Bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Bar in Lakeview at 2909 North Sheffield Avenue.
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.
lively, red-lit, intimate cocktail venue that packs out late at night. Features deep, soulful house music, live open mics, and experimental jazz sets that draw a highly creative, music-focused crowd.
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.
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.
Chicago's favorite sports bar since 1992, Timothy O'Toole's in Streeterville is the go-to destination for game days and nights out. With 72 HD flatscreen TVs, 48 beers on tap, award-winning wings, and a full menu including the legendary Big Timmy Burger (as seen on Man vs. Food), this multi-level bar is steps from the Mag Mile. Open late daily.
High-energy Wrigleyville bar with non-stop entertainment featuring live music and late-night DJs. A loud, always-buzzing spot near Wrigley Field.
A Black-owned Caribbean-fusion supper club in the West Loop — now rebranded as In Session: Soundbite Lounge, putting live DJs and performances front and center alongside truffle mac, smash burgers, and craft cocktails in a sleek dinner-party atmosphere.
Dark old-world tavern down a cobblestone alley in Fulton Market. Plush leather booths, heavy pours, and an atmosphere that feels like a private club from another century.
A Black, family-owned craft microbrewery in historic Bronzeville. Co-founders Steven Turner and Blair Turner-Aikens honor the neighborhood legacy with uniquely named beers including "The Helen" and "The Mabel." In a craft beer industry where Black ownership is less than 1% nationally, Turner Häus is one of the most important breweries in Chicago. The taproom is a community evening space loaded with card games, local art, and house-brewed pints.
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.
Historic, intimate Old Town dive bar famous for its jukebox, heavy whiskey pours, and mobster-era history. Zesty BBQ ribs, buffalo wings, onion rings, and classic martinis. Operating since 1932.
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.
Logan Square's Utopian Tailgate combines a spacious rooftop with big-screen sports and a lively bar atmosphere. Day parties and seasonal events make it a neighborhood favorite for those who want their sports-watching with fresh air and good drinks.
Swanky, sophisticated waterfront lounge with low lighting, luxurious finishes, and a high-end adult crowd. Ribeye Tacos, Crab Tostadas, Premium Mezcalitas, High-end Tequila Selections.
Intimate craft ale taproom in the Motor Row District. Board games available, dogs welcome, and bring your own food. A neighborhood favorite for craft beer enthusiasts.