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Hotels in Uptown, Chicago

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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 September (C$ 320). Conversely, the most expensive month to stay in Uptown is June (C$ 728).

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

The cheapest day to stay in Uptown is Monday (C$ 155). On the other hand, travellers can expect to pay the most on Sunday, when the average nightly price is C$ 687.

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Cheapest hotels in Uptown, Chicago

At the moment, these hotels offer the lowest nightly rate out of those we've come across in Uptown. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
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
C$ 458
Avg. per night
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Where to stay in Uptown

Scroll through the map to find hotels close to the Uptown neighborhood(s) you plan on visiting. More information on a given hotel can be accessed by clicking the hotel's name within the map.

Facts about staying in Uptown, Chicago

  • What are the best hotels in Uptown?

    The Guesthouse Hotel (9.2/10 from 235 reviews), Regal Stylish Uptown Loft Beachfront Rooftopwfhgym (9.1/10 from 16 reviews), and Artistic Loft Rooftop Uptown Montrose Beach Gymwfh (9.8/10 from 51 reviews) are all highly rated places to stay in Uptown.

  • What is a good hotel near Magnificent Mile?

    A good hotel close to Magnificent Mile is River Hotel (rated 8.4/10 from 7,477 reviews).

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

    River Hotel is the most recommended hotel near River North on HotelsCombined (scoring 8.4 over 7,477 reviews).

  • Is there a good hotel near Grant Park?

    If you’re visiting Grant Park then the nearby River Hotel is a popular hotel with HotelsCombined users (7,477 reviews scoring it at an average 8.4/10).

  • How much is a cheap hotel in Uptown?

    Prices for Uptown hotels have been found for as low as C$ 508/night over the last 3 days.

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

    Magnificent Mile, River North, and Grant Park 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 River North if you stay in Chicago. Grant Park is accessible while staying in Chicago.

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Consider these popular 4-star hotels in Uptown

The Guesthouse Hotel