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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 (₹ 11,266). Conversely, the most expensive month to stay in Uptown is October (₹ 52,167).

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

The cheapest day to stay in Uptown is Monday (₹ 17,302). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is ₹ 57,918.
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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 ₹ 20,739 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 29 October 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
₹ 20,739
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 29 October 2025.

  • What are the best hotels in Uptown?

    122 reviews rated Walk to Wrigley Field/Monthly Discounts Available with an average score of 9.5/10. It may also be worth looking into the The Guesthouse Hotel, which received a rating of 9.4/10 from 224 reviews. Artistic Loft Rooftop Uptown Montrose Beach Gymwfh could also be a good option, with a score of 9.9/10 from 33 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 2,603 reviews.

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

    Hyatt Place Chicago-South/University Medical Center is a hotel near University of Chicago that is popular with HotelsCombined users, scoring 8.3 from 798 reviews.

  • Is there a good hotel near Millennium Park?

    If you’re planning to stay near Millennium Park, you should consider Ohio House Motel, which has a score of 8.4 from 2,603 reviews.

  • How much is a cheap hotel in Uptown?

    ₹ 20,739/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, University of Chicago, and Millennium Park. You’ll want to stay in Chicago to visit Magnificent Mile, Chicago to visit University of Chicago, and Chicago to visit Millennium Park.

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Consider alternative stays in Chicago

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