diff --git a/.travis.yml b/.travis.yml
index 4fc9dcb67..c39071e7c 100644
--- a/.travis.yml
+++ b/.travis.yml
@@ -33,6 +33,9 @@ matrix:
         - os: osx
           compiler: gcc
           env: BUILD_TYPE=debug CONFIGURE=--with-ssl=/usr/local/opt/openssl
+        - os: osx
+          compiler: gcc
+          env: BUILD_TYPE=debug CONFIGURE=--with-ssl=/usr/local/opt/libressl
         - os: osx
           compiler: clang
           env: BUILD_TYPE=normal