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10 Places for Fall Cocktails in Chicago

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Fall in the Windy City leaves just as quickly as it arrives. Locals take advantage of the fleeting season by getting outdoors while they still can, stopping by pumpkin-filled events and activities — and of course, sipping on some divine fall-flavored cocktails.

Warmth isn’t the only benefit to Chicago’s great bar scene — you’re sure to find creative concoctions with Grand Marnier to keep you more than satisfied. And with so many bars and restaurants currently offering special carryout and delivery menus (to-go cocktails included), it’s the perfect time to cozy up with a warm meal and your favorite drink.

Below, find 10 Chicago spots for great cocktails this season.

A number of Chicago restaurants are currently offering outdoor/patio dining service. However, this should not be taken as an endorsement for in-person dining, as there are still safety concerns. For updated information on coronavirus cases in your area, please visit chicago.gov. Studies indicate that there is a lower exposure risk when outdoors, but the level of risk involved with patio dining is contingent on restaurants following strict social distancing and other safety guidelines.

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Note: Restaurants on this map are listed geographically.
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Willow Room

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Combining bistro vibes with neighborhood friendliness, the Willow Room boasts impressive lunch and dinner menus of pasta and seafood and an even more special drink list. There’s nothing quite like a hot cider on a crisp fall evening.

Courtesy of Willow Room

Tuco And Blondie

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The Cadillac Margarita is the way to go at this bold, neon-filled Mexican restaurant. With lime, agave, and Grand Marnier, it’ll be like summer never left. Try it with a chile con queso and thank us later.

The Darling

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While on-site dining is on hold for now, The Darling has pulled out all the stops with its takeout offerings. Choose from a list of hot and cold to-go cocktails, date night packages (complete with wine and table decor), and holiday specials.

Courtesy of The Darling

Queen Mary

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This Wicker Park cocktail tavern has both tradition and mysterious family history on its side. The Daily Grog rum punch changes regularly, while the Americano with Campari is foolproof no matter the season. If you’d rather stay home than bundle up on the heated patio, we dare you to narrow down your choice of cocktails on quite possibly the largest to-go drink list we’ve ever seen.

Courtesy of Queen Mary

The small menu at Proxi only showcases the drinks and dishes the restaurant has absolutely perfected. Don’t doubt the expertise at this modern and eclectic eatery, made even better by head bartender Jess Sandberg. Try the Larger Than Life cocktail with gin, Campari, banana, and orange blossom, along with your next to-go meal.

Courtesy of Proxi

Nonnina

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Just because we can’t drink indoors at our favorite bars doesn’t mean we’ll be forgoing happy hour. Nonnina hosts a Monday to Friday happy hour from 3 to 6 p.m. with cocktails and small bites that will have you forgetting winter is imminent. Did somebody say truffle fries?

Courtesy of Nonnina

Gino's East

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Well, duh. Advertised as “not just pizza” but definitely one of the best in Chicago, Gino’s deep dish is worthy of praise. Still, the pizza doesn’t wash down itself — scan the drink list of this cozy classic spot and you’ll be sure to find something for everyone in your Thursday-night pizza crew.

Courtesy of Gino’s East

Asadito

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Part taqueria, part tequila bar, Asadito deserves to be your new go-to spot for hand-pressed tortillas and fresh cocktails. Pair your taco plate with a Fourth Diamonds cocktail with Grand Marnier and cacao. Pick up your meal or get it delivered for now, and come by in person when it’s safe to dine indoors again.

Courtesy of Asadito

The Gage

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During arguably the best time of the year, seasonal cocktails spur a unique happiness. The Gage has a rotating list of drinks made complete with taste and scent descriptions — a true cocktail lover’s haven. 

This advertising content was produced in collaboration between Vox Creative and our sponsor, without involvement from Vox Media editorial staff.

Willow Room

Courtesy of Willow Room

Combining bistro vibes with neighborhood friendliness, the Willow Room boasts impressive lunch and dinner menus of pasta and seafood and an even more special drink list. There’s nothing quite like a hot cider on a crisp fall evening.

Courtesy of Willow Room

Tuco And Blondie

The Cadillac Margarita is the way to go at this bold, neon-filled Mexican restaurant. With lime, agave, and Grand Marnier, it’ll be like summer never left. Try it with a chile con queso and thank us later.

The Darling

Courtesy of The Darling

While on-site dining is on hold for now, The Darling has pulled out all the stops with its takeout offerings. Choose from a list of hot and cold to-go cocktails, date night packages (complete with wine and table decor), and holiday specials.

Courtesy of The Darling

Queen Mary

Courtesy of Queen Mary

This Wicker Park cocktail tavern has both tradition and mysterious family history on its side. The Daily Grog rum punch changes regularly, while the Americano with Campari is foolproof no matter the season. If you’d rather stay home than bundle up on the heated patio, we dare you to narrow down your choice of cocktails on quite possibly the largest to-go drink list we’ve ever seen.

Courtesy of Queen Mary

Proxi

Courtesy of Proxi

The small menu at Proxi only showcases the drinks and dishes the restaurant has absolutely perfected. Don’t doubt the expertise at this modern and eclectic eatery, made even better by head bartender Jess Sandberg. Try the Larger Than Life cocktail with gin, Campari, banana, and orange blossom, along with your next to-go meal.

Courtesy of Proxi

Nonnina

Courtesy of Nonnina

Just because we can’t drink indoors at our favorite bars doesn’t mean we’ll be forgoing happy hour. Nonnina hosts a Monday to Friday happy hour from 3 to 6 p.m. with cocktails and small bites that will have you forgetting winter is imminent. Did somebody say truffle fries?

Courtesy of Nonnina

Gino's East

Courtesy of Gino’s East

Well, duh. Advertised as “not just pizza” but definitely one of the best in Chicago, Gino’s deep dish is worthy of praise. Still, the pizza doesn’t wash down itself — scan the drink list of this cozy classic spot and you’ll be sure to find something for everyone in your Thursday-night pizza crew.

Courtesy of Gino’s East

Asadito

Courtesy of Asadito

Part taqueria, part tequila bar, Asadito deserves to be your new go-to spot for hand-pressed tortillas and fresh cocktails. Pair your taco plate with a Fourth Diamonds cocktail with Grand Marnier and cacao. Pick up your meal or get it delivered for now, and come by in person when it’s safe to dine indoors again.

Courtesy of Asadito

The Gage

During arguably the best time of the year, seasonal cocktails spur a unique happiness. The Gage has a rotating list of drinks made complete with taste and scent descriptions — a true cocktail lover’s haven. 

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