Cheapest dates for cheap 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 Tue, Jun 2 · $37/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1$39 2Low$37 3$40 4$38 5$39 6$56 7$52 8$54 9$49 10$49 11$50 12$53 13$52 14$52 15$50 16$49 17$49 18$50 19$55 20$51 21$58 22$55 23$56 24$55 25$54 26$60 27$59 28$50 29$54 30$50

Cheapest dayCheaperMidPriciest

Hotels for Fri, May 21

SOPHY - Hyde Park
4.5Pleasant · 879 reviews
$460
$460/night · 1n
Book

More for Chicago

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