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

from Sat, Aug 15 · $134/night

May 2026

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Cheapest dayCheaperMidPriciest

Hotels for Wed, Mar 31

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The Continental
9.9Excellent · 3,493 reviews
$2,702
$386/night · 7n
Book
Riverside Luxury Collection
9.8Excellent · 2,103 reviews
$2,761
$394/night · 7n
Book
The Whitmore
7.2Good · 2,008 reviews
$2,788
$398/night · 7n
Book

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