Chicago may be called the Second City, but this Travel + Leisure World’s Best Award winner is second to none when it comes to great American metropolises. Blessed with magnificent architecture, world-class museums, award-winning restaurants, and some of the best shopping on the planet, this wide and varied city made up of 77 unique neighborhoods has no shortage of things to do and sights to see.

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A pink taxi outside of The Langham in Chicago, Illinois.


from $175 /night

Chicago, Illinois

  • World's Best
CLUB PERKS +Club Perk - Complimentary Bottle of Champagne
Tucked away behind a 1920s-era Art Deco facade in the heart of the Gold Coast neighborhood, the Viceroy Chicago is a Travel + Leisure World’s Best Awards winner for its combination of historic architecture and stunning contemporary design. Glamorous guest rooms feature upscale retro furniture and floor-to-ceiling windows with panoramic views of the city. A rooftop lounge, Devereaux, is the perfect place to pair cocktails with the city’s inimitable skyline. You could take the house Tesla out for a spin around town, but all the best spots, from the Magnificent Mile to the Loop, are within walking distance — including legendary deep-dish pizzeria, Lou Malnati’s, right next door.
A hotel rooftop pool overlooking Chicago, Illinois.


from $423 /night

Chicago, Illinois

  • World's Best
  • City
  • Historic Sites
History and glamour come together flawlessly at The Langham, Chicago, a Travel + Leisure World’s Best Award-winning hotel located on the first 13 floors of famed architect Mies van der Rohe’s iconic IBM building. Mid-century details abound — including original travertine walls and 22-foot-high ceilings — but contemporary art and modern details keep the riverfront property firmly rooted in the present day. The Chuan Spa is just the place to unwind after a long day of sightseeing, while afternoon tea at the Pavilion restaurant is a proper affair reminiscent of the royal service that first launched at the Langham, London, in 1865.


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