52 bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Immersive, joyful live Caribbean music venue. High-energy reggae bands soundtrack a room packed with people enjoying jerk chicken and cold island beers. Chicago's premier reggae destination.
Three Dots and a Dash in Chicago is a sleek, speakeasy-style venue known for its inventive cocktail menu and immersive, retro-inspired ambiance. Its intimate setting and curated live music nights make it a standout spot for those seeking a sophisticated yet vibrant nightlife experience.
# 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.
Wintrust Arena in Chicago is a sleek, state-of-the-art venue renowned for hosting world-class concerts, sports events, and exclusive galas, offering an immersive experience with cutting-edge technology and premium amenities. Its upscale atmosphere, combined with impeccable service and diverse entertainment options, makes it a top destination for discerning nightlife seekers in the city.