Chicago is best enjoyed from a height; its soaring skyscrapers make a striking city skyline! With a nonchalant trendy vibe, you will find many of the city's converted factories and newer glass constructions boast buzzy rooftop bars and, if you are really lucky, a rooftop pool too. From suave sophistication at a five-star luxury stay to chic boutiques offering that independent flare. So for a spoiling city break, why not browse through our hotel experts' selection of their favourite hotels with rooftop pools?
Chicago (Wicker Park)
Situated in Chicago's Wicker Park, The Robey is set in the art-deco former Northwest Tower building and provides boutique, upmarket accommodation. Expect fresh and contemporary design. Café Robey serves up French-American fusion cuisine and cocktails are served on the rooftop lounge. Superb!
Chicago (Near North Side)
A magnificent hybrid of old and new, a perfectly preserved 1920's facade attached to a glistening glass tower. Inside you will find the same paradoxes, the rooms are spectacular and so are the views from their floor to ceiling windows. The rooftop bar draws a crowd, as does The Somerset downstairs.
Chicago (Fulton Market)
A high-end luxury hotel in easy reach of the city centre and Chicago’s best nightlife spots, ideally designed and equipped for business or pleasure. Public spaces and rooms are bright and elegant, making excellent use of space, and the rooftop pool and range of restaurants won't fail to impress.
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