From neighbourhood pubs to trendy lounges, Chicago offers plenty of places to enjoy your favourite elixir.

Wine Bars

404 Wine Bar - This Lakeview neighbourhood lounge feels like a private home. Leather couches, fireplaces and exposed brick walls are complemented by a canopy of trees on the outdoor patio.
2856 N. Southport Avenue

ENO - Wine, cheese and chocolate are on the menu to indulge the senses and a knowledgeable staff is eager to recommend pairings and offer insights on the nearly 500 varietals of wine.
505 N. Michigan Avenue

694 Wine and Spirits - Nibble on meats, cheeses, bread and dried fruits on the ground level or head to the upstairs lounge to enjoy DJ beats on the weekend. Beer and cocktails are also served.
694 N. Milwaukee Avenue

The Tasting Room at Randolph Wine Cellars - Intimate setting in Chicago’s hip West Loop district, has sweeping view of the city skyline, along with over 100 wines availably by the glass, flight or tasting.
1415 W. Randolph Street

VOLO Restaurant – Wine Bar - VOLO was named one of the Best Alfresco Spots in Time Out Chicago; this lounge defines “urban vintage” with gardens, cabanas and lounges.
2008 W. Roscoe Street

Webster’s Wine War - Chicago’s oldest wine bar is home to over 35 wines by the glass and over 500 wines by the bottle. While its setting may feel like an old-world library, Webster’s is anything but stuffy.
1480 W. Webster Avenue

Lounges

Angels & Kings - This cool rock and roll bar, co-owned by Fall Out Boy’s Pete Wentz (a Chicago native), boasts oversized celebrity mug shots adorning its walls. Stop in and croon on the karaoke stage with a live band or dance to the DJ-driven music.
Hard Rock Hotel 230 N. Michigan

10pin - You’ll find state-of-the-art bowling lanes in a club-like atmosphere. Try your hand at bowling or take in the action from plush couches where you can sip martinis and sample innovative American cuisine.
330 N. State Street

Bad Dog Tavern - A popular bar in Lincoln Square, Bad Dog Tavern has live music, great food, an impressive beer menu, 17 signature cocktails named for their favorite pooches, and one of the largest outdoor patios in the city. It’s the perfect place to come. Sit. Stay.
4535 N. Lincoln Avenue

C-View - This chic lounge atop the Affina Chicago hotel has been ranked as a "Top Chicago rooftop lounge". Located just off Michigan Avenue, this hot spot offers cocktails and selections from the hotel restaurant, C-House, in addition to stunning city views.
166 E. Superior Street

Elm Street Liquors - A gem in Chicago’s Gold Coast neighbourhood, Elm Street Liquors is a mix of high-end lounging with a dive bar attitude. The music leans toward funky indie and techno beats, and exotic drinks are served in champagne flutes.
12 W. Elm Street

Faith & Whiskey - The liquor takes centre stage at this laid-back rock bar in the Lincoln Park neighbourhood.
1365 W. Fullerton Avenue

Funky Buddha Lounge - Featuring Moroccan décor and Victorian-style easy chairs, this combination lounge and upscale dance club in trendy Lincoln Park offers Latin, jazz, hip hop and house music provided by live bands and DJs. Think intimate jazz mixed with modern dance grooves — a totally unique experience.
728 W. Grand

Ghostbar - Located on the upper level of the trendy N9ne restaurant, this seductively-lit, ultra-chic lounge has a great atmosphere. A curved silver bar backlit with a green glow gives the room an eerie feel; the egg-shaped chairs add a touch of mod.
440 W. Randolph Street

The Grand Central - A retro sports bar combined with the elegance of a piano lounge, there’s nothing in Chicago quite like the Grand Central, with vintage detailing, plasma TVs, DJs spinning nightly and an all-you-can-eat buffet.
950 W. Wrightwood Avenue

Harry Caray’s Tavern - The Wrigleyville location, across from Wrigley Field, is the perfect spot to enjoy a meal before a Cubs game and the new Navy Pier location, offers amazing waterfront views.
3551 N. Sheffield Avenue/700 E. Grand Avenue

Hopleaf Bar - Located in Chicago’s Andersonville neighbourhood, this brew-pub is any beer enthusiast’s dream with over 200 unique options. Order with their specialty mussels and fries.
5148 N. Clark Street

J Bar - Located in the sleek James Hotel and anchoring the south end of Chicago’s lively Rush Street, this sleek, ultra-happening bar offers low-slung lounge seating, candlelit cocktail tables and plasma screens with video art.
55 E. Ontario Street

The Motel Bar - Gauzy curtains, orange vinyl booths, old-fashioned cocktails, a pool table and a jukebox all make the Motel Bar the perfect destination for fun. Stop by on Monday’s to view classic, American movies and enjoy a cold beer.
600 W. Chicago Avenue

Plan B Bar + Kitchen - From a low-key after-work destination to an energetic, feel-good late- night scene, this lounge offers big choices on food, beer and premium, reasonably-priced cocktails against a perfect blend of sexy rock, vintage hip-hop, old school and 80s classics by local DJs.
1635 N. Milwaukee Avenue

Rebar - A spectacular view of the Chicago River is your glittering backdrop as you toast the night with a chic cocktail or glass of champagne at this luxe bar and lounge located in the Trump International Hotel & Tower. The Japanese-inspired menu, created by Chef Frank Brunacci from the hotel’s acclaimed Sixteen restaurant, offers sushi rolls and sashimi platters. Order a dish with a carafe of sake on the side.
401 N. Wabash

ROOF - Experience Chicago from atop theWit hotel on the 27th floor. ROOF’s 7,000 square-foot year-round indoor/outdoor lounge features hand crafted cocktails, Italian-inspired small plates by Chef Todd Stein, live music and spectacular views. For the ultimate thrill, dine at the "hang-over" table –a glass-enclosed private dining room that dangles 27 floors above the city.
201 N. State

Rockit Bar and Grill - This Chicago hot spot is a popular celebrity hangout. The River North location offers a loft setting with a 75-foot skylight and a cosy upstairs lounge. The new location across from Wrigley Field, is the perfect compliment to pre and post Chicago Cubs games gatherings.
22 W. Hubbard Street and 3700 N. Clark Street

Small Bar - With 3 locations, this tiny bar lives to its name in terms of size, but makes up for it with their 60+ beer menu and hearty Saturday morning breakfasts of Guinness and eggs for their devoted football/soccer fans who call this bar home.
2049 W. Division Street/1415 W. Fullerton Avenue/2956 N. Albany Avenue

Signature Lounge - Enjoy drinks with a panoramic view of the city from 96 storeys up at this American lounge atop the John Hancock Center.
875 N Michigan Ave # 1525

Vertigo Sky Lounge - Perched 26 floors atop the chic Dana Hotel and Spa, this lounge was designed to feel like a penthouse party with a cocktail-party vibe. Groove to nightly DJ music as you raise a glass on the sleek outdoor patio outfitted with a blazing fire pit. The bar menu features Asian small plates that pair nicely with a drink from the cocktail cart.
660 N. State Street

Violet Hour - With a signless door, this is one of Bucktown’s best kept secrets. Known for their homemade drink ingredients and “mixologists,” Violet Hour is a must if you can find it.
1520 N Damen Avenue