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4 of Chicago’s Best Happy Hours

by Aoife O'Riordan

Nov 4, 2022

© WoodWind

Food & Drink

Want to add something new to your weekday routine? Check out some of these Chicago-based restaurants, hotels and bars offering great happy hour deals. These destinations also feature some exciting happy-hour deals in honor of National Happy Hour Day on Nov. 12.



© WoodWind



Situated 18 floors above Chicago’s Streeterville neighborhood, WoodWind boasts some tasty happy hour cocktails. For $10 during happy hour, enjoy a daquiri, whiskey mule, hibiscus tea, shot and a beer or wine of the day. In addition to these cocktails, WoodWind also serves a $9 sangria and $12 whiskey-tasting board. Accompany happy hour drinks with some light bites like house ricotta, fermented hummus, rice chicharrón and chickpea cheese fries.


© The Godfrey Hotel Chicago


The Godfrey

This urban hotel offers unbeatable happy hour deals every Tuesday–Friday, 2–5 p.m. Sip on some of the hotel’s rooftop cocktails while enjoying half-off signature small plates like house-made hummus, Wagyu beef sliders and prosciutto and burrata flatbread. Happy hour deals include discounted prices on Ketel One cocktails and select wines like prosecco and IIO House Chardonnay. IIO Godfrey also offers cocktail flights comprised of tasting-sized portions of five kitchen cocktails like a Chef’s Margarita and a Bourbonberry Lemonade with an assortment of macarons.



© Anthony Tahlier Photography


Solita Tacos & Margaritas

Combine the best of both worlds at Solita Tacos & Margaritas. The restaurant’s must-try happy hour runs Monday and Wednesday–Friday, 3–6 p.m. Solita Tacos & Margarita’s happy hour includes food specials like two for $7 or four for $12 street tacos, as well as an $8 Vampiro taco, the restaurant’s best-selling taco featuring a double cheesy tortilla. Happy hour cocktails include Solita’s $7 margaritas, available in classic, strawberry, mango, pineapple, watermelon and even guava.



© Ambassador Chicago


Ambassador Chicago

This historic hotel puts its own twist on happy hour with a chicer, more upscale happy hour. Running Monday–Thursday, 4–7 p.m., the bar at The Ambassador Room offers specials like an $8 old-fashioned, negroni, Jack and Coke and sparkling rosé.


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