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
$146
$146/night · 1n
Book
The Ambassador
9.9Excellent · 3,532 reviews
$174
$174/night · 1n
Book
Celestine Suites
8.2Very good · 2,865 reviews
$312
$312/night · 1n
Book
The Grand Palace
7.5Good · 484 reviews
$354
$354/night · 1n
Book
Riverside Luxury Collection
9.8Excellent · 2,103 reviews
$479
$479/night · 1n
Book
The Continental
9.9Excellent · 3,493 reviews
$521
$521/night · 1n
Book
Azure Sky Hotel & Spa
8.5Very good · 1,341 reviews
$523
$523/night · 1n
Book