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Hotels in Uptown, Chicago

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Uptown - Chicago, IL, United States
1 May — 2 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 (€181). Conversely, the most expensive month to stay in Uptown is May (€419).

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

The cheapest day to stay in Uptown is Monday (€157). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is €469.
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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 €318 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 24 April 2025
For those on a budget, these are the cheapest hotels available in Uptown for the selected dates. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
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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
€318
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 24 April 2025.

  • What are the best hotels in Uptown?

    215 reviews rated The Guesthouse Hotel with an average score of 9.6/10. It may also be worth looking into the The Bright Retreat in Andersonville, which received a rating of 9.2/10 from 25 reviews. Uptown Gem could also be a good option, with a score of 9.0/10 from 30 reviews.

  • What is a good hotel near Magnificent Mile?

    Freehand Chicago is a hotel near Magnificent Mile that is popular with HotelsCombined users, scoring 7.3 across 4,693 reviews.

  • What is a good hotel in Uptown near Art Institute of Chicago?

    Congress Plaza Hotel is the hotel close to Art Institute of Chicago that is most recommended by HotelsCombined users, with 7,654 reviews rating it at 7.4/10.

  • Is there a good hotel near Grant Park?

    If you’re visiting Grant Park then the nearby Congress Plaza Hotel is a popular hotel with HotelsCombined users (7,654 reviews scoring it at an average 7.4/10).

  • How much is a cheap hotel in Uptown?

    Over the last 3 days, Uptown hotels have been found for as cheap as €315/night in searches by HotelsCombined users.

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

    The top three landmarks in Uptown are:
    • Magnificent Mile, which you can visit while staying in Chicago
    • Art Institute of Chicago, which you can visit while staying in Chicago
    • Grant Park, which you can visit while staying in Chicago

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