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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.    Hampton Inn and Suites Chicago Downtown from $79 USD Hampton Inn and Suites Chicago Downtown is located approximately four blocks from Michigan Avenue/the Magnificent Mile, six blocks from the Merchandise ... more Swissotel Chicago from $99 USD This hotel is located on the shore of Lake Michigan with panoramic views of the Chicago River and city skyline. ... more Crowne Plaza Avenue Chicago Downtown from $62 USD The Avenue Crowne Plaza Hotel Chicago is located on Huron Street between Saint Clair and Michigan Avenue in the heart of the Magnificent Mile and only ... more Doubletree Hotel Chicago MM from $79 USD The Doubletree Hotel Chicago Mm is a 26-story hotel located in the Gold Coast area, two blocks east of Michigan Avenue, and approximately 20 miles from ... more Chicago's Essex Inn from $79 USD Chicago has so much to offer and the Essex Inn is within reach of just about anything your heart desires. The newly renovated Chicago's Essex Inn is ready ... more More Great Deals on Chicago Hotels The Palmer House Hilton from $86 USD Loop/ Magnificent Mile/ River North Hyatt Regency Chicago from $87 USD Loop/ Magnificent Mile/ River North Affinia Chicago from $88 USD Loop/ Magnificent Mile/ River North Sheraton Chicago Hotel and Towers from $98 USD Loop/ Magnificent Mile/ River North Renaissance Blackstone Chicago Hotel from $100 USD Loop/ Magnificent Mile/ River North Hotel 71 from $119 USD Loop/ Magnificent Mile/ River North Westin Michigan Avenue CHICAGO from $129 USD Loop/ Magnificent Mile/ River North InterContinental Chicago from $134 USD Loop/ Magnificent Mile/ River North More Cities with Great Deals

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