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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
May 29 to Aug 29 · Any length
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Cheapest stays in the next 3 months
1 night
from Sun, Jun 21 · $241/night
$241
March 2027
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
$311
2
$335
3
$338
4
$318
5
$289
6
$329
7
$354
8
$222
9
$342
10
$252
11
$366
12
$304
13
$462
14
$279
15
$248
16
$229
17
$224
18
$377
19
$331
20
$411
21
$329
22
Low
$216
23
$327
24
$355
25
$263
26
$337
27
$358
28
$328
29
$218
30
$240
31
$322
Cheapest day
Cheaper
Mid
Priciest
Hotels for Mon, Mar 22
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Cheapest first
Top rated
Most reviewed
Riverside Luxury Collection
9.8
Excellent · 2,103 reviews
$216
$216/night · 1n
Book
The Meridian Royal
9.2
Excellent · 3,722 reviews
$368
$368/night · 1n
Book
The Grand Palace
7.5
Good · 484 reviews
$388
$388/night · 1n
Book
Azure Sky Hotel & Spa
8.5
Very good · 1,341 reviews
$393
$393/night · 1n
Book
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