120 bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Historic supper club with a retro Jazz-Age romantic vibe in the Gold Coast. The Ambassador Room brings back the golden era of Chicago nightlife with live entertainment, vintage cocktails, and an atmosphere that transports you to the 1920s. Dress up -- this place earns it.
The Auditorium Theatre is a National Historic Landmark in the Loop, hosting Broadway, dance, concerts, and special events in a stunning Adler & Sullivan-designed space.
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.
Features a rooftop bar with stunning views of the city skyline.
Upscale American tavern in the Loops historic landmark building. Seasonal cocktails, raw bar, and elevated comfort food. Popular for pre-theater dining.
# The Drifter 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.
# The Escape Game Chicago River North's legendary escape room dominates with a flawless 5.0 Google rating—15,000+ reviews don't lie. Their immersive 60-minute adventures run late enough to hit after dinner, closing at midnight, making them a solid nightlife option when you want to switch things up from the usual bar crawl.
The Gage is a Michelin Guide Recommended gastropub on Michigan Avenue, housed in historically landmarked buildings from the 1800s in Chicago's Loop. Savor refined, rustic fare and award-winning cocktails in a space celebrated with OpenTable's Top 100 Restaurants in America and a Wine Spectator Award of Excellence. With happy hour Monday through Thursday from 2 to 5pm and kitchen hours extending to midnight on weekends, The Gage is a perfect destination for after-work drinks, date nights, and pre-theater dining.
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.
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 vibrant nightlife with its eclectic lineup of concerts, comedy, and theatrical performances. Its intimate setting and iconic marquee make it a must-visit destination for culture seekers and entertainment enthusiasts alike.
Offers an extensive whiskey selection and a relaxed vibe.
# 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.
# Tre Dita 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.
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.