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 September ($168). Conversely, the most expensive month to stay in Uptown is July ($643).
What is the cheapest day to stay in a hotel in Uptown?
The cheapest day to stay in Uptown is Sunday ($223). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $572.
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 $367 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 22 June 2025
Currently, these are the lowest-priced hotels in Uptown we've come across for the dates selected. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
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4872 N Clark Street, Chicago, IL, United States
11.1 km from city centre
Free Wi-Fi
$367
Avg. per night