Bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
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.
The Signature Room, located on the 23rd floor of the Trump International Hotel in Chicago, offers panoramic views of the city skyline and the Chicago River, creating an iconic backdrop for upscale dining. Its sophisticated ambiance, paired with a curated menu and a lively bar scene, makes it a top for both fine dining and lively nightlife in the Loop.
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.
engaging, joyful live Caribbean music venue. High-energy reggae bands soundtrack a room packed with people enjoying jerk chicken and cold island beers. Chicago's top reggae destination.
Three Dots and a Dash in Chicago is a sleek, speakeasy-style venue known for its inventive cocktail menu and engaging, retro-inspired ambiance. Its intimate setting and curated live music nights make it a standout spot for those seeking a sophisticated yet lively nightlife experience.
High-energy Wrigleyville bar with non-stop entertainment featuring live music and late-night DJs. A loud, always-buzzing spot near Wrigley Field.
Logan Square's Utopian Tailgate combines a spacious rooftop with big-screen sports and a lively bar atmosphere. Day parties and seasonal events make it a neighborhood favorite for those who want their sports-watching with fresh air and good drinks.
Wind Creek Chicago Southland is a top full-service casino resort featuring thrilling gaming, world-class dining, a luxurious hotel, and a rejuvenating spa. Discover the exclusive local favorites private gaming and event space, catch exciting promotions like cash giveaways, and take advantage of the free daily Chinatown shuttle service. With a lively calendar of events and multiple dining options under one roof, Wind Creek delivers an all-in-one nightlife and entertainment destination in the Chicago Southland.