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20 Best Happy Hour Deals in Chicago

Whether you slayed the day or the day slayed you, rest assured we’ll always have happy hour. From enticing cocktails to delicious bites, here’s a guide to the 20 of the best Chicago happy hour deals across the city.

Chicago Happy Hour Deals  And That's Just Ashley Blog

Daisy’s Po-Boy & Tavern

5215 S. Harper Avenue, Chicago, IL

When: Tuesday - Thursday from 4-5:30pm

The Deals: $5 sliders, $10 wings, ½ off draft beer and $10 Mardi Gras punch/margaritas


Tanta

118 W. Grand Ave, Chicago, IL

When: Monday - Friday from 5-7pm at the bar

The Deals: $7-$16 Peruvian bites like boliyucas, chicharron de polo and more, $6 beer, $10 cocktails and wine


Cafe Ba Ba Reeba

2024 N. Halsted St, Chicago, IL

When: Daily from 4-6pm at the bar

The Deals: $1.50 pintxos, $3-$5 tapas, $22 sangria pitchers, $4 Estrella Damm bottles

Cafe Ba Ba Reeba And That's Just Ashley Blog

Summer House Santa Monica

1954 N. Halsted St., Chicago, IL

When: Monday - Friday from 3-6pm at the bar

The Deals: $8 glasses of wine and spiked refreshers, $9 classic cocktails and $3.95 - $8.95 bites like Parmesan truffle fries, cheesy nachos, meatballs and pizzas


Flight Club

111 W. Wacker, Chicago, IL

When: Monday - Friday from 4-6pm

The Deals: $10 baby back ribs, $8 mozzarella sticks, $5 tater tots and rose draft


Virtue

1462 E. 53rd St, Chicago, IL

When: Wednesday - Friday from 4-5:30pm at the bar

The Deals: $4 beer, $9 wine, $10 cocktails, $5-$13 bites like gumbo, catfish slider, wings and more

Virtue Chicago And That's Just Ashley Blog

City Winery

1200 W. Randolph St., Chicago IL

When: Monday - Friday from 4-6pm

The Deals: ½ off wine and flatbreads/pizza

Trivoli Tavern

114 N. Green St., Chicago, IL

When: Monday - Friday from 4-5pm

The Deals: $6 glasses of wine, $9 old fashions, $6 draft beer and $6.99-$10.99 bites like pigs in a blanket, crab rangoon, cheeseburger sliders and more. On Wednesday they have ½ off bottles of wine


Time Out Market

916 W. Fulton Market, Chicago, IL

When: Monday - Friday from 4-7pm

The Deals: Make a $15 food purchase at one of their awesome restaurants and bring your receipt to the bar to enjoy $5 beers, $7 wine and $9 cocktails

Timeout Chicago Market And That's Just Ashley

El Che Steakhouse

845 W. Washington Blvd., Chicago, IL

When: Sunday - Friday from 5-6pm at the bar

The Deals: $10 house sangria, $8 glasses of house red wine, $8 beef fat fries, $17 bone marrow, $3 empanadas, $38 steak frites and more


Happy Camper

1209 N. Wells St., Chicago, IL

When: Monday - Friday from 3-6pm

The Deals: ½ off espresso martinis and glasses of wine, ½ off any salad, $9 cocktail options, $10 charcuterie board, $5 hummus and more


BLVD

817 W. Lake St, Chicago, IL

When: Daily specials available 4:30-6:30pm in the dining room or patio

The Deals: ½ off Martini Mondays, ½ off bottles of rosé, pét nat & orange wine for Twisted Tuesdays, flights & ½ off old fashions for Whiskey Wednesdays, ½ off bottles of vintage wine on Thursdays and ½ off signature cocktails on Signature Sundays

BLVD Chicago And That's Just Ashley Blog

Prime & Provisions

222 N. La Salle St., Chicago, IL

When: Monday - Friday from 4-6pm

The Deals: $1 oysters, $12 martinis, $14 “luxury bites” like kaluga caviar potato skin, grilled king crab or seared foie gras lobster rolls, $12 fried chicken sliders, $9 house cut potato chips and more


Sunda

110 W. Illinois St.,, Chicago, IL

When: Monday - Friday from 4-6pm

The Deals: $8 cocktails, $6 glasses of wine and $6 bar bites like shishito peppers, shrimp skewers, adobo pork belly bites, sushi rolls and more


Hubbard Inn

110 W. Hubbard St., Chicago, IL

When: Wednesday - Friday from 4-7pm

The Deals: $1 oysters, $5 draft beers, $10 chef’s choice burger and $7 spritz cocktails

Hubbard Inn Chicago And That's Just Ashley

Formento’s

925 W. Randolph St, Chicago, IL

When: Monday - Friday from 4:30-6pm

The Deals: $10 cocktails and spritzers, $5 beer, $1 oysters, $8 antipasti


The Godfrey Hotel

127 W. Huron St, Chicago, IL

When: Tuesday - Thursday from 2-5pm / Friday from 12-3pm

The Deals: $7-$11 bites like black truffle fries, edamame, wagyu beef sliders and more. $8 Ketel One cocktails and $7 wine


RPM Italian

52 W. Illinois St, Chicago, IL

When: Monday - Friday from 4-6pm at the bar

The Deals: $8 signature cocktails and glasses of wine, $8 bites like prosciutto bruschetta, arancini, prime beef meatballs and more

RPM Italian Chicago And That's Just Ashley Blog

Offshore

1000 E. Grand Ave., Chicago, IL (Navy Pier)

When: Monday - Friday from 4-6pm / Saturday and Sunday from 3-5pm

The Deals: ½ off glasses of wine and draft beers, $7 cocktail of the day, $5 sushi roll, small bites plate, chips & dip, $2 oysters


STK

9 W. Kinzie St, Chicago, IL

When: Monday - Friday from 3-6pm / Saturday & Sunday from 3-5:30pm

The Deals: $3 oysters, tater tots, falafel & chili tahini, $6 mini burger with truffle fries, wagyu meatballs, short rib quesadillas, $9 popcorn chicken, crispy calamari, beef tartare and more. They also have a $19 surf & turf special which includes a 3oz. filet and jumbo prawn



See any of your favorites? Please keep in mind that schedules, prices, and menus can vary with little notice, so be sure to check out a venue’s website or socials before making plans.

Sip, Dip, Hooray!
Chicago blogger and influencer


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