Best Happy Hours in Chicago: Cheap Drinks and Great Deals

During the cold weather season, temperatures and the sun may set a bit earlier, but cheap drinks and happy hour deals make it just a bit more bearable.

This list of local happy hour spots seeks to highlight new and diverse restaurants while spotlighting popular Chicago neighborhoods. Whether you’re WFH(working from home) or working on the roam, save yourself a few dollars and enjoy these Chicago happy hours.

Note: Changing menus, changing COVID-19 regulations in the city of Chicago. As you visit these happy hour spots keep in mind that both are well, subject to changes. Be sure to contact the restaurant or visit their website for additional details before heading out to the happy hour of your choosing.

Chicago Happy Hours Guide

West Loop – Aba, 302 N. Green Street

Aba is a popular Mediterranean restaurant located in Chicago’s historic Fulton Market District. Every Sunday through Thursday during happy hour, the lighter style of Meditteran cooking can be enjoyed with shareable plates like the “All of our Favorite Spreads” for $15 or a selection of Flatbreads for $9.95. In addition to the delicious bites, sip on select Sommelier selected wines and local beers ranging between $5 – $7 each at this chic and airy restaurant and bar.

Happy Hour is available Monday, Wednesday through Friday, from 3:00 p.m. to 6:00 p.m.

River North – Solita Tacos, 431 N. Wells St

Solita Taco is a hot spot for taco aficionados looking for a well-worth happy hour to partake in, the restaurant’s must-try weekday happy hour. This includes food specials like 2 for $7 or 4 for $12 street tacos and an $8 Vampiro taco, the restaurant’s best-selling taco made with a double cheesy tortilla. And what is a happy hour without some delicious cocktails to indulge in? Drink specials like Solita’s margaritas for $7 can be ordered either classic or flavored to be a strawberry, mango, pineapple, watermelon, or guava margarita to make it a well-worth few hours to end the day.

Happy Hour is available Monday, Wednesday through Friday, from 3:00 p.m. to 6:00 p.m.

Logan Square – Ludlow Liquors, 2959 N California Ave

Start your week off with laughter and libations at Ludlow Liquors. Every Sunday – Thursday, the funky retro bar in Logan Square offers up drinks like $2 Hamm’s, $3 Shots of Bourbon or Tequila, and $9 Craft Cocktails. Pair your drink with a $6 Chicago Style Dog or Dog of the Week, also available in a vegetarian option.

Happy Hour is available Sunday – Thursday from 5:00 p.m. to 7:00 p.m.

The Loop –PORTER Kitchen & Deck,150 N Riverside Plaza

Located on the edge of the Chicago River, PORTER Kitchen & Deck is a craft American restaurant with a prime location in The Loop. The elegant and relaxed dining location hosts a happy hour every Thursday and Friday. Guests can enjoy $9 Select Wines and Old Fashioneds by the glass, $8 Classic Margaritas, and $7 Mules. Enjoy views and great drinks that are a perfect introduction into the weekend.

Happy Hour is available every Thursday & Friday from 3:00 p.m. to 6:00 p.m.

River West – The Dawson, 730 West Grand Ave

The Dawson has a well known reputation for its ambiance deliightful decor and posh patio. What better way to enjoy vibes than with drinks and food. After work enjoy small bites like Oysters, Empandas and Fries. Wash these tantalizing treats down with $6 beers and $9 glasses of wine.

Happy Hour is available Tuesday – Friday from 4:00 p.m. to 6:00 p.m.

Ukrainian Village – Heritage Restaurant & Caviar Bar, 2700 West Chicago Ave

Experiencefood and drink fashioned by history and culture at Heritage Restaurant and Bar in Ukrainian Village. The Eastern European neighborhood restaurant offers an array of happy hour specials for all to enjoy. Savor dishes like $2 Chef’s Selection Half Price Oysters, $12 Heritage Steak Burger, or crafty combinations like A House Infusion and a Bump of Chef’s Caviar Selection for only $15.

Happy Hour is available daily from 4:00 p.m. to 6:00 p.m.

Hyde Park – 14 Parish, 1644 E 53rd St

Take a trip to the tropics with drinks and appetizers during happy hours with 14 Parish. TheBlack-owned restaurant offers half-priced discounts on all Signature Drinks. Chase the weekday blues away with deals from this Hyde Park restaurant. Reservations are highly recommended.

Happy Hour is available Tuesday – Thursday from 3:00 p.m. to 6:00 p.m.

Discover more things to do in Chicago by checking out our events calendars.

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