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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 January (₹ 11,147). Conversely, the most expensive month to stay in Uptown is November (₹ 86,445).

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

The cheapest day to stay in Uptown is Thursday (₹ 17,337). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is ₹ 86,445.

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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 ₹ 19,176 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 December 2025
These Uptown properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of hotel, and hotel location.
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
₹ 19,176
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 December 2025.

  • What are the best hotels in Uptown?

    227 reviews rated The Guesthouse Hotel with an average score of 9.5/10. It may also be worth looking into the The Bright Retreat in Andersonville, which received a rating of 9.4/10 from 43 reviews. Artistic Loft Rooftop Uptown Montrose Beach Gymwfh could also be a good option, with a score of 9.9/10 from 38 reviews.

  • What is a good hotel near Magnificent Mile?

    Ohio House Motel is a hotel near Magnificent Mile that is popular with HotelsCombined users, scoring 8.4 across 2,624 reviews.

  • What is a good hotel in Uptown near River North?

    Ohio House Motel is a hotel near River North that is popular with HotelsCombined users, scoring 8.4 from 2,624 reviews.

  • Is there a good hotel near University of Chicago?

    If you’re planning to stay near University of Chicago, you should consider Hyatt Place Chicago-South/University Medical Center, which has a score of 8.3 from 803 reviews.

  • How much is a cheap hotel in Uptown?

    ₹ 20,352/night is the cheapest price found for a hotel in Uptown by HotelsCombined users over the last 72 hours.

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

    There’s so much to see and do in Uptown, but we’ve found that the most popular landmarks are Magnificent Mile, River North, and University of Chicago. You’ll want to stay in Chicago to visit Magnificent Mile, Chicago to visit River North, and Chicago to visit University of Chicago.

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