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Hotels in Uptown, Chicago

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Travel insights for hotels in Uptown

Use our HotelsCombined data-powered tips to help you find your next hotel in Uptown.

What is the cheapest month to book a hotel in Uptown?

The cheapest month to book a hotel in Uptown is February (£175). Conversely, the most expensive month to stay in Uptown is November (£708).

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

The cheapest day to stay in Uptown is Wednesday (£160). On the other hand, travellers can expect to pay the most on Thursday, when the average nightly price is £468.

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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 £243 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 13 August 2026
Out of the hotels in Uptown we've come across, these properties are priced the lowest. 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
6.9 mi from city centre
Free Wi-Fi
£243
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 13 August 2026.

  • What are the best hotels in Uptown?

    234 reviews rated The Guesthouse Hotel with an average score of 9.1/10. It may also be worth looking into the Artistic Loft Rooftop Uptown Montrose Beach Gymwfh, which received a rating of 9.9/10 from 50 reviews. The Bright Retreat in Andersonville could also be a good option, with a score of 9.5/10 from 50 reviews.

  • What is a good hotel near Grant Park?

    Reviews of Travelodge by Wyndham Downtown Chicago recommend it as a good place to stay near Grant Park, scoring 7.2/10 from 4,492 ratings.

  • What is a good hotel in Uptown near Magnificent Mile?

    The Chicago Hotel Collection Ambassador Gold Coast is rated 8.0 from 1,157 reviews and is close to Magnificent Mile.

  • Is there a good hotel near United Center?

    If you’re looking for good hotels near United Center, consider Hotel Chicago West Loop, SureStay Collection by Best Western (rated 7.5 over 1,959 reviews).

  • 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 £222/night, depending on the popularity of your requested dates.

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

    The most popular landmark in Uptown is Grant Park located in Chicago, followed by Magnificent Mile and United Center, located in Chicago and Chicago, respectively. Depending on where and how long you plan on staying in Uptown, you may be able to visit at least one of these cities.

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