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Cheapest dates for beachfront 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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Vibe and amenities
Boutique
Beachfront
Waterfront
Pet-friendly
Adults-only
Spa
Romantic
Pool
Family-friendly
Minimum guest rating
Any rating
8.0+ Very good
9.0+ Excellent
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
$354
2
$341
3
$338
4
$318
5
$289
6
$368
7
$358
8
$222
9
$343
10
$252
11
$434
12
$304
13
$462
14
$279
15
$321
16
$260
17
$224
18
$377
19
$490
20
$411
21
$329
22
$388
23
$327
24
$355
25
$263
26
$337
27
$397
28
$328
29
Low
$218
30
$240
31
$322
Cheapest day
Cheaper
Mid
Priciest
Hotels for Mon, Mar 29
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Cheapest first
Top rated
Most reviewed
The Whitmore
7.2
Good · 2,008 reviews
$218
$218/night · 1n
Book
Azure Sky Hotel & Spa
8.5
Very good · 1,341 reviews
$352
$352/night · 1n
Book
The Continental
9.9
Excellent · 3,493 reviews
$386
$386/night · 1n
Book
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