The Best Bars in Chicago

@afar
 on 2022.02.03
12 Places
@afar
It makes sense that tough-guy Chicago would have its fair share of breweries and old-guy boilermaker bars, but it's gained a reputation as a cocktail town, too, with inventive bartenders and glamorous lounges that invite lingering. Order up your drink of choice at one of our favorites. Credit: Collected by AFAR Editors, AFAR Staff

CH Distillery | Jinsei Motto

Distillery · West Loop

"West Loop denizens can get their fill of locally made spirits at this distillery and cocktail bar, where cofounder and head distiller Tremaine Atkinson bottles up just about everything of an ABV nature—with a bespoke spin. Its vodka may be its flagship offering, but it's proved its aptitude with a handful of other liquors as well, from gin and rum to amaro and limoncello . If you can’t make one of its Tuesday or Saturday tours, swing by anyway for a dram; a full cocktail list pairs up with bites throughout the week and features go-tos like the Cease & Desist, a melding of CH London Dry Gin, Lapsang souchong, ginger, honey, and lemon."

Photo by Flashlight Studios

The Empty Bottle

Live music venue · Ukrainian Village

"Empty Bottle is Chicago's Best Rock Music Venue The Empty Bottle in Ukrainian Village offers great music in a small venue with an angled stage so the views are pretty good from anywhere in the house. The drinks are reasonably priced with friendly bartenders and the location is a bit divey but not too bad. So why see shows here rather than any other live music venue in Chicago ? Because Empty Bottle has a reputation for premiering relatively unknown bands that grow up to be world head liners. Yep, it’s that kind of place. The White Stripes played to a handful of people here before they blew up. The bands you hear now could be huge next year and you’ll have seen them close up and personal with a $2.50 PBR in your hand. But better than that, it’s a great bar and the owner, Bruce Finkelman, wants you to hang out so the shows are cheap. Come to Chicago, go to a show at Empty Bottle. It’s simple."

Photo by Empty Bottle

Haymarket Pub & Brewery

Brewpub · West Town

"Haymarket Pub & Brewery, Chicago, Illinois A visit to Chicago 's historic meat-packing district at any time is, in and of itself, a bit of an adventure. The area has certainly seen enough transitions to bring in the hip and happening in recent years. However the best reason to visit, outside of the odd chop factory still in operation, is the Haymarket. This is beer and food done right. From the Mother Jones Abbey Style Dubbel to the Last Chance Belgian I.P.A., these are beers of distinction. Toss in the best soft pretzels in the Midwest, the famed chocolate stout cake—with bacon—and a brilliant casual atmosphere, and you've got a good place to go for a drink."

Kingston Mines

Blues club · Wrightwood Neighbors

"Kingston Mines Blues Playing live blues music until 4am every night of the week, featuring all of Chicago’s talented local musicians and now newly renovated to take up 3 storefronts on Halstead, Kingston Mines is one of Chicago’s best bars. Go for the 3 Bs: Barbq, Beer and Blues. And bring a big crowd because there’s lots of room."

Photo by Sara Munoz Hermoso/Flickr

Lost Lake

Permanently Closed

"If there were ever a city where a tiki bar is bound to succeed, it’s Chicago —during warmer months, they can help us embrace our short-lived summers; and during winter months, they help us escape the reality of subzero temps. As such, the seats of this Logan Square hangout are always filled, and bartenders tirelessly mix cocktails like the Bunny’s Banana Daiquiri (with overproof Jamaican rum, overproof demerara rum, spiced rum, banana, coconut, and lime, served with a banana dolphin) and the Tic-Tac-Taxi (a frozen drink with aged multi-island rum, overproof Jamaican rum, coconut, passion fruit, and lime). A recently opened kitchen serves up dishes like pork dumplings with scallion and ginger, and curry udon with summer squash and coconut crème fraîche."

Photo by Shelby Allison

The Milk Room

Bar · Loop

"Forget what you thought you knew about the barhopping experience when you enter through the doors of this blink-and-you-miss-it spot, where just eight coveted seats are available to patrons. That’s because no two bottles are alike in these parts—which makes sourcing, training, and execution particularly rewarding for spirit savant Paul McGee and his team. Craving Campari? They likely have one from the '70s. Fancy some Fernet? Try the 1957 vintage. Cocktails are no less specific: The A la Louisiane features an eight-year-old Redemption Rye, 1950s Benedictine, and Vieux Pontarlier Absinthe, while the Baby Darling boasts Neisson 15 Year Rhum Agricole and 1980s-era Isolabella Amaro 18."

Photo by Clayton Hauk

Scofflaw

Bar · Logan Square

"Gin Cocktails at Scofflaw Scofflaw breaks all the craft-cocktail-bar rules by serving strong, affordable drinks that arrive quickly with no snooty attitude. There's even street parking, something anyone driving in Chicago will appreciate. I’m not sure what else you could want for a night out, but here are a few more reasons to drop by: 1. Gin. There are more kinds here than you’ve probably ever seen—small-batch, big brands, high-end, even the bar's own Old Tom gin. If it’s made with juniper, then Scofflaw has it, and knows how to mix it. 2. Chocolate chip cookies baked at midnight. Why aren’t you there already? 3. Wide recognition as a top-notch watering hole. Be sure to get there early and stake out a space."

Photo by Dan Segar

Broken Shaker at Freehand Chicago

Cocktail bar · Near North Side

"It’s easy to stay awhile at this River North hostel, where life-size Jenga and a surplus of comfy booths serve as an entrance to the lobby level’s focal point: A bar where the team takes a creative and quirky approach to drams and dishes alike. An on-site garden supplies herbs and spices for concoctions, while globally sourced ingredients inform an ever-changing menu of libations like the Bengali Old-Fashioned (with Old Forester bourbon, mango, and garam masala) or the Detox to Retox Margarita (with Olmeca Altos Blanco tequila, roasted grapes, blistered shishito , pineapple, and ginger-turmeric salt). Pair it all up with bites like the carnitas and tortillas, or the octopus po'boy with kimchi rémoulade, shaved cabbage, and potato-chip crumble."

Photo courtesy of Freehand Chicago

The Green Door Tavern

Pub · River North

"The Original Speakeasy of Chicago After the great fire of Chicago , but before the new ordinance was passed saying no more wooden commercial structures, the building that is now the Green Door Tavern was erected. That was waaaaay back in 1872, and the place is still alive and kickin'. The name comes from Prohibition times, when establishments that turned a blind eye to the ban had green doors, so as to designate their unsavory (or savory rather) practices. The building even sports a bit of "lean" to it, due to its age. (If you partake in the Prohibition-era drinks, you'll also have a bit of lean upon departure.) In today's world of spotless countertops and mood lighting, the Green Door Tavern is nothing but the bare bones of the city's history. The food is good old-fashioned pub fare, and the drinks are beer and cocktails. Various events, from live music to costume parties, celebrate the time of gangsters and the like. So, while some may eschew going to a simple bar, know that this place is steeped in history and lore. If only the walls could talk..."

Royal Palms Chicago

Bar · Bucktown

"Fire up some friendly competition at this Bucktown gaming destination, where 10 regulation-sized shuffleboard courts (including one on the rooftop) mean nonstop action. When teams aren’t playing, they can check out the other features of the 20,000-square-foot space like tropical cocktails, board games, food trucks, and multiple Instagram opportunities. DJs and the flamingo-printed bathroom wallpaper (a nod to the club's Florida theme) help keep the good vibes coming. Those serious about shuffleboard can join a league, a weekly excuse to brush up on sliding skills and to sample craft beers."

Photo courtesy of The Royal Palms Shuffleboard Club

The Violet Hour

Cocktail bar · Wicker Park

"Violet Hour The first rule of the speakeasy is that it can’t be easy to find. The Violet Hour’s door is directly across the street from Big Star. Look for the handle on the wall and the light above it, because the door mural changes frequently and cleverly disguises the space. It doesn’t take reservations, so expect to wait in line as the number of people in the bar at any time is also tightly controlled. This is good, because it won’t ever be packed! The Violet Hour isn’t a get-up-and-mingle kind of joint, which makes it the perfect dark, sexy lounge for romantic dates and quiet conversations about world domination. The cocktail menu changes frequently, so even if you’ve been before, you should go again. (And try the Finocchio Focaccia.)"

Photo by John/Flickr

Z Bar

Bar · Magnificent Mile

"The atmosphere is as striking as the cocktails at Z Bar, a recently opened terrace lounge on the sixth floor of the Peninsula Hotel. Take in panoramic Magnificent Mile views while enjoying the luxe surroundings, including dramatic skylights, floor-to-ceiling windows, and velvet-cushioned seating. At cocktail hour, order the Z, the bar’s signature drink of gin, cucumber, bergamot, and mint—or for something a bit more showy, try the Disco Fever, a large disco ball bowl of vodka, Champagne, and passionfruit juice that serves up to six guests. Pair your drink with any of the kitchen’s globally inspired dishes, such as Korean chili chicken wings or Malaysian-style satay with shishito peppers and ginger."

Photo by Neil John Burger/ Z Bar