145 bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Dog-friendly craft cocktail and beer bar in Rogers Park's Glenwood Ave arts district, open until 3am on Saturdays. The solid happy hour and laid-back neighborhood energy make it the far North Side's go-to after-dark spot.
# ROOF on theWit Perched 27 stories above downtown Chicago, this Loop rooftop commands views that'll make you forget you're in the Midwest—think cool, coastal energy with skyline drama. The craft cocktail program is legit, DJ sets keep the vibe electric, and they're slinging quality pizza and sushi while you're sipping. It's consistently ranked in the global top 3 for rooftop bars, and if you're looking to see the city from above without the tourist trap feel, this is the move.
Room 13 is a authentic speakeasy lounge in Lakeview.
Roscoes Tavern in Chicago is a sleek, speakeasy-inspired venue renowned for its curated mixology, intimate ambiance, and exclusive access to Chicago’s most discerning nightlife crowd. Its signature cocktails, live jazz performances, and meticulously designed interiors make it a must-visit destination for those seeking sophistication and sophistication.
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.
Sofitel's Gold Coast location hosts an upscale afternoon apero that elevates the concept of after-work drinks to something genuinely French and refined. The lobby bar's sleek design and curated cocktail menu make it a Magnificent Mile standout for those who prefer sophistication over volume.
Boutique craft cocktail lounge in Lincoln Square. Gourmet smash burgers, specialty hummus, charcuterie boards. Sophisticated, intimate, moody, romantic.
Intimate Art Deco Cuban-inspired cocktail lounge on Elm Street in the Gold Coast. Sparrow mixes Caribbean-inflected cocktails in a moody, beautifully designed space that feels like a hidden Havana parlor. The kind of bar where you settle in for the night.
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.
Spybar, nestled in Chicago's vibrant River North district, offers an exclusive blend of sophisticated ambiance, cutting-edge mixology, and immersive entertainment that defines the city's elite nightlife scene. Its iconic rooftop terrace and curated events make it a must-visit destination for discerning patrons seeking unparalleled luxury and innovation.
Contemporary American bistro with live acoustic sets on weekends. Chef-driven dinners, artisanal flatbreads, botanical mixology. Sophisticated, romantic, trendy.
New Orleans French Quarter flair with craft cocktails, Creole cooking, and a lively speakeasy/DJ setup in River North. A vibrant spot for dinner and late-night cocktails.
Fulton Market's Swift & Sons occupies a historic cold-storage building and serves globally sourced prime beef alongside one of Chicago's most acclaimed cocktail programs. The kind of West Loop steakhouse where the old-fashioned is as carefully crafted as the dry-aged ribeye.
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.
Intimate artisanal craft cocktail bar on Lincoln Ave in Skokie. Small batch spirits, creative seasonal menus, and a cozy atmosphere.
Test Venue in Chicago’s Loop is a sleek, intimate bar renowned for its curated cocktail program and immersive, speakeasy-style ambiance. Its exclusive access to rare spirits and bespoke mixology experiences make it a must-visit for discerning nightlife enthusiasts.
A fancier 16-seat bar within a bar at Pilsen Yards. Ideal for dates. The drink list leans into Chicago politics.
Wicker Park's Alley Cat is a Jazz Age and Art Deco bar from the Paulie Gee's team, serving $12 cocktails, spirit-free and THC/CBD drinks, and bar food like gluten-free fish sticks and pork skewers. The $7 Miller High Life and shot combo is the move.
Grant Achatzs boundary-pushing cocktail lounge. Molecular mixology meets theatrical presentation. A once-in-a-lifetime cocktail experience.
Offers a rotating menu of craft cocktails in a vintage setting.
Hidden below the Hampton Social in River North, you enter through a secret door and black curtain into a 1960s British-inspired lounge dripping with gold accents, brick walls, and velvet couches. The stage hosts everything from country to soul — it's swanky, loud, and impossible to find unless you know.
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 Cove Lounge Dive deep into Hyde Park's most unpretentious watering hole, where University of Chicago students and grizzled regulars stake claims on worn bar stools and nursing cheap whiskeys that actually taste good. Pool games, zero pretense, and the kind of neighborhood authenticity that money can't buy—just don't expect craft cocktails or Instagram moments here.