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Cheapest dates for luxury 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
1 night
from Sun, Jun 7 · $166/night
$166
July 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
Low
$184
2
$187
3
$235
4
$237
5
$189
6
$188
7
$189
8
$188
9
$189
10
$231
11
$252
12
$237
13
$370
14
$630
15
$228
16
$237
17
$231
18
$385
19
$233
20
$233
21
$233
22
$237
23
$224
24
$359
25
$389
26
$231
27
$227
28
$231
29
$233
30
$512
31
$509
Cheapest day
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Mid
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Hotels for Wed, Jul 1
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Top rated
Most reviewed
Sofitel Chicago Magnificent Mile
4.6
Pleasant · 4,063 reviews
$184
$184/night · 1n
Book
JW Marriott Chicago
4.5
Pleasant · 3,169 reviews
$251
$251/night · 1n
Book
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