Bars, restaurants, clubs, and venues open after 5. Hours, phone numbers, and vibes included.
Frequently called the best rec dispensary in the Chicago suburbs — huge, bright, and efficient with solid prices and daily 9-9 hours. The Schaumburg Sunnyside sets the standard for what a suburban cannabis shopping experience should feel like.
Sunnyside’s Wrigleyville flagship sits blocks from the Friendly Confines—grab a pre-game buzz before the Cubs take the field or refuel after a Lakeview bar crawl. Locals know the north side spot for discreet, quality cannabis ahead of the game’s seventh-inning stretch.
Lakeview’s first queer- and BIPOC-owned dispensary on Halsted offers a late-night hub for inclusive conversation and cannabis culture, open until 10 PM Wed-Sat. No neon, no gimmicks—just intentional community vibes in the neighborhood’s north end.
TAO Chicago occupies a 126-year-old building that once housed the Chicago Historical Society, now a 7,000-square-foot nightclub pulling world-renowned DJs like Robin Schulz and The Chainsmokers. Luminous strobe lights, heavy bass, and a crowd that dresses the part.
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.
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.
# Thee Beauty Bar Bronzeville's most eccentric spot has been mixing craft cocktails with cosmetics since 1999—grab a drink at the bar, browse vintage beauty products, and catch live performances in the same room. The Miami-inspired aesthetic and elevated tacos make this a rare breed of venue that actually delivers on its quirky premise. It's the kind of place where you'll see someone buying lipstick between sets, and that's exactly why locals keep coming back.
West Side gentlemen's club with 4.4 stars from nearly 1,000 reviews. Opens at 4PM daily on Lake Street with a laid-back vibe and loyal local following. A neighborhood fixture for late-night adult entertainment on the West Side.
Gold Coast's Hangge-Uppe is a bi-level party bar where each floor spins a different genre — current hits upstairs, 80s rock downstairs, and a casual energy throughout. It's the kind of place where you end up staying three hours longer than planned.
Beneath River North, The Listening Room is an intimate basement nightclub where the DJ takes center stage under minimal lighting. Home of the House Calls event series, it's built for people who come to dance, not to be seen.
Nestled inside the legendary Palmer House Hilton in the heart of the Loop, The Magic Parlour has captivated audiences since 2009 with the singular talents of magician Dennis Watkins. The intimate parlour seats just 75 guests for an up-close, mind-bending evening of sleight-of-hand, mentalism, and wonder. Performances include a complimentary beverage, and VIP guests can experience the exclusive Encore Room for a post-show private performance. An extraordinary date night or special occasion destination.
Theory is a versatile Chicago bar and event space hosting fundraisers, social events, and nightlife experiences.
River North's Three Cities Social Club is a stylish venue hosting professional networking events, summits, and upscale social gatherings. The crowd skews ambitious and well-dressed — bring business cards.
Chicago's favorite sports bar since 1992, Timothy O'Toole's in Streeterville is the go-to destination for game days and nights out. With 72 HD flatscreen TVs, 48 beers on tap, award-winning wings, and a full menu including the legendary Big Timmy Burger (as seen on Man vs. Food), this multi-level bar is steps from the Mag Mile. Open late daily.
Trickery offers an intimate, hilarious, and outrageous entertainment experience in Lakeview. The theater is BYOB for guests 21+, making it ideal for a unique date night or group outing. Talented performers blur the lines between illusion, mind-reading, and comedy — an unforgettable night out where reality is questioned and the impossible happens before your eyes.
Step into River North's 18,000-square-foot prohibition-era fantasy at Untitled Supper Club, where weekly cabaret and live music fill the lavishly designed space. They're also sitting on one of the world's largest American whiskey collections — so yeah, you're staying for a drink.
Verilife in River North stays open till 10 PM, making it a late-night cannabis haven in the Mag Mile’s sleek downtown core. Known for smooth transactions and knowledgeable staff, it’s the go-to spot for discreet, high-end product picks after the bars close.
Schaumburg’s Verilife stays open late—10 PM daily—making it a reliable stop for both daytime errands and last-call cravings. Free parking, on-site ATMs, and a spotless layout keep it top choice for northwest suburban strollers and late-night seekers alike. No frills, just consistent access and a discreet vibe that locals know by heart.
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.
Wind Creek Chicago Southland is a premier full-service casino resort featuring thrilling gaming, world-class dining, a luxurious hotel, and a rejuvenating spa. Discover the exclusive Hidden Gems private gaming and event space, catch exciting promotions like cash giveaways, and take advantage of the free daily Chinatown shuttle service. With a vibrant calendar of events and multiple dining options under one roof, Wind Creek delivers an all-in-one nightlife and entertainment destination in the Chicago Southland.
South suburban dispensary in Homewood with curbside pickup and both med and rec service right off the I-80/I-57 interchange. Wheelchair accessible with a solid selection — one of the more convenient stops on the south side of the suburbs.
Premium dispensary near downtown Naperville with an extensive product selection and Friday/Saturday hours until 10 PM. One of the more polished cannabis experiences in the western suburbs.
Zen Leaf in Pilsen’s west side thrives as a rebranded hub with late-night hours until 10 PM on Fridays and Saturdays, a nod to its roots as The Herbal Care Center and its status as one of Illinois’ largest dispensaries. The space leans into Pilsen’s evolving energy, blending cannabis culture with the neighborhood’s gritty, arts-driven vibe.
Zen Leaf in Rogers Park’s north end is a neighborhood staple with a laid-back, community-driven energy—think locally sourced products and friendly faces along the Red Line corridor. Formerly GreenGate, it’s a go-to spot for those seeking a low-key, accessible cannabis experience without the pretense.