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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
March 2027
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
Low
$204
2
$212
3
$212
4
$212
5
$283
6
$293
7
$283
8
$293
9
$293
10
$293
11
$293
12
$293
13
$294
14
$293
15
$293
16
$293
17
$293
18
$293
19
$293
20
$286
21
$293
22
$293
23
$264
24
$293
25
$293
26
$294
27
$294
28
$293
29
$294
30
$293
31
$293
Cheapest day
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Hotels for Mon, Mar 1
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Top rated
Most reviewed
Sofitel Chicago Magnificent Mile
4.6
Pleasant · 4,064 reviews
$204
$204/night · 1n
Book
JW Marriott Chicago
4.5
Pleasant · 3,169 reviews
$362
$362/night · 1n
Book
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