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Cheapest dates for 5-star 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 · $161/night
$161
April 2027
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
$294
2
$294
3
$294
4
$276
5
$293
6
$312
7
$329
8
$294
9
$294
10
$304
11
Low
$258
12
$293
13
$303
14
$304
15
$312
16
$294
17
$320
18
$384
19
$382
20
$382
21
$321
22
$311
23
$293
24
$293
25
$267
26
$293
27
28
29
30
Cheapest day
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Mid
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Hotels for Sun, Apr 11
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Top rated
Most reviewed
Sofitel Chicago Magnificent Mile
4.6
Pleasant · 4,064 reviews
$258
$258/night · 1n
Book
JW Marriott Chicago
4.5
Pleasant · 3,169 reviews
$529
$529/night · 1n
Book
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