10 Awesome Places For An Incredible (Happy Hour) in Chicago

Chicago is a city known for its fantastic food and nightlife scene. And what goes hand in hand with a great night out? A Happy Hour, of course! This guide will explore 10 of the best places for Happy Hour in Chicago. 

From drinks to food specials, we’ve got you covered on where to go to get the most bang for your buck. So whether you’re looking for a place to unwind after work or pregame before a big night out, read on for the best places for Happy Hour in Chicago.

Best Happy Hour Chicago

Let’s explore these top 10 places to enjoy happy hour in Chicago.


La Luna

La Luna

Nothing is better than enjoying a drink on a rooftop deck overlooking the city. La Luna is one of Chicago’s best happy hour spots, offering stunning skyline views and Lake Michigan. 

And the $3 tacos offered during La Luna’s happy hour are an undeniable reason to indulge without guilt. 

Not just that, but the cocktails are also top-notch, making it the perfect place to unwind after a long day of work. Make sure to visit this colorful Pilsen restaurant for a midweek pick-me-up between Tuesday and Thursday from 5-7 PM.

Address: 1726 S Racine Ave, Chicago, IL 60608, United States

Phone: +1 312-248-8957 


You might also like visiting one of these famous movie theaters in Chicago.


Brando’s Speakeasy for Best Happy Hour Chicago

Brando's Speakeasy

If you’re looking for a speakeasy-style happy hour in Chicago, look no further than Brando’s Speakeasy. This hidden gem is located beneath the Hard Rock Hotel and features a retro-chic lounge with vintage furnishings and a killer cocktail menu.

You can enjoy $5 cocktails and $4 beers during happy hour. The cocktail menu features classics like the Old Fashioned and the Manhattan, as well as creative concoctions like the “Smoke & Mirrors” (Bourbon, rye, Lillet Blanc, absinthe) and the “Garden Party” (vodka, watermelon, mint, lime).

Brando’s Speakeasy also offers small plates like charcuterie boards, grilled cheese sandwiches, and deviled eggs if you’re feeling hungry.

Address: 343 S Dearborn St, Chicago, IL 60604, United States



Hugo’s Frog Bar & Fish House

Hugo's Frog Bar & Fish House best happy hour chicago

If you’re looking for a seafood-focused happy hour in Chicago, look no further than Hugo’s Frog Bar & Fish House. This River North spot is known for its fresh, high-quality seafood, and its happy hour menu features some of the best dishes at reduced prices. 

Highlights include the best Chicago seafood, like the $5 oysters, the $5 shrimp cocktail, and the $10 lobster roll. If you’re feeling more adventurous, there are daily specials like the $2 “Frog’s Legs” (fried chicken legs) on Mondays and the half-priced sushi on Wednesdays. But no matter what you order, you can’t go wrong with a glass of wine or one of Hugo’s signature cocktails.

Address: 1024 North Rush Street, Chicago, IL 60611



Bokeh – Among Best Happy Hour Chicago


If you’re looking for a great place to enjoy the best happy hour in Chicago, you can’t go wrong with one of the city’s many bokeh bars. Bokeh is the perfect place for unwinding after a long day or week, boasting an impressive selection of beers, wines, spirits, delicious small plates and shareable dishes.

Whether you’re looking for a cozy spot to enjoy a few drinks with friends or a lively bar where you can dance the night away, you’ll find it all at one of these great Chicago hot spots. Do check out their happy hour in Chicago from Sun-Thurs from 5-6pm and 11pm-midnight. They also offer some seasonal $6 cocktails, $2 old styles, including some great wine deals.

Address: 4716 N Kedzie Ave, Chicago, IL 60625, United States

Phone: +1 773-754-0129



Bernie’s Chicago

Bernie's Chicago

Bernie’s Chicago is one of Chicago’s most popular happy hour destinations. The bar is located in the heart of downtown Chicago and offers a variety of drink and food options. Bernie’s Chicago has a wide selection of beers, wines, spirits, and a full menu of appetizers, entrees, and desserts. The bar also has a great view of the city skyline.

Address: 660 N Orleans St, Chicago, IL 60654, United States

Phone: +1 312-624-9892



Cafe Ba-Ba Reeba

Cafe Ba-Ba Reeba best happy hour chicago

Cafe Ba-Ba Reeba is a Spanish-style tapas restaurant and bar located in Chicago’s Lincoln Park neighborhood. The restaurant offers an extensive selection of small plates, wines, and cocktails. Happy hour Chicago specials include $5 glasses of wine, $4 sangria, and $3 beers. The bar also features a DJ on Fridays and Saturdays.

Address: 2024 N Halsted St, Chicago, IL 60614, United States

Phone: +1 773-935-5000



Funkenhausen – One of the Best Happy Hour Chicago Places

La Luna

Chicago’s happy hour at Funkenhausen means $6 cocktails and $5 beers, plus discounted small plates like pretzel bites with house-made mustard, chicken schnitzel, and apple strudel. The party doesn’t stop there- Funkenhausen also has live music every night of the week!

So, check out their happy hour menu and get the best of offers at Funkenhausen.

Address: 1709 W Chicago Ave, Chicago, IL 60622, United States

Phone: +1 312-929-4727



Gilt Bar

Funkenhausen best happy hour chicago

Located in the heart of River North, Gilt Bar is one of Chicago’s best happy hour spots. With a sleek and modern interior, Gilt Bar offers a sophisticated atmosphere for enjoying great drinks and small plates. The bar features an extensive list of craft cocktails, beers, and wines and a menu of shareable small plates. 

Happy hour specials in Chicago include $6 select craft cocktails, $5 select draft beers, and $7 select wines by the glass. Whether you’re looking to enjoy a pre-dinner drink or unwind after work with colleagues, Gilt Bar is the perfect place to do it. Gilt Bar is undoubtedly among the best cocktail bars in Chicago, with its amazing blends and special offers. 

Address: 230 W Kinzie St, Chicago, IL 60654, United States

Phone: +1 312-464-9544


Have a thing for fine tea? Explore one of these spots that serve the best High Tea in Chicago


The Press Room

The Press Room

The Press Room is an excellent option if you’re looking for a great happy hour in Chicago. With $5 cocktails and $4 beers, it’s one of the city’s most affordable places to drink. And with a spacious outdoor patio, it’s perfect for summertime drinking.

Address: 1134 W Washington Blvd, Chicago, IL 60607, United States

Phone: +1 331-240-1914




Jaleo best happy hour chicago

If you’re looking for a place to enjoy some tapas and drinks with friends, Jaleo is the perfect spot. The Spanish-inspired restaurant has several locations in Chicago, each offering a unique atmosphere. Whether you’re looking for a casual and best happy hour in Chicago or a more upscale dining experience, Jaleo has something to offer.

The drinks menu at Jaleo features an extensive list of wines, beers, and cocktails. If you’re feeling adventurous, try one of the signature sangrias. Furthermore, try the Tinto de Verano, a refreshing red wine spritzer, for something a little different. If you’re looking for something non-alcoholic, Jaleo offers an impressive selection of Spanish sodas and juices.

When it comes to food, Jaleo offers a variety of small plates perfect for sharing. The Gambas Al Ajillo – shrimp in garlic sauce – is always a popular choice. Other highlights include the Empanadas de Pollo – chicken empanadas – and the Pulpo Gallego – octopus with potatoes and pimenton peppers. Be sure to leave room for dessert! The Crema Catalana – Catalan cream custard – is not to be missed. So, enjoy these happy hour delights in Chicago for a fantastic time. 

Address: 500 N Clark St #465, Chicago, IL 60654, United States

Phone: +1 312-820-7771


Wrapping Up

Happy hour in Chicago can be a great time to unwind with friends, and the city has no shortage of great happy hour deals. From discounted drinks to free appetizers, there’s something for everyone here.

All of these 10 restaurants are a must-try in the windy city. They not only offer the best happy hour in Chicago but are simply some of the greatest places to unwind after a long day of work. So, make sure you give them a try.


Vibhuti is a passionate food blogger. She loves trying out new restaurants, cooking dishes with out-of-the-box ingredients, and sharing recipes with family and friends. When she's not blogging about food, Vibhuti enjoys traveling and exploring new places. You'll often find her searching for new flavors and dishes to enjoy. She is so crazy about food blogging that she recently took a 5 hours flight to Seattle just to try a cup of Turkish coffee at a newly opened cafe.

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