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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
2 nights
from Mon, Jun 1 · $38/night
$76
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
Low
$76
2
$77
3
$78
4
$77
5
$95
6
$108
7
$106
8
$105
9
$98
10
$99
11
$108
12
$105
13
$104
14
$102
15
$99
16
$98
17
$99
18
$108
19
$106
20
$118
21
$114
22
$111
23
$111
24
$111
25
$120
26
$119
27
$119
28
$109
29
$108
30
$100
Cheapest day
Cheaper
Mid
Priciest
Hotels for Mon, Apr 26
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Cheapest first
Top rated
Most reviewed
Carlton Inn Midway
3.8
Pleasant · 1,047 reviews
$208
$104/night · 2n
Book
Four Points by Sheraton Chicago O'Hare Airport
3.6
Pleasant · 3,079 reviews
$312
$156/night · 2n
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