diff --git a/Formula/libressl.rb b/Formula/libressl.rb
index 77da2a3381..e9d7c52db2 100644
--- a/Formula/libressl.rb
+++ b/Formula/libressl.rb
@@ -2,9 +2,9 @@ class Libressl < Formula
   desc "Version of the SSL/TLS protocol forked from OpenSSL"
   homepage "https://www.libressl.org/"
   # Please ensure when updating version the release is from stable branch.
-  url "https://ftp.openbsd.org/pub/OpenBSD/LibreSSL/libressl-2.4.3.tar.gz"
-  mirror "https://mirrorservice.org/pub/OpenBSD/LibreSSL/libressl-2.4.3.tar.gz"
-  sha256 "bd5726f3e247e7a7d30ce69946d174b8fb92d999d22710c65f176c969812960e"
+  url "https://ftp.openbsd.org/pub/OpenBSD/LibreSSL/libressl-2.4.4.tar.gz"
+  mirror "https://mirrorservice.org/pub/OpenBSD/LibreSSL/libressl-2.4.4.tar.gz"
+  sha256 "6fcfaf6934733ea1dcb2f6a4d459d9600e2f488793e51c2daf49b70518eebfd1"
 
   bottle do
     sha256 "c25978a9b0fc0bdc0c16d39eedf47bfef8b8e6ab7d266d77b54cddf3772bafe2" => :sierra