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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The Ambassador
9.9Excellent · 3,532 reviews
$858
$123/night · 7n
Book
Belveder Grand
9.5Excellent · 3,627 reviews
$1,579
$226/night · 7n
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The Meridian Royal
9.2Excellent · 3,722 reviews
$2,614
$373/night · 7n
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The Continental
9.9Excellent · 3,493 reviews
$2,721
$389/night · 7n
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Riverside Luxury Collection
9.8Excellent · 2,103 reviews
$2,883
$412/night · 7n
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