270 Properties in Chicago, Illinois, United States of America. August 29, 2025 through September 1, 2025
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270 properties
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Photo gallery for Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Chicago
Reserve now, pay later
9.4 out of 10
exceptional
(1,001 reviews)
We have 6 left at $98 off at
$204 nightly
The current price is $806 total
Total includes taxes and fees
Photo gallery for Congress Plaza Hotel
Congress Plaza Hotel
The Loop
8.0 out of 10
very good
(9,512 reviews)
Photo gallery for citizenM Chicago Downtown
citizenM Chicago Downtown
Chicago
9.2 out of 10
wonderful
(4,064 reviews)
$80 off
$193 nightly
The current price is $680 total
Total includes taxes and fees