Hotels in Uptown, Chicago

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Best hotels in Uptown (Chicago)

Most recommended Uptown hotels

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The Guesthouse Hotel - Chicago - Living room
The Guesthouse Hotel
9.6 Wonderful
Free Wi-Fi
Pet friendly

How much is a Uptown hotel?

Here are our most popular & best value hotels

4 stars and above

Good to know

Low season


High season


Average price (weeknight)


Average price (weekend night)

Cheapest month to stay with an average 69% drop in price.
Most expensive month to stay with an average 102% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a hotel in Uptown

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding a hotel deal in Uptown

  • If you’re looking for a cheap hotel in Uptown, you should consider going during the low season. You’ll generally find lower-priced hotels in Uptown in July and February.
  • If you’re looking for a bargain then KAYAK data shows that you’ll find the best hotel deals in Uptown (Chicago) if you stay on a Wednesday. On the other hand, the most expensive day for hotel bookings is Sunday.
  • For the lowest prices, try to book your Uptown hotel more than 90 days before your stay.
  • If you’re looking for a last minute bargain, the cheapest 3-star hotel in Uptown (Chicago) found on KAYAK in the last 2 weeks was $194, while the most expensive was $372.
  • Not sure just how much there is to see and do in Uptown? KAYAK users usually book their hotel here for 5 days.

FAQs when booking a hotel in Uptown

  • What are the best hotels in Uptown?

    Uptown is a great part of Chicago to make your base. If you’re staying in Uptown area then The Guesthouse Hotel, Cossy room close to lake in chicago, and Elite Studio Apartment in Uptown near Shops - Montrose 313 are all recommended on KAYAK.

  • How much does a hotel in Uptown (Chicago) cost?

    The average price for a hotel room in Uptown is $295 but our users have found deals for as low as $281. However, hotel prices in Uptown vary a lot depending on the type of hotel, the time of year and more factors.

  • Are hotels in Uptown (Chicago) safe during the coronavirus (COVID-19) crisis?

    Hotels are safe environments for travelers as long as they properly implement sanitary measures in response to coronavirus (COVID-19). However, we recommend getting in touch with the local authorities regarding safety procedures for hotels in Uptown. For more advice, please view our information page on what to know about coronavirus (COVID-19) and travel.

Where to stay in Uptown?

Our map will help you find the perfect hotel in Uptown, Chicago by showing you the exact location of each hotel.