Top Hotel Deals in Chicago, IL

Book Flight + Hotel together and save! Breeze into the Windy City with a reservation at one of many Chicago hotels near the Willis Tower, Magnificent Mile, and more.    Hotel 71 from 114.00 EUR Hotel 71 is a sleek and sophisticated boutique-style hotel swimmingly located on the Chicago River. ... more River Hotel from 62.00 EUR The River Hotel is located in the center of downtown Chicago, overlooking the famous Chicago River, Tribune Tower and Wrigley Building. Just one block ... more The Whitehall Hotel from 83.00 EUR The Whitehall Hotel is a newly refurbished European style luxury boutique, located in the heart of the Gold Coast just off of North Michigan Avenue. A ... more Hotel Blake Chicago from 90.00 EUR Hotel Blake Chicago is a luxury boutique property located in the heart of Downtown Chicago near the Art Institute, Shedd Aquarium, Millennium Park, Chicago ... more Fairmont Chicago from 91.00 EUR Rising gracefully above Millennium Park, Fairmont Chicago helps define the skyline and adds elegance to the city. ... more More Great Deals on Chicago Hotels Doubletree Hotel Chicago MM from 103.00 EUR Loop/ Magnificent Mile/ River North The Silversmith Hotel from 103.00 EUR Loop/ Magnificent Mile/ River North Hyatt Regency Chicago from 106.00 EUR Loop/ Magnificent Mile/ River North The Palmer House Hilton from 106.00 EUR Loop/ Magnificent Mile/ River North Hilton Chicago Michigan Avenue Cultural Mile from 114.00 EUR Loop/ Magnificent Mile/ River North Sheraton Chicago Hotel and Towers from 121.00 EUR Loop/ Magnificent Mile/ River North The Peninsula Chicago from 295.00 EUR Loop/ Magnificent Mile/ River North More Cities with Great Deals

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