diff --git a/Gemfile b/Gemfile
index be3f75df7da..0341f2609ad 100644
--- a/Gemfile
+++ b/Gemfile
@@ -181,7 +181,7 @@ gem 'connection_pool', '~> 2.0'
 gem 'hipchat', '~> 1.5.0'
 
 # JIRA integration
-gem 'jira-ruby', '~> 1.1.2'
+gem 'jira-ruby', '~> 1.4'
 
 # Flowdock integration
 gem 'gitlab-flowdock-git-hook', '~> 1.0.1'
diff --git a/Gemfile.lock b/Gemfile.lock
index 5761495dddc..320d42b8974 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -404,8 +404,9 @@ GEM
       cause
       json
     ipaddress (0.8.3)
-    jira-ruby (1.1.2)
+    jira-ruby (1.4.1)
       activesupport
+      multipart-post
       oauth (~> 0.5, >= 0.5.0)
     jquery-atwho-rails (1.3.2)
     jquery-rails (4.1.1)
@@ -1042,7 +1043,7 @@ DEPENDENCIES
   html2text
   httparty (~> 0.13.3)
   influxdb (~> 0.2)
-  jira-ruby (~> 1.1.2)
+  jira-ruby (~> 1.4)
   jquery-atwho-rails (~> 1.3.2)
   jquery-rails (~> 4.1.0)
   json-schema (~> 2.6.2)
diff --git a/changelogs/unreleased/sh-bump-jira-gem.yml b/changelogs/unreleased/sh-bump-jira-gem.yml
new file mode 100644
index 00000000000..d76b688caac
--- /dev/null
+++ b/changelogs/unreleased/sh-bump-jira-gem.yml
@@ -0,0 +1,5 @@
+---
+title: Bump jira-ruby gem to 1.4.1 to fix issues with HTTP proxies
+merge_request:
+author:
+type: fixed