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Venue Brief

Thirteenth-floor cocktail lounge atop The Robey, the Art Deco tower at Wicker Park's six-way intersection, with wraparound windows and a terrace facing downtown.

Venue Details

Vibe
IntimateScenicDate NightChill
Age guide
25-45
Dress code
Casual Chic
Cuisine
Finger Food
Demographic
Young Professionals
Couples
Locals
Music genre
Lounge/Chill House
Price
$$$$
Open season
Year-round
Clientele
Locals
American
Open times
Mon 5 PM – 12 AM
Tue 5 PM – 12 AM
Wed 5 PM – 12 AM
Thu 5 PM – 12 AM
Fri 5 PM – 1 AM Best
Sat 4:30 – 6:30 PM Busy
Sun 5 PM – 12 AM
Vibe score
8.5 / 10

Address

2018 W North Ave, Chicago, IL 60647

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About The Up Room

At the top of the Art Deco tower that houses The Robey, the room wraps its glass around a lounge of leather sofas, low stools and brass floor lamps, with a narrow outdoor terrace that frames the downtown skyline at the far end of Milwaukee Avenue. Doors open at 5 PM, closing at midnight most nights and 1 AM on Fridays. Cocktails are built with care: the strong Old Fashioned, floral sours and zero-proof options win steady praise, while food is limited to snacks, nuts and a small, pricey cheese selection. A 4.6 from over 560 Google reviews is a strong score for a hotel rooftop, with only the scarce seating and the noise on busy nights drawing complaints. Sunset and the lit grid after dark are the moments regulars plan around. It works for a date or a small group, dressed in anything from dark denim to smart casual.