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| Top Hotel Deals in Chicago, IL |
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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.
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Raffaello Hotel

from $105 USD
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Centrally located on Michigan Avenue and the famed Magnificent Mile in the heart of the Gold Coast, the recently renovated Raffaello offers luxurious boutique ... more
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Hyatt Regency Chicago

from $129 USD
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Discover unrivaled services and a cool and contemporary ambiance off Michigan Avenue. ... more
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Sheraton Chicago Hotel and Towers

from $149 USD
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Experience first-class service and spacious hotel accommodations along the Chicago River, between Navy Pier and the Magnificent Mile. ... more
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