298 Properties in Chicago, Illinois, United States of America. August 29, 2025 through September 1, 2025

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298 properties

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Staypineapple, An Iconic Hotel, The Loop

Chicago

Reserve now, pay later

9.49.4 out of 10

Exceptionalexceptional

1,003 reviews(1,003 reviews)

We have 7 left at

$109 nightly

The current price is $472 total

$472 total

Total with taxes and fees

Check availability

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Congress Plaza Hotel

The Loop

8.08.0 out of 10

Very Goodvery good

9,756 reviews(9,756 reviews)

$89 nightly

The current price is $314 total

$314 total

Total with taxes and fees

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citizenM Chicago Downtown

Chicago

9.49.4 out of 10

Exceptionalexceptional

4,181 reviews(4,181 reviews)

We have 3 left at

$105 nightly

The current price is $370 total

$370 total

Total with taxes and fees

More information about citizenM Chicago Downtown, opens in a new tab

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Photo gallery for Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

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Congress Plaza Hotel

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citizenM Chicago Downtown