Hotels in Uptown, Chicago

3 nights is the typical length of stay for people visiting Uptown.

On average, rooms will be priced around $576 per night when booking a hotel in Uptown; however the price you pay for your room will vary significantly depending on seasonality, location and facilities.

February is the cheapest month to book a hotel in Uptown. Prices can be 35% lower than other, busier months; so this is a great time to get a good deal.

Hotel rooms in Uptown are generally cheapest on Tuesday and more costly on Monday.

Per person, per night, a hostel in Uptown (or a sub 2 star rated hotel) is priced at $185, on average. This price is $391 cheaper than your average Uptown hotel.

There are many things to do in the Uptown neighborhood, but Aragon Ballroom happens to be the most popular. If you’re looking for hotels in Chicago that are close to Aragon Ballroom, then book a room at 11 Beds Beaut Home Train, Cubs, Beach Riviera, Aragon Steps away. This hotel is in Uptown and is the closest to this popular attraction.

The number of operators available for hotels in Uptown is 40 as of October 2026.

Prices for hotels in Uptown refresh daily.

If you’re planning on staying at any of momondo’s recommended hotels in the area of Uptown nearest to Aragon Ballroom, you should expect to pay around $306/night. This price fluctuates based on time of year. In general, a rate under $306/night is a good deal for momondo users staying near Aragon Ballroom. Hotels near Aragon Ballroom are typically 30% less expensive than the average hotel in Uptown, which is $441.

Below are the 2 user recommended hotels in the area of Uptown that is closest to Montrose Harbor. The average price near Montrose Harbor is $159/night, with prices varying based on several factors including time of year. Hotels near Montrose Harbor are typically 64% less expensive than the average hotel in Uptown, which is $441.