27 bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Alto redefines the Italian steakhouse experience from the 17th floor of Wind Creek Chicago Southland, offering sweeping views alongside expertly grilled prime cuts aged a minimum of 28 days. The raw bar features oysters, jumbo shrimp cocktail, and tuna tartare, while the craft cocktail program delivers inventive creations in a sleek, elevated setting. Reservations are required for this exclusive dining destination, open Sunday through Thursday 5PM-10PM and Friday-Saturday until 11PM.
Upscale Argentinian steakhouse and tango bar in Lincoln Square. Live flamenco and tango shows, fine wines, ceviche, empanadas, and world-class steaks. Passionate, romantic, sophisticated. Live piano jazz weekly.
Asador Bastian in River North, Chicago, offers an upscale steakhouse experience with a vibrant, lively ambiance that blends fine dining with a dynamic nightlife scene. Its sizzling USDA Prime steaks and inventive cocktails make it a must-visit for those seeking indulgence in a sophisticated, energy-filled setting.
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.
BLVD Steakhouse brings upscale dining to Streeterville with premium cuts, polished service, and a refined atmosphere. A reliable high-end steakhouse option near the Magnificent Mile for those who take their beef seriously.
Candlelit and moody on the Ukrainian Village-Humboldt Park border, Boeufhaus serves French- and German-inspired steaks and charcuterie built for a proper date night. The cocktails match the ambiance -- dark, rich, and deliberate.
Deeply authentic, brick-walled Mexican steakhouse centered around open-fire grilling and social dining. Charbroiled Arrachera Skirt Steak, Grilled Onions, Fresh Guacamole, Charro Beans.
Casa Tequila Chicago is a tex-mex steakhouse in Wicker Park, serving Chicago's north side.
# Chemistry Chicago Hyde Park's hottest Black-owned spot serves up premium steaks alongside live bands and rotating DJs—this is where the city's sophisticated crowd goes when they want dinner, drinks, and dancing under one roof. The vibe skews grown-and-sexy: think power players in tailored fits mingling with the arts crowd over aged beef and craft cocktails. It's the rare Chicago venue that nails fine dining and nightlife without feeling like you're choosing between two different experiences.
Riverfront steakhouse with jaw-dropping Chicago River views, an in-house dry-aging program, and bone-in filets that justify every dollar. Chicago Cut is where you take someone when the view and the steak both need to be unforgettable.
This River North steakhouse doesn't just serve cuts — it serves a show. The 150-seat, multi-level room features a front stage bathed in blue fluorescent light where local and national jazz artists perform nightly.
Fulton Market's Fioretta blends Italian steakhouse elegance with live jazz and lounge performances Thursday through Saturday. The stunning dining room fills with smooth melodies from 6:30 to 9 PM — perfect for a date night that doesn't try too hard.
Chicago's oldest steakhouse has been slinging massive Tuscan-style chops since 1941 in a no-frills River North setting. Gene & Georgetti is old-school Chicago at its finest, beloved by regulars, politicians, and anyone who respects a properly aged steak.
Iconic Gold Coast steakhouse with a legendary piano bar and prime Rush Street people-watching. Gibsons has been the power-dinner destination since 1989 -- massive steaks, stiff drinks, and a scene that still delivers every night of the week.
The late Cubs broadcaster's namesake restaurant occupies a landmark 1895 River North building packed with wall-to-wall sports memorabilia. Harry Caray's pairs prime steaks with Italian classics in a room where the history is as rich as the menu.
The legendary Miami transplant delivers impeccable stone crab claws and prime steaks in a polished, white-tablecloth setting just off the Magnificent Mile. Joe's is the kind of place where the seafood tower arrives and the whole table goes quiet.
Ultra-modern luxury steakhouse in the Gold Coast where the scene is as glamorous as the menu. Maple & Ash brings tableside theatrics, impeccable cuts, and a cocktail program that justifies every cent. This is date-night steakhouse dining at its most polished.
Mastro's delivers butter-poached filet mignon, towering seafood towers, and a swanky lounge with live music nightly. The national chain's Chicago outpost holds its own in a city full of legendary steakhouses.
Named the most romantic restaurant in America by Yelp, this candlelit Logan Square gem pairs Latin-inspired steaks and seafood with an intimate wine-bar ambiance. Penumbra is the date-night move when you want to genuinely impress.
Wood-fired steaks and seafood in a lodge-inspired dining room with a deep wine list anchor the Oakbrook Terrace dining scene. Occasional live music and a handsome bar make it the western suburbs' go-to for a steak-dinner date night.
The steakhouse arm of Chicago's legendary Rosebud family delivers old-school Italian-American charm near the Magnificent Mile. Generous cuts, red-sauce classics, and a dining room that still feels like a special occasion after all these years.
Upscale Italian by Lettuce Entertain You. House-made pastas, prime steaks, and an extensive Italian wine list in a sleek River North setting.
Lettuce Entertain You's flagship steakhouse pairs prime dry-aged cuts with a sleek, modern dining room that buzzes with River North energy. RPM Steak is polished, precise, and built for the kind of dinner where the tab matches the ambition.
Part steakhouse, part nightclub, all scene. STK pairs prime cuts with a DJ booth, bottle service, and a River North crowd that dresses up and shows out. If you want a bone-in ribeye with a side of bass drops, this is your spot.