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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
3 nights
from Tue, Jun 2 · $38/night
$115
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
$116
2
Low
$115
3
$117
4
$133
5
$147
6
$162
7
$157
8
$159
9
$148
10
$162
11
$160
12
$157
13
$154
14
$151
15
$148
16
$148
17
$158
18
$159
19
$173
20
$180
21
$170
22
$166
23
$167
24
$180
25
$179
26
$179
27
$179
28
$159
29
$162
30
$164
Cheapest day
Cheaper
Mid
Priciest
Hotels for Sun, Apr 25
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Cheapest first
Top rated
Most reviewed
Carlton Inn Midway
3.8
Pleasant · 1,047 reviews
$299
$100/night · 3n
Book
Four Points by Sheraton Chicago O'Hare Airport
3.6
Pleasant · 3,079 reviews
$442
$147/night · 3n
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