Where to Find the Best Hotels in Chicago?

Chicago's hotel landscape is inseparable from its architectural legacy — a city that pioneered the skyscraper and continues to push the boundaries of building design. Along the Magnificent Mile and in the Loop, landmark towers by Mies van der Rohe, Helmut Jahn, and contemporary firms house properties with commanding views of Lake Michigan and the Chicago River. In neighborhoods like the Gold Coast, River North, and the emerging West Loop, boutique establishments occupy everything from Art Deco gems to converted industrial lofts, each reflecting a distinct facet of the city's character.

Our reviews assess Chicago's most distinguished accommodations through extended stays, evaluating room design, dining programs — particularly how properties engage with the city's extraordinary restaurant culture — and service caliber. We examine how hotels respond to Chicago's dramatic seasonal shifts, from rooftop experiences in summer to the warmth of winter hospitality, and whether their teams can connect guests with experiences in Pilsen, Hyde Park, and other neighborhoods beyond the downtown core.

Explore our Chicago hotel reviews to discover addresses that suit your preferences, from iconic towers on the lakefront to intimate neighborhood properties with genuine local character.