Cheapest dates for Any class hotels in Chicago

Stay flexible and book the dip. Greener days are cheaper, so tap a day to see hotels.

Cheapest stays in the next 3 months

May 2026

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Hotel Lumière
9.2Excellent · 1,151 reviews
$611
$122/night · 5n
Book
The Ambassador
9.9Excellent · 3,532 reviews
$625
$125/night · 5n
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Belveder Grand
9.5Excellent · 3,627 reviews
$1,123
$225/night · 5n
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The Meridian Royal
9.2Excellent · 3,722 reviews
$1,718
$344/night · 5n
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The Continental
9.9Excellent · 3,493 reviews
$1,749
$350/night · 5n
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The Whitmore
7.2Good · 2,008 reviews
$1,911
$382/night · 5n
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Riverside Luxury Collection
9.8Excellent · 2,103 reviews
$1,929
$386/night · 5n
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