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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.
Destination
Hotel class
5-star (luxury)
4-star+
3-star+
Any class
When
Jun 1 to Sep 1 · Any length
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Cheapest stays in the next 3 months
7 nights
from Mon, Jun 1 · $43/night
$301
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
Low
$301
2
$316
3
$330
4
$344
5
$361
6
$375
7
$371
8
$371
9
$367
10
$365
11
$361
12
$359
13
$361
14
$360
15
$375
16
$389
17
$404
18
$413
19
$420
20
$420
21
$420
22
$420
23
$419
24
$412
25
$402
26
$406
27
$418
28
$419
29
$419
30
$412
Cheapest day
Cheaper
Mid
Priciest
Hotels for Wed, Apr 21
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Cheapest first
Top rated
Most reviewed
Carlton Inn Midway
3.8
Pleasant · 1,047 reviews
$666
$95/night · 7n
Book
Four Points by Sheraton Chicago O'Hare Airport
3.6
Pleasant · 3,079 reviews
$998
$143/night · 7n
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