Chicago Late Night

One of Chicago's most respected craft breweries with a taproom, full kitchen, and beer garden on Malt Row -- fresh pours, brewery tours, and a relaxed neighborhood vibe steps from Lincoln Square.

LGBTQ+ gourmet burger joint and drag show venue in Edgewater, reopened in 2025 with dinner, weekend brunch, and the legendary drag entertainment that made it an Andersonville icon for 14 years.

Wicker Park's beloved vegan-vegetarian bar and restaurant serving scratch-made comfort food with a full bar and beer garden until midnight every night.

The late Cubs broadcaster's namesake restaurant in a landmark 1895 building, blending prime steaks with Italian classics and wall-to-wall sports memorabilia.

A boutique-feel dispensary with personalized service and top-shelf products, formerly operated as Sunnyside before rebranding.

Two-story retro arcade bar with 70+ free-to-play classic games, pinball machines, craft cocktails, and gourmet bar food in the heart of River North.

No-frills Mount Greenwood neighborhood dive on 111th Street with friendly staff, ice-cold beer, TVs for game day, and the unpretentious charm of a true South Side local bar.

South-suburban brewpub crafting small-batch beers on-site with a full food menu featuring elevated pub fare. Open until 11 PM on weekends with a laid-back taproom perfect for after-five hangs.

Cash-only, BYOB Bronzeville counter-serve where hickory-smoked rib tips and hot links come out of a custom aquarium smoker -- quintessential Chicago BBQ.

Andersonville institution with one of the deepest Belgian beer lists in the Midwest, mussels-and-frites that rival Brussels, and a cozy upstairs dining room perfect for date night.

Beloved dive bar and experimental music venue in Roscoe Village with cheap beer, deep-cut jukebox, and some of the best underground jazz and improvised music programming in the city.

Two stories of adult toys and accessories. Super friendly and helpful staff.

Official site explicitly markets open until 4am / 5am Saturday.

A chain-born ramen shop that earned its south-suburb following with generously portioned bowls of tonkotsu and spicy miso -- an easy after-work stop off Western Ave.

Uptown Thai street food restaurant with authentic dishes that go far beyond the usual pad thai -- a neighborhood staple for bold, flavorful cooking with evening hours until 10pm on weekends.

Number one atmosphere in the Chicagoland area. Great talent and refreshing vibes.

Birthplace of longform improv comedy since 1981, where Tina Fey, Amy Poehler, and Chris Farley got their start -- live shows five nights a week with a full bar and kitchen.

One of Illinois' first Black-owned social equity dispensaries, housed in a former Marc Jacobs storefront with late Friday and Saturday hours.

Authentic izakaya open until 2am every night in Wicker Park -- yakitori, Japanese street food, and cocktails in a true late-night Tokyo-style setting.

Official site also describes leather/fetish nightlife programming.

Hinsdale's cozy neighborhood Chinese spot on charming Washington Street serving consistent classics in a no-frills setting that locals fiercely defend.

Authentic Jamaican restaurant serving jerk chicken, curry goat, oxtail, and tropical cocktails in a lively Caribbean atmosphere steps from the University of Chicago.

Chicago's premier dedicated jazz venue presenting world-class musicians nightly in a listening-room setting, with shows running until 11:30 PM and a full bar.

Relaxed neighborhood eatery and pub in Palos Heights with great drink specials and a full menu, open until 1am weeknights and 2am weekends.