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
$131
$131/night · 1n
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The Opera House Hotel
8.8Very good · 1,246 reviews
$227
$227/night · 1n
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Celestine Suites
8.2Very good · 2,865 reviews
$238
$238/night · 1n
Book
The Whitmore
7.2Good · 2,008 reviews
$284
$284/night · 1n
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The Grand Palace
7.5Good · 484 reviews
$355
$355/night · 1n
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Riverside Luxury Collection
9.8Excellent · 2,103 reviews
$379
$379/night · 1n
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Azure Sky Hotel & Spa
8.5Very good · 1,341 reviews
$393
$393/night · 1n
Book