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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 March ($296). Conversely, the most expensive month to stay in Uptown is August ($1,399).

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

The cheapest day to stay in Uptown is Sunday ($516). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $1,379.
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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 $558 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 4 July 2025
At the moment, these hotels offer the lowest nightly rate out of those we've come across in Uptown. 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
$558
Avg. per night
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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 4 July 2025.

  • What are the best hotels in Uptown?

    One of the most popular hotels in Uptown is The Guesthouse Hotel, which has been reviewed by 219 users and currently has a rating of 9.5/10. Other top-rated locations include The Bright Retreat in Andersonville and Uptown Gem, which have received 9.2/10 and 9.9/10 ratings from our users, respectively.

  • What is a good hotel near River North?

    A good hotel close to River North is Hampton Inn & Suites Chicago-Downtown (rated 8.6/10 from 2,518 reviews).

  • What is a good hotel in Uptown near Union Station?

    For a good hotel near to Union Station, consider Hampton Inn & Suites Chicago-Downtown - it is rated 8.6/10 from 2,518 HotelsCombined reviews.

  • Is there a good hotel near Art Institute of Chicago?

    2,518 HotelsCombined reviews of Hampton Inn & Suites Chicago-Downtown score it 8.6/10, making it a highly recommended hotel near Art Institute of Chicago.

  • How much is a cheap hotel in Uptown?

    HotelsCombined searches in the last 3 days suggest cheap Uptown hotels have prices starting from as low as $557/night, depending on the popularity of your requested dates.

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

    The most popular landmarks in Uptown are River North (in Chicago), Union Station (in Chicago), and Art Institute of Chicago (in Chicago) according to our user data. If you plan to visit any of these, we recommend finding a hotel nearby to cut down on travel time.

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