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 Mon, Jun 29 · $80/night

May 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1

2

3

4

5

6

7

8

9

10

11

12

13

14

15

16

17

18

19

20

21

22

23

24

25

26

27

28

29

30$180 31Low$111

Cheapest dayCheaperMidPriciest

Hotels for Fri, Apr 23

Sort

Hotel Lumière
9.2Excellent · 1,151 reviews
$150
$150/night · 1n
Book
The Ambassador
9.9Excellent · 3,532 reviews
$152
$152/night · 1n
Book
The Opera House Hotel
8.8Very good · 1,246 reviews
$178
$178/night · 1n
Book
Belveder Grand
9.5Excellent · 3,627 reviews
$256
$256/night · 1n
Book
Celestine Suites
8.2Very good · 2,865 reviews
$280
$280/night · 1n
Book
The Meridian Royal
9.2Excellent · 3,722 reviews
$360
$360/night · 1n
Book
The Whitmore
7.2Good · 2,008 reviews
$447
$447/night · 1n
Book
The Continental
9.9Excellent · 3,493 reviews
$533
$533/night · 1n
Book

More for Chicago

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