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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
5 nights
from Mon, Jun 1 · $39/night
$193
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
Low
$193
2
$210
3
$225
4
$239
5
$252
6
$267
7
$266
8
$267
9
$265
10
$266
11
$262
12
$256
13
$253
14
$254
15
$257
16
$258
17
$276
18
$290
19
$301
20
$300
21
$281
22
$295
23
$299
24
$299
25
$299
26
$292
27
$282
28
$280
29
$299
30
$299
Cheapest day
Cheaper
Mid
Priciest
Hotels for Fri, Apr 23
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Cheapest first
Top rated
Most reviewed
Carlton Inn Midway
3.8
Pleasant · 1,047 reviews
$482
$96/night · 5n
Book
Four Points by Sheraton Chicago O'Hare Airport
3.6
Pleasant · 3,079 reviews
$696
$139/night · 5n
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