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Top Hotels 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.    Sheraton Chicago Hotel and Towers from $89 USD Come experience first-class service and spacious hotel accommodations overlooking the Chicago River and Lake Michigan. ... more Tremont Hotel from $76 USD Tremont is home to Mike Ditka's with two floors of fine dining and Mike's prized collection of sports memorabilia. The property offers a complimentary ... more Holiday Inn Chicago-Mart Plaza from $80 USD The Holiday Inn Chicago Mart Plaza is conveniently located atop the Apparel Center and adjacent to the Merchandise Mart. ... more Four Points by Sheraton Chicago Downtown Magnificent Mile from $85 USD Whether checking out Magnificent Mile shops or seeking an indoor rest by the pool, Four Points Chicago has it all, High Speed Internet and Free Bottled ... more The Allerton Hotel on Magnificent Mile from $88 USD As one of the first high-rises to grace fashionable Michigan Avenue, Allerton became synonymous with high style. ... more More Great Deals on Chicago Hotels Chicago's Essex Inn from $89 USD Loop/ Magnificent Mile/ River North Swissotel Chicago from $99 USD Loop/ Magnificent Mile/ River North Avenue Hotel Chicago from $99 USD Loop/ Magnificent Mile/ River North Westin Michigan Avenue from $99 USD Loop/ Magnificent Mile/ River North Amalfi Hotel Chicago from $109 USD Loop/ Magnificent Mile/ River North Hotel 71 from $119 USD Loop/ Magnificent Mile/ River North Conrad Chicago from $131 USD Loop/ Magnificent Mile/ River North Omni Chicago Hotel from $152 USD Loop/ Magnificent Mile/ River North More Cities with Great Deals

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