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Hotels in Uptown, Chicago

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Uptown - Chicago, IL, United States
Apr 2 — Apr 32
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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 January ($234). Conversely, the most expensive month to stay in Uptown is May ($542).

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

The cheapest day to stay in Uptown is Monday ($195). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $607.
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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 $288 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 March 26, 2025
At the moment, these hotels offer the lowest nightly rate out of those we've come across in Uptown. As prices can vary by date, change the dates if you're flexible to compare rates.
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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
$288
Avg. per night
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Where to stay {1,plural,=1{near Uptown}=2{in Uptown, {2}}other{in Uptown}}

Explore different neighborhoods and areas within Uptown to find the perfect location for your stay. Map data was last updated on March 26, 2025.
Navigate to the areas in Uptown you plan to visit to find hotels that are close by. Clicking a property's name will unlock more information and allow you to book that particular hotel.

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 March 26, 2025.

  • What are the best hotels in Uptown?

    The Guesthouse Hotel (9.6/10 from 214 reviews), The Bright Retreat in Andersonville (9.2/10 from 25 reviews), and Uptown Gem (9.0/10 from 30 reviews) are all highly rated places to stay in Uptown.

  • What is a good hotel near Magnificent Mile?

    Palmer House a Hilton Hotel is a popular hotel near Magnificent Mile that is highly recommended, with a score of 7.8 across 3,676 reviews.

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

    Congress Plaza Hotel is rated 7.4 from 7,643 reviews and is close to Grant Park.

  • Is there a good hotel near River North?

    If you’re planning to stay near River North, you should consider Palmer House a Hilton Hotel, which has a score of 7.8 from 3,676 reviews.

  • How much is a cheap hotel in Uptown?

    $246 per night is the cheapest Uptown hotel price found in our data from the last 72 hours.

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

    Magnificent Mile, Grant Park, and River North are the most popular landmarks in Uptown according to our data. You can experience Magnificent Mile if you plan to visit Chicago. You can visit Grant Park if you stay in Chicago. River North is accessible while staying in Chicago.

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Find better results for your stay in Uptown

Consider these popular 4-star hotels in Uptown

Stay at one of these Uptown 4-star hotels that users have found on HotelsCombined.
The Guesthouse Hotel