Cocktail bar with a retro vinyl theme and 70’s music offers a cozy, lively vibe. Unique drinks like spicy tequila cocktails pair well with burgers and onion rings. Perfect for relaxed nightlife with a nostalgic twist.
Cool cocktail lounge atmosphere offers unique cocktails and a relaxed vibe. The Cactus Club features spicy tequila and mezcal drinks alongside casual food like burgers and onion rings.
"Their cocktails are unique, creative, and perfectly executed."
"I heard great things about the burger; it rocked my world."
"I loved their expertly crafted, tiki-inspired cocktails."
Good to know
Happy hour offers classic cocktails and a $10 burger with fries.
Parking is free and readily available on Sundays.
The venue has plenty of seating for both small and large groups.
Cocktail bar blends industrial art deco style with live jazz music for a cozy, inclusive vibe. Upscale yet unpretentious, it draws a diverse crowd who enjoy crafty cocktails and a jazz lounge atmosphere true to Wicker Park.
Upscale cocktail lounge offers a jazz lounge vibe with music reminiscent of Smokey lounge. Atmosphere stays true to Wicker Park's character without feeling pretentious.
Good to know
Happy hour runs from Wednesday to Sunday, between 4 and 6 PM.
Clara offers live music on Fridays and Saturdays.
Cocktails cost $15 each, with a variety of options available.
Bar offers live music with an upscale cocktail lounge vibe in a cozy, low-light setting. Multiple seating areas and a patio create a relaxed yet lively atmosphere. Music volume suits both listening and conversation, blending jazz club feel with chill lounge vibes.
A lively spot with live music and a mix of classic cocktails and unique drinks. It blends a jazz club feel with chill lounge vibes and an upscale cocktail lounge atmosphere.
Good to know
Live music performances occur from Thursday to Saturday, featuring various bands.
Happy hour runs from 4-7pm with $5 shots and beers.
Bingo night is hosted every Wednesday at 8pm with a small entry fee.
Classic dive bar offers vintage interior and eclectic art for a chill vibe. Lighting suits reading or laptop work while cash-only policy keeps things simple. Nightlife stays laid-back with inexpensive drinks and a quiet crowd.
A cash-only dive bar with a super cool vibe operates throughout the day and night. The spot keeps things simple and authentic for a laid-back nightlife experience.
Good to know
Rainbo Club only accepts cash payments.
Rainbo Club does not serve food, but they have chips if asked.
The crowd at Rainbo Club is mostly artists and locals.
Hotel blends industrial chic with a soulful ambiance and phenomenal rooftop views. Rooftop bars shine with a gorgeous cocktail lounge vibe and a lively happy hour by the dip pool. Location near transit and shops adds local flavor and convenience.
Rooftop bars offer fantastic views and a gorgeous cocktail lounge atmosphere. The Cabana Club features a happy hour by the dip pool with drinks and eats, plus a beautiful sunset scene.
Good to know
The Cabana Club is open to the public from 4-6 PM for happy hour.
Happy hour features discounted drinks and appetizers at The Robey.
Story hour at the Clever Coyote takes place every Sunday.
Rooftop bar offers city skyline views and a peaceful atmosphere perfect for quiet nights. Two lounges provide distinct spaces for nightlife, though no food is served. Well-crafted cocktails make it ideal for dates or nightcaps.
A rooftop lounge and an indoor lounge create two distinct spaces for nightlife. No food options exist at the lounge.
Good to know
Reservations are recommended as the space fills quickly, especially on weekends.
The Up Room closes at midnight, but no new guests are allowed after 11pm.
Happy hour is a great time to visit on weeknights for discounted drinks.
Cocktail lounge shines with Japanese-Mexican fusion and creative cocktails. Spacious, luxe design pairs with a live DJ for a chill vibe. Small bites and stylish decor make it a perfect nightlife spot to impress friends.
Upscale cocktail lounge offers awesome cocktails and a small but impressive food menu. The lounge has a cute vibe and can be a spot to impress friends if you find a seat.
Good to know
Reservations are recommended because the place is not very big.
Valedor offers a happy hour from 5 to 7 PM every day, including weekends.
Valedor advertises rotating complimentary tapas during happy hour with cocktail orders.
Small, intimate comedy club offers sharp improv and a laid-back vibe perfect for nightlife. Self-serve beer wall features local draft brews, enhancing the cozy atmosphere. Mix of veteran and new comedians keeps energy fresh and engaging.
Smaller size creates a cozy, laid-back vibe. Comedy features a mix of veteran comedians and newcomers. The atmosphere feels welcoming and relaxed compared to bigger clubs.
Good to know
Tickets for shows are affordable, typically half the price of larger theaters.
The venue hosts three shows on Saturday nights starting at 6:30 pm.
Food and drinks are reasonably priced, with a pay-by-the-ounce craft beer tap.
Retro salon decor and a vintage Photo Booth create a fun vibe. Music blends hip hop, oldies, and pop for high energy. Plush, clean sofas offer plenty of room to lounge in a sexy, chill nightclub with decent drinks.
A chill nightclub with a sexy atmosphere that avoids feeling douchey. Plenty of room to lounge on plush sofas that are actually clean, plus fun music and decent drinks.
Good to know
Entry is $10 on weekends, but free before 10pm.
Expect long lines outside due to popularity, especially on weekends.
The bar can get overcrowded, making it hard to dance.
Vintage lounge boasts art deco decor and leather booths for a timeless feel. Live jazz and DJ sets fuel a dance floor that livens up the night. Cocktails stay solid, making it a cool, easygoing spot for nightlife lovers.
A beautiful lounge offers a chill cocktail vibe with great music. Several owners have kept the cocktails solid, creating a cool, easygoing spot for nightlife.
Good to know
Karaoke night happens every Thursday with a two-drink minimum.
The venue hosts a $5 cover charge on weekends for DJ events.
Happy hour runs from 5-7pm on weekdays with discounted drinks.
Intimate venue offers top-notch acoustics and a modern design. Huge outdoor lounge has large basket chairs and multiple bars, perfect for a chill night. Balcony provides a great view while the vibe stays energetic and club-like, ideal for small nightclub events.
Huge outdoor lounge area features large basket chairs and multiple bars for relaxing. The venue has a club vibe rather than a concert feel, suited for small nightclub events but not for EDM music.
Good to know
Entry is not permitted until after 10:45 pm for events starting at 10 pm.
Tickets must be purchased in advance via Ticketmaster; no door sales available.
Parking is available on the street, but can be difficult to find if arriving late.