Insights
Cheapest hotels

Hotels in Uptown, Chicago

Search and compare Uptown, Chicago hotels from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

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 February ($171). Conversely, the most expensive month to stay in Uptown is November ($956).

What is the cheapest day to stay in a hotel in Uptown?

The cheapest day to stay in Uptown is Tuesday ($220). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $538.

Find deals

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 $211 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 26 January 2026
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.
The Guesthouse Hotel
The Guesthouse Hotel

The Guesthouse Hotel

4872 N Clark Street, Chicago, IL, United States
11.1 km from city centre
Free Wi-Fi
$211
Avg. per night
View Deal

Facts about staying in Uptown, Chicago

Find useful tips and insights about staying in Uptown to help you make the most of your experience. FAQs were last updated on 26 January 2026.

  • What are the best hotels in Uptown?

    One of the most popular hotels in Uptown is The Guesthouse Hotel, which has been reviewed by 232 users and currently has a rating of 9.2/10. Other top-rated locations include Artistic Loft Rooftop Uptown Montrose Beach Gymwfh and The Bright Retreat in Andersonville, which have received 9.9/10 and 9.5/10 ratings from our users, respectively.

  • What is a good hotel near Navy Pier?

    A good hotel close to Navy Pier is Warwick Allerton Chicago (rated 8.1/10 from 6,748 reviews).

  • What is a good hotel in Uptown near Grant Park?

    La Quinta Inn & Suites by Wyndham Chicago Downtown is rated 8.0 from 4,239 reviews and is close to Grant Park.

  • Is there a good hotel near McCormick Place?

    Close to McCormick Place you will find Hyatt Regency Mccormick Place, which has a rating of 8.5 over 2,896 HotelsCombined reviews.

  • How much is a cheap hotel in Uptown?

    HotelsCombined users have found cheap hotels in Uptown starting from $224 per night in the last 3 days.

  • What are the most popular landmarks to visit in Uptown?

    The top three landmarks in Uptown are:
    • Navy Pier, which you can visit while staying in Chicago
    • Grant Park, which you can visit while staying in Chicago
    • McCormick Place, which you can visit while staying in Chicago

See more FAQs

Find better results for your stay in Uptown

Consider alternative stays in Chicago

If you are looking for a specific type of hotel, consider these options for trips to Chicago
Holiday rentals in Chicago
Hotels near Chicago O'Hare Intl Airport
Hotels near Chicago Midway Airport
Chicago 4-star hotels
Chicago 5-star hotels