Bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
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.
Downtown Naperville's self-pour bar lets you tap your own pints from dozens of rotating craft beers, wines, and cocktails at your own pace. Tapville's tech-forward concept makes it ideal for groups and casual date nights in the western suburbs.
Downtown Tinley Park's Irish pub runs until 2 AM on weeknights and 3 AM on weekends, making Teehan's one of the latest-running bars in the south suburbs. Wings, craft beers, and a genuine neighborhood vibe keep the regulars coming back.
Rowdy cantina with loud crowds, whistle-blowing shot routines, and heavy tequila pouring. Ribeye Tacos, Sizzling Fajitas, Hand-made Flour Tortillas, Fresh Seafood.
An upscale rooftop restaurant and bar on the 16th floor of Trump Tower overlooking the Chicago River and Lake Michigan — new American cuisine, craft cocktails, and sweeping skyline views make it one of the city's top date-night destinations.
Test Venue in Chicago’s Loop is a sleek, intimate bar renowned for its curated cocktail program and engaging, speakeasy-style ambiance. Its exclusive access to rare spirits and bespoke mixology experiences make it a worth visiting 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.
Tucked inside Thunder Bowl in Mokena, The Alley Grill & Tap House serves up smoky BBQ ribs and crispy fried chicken alongside craft beer on tap—perfect for late-night games of pool or darts until 12:30am. Locals swear by the laid-back vibe and the ever-present buzz of sports on every screen.
Traditional Irish pub in Lincoln Square hosting cabaret, poetry, and comedy variety shows. Burgers, comfort food, and draft beers. Diverse, outrageous, inclusive.
Grant Achatzs boundary-pushing cocktail lounge. Molecular mixology meets theatrical presentation. A once-in-a-lifetime cocktail experience.
Low-lit, high-tempo neighborhood dive bar featuring retro arcade cabinets and a lively local bar crowd. St. Louis rib tips, hot wings, pulled beef sandwiches, and pitcher lagers.
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.
Features a vast selection of craft beers and a casual atmosphere.
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.
Seeking a spot where Pilsen’s laid-back energy meets impeccable craft beer? The Bungalow delivers a relaxed vibe and a stellar selection, perfect for unwinding with locals who know the neighborhood inside out. No pretense, just great pours and easy conversation.
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.
Combines magic shows with a bar experience in a vintage setting.
A classic dive bar known for its laid-back vibe and cheap drinks.
Features a rooftop bar with stunning views of the city skyline.
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.