Cheapest dates for luxury 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 Sun, Jun 7 · $166/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1$580 2$241 3$224 4$241 5$484

6

7Low$166 8$594 9$1,107 10$258 11$255 12$230 13$257 14$172 15$919 16$412 17$343 18$251 19$427 20$489 21$167 22$257 23$343 24$343 25$252 26$333 27$343 28$187 29$187 30$187

Cheapest dayCheaperMidPriciest

Hotels for Wed, Sep 16

JW Marriott Chicago
4.5Pleasant · 3,169 reviews
$739
$739/night · 1n
Book

More for Chicago

All Chicago hotels Best time to visit Chicago 5-star in Chicago Cheap in Chicago Beachfront in Chicago Spa in Chicago Pet-friendly in Chicago