Top 5 Happy Hours in Chicago — 2024

Happy Hopper
2 min readJun 12, 2024

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Where can I find the best happy hours near me in Chicago?

Looking for the top five happy hours in Chi-Town? Chicago is a classic American city known for its rich history, vibrant culture, and iconic skyline. The Windy City also has some of the best happy hours in the country, and these are just a few to be enjoyed.

1. Spilt Milk

Deal: 1/2 Off Draft Beer & $7 Select Wine
Timing: Monday-Thursday 4pm-7pm
Location: 2758 W Fullerton Ave, Chicago, IL 60647
Website: Spilt Milk
Why We Love It: A real trip to the past in this 1920s pharmacy-style bar. Stop by on Sundays for their bonus deal of half-off wine bottles.

2. The Pony

Deal: $3 Frosty Mugs & 1/2 Off Apps
Timing: Tuesday-Friday, 5pm-7pm
Location: 1638 W Belmont Ave, Chicago, Illinois 60657
Website: The Pony
Why We Love It: The Pony is known for its casual sports bar vibe and excellent Chicago happy hour deals. With $3 frosty mugs and half off on appetizers, it is a perfect place to chow down some wings and catch a game.

3. Mordecai

Deal: $8 Featured Bites, $9 Beer, Wine, and $10 Featured Cocktail
Timing: Everyday from 5pm-7pm
Location: 3632 N Clark St, Chicago, Illinois 60613
Website: Mordecai
Why We Love It: Located right next to Wrigley Field, Mordecai is the perfect place during happy hour for a few reasonably priced drinks and snacks before seeing the Chicago Cubs.

4. Kit Kat Lounge

Deal: $8.95 Martinis, 25% Off Appetizers, and $4 House Red or White Wine
Timing: Tuesday-Friday 5pm-7pm, and Sundays 4pm-7pm
Location: 3700 N Halsted St, Chicago, IL 60613
Website: Kit Kat Lounge
Why We Love It: Discounted martinis, appetizers, and wine make for a winning combo at this original Chicago drag bar with nightly shows.

5. Miki’s Park

Deal: OB Premier $3, Soju Bottles 1/2 Off, Discounted Apps
Timing: Wednesday-Sunday from 5pm-7pm
Location: 109 W Hubbard St, Chicago, Illinois 60654
Website: Miki’s Park
Why We Love It: Miki’s Park offers a Korean twist to their specials with $3 OB Premier beers, half off soju bottles, and discounted appetizers. Conveniently near the famous Chicago Riverwalk, the modern and vibrant setting at Miki’s makes it a top choice for those looking to enjoy a lively evening out after a stroll by the water.

For more Chicago deals, check out Happy Hopper where you will find many more deals scattered throughout the city!

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