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Hotels in Uptown, Chicago

Find the best Uptown hotel for your dates, by price or preference

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Look out for Uptown hotels with free cancellation or excellent ratings

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Prices may change – just add your dates for the best estimate. Note that prices are based on previous traveler searches and partner prices.
Prices may change – just add your dates for the best estimate. Note that prices are based on previous traveler searches and partner prices.
All taxes and fees included
The Guesthouse Hotel

10.79 km from city center

Lowest price we found for this hotel
SuperTravel
From
$610

a night

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Other travelers loved these hotels in Uptown

Rated by travelers as the best in the city, these stays all get 5 stars for cleanliness, customer service and location.
The Guesthouse Hotel
10.79 km from city center
$610
Per night
The Guesthouse Hotel
10.79 km from city center
$610
Per night
See more

Uptown hotels in Chicago: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Uptown with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course, the cheapest hotel deal we found within the next seven days is $204 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $961 per night.
The average price of a hotel during the week is $489 per night, and the average price on weekends is $751. Overall, it looks like the cheapest day to stay in Uptown could be Wednesday.
We crunched some numbers on our calendar and found that Wednesday is the cheapest day to stay in Uptown, and the most expensive day seems to be Friday.