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497 Properties in Chicago, IL, United States of America (CHI-All Airports). ${startDate} through ${endDate}

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30th Anniversary Sale: Members save up to 30%

For a limited time, save on select hotels & vacation rentals. Book by October 7.

Photo gallery for Hotel Riu Plaza Chicago

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

Hotel Riu Plaza Chicago

Streeterville
  • Breakfast included
9.4 out of 10
exceptional
(5,217 reviews)
$269 off
$266 nightly
The current price is $345 total
Total with taxes and fees
We have 6 left at this price
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Photo gallery for River Hotel

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

River Hotel

The Loop
Fully refundable
Reserve now, pay later
8.8 out of 10
excellent
(5,420 reviews)
$213 nightly
The current price is $253 total
Total with taxes and fees
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Photo gallery for Hilton Vacation Club Hotel Blake Chicago

A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.

Hilton Vacation Club Hotel Blake Chicago

The Loop
Fully refundable
Reserve now, pay later
9.6 out of 10
exceptional
(1,274 reviews)
$373 nightly
The current price is $444 total
Total with taxes and fees
We have 1 left at this price
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