Hotels in Uptown, Chicago
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Travel insights for hotels in Uptown
Use these up-to-date, data-driven insights about booking a hotel in Uptown including ideal times to book, pricing trends, and more.
What is the cheapest month to book a hotel in Uptown?
The cheapest month to book a hotel in Uptown is January ($663). Conversely, the most expensive month to stay in Uptown is August ($1,263).
What is the cheapest day to stay in a hotel in Uptown?
The cheapest day to stay in Uptown is Tuesday ($431). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $1,232.
Cheapest hotels in Uptown, Chicago
Discover affordable stays in Uptown that provide a quality experience without breaking the bank. Hotels in Uptown can be found for as low as $687 per night. There is currently one property in Uptown that can be booked for this price. The Guesthouse Hotel is one of the hotels that can be booked for the lowest price in Uptown. Price data was last updated on 3 May 2025
These Uptown properties charge the lowest price per night of those we've come across. If you have the flexibility, change the dates selected to compare prices.
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4872 N Clark Street, Chicago, IL, United States
11.1 km from city centre
Free Wi-Fi
$687
Avg. per night