374 bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Inventive cocktails and a friendly, knowledgeable staff make The Press Room one of the West Loop's most respected bars. The menu pushes boundaries without being gimmicky, and the industrial-chic space on Washington Blvd sets the right mood. A cocktail enthusiast's dream spot.
Hyde Parks premier live music venue and restaurant. Multi-level space with a concert hall, full restaurant, and rooftop. Features jazz, R&B, soul, and DJ nights with craft cocktails.
South Shore’s hidden gem, The Quarry Event Center, turns Fridays into a smoky, soulful affair with live jazz that’s as much about the rhythm as the romance. This South Side staple draws locals for its intimate, grown-and-sexy energy—think saxophones, whiskey, and a crowd that knows the neighborhood’s heartbeat.
The River, nestled in the heart of Lakeview, is a premier drag lounge and show bar where dazzling performances meet an electrifying atmosphere. With its intimate stage, cutting-edge lighting, and a crowd that’s as diverse as it is dynamic, The River delivers an unforgettable nightlife experience that’s second to none.
Blue Island’s Rock Island Public House is a converted gem with 16 rotating craft beer taps, wine on draft, and hand-crafted cocktails until 2am. Food trucks flock to its unique space, making it a late-night staple for suburb revelers.
Offers breathtaking views of the Chicago skyline from the 96th floor.
A fun bar with a relaxed vibe, known for its cocktails and outdoor space.
Laid-back Southern soul food lounge on the South Side featuring live jazz performances in an intimate setting. Known for down-home cooking and a warm, welcoming atmosphere.
A cocktail bar with a focus on seasonal ingredients and a rustic charm.
Thirteen floors up atop the Robey Hotel at the Wicker Park-Bucktown crossroads, The Up Room delivers panoramic skyline views with seasonal cocktails in an intimate indoor-outdoor setting. Sunset drinks here are a rite of passage on the North Side.
James Beard Award-winning cocktail bar hidden behind an unmarked facade. Seasonal craft cocktails, no-phone policy, and intimate candlelit atmosphere.
Lincoln Square's neighborhood gem serves bird-themed cocktails and inventive New American plates with a charming patio. The rotating seasonal menu rewards regulars who keep coming back to see what's new.
Offers an extensive whiskey selection and a relaxed vibe.
The Whistler in Logan Square (west) blends award-winning cocktails with intimate live music and DJ sets in a gallery-space that feels more like a secret club than a bar—stay late on Saturdays when the crowd thins and the vinyl spins till 3am.
# The Whistle Sports Bar & Grill Catch post-show crowds and wall-to-wall game coverage at this modern sports bar near the amphitheatre, where the kitchen stays open until 1am for late-night bites. It's the reliable spot to debrief after a concert without pretension or overpriced cocktails. The vibe skews loud and celebratory—perfect if you want energy over ambiance.
River North's Three Cities Social Club is a stylish venue hosting professional networking events, summits, and upscale social gatherings. The crowd skews ambitious and well-dressed — bring business cards.
High-energy Wrigleyville bar with non-stop entertainment featuring live music and late-night DJs. A loud, always-buzzing spot near Wrigley Field.
# Topgolf Schaumburg Head northwest to Schaumburg and you'll find a three-story playground that blends golf with serious nightlife—100-plus climate-controlled bays, craft cocktails, and a rooftop that keeps the party going until 1am with fire pits doing heavy lifting on those crisp Midwest nights. It's not your traditional Chicago scene, but for the North Shore crowd craving competition without leaving the suburbs, the tech-enabled bays and full bar make it a legit destination.
# Topgolf Swing Suite 900 | Streeterville The 6th-floor Swing Suite at 900 N Michigan is where Streeterville's competitive set goes to settle scores over golf simulators and virtual sports—think zombie dodgeball between martinis. Full bar and elevated food menu keep things classy while you're crushing it at the virtual fairway. Best late-night option when you want gaming without leaving the architectural showcase that is North Michigan Avenue.
Tuco and Flandie is a gourmet taco bar in Lincoln Park, serving Chicago's north side.
Turtle’s Bar & Grill fuels Bridgeport’s south-side sports scene with wall-to-wall TVs and a wall of burgers, pizza, and post-game revelry spilling onto the sidewalk until 2am. One block from Guaranteed Rate Field, it’s where locals crowd the bar for games, beers, and the kind of rowdy energy that lingers long after the final buzzer.
Naperville's go-to date-night spot sits above Potter's Place with dim lighting, elegant decor, and a martini menu that goes deep. Two-Nine sets itself apart from every other downtown Naperville bar with an intimate cocktail-lounge atmosphere built for conversation.
Tinley Park's modern bar-and-grill concept pairs an upscale-casual menu with craft cocktails and a polished sports-bar atmosphere. Union Bar & Grill keeps late hours Thursday through Saturday for the after-work and weekend crowd in the south suburbs.
Step into River North's 18,000-square-foot prohibition-era fantasy at Untitled Supper Club, where weekly cabaret and live music fill the lavishly designed space. They're also sitting on one of the world's largest American whiskey collections — so yeah, you're staying for a drink.