Bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Offshore holds the record as the world's largest rooftop deck, sitting atop Navy Pier with panoramic views of Lake Michigan and the skyline. On a clear night, there's no better perch in the city for a drink.
Cash-only dive bar in Old Town since 1958. Beer, no-frills atmosphere, and decades of unfiltered Chicago nightlife in one booth-lined room. Bring cash, bring a friend, leave pretension at the door.
Little Village's hidden speakeasy-style bar serves Latino-fused craft spirits and cocktails behind a discreet side-street entrance. The hearty entrees and craft beer round out a spot that rewards those who know where to look.
Classic old-school Chicago music tavern in Wicker Park with nightly rock, jazz, or blues acts. A neighborhood institution that has been hosting live music for decades.
This sultry basement cocktail bar beneath Thalia Hall specializes in inventive punch bowls and craft cocktails in a retro-bohemian Pilsen setting. The subterranean vibe on 18th Street is moody, intimate, and built for a night that goes long.
Redhead Piano Bar is Chicago's most iconic piano bar in the heart of River North, delivering unforgettable nights with live music seven nights a week. Enjoy lively happy hours Sunday through Thursday from 7 to 9pm, and electrifying Ladies Night every Tuesday until 3:30am. Whether you're sipping cocktails or soaking in world-class cabaret and piano performances, Redhead is a worth visiting destination for an elevated night out in Chicago.
A spacious, vibrant arcade bar in Lakeview known for immersive themed pop-ups, vintage video games, pinball, and an extensive bourbon and craft beer list. Features DJ nights and themed weekly events.
Downtown Evanston tavern keeping the kitchen running late with craft cocktails, shareable plates, and a menu that goes beyond typical bar food. Open until midnight weekdays and 1 AM on weekends, Ridgeville is one of the north shore's best after-dark options.
Perched 27 stories above downtown Chicago, this Loop rooftop commands views that'll make you forget you're in the Midwest—think cool, coastal energy with skyline drama. The craft cocktail program is legit, DJ sets keep the vibe electric, and they're slinging quality pizza and sushi while you're sipping. It's consistently ranked in the global top 3 for rooftop bars, and if you're looking to see the city from above without the tourist trap feel, this is the move.
Sakura Karaoke Bar in Chinatown delivers authentic late-night karaoke with 80,000+ songs across Chinese, Japanese, Korean, and English in private rooms perfect for groups. Steps from the Red Line, it's where locals belt out hits until dawn in one of the city's most lively neighborhoods.
Logan Square's definitive gin bar backs an inventive cocktail program with a lush backyard patio and a late-night menu that draws the neighborhood's creative crowd. The gin collection here is arguably the deepest in the city.
Avondale's Sleeping Village is a bar and music venue with an intimate room that books fearlessly across indie, experimental, metal, and DJ nights. The kind of spot where you discover your next obsession on a random Tuesday.
A spirit-forward cocktail bar housed in a converted 1920s Ukrainian Village social club, Sportsman's Club pours daily-changing drinks alongside an amaro machine and runs a curated bar-goods shop. The kind of place where the bartender is a genuine craftsperson.
Streeter's Tavern bills itself as 'The Greatest Bar Below Earth' — an underground tavern tucked beneath the streets of Streeterville that delivers a one-of-a-kind late-night atmosphere. Every Thursday night features a live DJ from 8 PM to 2 AM, with daily specials running Sunday through Thursday and happy hour Monday through Friday from 5 PM to 7 PM. Part of a well-known family of Chicago bars that includes Lodge Tavern, Redhead Piano Bar, and Original Mother's, Streeter's combines neighborhood charm with downtown energy. Private party bookings are available for groups looking to take over this unique underground space.
Tucked inside Thalia Hall's restored carriage house, the Tack Room is an intimate Pilsen piano bar with live music Thursday through Saturday at 9pm. Craft cocktails in an old-world setting make it one of the most romantic rooms on 18th Street.
Downtown Tinley Park's Irish pub runs until 2 AM on weeknights and 3 AM on weekends, making Teehan's one of the latest-running bars in the south suburbs. Wings, craft beers, and a genuine neighborhood vibe keep the regulars coming back.
Wicker Park's Alley Cat is a Jazz Age and Art Deco bar from the Paulie Gee's team, serving $12 cocktails, spirit-free and THC/CBD drinks, and bar food like gluten-free fish sticks and pork skewers. The $7 Miller High Life and shot combo is the move.
Tucked inside Thunder Bowl in Mokena, The Alley Grill & Tap House serves up smoky BBQ ribs and crispy fried chicken alongside craft beer on tap—perfect for late-night games of pool or darts until 12:30am. Locals swear by the laid-back vibe and the ever-present buzz of sports on every screen.
Hidden below the Hampton Social in River North, you enter through a secret door and black curtain into a 1960s British-inspired lounge dripping with gold accents, brick walls, and velvet couches. The stage hosts everything from country to soul — it's swanky, loud, and impossible to find unless you know.
Locals know the Berkshire Room inside the ACME Hotel in River North (west) is where bartenders turn your taste buds into a cocktail menu—no two Dealer’s Choice drinks are alike. Open ’til 2am weekends, it’s the spot to sip precision-poured experiments in a lounge that feels like a secret.
Humboldt Park’s original speakeasy, The California Clipper has been pouring vintage cocktails and hosting live jazz since ’37—its mahogany booths and 3am Saturday curfew make it a time capsule for locals who know where to look. Seasonal drinks and a tavern soul that’s survived decades of Chicago nights keep the crowd loyal.
The Charleston’s weathered charm and ornate tin ceiling make it a Bucktown staple, where craft beers flow late into the night. Open until 2am weeknights and 3am Saturdays, it’s a no-frills hangout for locals who know the west side’s best-kept secrets.
Chicago's oldest LGBTQ+ bar catering to women, The Closet has been a Lakeview staple for over 50 years. A neighborhood dive with a loyal sapphic following — karaoke nights, video bowling, darts, and a no-frills vibe that keeps people coming back. Open until 4am nightly, it's a beloved late-night anchor of Boystown.
Dive deep into Hyde Park's most unpretentious watering hole, where University of Chicago students and grizzled regulars stake claims on worn bar stools and nursing cheap whiskeys that actually taste good. Pool games, zero pretense, and the kind of neighborhood authenticity that money can't buy—just don't expect craft cocktails or Instagram moments here.