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The Up & Up

The Up & Up

Appears in 3 Collections

Perched atop The Robey, one half of Wicker Park’s new boutique hotel diptyque, The Up & Up is mesmerizing and minimalist and seats just a few dozen. It may conjure drinking déjà vu if you’ve ever had the pleasure of sipping a cocktail at the rooftop bar of Mexico City’s Hotel Condesa DF: Both properties are run by Grupo Habita, notable for small and stylish urban lodging with tastefully tiny bars. It’s located on the roof of a historic Art Deco flatiron building overlooking the Damen/North/Milwaukee intersection, which offers jaw-dropping views of the downtown skyline from chairs spread over the unique triangular footprint.

THE DRINK TO DRINK: ​Try one of the seasonal cocktails, although with views like these, a menu of tap water would suffice.

KNOW BEFORE YOU GO: ​If you’re afraid of heights, skip the views and stake out the tiny boîte tucked in the foot of the building’s flagpole.

Get Directions

2018 W. North Ave.
13th Floor
Chicago, IL 60622