diff --git a/ChangeLog b/ChangeLog
index 9d453fba9c..3a269ec3ad 100644
--- a/ChangeLog
+++ b/ChangeLog
@@ -1,3 +1,7 @@
+Mon Jun  6 23:00:00 2016  Kazuhiro NISHIYAMA  <zn@mbf.nifty.com>
+
+	* appveyor.yml: Update libressl version to 2.3.5.
+
 Mon Jun  6 18:37:57 2016  Nobuyoshi Nakada  <nobu@ruby-lang.org>
 
 	* vm_insnhelper.c (vm_throw_start): check if the iseq is symbol
diff --git a/appveyor.yml b/appveyor.yml
index e01f673022..5def6dbaf5 100644
--- a/appveyor.yml
+++ b/appveyor.yml
@@ -11,13 +11,13 @@ install:
   - mkdir \usr\local\bin
   - mkdir \usr\local\include
   - mkdir \usr\local\lib
-  - ps: Start-FileDownload 'http://ftp.openbsd.org/pub/OpenBSD/LibreSSL/libressl-2.2.5-windows.zip'
-  - 7z x libressl-2.2.5-windows.zip
-  - copy libressl-2.2.5-windows\x64\libcrypto-35.lib \usr\local\lib\crypto.lib
-  - copy libressl-2.2.5-windows\x64\libssl-35.lib    \usr\local\lib\ssl.lib
-  - copy libressl-2.2.5-windows\x64\libcrypto-35.dll \usr\local\bin
-  - copy libressl-2.2.5-windows\x64\libssl-35.dll    \usr\local\bin
-  - xcopy /e libressl-2.2.5-windows\include          \usr\local\include
+  - ps: Start-FileDownload 'http://ftp.openbsd.org/pub/OpenBSD/LibreSSL/libressl-2.3.5-windows.zip'
+  - 7z x libressl-2.3.5-windows.zip
+  - copy libressl-2.3.5-windows\x64\libcrypto-35.lib \usr\local\lib\crypto.lib
+  - copy libressl-2.3.5-windows\x64\libssl-35.lib    \usr\local\lib\ssl.lib
+  - copy libressl-2.3.5-windows\x64\libcrypto-35.dll \usr\local\bin
+  - copy libressl-2.3.5-windows\x64\libssl-35.dll    \usr\local\bin
+  - xcopy /e libressl-2.3.5-windows\include          \usr\local\include
   - ps: Start-FileDownload 'http://zlib.net/zlib128.zip'
   - 7z x zlib128.zip
   - cd zlib-1.2.8