diff --git a/.travis.yml b/.travis.yml
index 17ff1d0..7d5beba 100644
--- a/.travis.yml
+++ b/.travis.yml
@@ -6,18 +6,20 @@ stages:
   - style
   - test
 before_script:
-  - ./bootstrap.sh
+  - ./travis/before_script.sh
 env:
   - CONFIGURE_OPT="--without-libxml2"
   - CONFIGURE_OPT="--with-libxml2"
   - CONFIGURE_OPT="--disable-tls"
   - CONFIGURE_OPT="--enable-cares"
-script: ./configure ${CONFIGURE_OPT} CFLAGS="-Werror" && make && make check
+  - CONFIGURE_OPT="PKG_CONFIG_PATH=${HOME}/libressl/lib/pkgconfig" LIBRESSL=yes LIBRESSL_COMMIT="v3.1.4"
+  - CONFIGURE_OPT="PKG_CONFIG_PATH=${HOME}/libressl/lib/pkgconfig" LIBRESSL=yes LIBRESSL_COMMIT="v2.1.7"
+script: ./bootstrap.sh && ./configure ${CONFIGURE_OPT} CFLAGS="-Werror" && make && make check
 jobs:
   include:
     - stage: style
       name: "Check code style"
-      script: ./configure && make format && git diff --exit-code
+      script: ./bootstrap.sh && ./configure && make format && git diff --exit-code
       env:
         - CONFIGURE_OPT=""
 matrix:
diff --git a/travis/before_script.sh b/travis/before_script.sh
new file mode 100755
index 0000000..4b37626
--- /dev/null
+++ b/travis/before_script.sh
@@ -0,0 +1,14 @@
+#!/bin/sh
+
+if [ "x$LIBRESSL" = "xyes" ]; then
+    cd "$HOME"
+    git clone https://github.com/libressl-portable/portable.git libressl-git
+    cd libressl-git
+    if [ -n "$LIBRESSL_COMMIT" ]; then
+        git checkout "$LIBRESSL_COMMIT"
+    fi
+    ./autogen.sh
+    ./configure --prefix="$HOME/libressl"
+    make -j"$(nproc)"
+    make install
+fi