Bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Mount Greenwood’s Bar 106 is a no-frills sports bar where locals gather for heated outdoor seats, wall-to-wall TVs, and a laid-back tavern scene that stays open until midnight. No need to hunt for the game—every screen’s got something on, and the vibe’s just right for staying late.
A neighborhood bar and sports lounge on Ashland Avenue in Washington Heights, open evenings for drinks and game watching.
Loft-party vibes meet craft cocktails at this Chicago Avenue lounge on the Ukrainian Village strip. Comfy couches, creative drinks, and a sexy atmosphere that fills up fast once the sun goes down.
A cash-only Beverly institution that's been pouring pints for the South Side's Irish community for generations. Barney Callaghan's is the real deal — no pretension, no craft cocktail menu, just honest drinks and the kind of neighborhood warmth that chain bars can't replicate. Bring cash.
Barraco's Evergreen Park is the ultimate 24-hour food anchor on the South Side, serving Italian favorites and pizza around the clock at 3701 W. 95th Street. With a full sports bar, spacious banquet and party room, and catering services, this location is one of seven Barraco's spots across the Chicagoland area. Open seven days a week with no closing time, it is the go-to destination when hunger strikes at any hour of the night.
This Roman-inspired wine bar on Andersonville's Clark Street strip pairs house-made pasta and wood-fired dishes with Italian-focused craft cocktails. The daily happy hour pulls in the neighborhood crowd, and the candlelit dining room is a proper date-night spot.
Upscale Italian dining at Old Orchard in Skokie. Part of the DineAmic hospitality group. Handmade pastas, wood-fired pizzas, and craft cocktails.
West Loop's Bar Takito mixes Latin-inspired cocktails with shareable bites in a space that buzzes from happy hour through late night. The 3-6 PM happy hour pulls a solid after-work crowd, but the real energy kicks in once the sun goes down on Randolph Street.
BaseCamp Pub keeps it raw in Lakeview with underground DJ nights, punk shows, and the kind of divey energy that bigger venues can't replicate. Cheap drinks, loud music, no pretense.
River North's most seductive steakhouse wraps bone-in ribeyes, live jazz, and dim speakeasy glamour into one of the hardest reservations in the city. The old-school cocktails hit as hard as the bill, and every detail — from the red leather booths to the tableside presentation — says this is a proper grown-up night out.
Southwest Side Beggars location keeping the Garetto family tradition alive since 1976. Same thick, loaded pizzas that made the South Side chain legendary — deep dish, thin crust, pasta, and wings. A neighborhood staple for families, late dinners, and carryout runs after work.
South Side institution since 1976 when Angelo Garetto opened the first Beggars in Blue Island. Still family-owned by the Garettos, this Stony Island location has a full dining room, bar with happy hour specials, and seasonal outdoor patio. Known for thick, cheesy pizza — both thin crust and deep dish — plus pasta, wings, and their famous motto: 'We Lay It On Thick.' The kind of place where every South Sider has a go-to order.
The West Loop outpost of Chicago's beloved South Side pizza chain, bringing Beggars' thick, generously-topped pies to the downtown crowd since the Garetto family expanded from their 1976 Blue Island roots. Full dining room, bar with happy hour drink specials, seasonal sidewalk seating, and delivery. Hot & Ready lunch options for the office crowd. Same family recipes, different zip code.
A small-batch craft brewery on Malt Row with a dog-friendly taproom, board games, skee-ball, and rotating food trucks -- Begyle is North Center's most chill neighborhood hangout in the Ravenswood Industrial Corridor.
Upscale cocktail lounge tucked inside the Waldorf Astoria on Walton Street. Bernard's channels old-money sophistication with plush seating, expert bartenders, and a clubby atmosphere that makes you feel like you should be wearing a blazer. Late-night weekends bring a livelier energy without losing the polish.
A stylish cocktail bar in Chinatown-adjacent Armour Square on Wentworth Avenue, offering craft cocktails in a modern setting close to Rate Field.
Uptown’s Big Chicks thrives on LGBTQ+ inclusivity and monthly art installations—think neon-lit drag shows and mural-covered walls that double as a gallery. Themed nights (think ’80s prom meets queer punk) keep the crowd buzzing, but it’s the unfiltered camaraderie that sticks.
An indoor mini golf bar in Lakeview with arcade games, craft cocktails, and a playful atmosphere. Artist-designed holes and a laid-back vibe make it perfect for date night.
Billy Sunday is a vintage amaro cocktail bar in Logan Square, serving Chicago's north side.
A veteran-run neighborhood lounge anchoring North Center with an excellent after-5 PM atmosphere. Modern twist on classic bar comfort food paired with 25 rotating craft beers on tap. Known for trivia nights, a welcoming crowd, and genuine neighborhood energy.
Dog-friendly dive with a killer happy hour that keeps Wicker Park regulars coming back. Black Hole Bar is the kind of unpretentious spot where you can settle in for a few rounds without checking your bank account. The patio is a bonus on warm Chicago nights.
Oak Forest’s Blarney Stone Pub has been pouring craft beers and hosting open mics since ’94—think 40 drafts, 80+ bottles, and a kitchen open ’til 2am. A neighborhood staple with live tunes every week, it’s where locals sip pints and stumble into impromptu performances.
Blind Barber is a barbershop speakeasy in West Loop, serving Chicago's west side.
Bustling, legendary late-night blues club in River North with an enthusiastic crowd dancing to world-class local bands. Operating since 1985, it offers authentic Chicago Blues every night.