Bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
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.
Beneath River North, The Listening Room is an intimate basement nightclub where the DJ takes center stage under minimal lighting. Home of the House Calls event series, it's built for people who come to dance, not to be seen.
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.
located inside the legendary Palmer House Hilton in the heart of the Loop, The Magic Parlour has captivated audiences since 2009 with the singular talents of magician Dennis Watkins. The intimate parlour seats just 75 guests for an up-close, mind-bending evening of sleight-of-hand, mentalism, and wonder. Performances include a complimentary beverage, and VIP guests can experience the exclusive Encore Room for a post-show private performance. An extraordinary date night or special occasion destination.
An exclusive, intimate 10-seat master-chef counter on the second floor of Sushi-San, delivering high-end multi-course dining experiences. Open Wednesday through Saturday evenings only.
The Playpen is Chicago's legendary lakefront marina and gathering spot on Lake Michigan, just north of Navy Pier. Every summer it becomes the backdrop for the Chicago Scene Boat Party and other large-scale water events, where dozens of boats raft together for floating celebrations. The adjacent Ohio Street Beach makes it a top warm-weather destination.
Offers breathtaking views of the Chicago skyline from the 96th floor.
The Studebaker Theater, a historic Art Deco gem in Chicago’s The Loop, offers a unique blend of architectural elegance and lively nightlife with its eclectic lineup of concerts, comedy, and theatrical performances. Its intimate setting and iconic marquee make it a worth visiting destination for culture seekers and entertainment enthusiasts alike.
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.
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.
Evan Funke's St. Regis showstopper in Downtown Chicago serves some of the city's most luxurious Italian—think silky handmade pastas and pristine bistecca Fiorentina under soaring 40-foot windows overlooking Lake Michigan. This is where serious money goes for serious food, with the kind of theatrical plating and wine program that makes a night here feel like an event. Book the Chef's Counter if you want to watch the pasta magic happen up close.
Tzuco is a michelin french-mexican fusion in River North, serving Chicago's downtown side.
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.
Verilife in River North stays open till 10 PM, making it a late-night cannabis haven in the Mag Mile’s sleek downtown core. Known for smooth transactions and knowledgeable staff, it’s the go-to spot for discreet, high-end product picks after the bars close.
River North's Wake n Bakery serves up pastries and brunch in a cozy space that works as a low-key start to a bigger night out. Coffee by day, cocktails by evening, and a vibe that keeps things chill in one of the city's busiest neighborhoods.
Elevate your evening at the Willis Tower Skydeck, an iconic observation deck 103 floors above the Loop that offers breathtaking views and a premium night out.
Zanies has been the gold standard for stand-up in Old Town since 1978, hosting everyone from touring A-listers to Chicago's sharpest local comics in an intimate room that actually lets you hear the punchlines. The full bar keeps the drinks flowing while the stage delivers the laughs—this is where serious comedy happens on the North Side.
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.