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Chicago Loop Happy Hour Guide

Happy Hours in the Chicago Loop


Posted  4 months ago  by  Brittany Tepper

3 MIN READ - Party like it’s 2015 – the year Chicago’s Happy Hour ban was repealed – with these after-work food and drink specials. Whether you’re looking for a convenient spot to bond with your co-workers or a quick bite before your commute, these Loop happy hour spots go beyond boring beer specials and offer inventive food and drink offerings at some of the Loop's best restaurants.

Please Note: All specials can change without noticeAlways call to confirm that happy hour deals are still available before heading over


Monday – Friday, 4 – 7 p.m.

No two days are the same at AceBounce, the Loop's all-inclusive ping pong bar and restaurant, and neither are the restaurant's happy hour specials. From Taco Tuesday to Friday Fish Fry, AceBounce offers a unique food special for each day of the week. Pair each day's feast with $5 Lagunitas Beer specials, $5 Sauvignon Blanc, Rose, & Pinot Noir, or $5 Ketel One specials!

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The Berghoff Bar & Adams St. Brewery

Monday – Thursday, 4 – 7 p.m.

The Berghoff Restaurant is a Chicago institution, but have you visited the new Adams St. Brewery? Opened last year, the brewery offers a 16oz pint of House Beer for $5 during happy hour. Visit the Berghoff Bar for a variety of bar bites including $Mini Reubens, $6 Warm Berghoff Beignet, and $10 Adams Street Sliders. 

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Commons Club at Virgin Hotels Chicago

Monday – Friday, 3 – 6 p.m.

Commons Club is where work and play intermingle. The relaxed, yet elegant atmosphere inside Virgin Hotels Chicago is a favorite for travelers and locals alike. Grab a $5 draft beer, $8 wine by the glass, $8 cocktails, and a selection of shareable plates on special during this popular happy hour. 

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Free Rein at St. Jane Hotel

Daily, 4 – 6 p.m.

Free Rein is the Loop's newest happy hour hot spot! Located in the new St. Jane Hotel in the beautiful Carbide and Carbon Building, Free Rein offers a lively bar and sun-soaked cafe. Happy hour specials include 20% off the house and classic cocktails, wine and bubbles by the glass, and a selection of appetizers from the kitchen. 

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Photo Courtesy of Free Rein

The Florentine 

Daily, 4 – 6 p.m.

Bar Only

Located in the bustling Financial District on the 2nd floor of the JW Marriott Chicago, The Florentine showcases modern, seasonal Italian cuisine, in a warm, inviting environment. Happy hour specials, or "aperitivo hour," offers $8 sips, $5 bites, and a complimentary pizza for your group with the purchase of any alcoholic beverages.

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Photo Credit The Florentine

Italian Village

Daily, 3 – 6 p.m.

Bar Only

Italian Village’s origins began on September 20, 1927, when Alfredo Capitanini opened the doors to what would soon become a Chicago landmark. Today, Italian Village houses three award-winning restaurants and one great happy hour. Receive complimentary pizza at all three bars with the purchase of a drink from 3-6pm! 

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Photo Credit Italian Village Photo By Robert Simmons

Land & Lake Kitchen

Daily, 4 – 6 p.m.

Land & Lake Kitchen was created in the spirit of the classic mom-and-pop restaurants that dotted the Midwestern landscape from Iowa to Michigan throughout the 20th Century. The restaurant's happy hour specials play upon the restaurant's hearty Midwestern vibes with plenty of savory food and drink specials including $4 Mac & Cheese, $6 The Northsider (their version of a Chicago-style hotdog), $3-5 draft beer, $5-6 cocktails, and $5-6 wine by the glass.

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Photo Credit Land Lake Kitchen


Monday-Saturday, 4 – 6 p.m.

Going out with a group? Latinicity's vibrant atmosphere (with plenty of seating) and ample drink specials make this the perfect spot for an after-work drink with your co-workers. Located on the third floor of Block Thirty Seven, the food hall offers $4 Cerveza, $6 Cocktekes, and $20 Pitchers. On Taco Tuesday, chow down on $2 tacos, or $6 taco and tequila special. 

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Latinicity Happy Hour

McCormick & Schmick’s Seafood Restaurant

Daily, 4 – 6:30 p.m.

One of the most popular happy hour spots in the Loop, McCormick & Schmick's offers $7-8 hand-crafted cocktails, $6-7 wines by the glass, and a menu of highly discounted food items. Visit on Wednesdays for their signature $1 oysters and shrimp. 

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McCormick Schmicks

Morton's The Steakhouse

Sunday - Friday, 5 – 7:30 p.m.

Dubbed "Power Hour" by this famous Chicago steakhouse, Morton's offers one of the largest happy hour menus in the Loop. Enjoy $5.50 beer specials, $8.50 wine specials, $9.50 cocktails, and a menu of $7, $8 and $9 Bar Bites. Our favorite special is the Four Petite Filet Mignon Sandwiches paired with their signature Vodka Martini.

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Photo Credit Mortons The Steakhouse


Monday - Friday, 4 – 6 p.m.

Remington's just launched an amazing new happy hour this February! Located across the street from Millennium Park, Remington's is the perfect spot to meet friends for a quick drink or bite to eat. Their new menu offers $2 Oysters, $3 Crispy Chicken Sliders, $3 Cheese Burger Sliders, $5 Drafts, and $5 Glasses of Chardonnay, Rose and Red Wine (Bartender's selection). 

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Photo Credit Remingtons

Roof on theWit

Monday - Thursday, 4 -7 p.m.

"Wine Down" each weekday at ROOF on theWit with their Wine Down Weekday Specials. Enjoy $10 G.H. Mumm Champagne, $10 ROOF Barrel Select Patron Anejo Cocktails, $10 Grey Goose Le Fizz Cocktails, and $ 7 Absolut Elyx and Absolut Flavors, twenty-seven stories above State Street in the Loop. 

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Stock and Ledger

Monday - Friday, 3 – 7 p.m.

Stock and Ledger, located inside 70 W. Madison, provides the perfect atmosphere for an after-work drink. Sip on cocktails while daydreaming about warmer weather in the restaurant's four-seasons atrium. Happy hour specials include $5 bar snacks, $10 cocktails, $10 martinis, $5 beer, $8 wine, $10 Dirty Fries, and more!

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Photo Courtesy of Stock and Ledger


Sunday - Friday, 4 – 6 p.m.

The Italian-inspired trattoria and bar offers one of the best happy hours in the city. Their "6 for $6" menu featured craft beer on tap, craft beer flights, featured wine, featured cocktails, personal pizza, and the Chef’s Slugger. If you are looking for a late night happy hour, the same menu is available from 8 - 11 p.m. on Saturdays.  

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Photo Credit tesori

State & Lake Chicago Tavern

Monday - Friday, 4 – 7 p.m.

State and Lake's "Happiest Hour" specials are sure to lift your spirits! Enjoy $5 select draft beers, $10 wine specials, $10 cocktail of the day, and discounted Happiest Hour Eats including the $5 Aged Cheddar Soft Pretzel!

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