Bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Mother Hubbard's Sports Pub has been a River North institution since 1993, packed with 45+ TVs and 28 satellite feeds so you can catch any game from any seat in the house. Famous for their legendary Pterodactyl Wings and voted a top restaurant by Restaurant Guru four years running, this is the spot for serious sports fans and late-night revelers alike. Open as late as 5am on Saturdays with pool tables and private party space, Mother Hubbard's delivers an unbeatable game-day atmosphere in the heart of downtown Chicago.
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.
Since 1982, this River North institution has been the gold standard for bubbles in Chicago—stock up on over 100 sparkling wines at the bar upstairs, then head down to catch live jazz while sipping craft cocktails until midnight on weekends. It's where locals celebrate wins and tourists finally understand why we're obsessed with this place. Dress sharp and arrive early if you want a seat during the weekend jazz sets.
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.
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.
Bar in The Loop at 400 E. Randolph.
A cash-only dive bar tucked beneath the Loop El tracks since 1971, named after the gondola from the 1933 World's Fair — the clocks run 10 minutes fast, the beer is the cheapest in the Loop, and decades of Chicago sports history are scorched into the bar wood.
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.
Test Venue in Chicago’s Loop is a sleek, intimate bar renowned for its curated cocktail program and engaging, speakeasy-style ambiance. Its exclusive access to rare spirits and bespoke mixology experiences make it a worth visiting for discerning nightlife enthusiasts.
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.
The Boss Bar has been a staple in Chicago's River North neighborhood since 1987, offering a classic atmosphere with cold drinks, great food, and unforgettable nights. It's a go-to spot for adults looking to enjoy a relaxed yet lively nightlife experience.
Features a rooftop bar with stunning views of the city skyline.
Slip through the Green Door Tavern's hidden bookshelf in River North and you'll find yourself in a legit Prohibition-era speakeasy where the bartenders pull your daily cocktail menu based on a tarot reading. The velvet booths, dim lighting, and carefully crafted cocktails keep the vibe intimate and theatrical until 2 AM—this is the kind of spot where locals go to actually disappear.
A historic tavern with a cozy atmosphere and classic cocktails.
Gold Coast's Hangge-Uppe is a bi-level party bar where each floor spins a different genre — current hits upstairs, 80s rock downstairs, and a casual energy throughout. It's the kind of place where you end up staying three hours longer than planned.
A quirky bar known for its live music and community events.
Historic Gold Coast dive bar with peanut shell floors and a 4AM license that has kept Division Street alive for decades. The Lodge is the real deal -- no pretense, cheap drinks, and open later than almost anywhere else in the neighborhood.
Offers breathtaking views of the Chicago skyline from the 96th floor.
Offers an extensive whiskey selection and a relaxed vibe.
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.
Intimate piano bar on State Parkway where sing-alongs and strong drinks have kept the Gold Coast entertained for decades. Zebra Lounge is a no-frills, vintage-vibes institution -- zebra print everywhere, a pianist who takes requests, and a crowd that actually sings along. Pure Chicago charm.