Guide to Chicago Happy Hours

When the world is cruel, Happy Hour is kind.


If you’ve run out of big shoulders to cry on, allow us to provide you with one (or two dozen) excuses to dress up and wine down with some apéritifs and hors d'oeuvres. In times of hardship and celebration alike, let us never forget the words of William Shakespeare: “Omit no happy hour.”


Feeling parched yet? Check out our recs for where to score cost-effective cocktails and quench your thirst.




Photo Via Instagram/therealsushisan


River North




Image via Instagram/sunnygunchicago | Cover Image Via Facebook/SunnyGunChicago


West Loop




Image via Instagram/lilactigerchi


Wicker Park




Image Via Instagram/benchmarkchicago


Old Town




Image Via Instragram/Penelopesvegantaqueria


Andersonville




Image via Instagram/qualitytimebar


Logan Square




Image Via Koval Distillery


Ravenswood


Updated August 2025

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