.txt
@@ -212,7 +212,7 @@ pyenchant==3.2.2
     # via sphinxcontrib-spelling
 pygments==2.18.0
     # via sphinx
-pyopenssl==25.3.0
+pyopenssl==26.0.0
     # via
     #   -c requirements/static/ci/py3.13/linux.txt
     #   -r requirements/base.txt
diff --git a/requirements/static/ci/py3.13/freebsd.txt b/requirements/static/ci/py3.13/freebsd.txt
index cad518625554..d715ca33d159 100644
--- a/requirements/static/ci/py3.13/freebsd.txt
+++ b/requirements/static/ci/py3.13/freebsd.txt
@@ -346,7 +346,7 @@ pynacl==1.5.0
     # via
     #   -r requirements/static/ci/common.in
     #   paramiko
-pyopenssl==25.3.0
+pyopenssl==26.0.0
     # via
     #   -c requirements/static/pkg/py3.13/freebsd.txt
     #   -r requirements/base.txt
diff --git a/requirements/static/ci/py3.13/lint.txt b/requirements/static/ci/py3.13/lint.txt
index 60b15cf63c7b..3677fcd1b1b8 100644
--- a/requirements/static/ci/py3.13/lint.txt
+++ b/requirements/static/ci/py3.13/lint.txt
@@ -480,7 +480,7 @@ pynacl==1.5.0
     #   -c requirements/static/ci/py3.13/linux.txt
     #   -r requirements/static/ci/common.in
     #   paramiko
-pyopenssl==25.3.0
+pyopenssl==26.0.0
     # via
     #   -c requirements/static/ci/py3.13/linux.txt
     #   -c requirements/static/pkg/py3.13/linux.txt
diff --git a/requirements/static/ci/py3.13/linux.txt b/requirements/static/ci/py3.13/linux.txt
index 0ddf095dbec0..55ab03dc5ce9 100644
--- a/requirements/static/ci/py3.13/linux.txt
+++ b/requirements/static/ci/py3.13/linux.txt
@@ -355,7 +355,7 @@ pynacl==1.5.0
     # via
     #   -r requirements/static/ci/common.in
     #   paramiko
-pyopenssl==25.3.0
+pyopenssl==26.0.0
     # via
     #   -c requirements/static/pkg/py3.13/linux.txt
     #   -r requirements/base.txt
diff --git a/requirements/static/ci/py3.13/windows.txt b/requirements/static/ci/py3.13/windows.txt
index 698e9c7af152..88e9c8318e79 100644
--- a/requirements/static/ci/py3.13/windows.txt
+++ b/requirements/static/ci/py3.13/windows.txt
@@ -299,7 +299,7 @@ pymysql==1.1.1
     #   -r requirements/base.txt
 pynacl==1.5.0
     # via -r requirements/static/ci/common.in
-pyopenssl==25.3.0
+pyopenssl==26.0.0
     # via
     #   -c requirements/static/pkg/py3.13/windows.txt
     #   -r requirements/base.txt