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
$537
$107/night · 5n
Book
Hotel Lumière
9.2Excellent · 1,151 reviews
$577
$115/night · 5n
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Belveder Grand
9.5Excellent · 3,627 reviews
$987
$197/night · 5n
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The Meridian Royal
9.2Excellent · 3,722 reviews
$1,631
$326/night · 5n
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The Continental
9.9Excellent · 3,493 reviews
$1,818
$364/night · 5n
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The Whitmore
7.2Good · 2,008 reviews
$1,854
$371/night · 5n
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Riverside Luxury Collection
9.8Excellent · 2,103 reviews
$2,063
$413/night · 5n
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