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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
February 2027
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
Low
$194
2
$194
3
$194
4
$194
5
$194
6
$203
7
$194
8
$195
9
$194
10
$194
11
$194
12
$293
13
$293
14
$293
15
$194
16
$195
17
$194
18
$194
19
$194
20
$203
21
$194
22
$212
23
$212
24
$212
25
$212
26
$194
27
$203
28
$194
Cheapest day
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Mid
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Hotels for Mon, Feb 1
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Top rated
Most reviewed
Sofitel Chicago Magnificent Mile
4.6
Pleasant · 4,064 reviews
$194
$194/night · 1n
Book
JW Marriott Chicago
4.5
Pleasant · 3,169 reviews
$332
$332/night · 1n
Book
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