The Up Room
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 ProfessionalsCouplesLocals
- Music genre
- Lounge/Chill House
- Price
- $$$$
- Open season
- Year-round
- Clientele
- LocalsAmerican
- Open times
- Mon 5 PM – 12 AMTue 5 PM – 12 AMWed 5 PM – 12 AMThu 5 PM – 12 AMFri 5 PM – 1 AM BestSat 4:30 – 6:30 PM BusySun 5 PM – 12 AM
- Vibe score
- 8.5 / 10
Address
Contact
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.



