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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 Sears Tower, Magnificent Mile, and more.
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Ambassador East Hotel

from $170 USD
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The Ambassador East offers luxury and intimacy from the heart of Chicago's Gold Coast. This boutique hotel blends the stylish lines of classic 1926 architecture with contemporary customized furnishings.... more
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Amalfi Hotel Chicago

from $179 USD
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Amalfi Hotel Chicago, a luxury contemporary hotel located in Chicago's River North District, offers a unique experience.... more
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Tremont Hotel

from $99 USD
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Tremont is home to Mike Ditka's with two floors of fine dining and Mike's prized collection of sports memorabilia.... more
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