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Cheapest dates for adults-only 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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More filters
1
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 Wed, Jun 17 · $91/night
$91
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
$119
2
$129
3
$140
4
$168
5
$121
6
$180
7
$140
8
$118
9
$129
10
$147
11
$151
12
$168
13
$209
14
$147
15
$136
16
$132
17
Low
$91
18
$117
19
$187
20
$197
21
$119
22
$128
23
$138
24
$152
25
$92
26
$176
27
$192
28
$139
29
30
Cheapest day
Cheaper
Mid
Priciest
Hotels for Wed, Jun 17
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Cheapest first
Top rated
Most reviewed
The Ambassador
9.9
Excellent · 3,532 reviews
$91
$91/night · 1n
Book
Belveder Grand
9.5
Excellent · 3,627 reviews
$281
$281/night · 1n
Book
The Grand Palace
7.5
Good · 484 reviews
$293
$293/night · 1n
Book
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