Home › Themes › Rooftop Escapes

A Chicago Historic Hotels collection

Rooftop Escapes

Hotels crowned with a rooftop bar, restaurant or pool — the best seats above the city.

Thirteen hotels where the best room has no ceiling. Chicago earns its rooftops: the skyline is worth looking at, the lake changes color through the day, and a building’s top floor is often the one part a visitor can reach without a reservation downstairs.

Cindy’s sits on the thirteenth floor of the Chicago Athletic Association under a glass atrium, facing Millennium Park and the lake. LH at LondonHouse runs across three levels above the Michigan Avenue bridge, on the site of Fort Dearborn. Château Carbide looks out from beneath Pendry’s gold-leaf crown, and J. Parker at Hotel Lincoln turns a full 360 degrees over Lincoln Park.

Some come with water. The Robey’s Cabana Club and the Viceroy both put a pool on the roof, and Soho House has an eighty-foot one above Fulton Market. Others are quieter: the Gwen, Arlo, the Cambria above the Oriental Theatre, and the Royal Sonesta, which opens straight onto the Chicago Riverwalk at street level as well.

The Gwen Hotel

The Gwen Hotel

1929 McGraw-Hill Building

Near North Sidefrom $330
Arlo Hotel Chicago

Arlo Hotel Chicago

1911 Federal Life Building

Chicago Loopfrom $235
London House

London House

1923 London Guarantee Building

Chicago Loopfrom $300
The LaSalle Chicago Autograph (208 S. LaSalle)

The LaSalle Chicago Autograph (208 S. LaSalle)

1914 Continental & Commercial Bank Building

Chicago Loopfrom $290
Viceroy Hotel

Viceroy Hotel

1925 Cedar Hotel

Near North Sidefrom $300
Royal Sonesta Chicago Downtown (Executive House)

Royal Sonesta Chicago Downtown (Executive House)

1959 Executive House

Chicago Loopfrom $245
Pendry Chicago (Carbide and Carbon)

Pendry Chicago (Carbide and Carbon)

1929 Carbide & Carbon Building

Chicago Loopfrom $360
The Robey Hotel

The Robey Hotel

1928 Northwest Tower

Wicker Parkfrom $210
Chicago Athletic Association Hotel

Chicago Athletic Association Hotel

1893 Venetian Gothic Landmark

Chicago Loopfrom $320
Sports Illustrated Chicago former Virgin Hotel Chicago

Sports Illustrated Chicago former Virgin Hotel Chicago

1928 Old Dearborn Bank Building

Chicago Loopfrom $225
Cambria Hotel (Oriental Theatre Building)

Cambria Hotel (Oriental Theatre Building)

1926 Oriental Theatre Building

Chicago Loopfrom $205
Hotel Lincoln

Hotel Lincoln

1928 Colonial Revival boutique hotel

Lincoln Parkfrom $200
Soho House

Soho House

1908 Allis Building

West Loop & Fulton Marketfrom $300