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
$118
$118/night · 1n
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Hotel Lumière
9.2Excellent · 1,151 reviews
$168
$168/night · 1n
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The Opera House Hotel
8.8Very good · 1,246 reviews
$256
$256/night · 1n
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Belveder Grand
9.5Excellent · 3,627 reviews
$260
$260/night · 1n
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Celestine Suites
8.2Very good · 2,865 reviews
$318
$318/night · 1n
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Riverside Luxury Collection
9.8Excellent · 2,103 reviews
$479
$479/night · 1n
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Azure Sky Hotel & Spa
8.5Very good · 1,341 reviews
$500
$500/night · 1n
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The Grand Palace
7.5Good · 484 reviews
$512
$512/night · 1n
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