Hotels in Uptown, Chicago
Search and compare Uptown, Chicago hotels from hundreds of travel sites on HotelsCombined and save.
Uptown - Chicago, IL, United States
6 May — 7 May2
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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 (S$ 401). Conversely, the most expensive month to stay in Uptown is August (S$ 763).
What is the cheapest day to stay in a hotel in Uptown?
The cheapest day to stay in Uptown is Tuesday (S$ 261). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 745.
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 S$ 514 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 29 April 2025
Out of the hotels in Uptown we've come across, these properties are priced the lowest. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
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4872 N Clark Street, Chicago, IL, United States
11.1 km from city centre
Free Wi-Fi
S$ 514
Avg. per night