Bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
A spirit-forward cocktail bar housed in a converted 1920s Ukrainian Village social club, Sportsman's Club pours daily-changing drinks alongside an amaro machine and runs a curated bar-goods shop. The kind of place where the bartender is a genuine craftsperson.
Tucked inside Thalia Hall's restored carriage house, the Tack Room is an intimate Pilsen piano bar with live music Thursday through Saturday at 9pm. Craft cocktails in an old-world setting make it one of the most romantic rooms on 18th Street.
A Chicagoland staple since 1992, TBK in Dunning delivers delicious Mexican food from fresh ingredients when you need it most. Late-night tacos, loaded cheese fries, and burritos built for the post-bar crowd.
Pilsen's best-kept late-night secret, Los Comales keeps the neighborhood fed with legit tacos, burritos, and tortas until 1am on weekends. Skip the hype spots and hit this workhorse taqueria when you actually want real food that doesn't pretend to be something it's not.
Locals know the Berkshire Room inside the ACME Hotel in River North (west) is where bartenders turn your taste buds into a cocktail menu—no two Dealer’s Choice drinks are alike. Open ’til 2am weekends, it’s the spot to sip precision-poured experiments in a lounge that feels like a secret.
Humboldt Park’s original speakeasy, The California Clipper has been pouring vintage cocktails and hosting live jazz since ’37—its mahogany booths and 3am Saturday curfew make it a time capsule for locals who know where to look. Seasonal drinks and a tavern soul that’s survived decades of Chicago nights keep the crowd loyal.
The Charleston’s weathered charm and ornate tin ceiling make it a Bucktown staple, where craft beers flow late into the night. Open until 2am weeknights and 3am Saturdays, it’s a no-frills hangout for locals who know the west side’s best-kept secrets.
Historically inspired cocktails, quirky decor, and a dog-friendly all-season patio anchor this River West cocktail spot in West Town. Late-night hours until 3am on Saturdays and a personality that sets it apart from the cookie-cutter bar scene.
Legendary indie rock dive bar in Ukrainian Village, known for its raw, authentic live music crowd. One of Chicago's most respected independent music venues for over two decades.
Pilsen's go-to post-concert spot sits right across from Thalia Hall with affordable craft cocktails and a chill vibe that keeps the night going until 3am on Saturdays. It's the perfect second stop after a show on 18th Street.
Bucktown’s west side hides a travel-hungry tavern where beer geeks and early risers collide—The Map Room’s 1,500+ tap selection and 6:30am coffee runs keep it alive long after the last flight departs.
West Town’s local favorite: a sliver-thin space that’s been pouring bold, old-school cocktails since ’95, tucked between Wicker Park’s buzz and the river’s edge. Open late, but never crowded—locals know the wait’s worth it for a drink in a room smaller than your average kitchen.
Thirteen floors up atop the Robey Hotel at the Wicker Park-Bucktown crossroads, The Up Room delivers panoramic skyline views with seasonal cocktails in an intimate indoor-outdoor setting. Sunset drinks here are a rite of passage on the North Side.
The Whistler in Logan Square (west) blends award-winning cocktails with intimate live music and DJ sets in a gallery-space that feels more like a secret club than a bar—stay late on Saturdays when the crowd thins and the vinyl spins till 3am.
Chef Stephen Sandoval's West Loop steakhouse blends Latin heat with prime cuts, pairing globally sourced beef with show-stopping ceviche. Late-night weekend energy and a Fulton Market address make Trino a destination for those who want more than a standard chophouse.
The Near West Side's 23,500-seat powerhouse is where the Bulls and Blackhawks bring the electricity — and when there's no game, the concert lineup doesn't let up. If it's a big-name act or a sold-out playoff, this is where Chicago shows up.
V Live Chicago delivers high-energy performances ranging from Latin bands to DJ sets in a nightclub built for the musically inclined. When the lineup hits, this venue packs real heat and keeps the dance floor moving all night.