diff --git a/Gemfile b/Gemfile
index 0d3b1d5e774..5d876ccccf6 100644
--- a/Gemfile
+++ b/Gemfile
@@ -169,7 +169,7 @@ gem 'redis-namespace', '~> 1.6.0'
 gem 'gitlab-sidekiq-fetcher', '~> 0.4.0', require: 'sidekiq-reliable-fetch'
 
 # Cron Parser
-gem 'fugit', '~> 1.1'
+gem 'fugit', '~> 1.2.1'
 
 # HTTP requests
 gem 'httparty', '~> 0.16.4'
diff --git a/Gemfile.lock b/Gemfile.lock
index 94961354a2e..37652138436 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -192,7 +192,7 @@ GEM
     equalizer (0.0.11)
     erubi (1.8.0)
     escape_utils (1.2.1)
-    et-orbi (1.1.7)
+    et-orbi (1.2.1)
       tzinfo
     eventmachine (1.2.7)
     excon (0.62.0)
@@ -266,8 +266,8 @@ GEM
     foreman (0.84.0)
       thor (~> 0.19.1)
     formatador (0.2.5)
-    fugit (1.1.9)
-      et-orbi (~> 1.1, >= 1.1.7)
+    fugit (1.2.1)
+      et-orbi (~> 1.1, >= 1.1.8)
       raabro (~> 1.1)
     fuubar (2.2.0)
       rspec-core (~> 3.0)
@@ -1064,7 +1064,7 @@ DEPENDENCIES
   fog-rackspace (~> 0.1.1)
   font-awesome-rails (~> 4.7)
   foreman (~> 0.84.0)
-  fugit (~> 1.1)
+  fugit (~> 1.2.1)
   fuubar (~> 2.2.0)
   gemojione (~> 3.3)
   gettext (~> 3.2.2)
diff --git a/changelogs/unreleased/fix-too-many-loops-cron-error.yml b/changelogs/unreleased/fix-too-many-loops-cron-error.yml
new file mode 100644
index 00000000000..a9b5b761439
--- /dev/null
+++ b/changelogs/unreleased/fix-too-many-loops-cron-error.yml
@@ -0,0 +1,5 @@
+---
+title: Fix "too many loops" error by handling gracefully cron schedules for non existent days
+merge_request: 28002
+author:
+type: fixed
diff --git a/spec/lib/gitlab/ci/cron_parser_spec.rb b/spec/lib/gitlab/ci/cron_parser_spec.rb
index 2a3f7807fdb..491e3fba9d9 100644
--- a/spec/lib/gitlab/ci/cron_parser_spec.rb
+++ b/spec/lib/gitlab/ci/cron_parser_spec.rb
@@ -174,6 +174,13 @@ describe Gitlab::Ci::CronParser do
 
       it { expect(subject).to be_nil }
     end
+
+    context 'when cron is scheduled to a non existent day' do
+      let(:cron) { '0 12 31 2 *' }
+      let(:cron_timezone) { 'UTC' }
+
+      it { expect(subject).to be_nil }
+    end
   end
 
   describe '#cron_valid?' do