The 7 Best Hotel Rooftops in Chicago
Over the last five years, the rooftop-hotel scene in Chicago has turned up the heat, with nearly every neighborhood offering an option—not just downtown or in the Loop. And it’s not solely one type of property flaunting this chic amenity. Whether it’s Cindy’s perched on top of the Chicago Athletic Association Hotel with Millennium Park views, or Raised’s industrial vibe overlooking the Chicago River at Renaissance Chicago Downtown Hotel, never before has there been this many choices. And, being Chicago, where the climate definitely dances through the four seasons, most rooftop bars feature glass-enclosed indoor spaces that don’t crimp on the view but keep things cozy.
Chicago Athletic Association
Why it made the list
Every nook and cranny in this former men’s club turned hotel is eye candy—the rooftop Cindy’s included, where a vaulted glass-paned ceiling and exposed-brick walls host communal-style seating at picnic tables. Both a sommelier and “spirit guide” ensure the drinks list is super creative (and reads like poetry), while the dinner menu features hearty fare like dry-aged duck breast with caramelized yogurt and parsnip agnolotti weaving in pears, chai spice and pistachios. Brunch might mean pastries or quiches prepared in cast-iron skillets.
LondonHouse Chicago
Why it made the list
On the South Side of the Chicago River, along Wacker Drive, the rooftop space (called LH Rooftop) spans the 21st and 22nd floors. The outdoor terrace is on the highest level. “Small bites” drive the food menu while classic cocktails are a specialty. A floor below is a chic indoor spot with, in one area, dim lighting, purple walls speckled with metallic paint and plush turquoise bar-height chairs. What’s different about LH House is that you can eat brunch here (from “bowl” dishes to a short-rib omelet)—not just after-dark fare. Most ingredients are sourced from Closed Loop Farms, right in the city.
Soho House Chicago
Why it made the list
The rooftop space at this West Loop hotel—built in a former factory warehouse—resembles a California beach-house (light blue and khaki fabrics on the sofas, with blue-and-white-striped chaises poolside). Retractable glass windows connect indoor and outdoor areas while twinkly lights overhead are a cute touch. Nava’s Middle Eastern cuisine is a nice departure from the “burgers and fries” selections at most rooftop bars.
Virgin Hotels Chicago
Why it made the list
Naturally, a hotel run by Virgin Group CEO Richard Branson is going to be a must-be-seen-here kind of place, which is exactly the vibe at Cerise, on the 26th floor. The indoor space is back-lit in red (hence the “cerise” name, which means cherry in French), the ceiling is plaid and cushy beds are draped with plush coverlets and pillows. A fireplace keeps things cozy after sunset, as do heat lamps outdoors, where half-moon-shaped sectionals are outfitted with tons of throw pillows.
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