56 bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
A sultry West Loop cocktail bar where live jazz and blues fill the room while master bartenders craft some of the best drinks in the neighborhood. Lazy Bird is date-night dynamite — low lights, fantastic music, and cocktails worth savoring. Dress sharp and settle into the velvet.
A fun and lively West Loop staple famous for its oversized Aperol spritzes and buzzing weekend energy. Lone Wolf Tavern's 1,200+ reviews confirm what Randolph Street regulars already know — it's one of the most reliably good times in the neighborhood. Great for groups and spontaneous nights out.
A 4.8-star Wicker Park favorite with great music, genuinely friendly service, and a warm atmosphere that makes you feel like a regular from your first visit. Mirella's Tavern is the kind of bar that earns its reputation through consistency and heart, not hype. One of Division Street's most beloved spots.
A high-energy West Loop bar with 1,100+ reviews, strong cocktails, and the kind of see-and-be-seen atmosphere that makes Lake Street one of Chicago's best nightlife corridors. MONEYGUN blends upscale drinks with a lively crowd and DJs on weekends. Arrive with energy to match.
Named one of Chicago's 10 Best New Bars, this Pilsen brewery reinvests in the neighborhood while pouring house-brewed lagers, stouts, and IPAs until midnight on weekends. The taproom is a community hub that happens to make excellent beer.
Little Village's hidden speakeasy-style bar serves Latino-fused craft spirits and cocktails behind a discreet side-street entrance. The hearty entrees and craft beer round out a spot that rewards those who know where to look.
Discover Privé at Provaré, one of Chicago's best hidden speakeasy cocktail lounges, nestled in the basement of Provaré in West Town. This sleek, low-profile 21+ venue delivers an intimate and sexy setting with curated cocktails and Provaré's house favorites — reservations are limited to just 4 guests via Tock. Love Jones Thursdays bring DJ Kid Clay spinning classic R&B remixes and the latest hits, with food service until 9:30 PM Thursdays and 11 PM on weekends. Open Thursday 7 PM–Midnight and Friday–Saturday 6 PM–Midnight, Privé is the perfect secret spot for a sophisticated night out.
This sultry basement cocktail bar beneath Thalia Hall specializes in inventive punch bowls and craft cocktails in a retro-bohemian Pilsen setting. The subterranean vibe on 18th Street is moody, intimate, and built for a night that goes long.
Craft cocktails meet curated playlists in a gorgeously decorated space that feels like a vintage ocean liner. Queen Mary is where Division Street gets classy — expert bartenders, inventive drinks, and an aesthetic that makes every visit feel like an occasion. Date night approved.
Humboldt Park's essential natural wine and craft beer bar pairs a standout bottle list with seasonal small plates that are just as compelling. It's the neighborhood's best date-night anchor, tucked into a cozy room on California Avenue.
With a near-perfect 4.9 rating, this Humboldt Park sports bar delivers good vibes, quick service, and prices that won't break the bank. Sari's flies under the radar on the west end of Division Street, but the locals who know it swear by it. Unpretentious, welcoming, and exactly what a neighborhood bar should be.
Logan Square's definitive gin bar backs an inventive cocktail program with a lush backyard patio and a late-night menu that draws the neighborhood's creative crowd. The gin collection here is arguably the deepest in the city.
The rooftop pool bar atop The Robey hotel in Wicker Park serves frozen tropical cocktails with skyline views that practically beg for Instagram. Solana's resort-style atmosphere is peak Chicago summer, and one of the most photogenic rooftops in the city.
Sip craft brews in style at Solemn Oath Brewery in the Maplewood area, where a unique selection of ales and vibrant atmosphere make for a perfect adult outing.
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.
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.
Since 1992, The Empty Bottle has been Ukrainian Village’s gritty, music-obsessed heartbeat—dive-bar authenticity meets seven nights of indie rock, punk, jazz, and experimental acts, all with $3 PBRs until 2am. Skip the tourist traps; this is where the scene’s locals crowd the bar for cheap drinks and unfiltered energy.
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.
Tucked just off Division in Humboldt Park, The Hi-Lo delivers some of the best cocktails on the West Side at prices that feel almost too fair. The service is fabulous, the beer list respectable, and the atmosphere strikes that rare balance between polished and unpretentious. A neighborhood treasure.
Combines a bar with a comedy club, offering a unique night out.
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.