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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 February (₹ 15,681). Conversely, the most expensive month to stay in Uptown is November (₹ 87,585).

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

The cheapest day to stay in Uptown is Tuesday (₹ 20,152). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is ₹ 87,585.

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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 ₹ 19,337 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 27 January 2026
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
₹ 19,337
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 27 January 2026.

  • What are the best hotels in Uptown?

    232 reviews rated The Guesthouse Hotel with an average score of 9.2/10. It may also be worth looking into the Artistic Loft Rooftop Uptown Montrose Beach Gymwfh, which received a rating of 9.9/10 from 43 reviews. The Bright Retreat in Andersonville could also be a good option, with a score of 9.5/10 from 45 reviews.

  • What is a good hotel near Millennium Park?

    Ohio House Motel is a hotel near Millennium Park that is popular with HotelsCombined users, scoring 8.4 across 2,645 reviews.

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

    Ohio House Motel is a hotel near Magnificent Mile that is popular with HotelsCombined users, scoring 8.4 from 2,645 reviews.

  • Is there a good hotel near River North?

    If you’re planning to stay near River North, you should consider Ohio House Motel, which has a score of 8.4 from 2,645 reviews.

  • How much is a cheap hotel in Uptown?

    ₹ 17,871/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 Millennium Park, Magnificent Mile, and River North. You’ll want to stay in Chicago to visit Millennium Park, Chicago to visit Magnificent Mile, and Chicago to visit River North.

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