Uptown hotels in Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Uptown hotels

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (390 reviews)
"Comfortable beds, roomy apartments. Close to Andersonville"
United States
heather
The price is HK$2,361
HK$2,772 total
includes taxes & fees
26 Apr - 27 Apr
The Guesthouse Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 9.7 km from Uptown
8.6 out of 10, Excellent, (2,394 reviews)
"Clean rooms, great staff, great amenities. Next to the loop and the red line. In the heart of downtown Chicago, very historic and beautiful. "
United States
Washington
The price is HK$1,246
HK$1,677 total
includes taxes & fees
8 May - 9 May
Palmer House a Hilton Hotel

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 7 km from Uptown
8.2 out of 10, Very good, (1,368 reviews)
"The staff is so amazing, and accommodating, Cristin and David are amazing when helping! The area is so fun and so close to so many shopping centers and great places to eat. In a very convenient spot for traveling in !! "
United States
Sonovia
The price is HK$872
HK$1,024 total
includes taxes & fees
30 Apr - 1 May
The Chicago Hotel Collection Ambassador Gold Coast

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 8.3 km from Uptown
8.6 out of 10, Excellent, (548 reviews)
"We loved the hotel! We loved the cozy atmosphere, the room and beds were incredible comfortable. Also GREAT location. E"
United States
Camila
The price is HK$648
HK$761 total
includes taxes & fees
27 Apr - 28 Apr
FOUND Hotel Chicago River North

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,465 reviews)
"Excellent location, service, view and food!!"
United States
Christine
The price is HK$1,863
HK$2,454 total
includes taxes & fees
23 Apr - 24 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,083 reviews)
"Our stay was A+, the staff was courteous and helpful and always went above and beyond in service. The location was great across from the Riverwalk and central to many other Chicago attractions. We will be back!!"
United States
Robin
The price is HK$959
HK$1,126 total
includes taxes & fees
30 Apr - 1 May
River Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 8.2 km from Uptown
7.6 out of 10, Good, (1,288 reviews)
"Get the inclusive which makes sense. Staff was nice nothing extraordinary. I liked it as it was close to everything we wanted to do. Small outside rooftop but still nice. "
United States
Cary
The price is HK$840
HK$986 total
includes taxes & fees
27 Apr - 28 Apr
The Chicago Hotel Collection - Magnificent Mile

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 9.1 km from Uptown
9.6 out of 10, Exceptional, (3,916 reviews)
"Such a sweet and lovely hotel. Excellent location in the heart of Chicago. Room was great. Very comfortable beds. And we lived the window seats where we could watch the river and the street activity. "
United States
KATE
The price is HK$1,258
HK$1,477 total
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 8.2 km from Uptown
8.6 out of 10, Excellent, (3,041 reviews)
"I visit the city to see and do things, so the Warwick/Allerton is perfectly situated. It’s reasonably priced and close enough to everything that you have plenty of choices to spend your time and leisure. "
United States
Jim
The price is HK$999
HK$1,403 total
includes taxes & fees
19 Apr - 20 Apr
Warwick Allerton - Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (3,849 reviews)
"Plenty of stores and restaurants around. Great location downtown. Short walk to the river. Very clean and new. "
United States
Martha
The price is HK$979
HK$1,370 total
includes taxes & fees
26 Apr - 27 Apr
Hotel Riu Plaza Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (3,172 reviews)
"This was a quick getaway, very clean and spacious room. Ideal location next to everything Mag Mile, Navy Pier, Shopping, Art Institute. Etc."
United States
Maria
The price is HK$1,011
HK$1,186 total
includes taxes & fees
19 Apr - 20 Apr
Aloft Chicago Mag Mile

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,730 reviews)
"We loved our stay. Two adults and our eight-year-old son took a weekend trip to Chicago. This hotel was very close to the field museum and walking distance to magnificent mile. Short Uber ride to nearby shopping and Willis Tower. The staff were awesome and upgraded our room at a low price. We felt very safe and staff were very helpful. The eighth floor had a beautiful pool, spa and sauna, great view of lake mi, open late too. We dined for breakfast at yoke and Niu B for dinner. Delicious. At...
United States
Heather
The price is HK$1,559
HK$2,084 total
includes taxes & fees
8 May - 9 May
Hilton Chicago

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 10.3 km from Uptown
9.6 out of 10, Exceptional, (1,230 reviews)
"Great hotel for the price. Our room was clean, had a comfy bed, and was quite large with a king size bed. There were limited ammenities at the hotel, but good food and coffee was a quick walk away. We really enjoyed the Jazz Showcase (2 blocks) and the neighborhood wine bar (2 blocks)."
United States
Liz
The price is HK$1,059
HK$1,243 total
includes taxes & fees
30 Apr - 1 May
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 9.6 km from Uptown
9.2 out of 10, Wonderful, (2,230 reviews)
"Wonder stay! Upgraded to a suite which was the perfect size!!! Love access to all things downtown Chicago! Food, entertainment and shopping! Beverly, front desk, is a true local gem! She gave us the best recommendations and super friendly! "
United States
Diana
The price is HK$934
HK$1,336 total
includes taxes & fees
19 Apr - 20 Apr
Silversmith Hotel Chicago Downtown

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 9 km from Uptown
9.4 out of 10, Exceptional, (3,647 reviews)
"Clean room, everything was nearby since stayed at the heart of downtown "
United States
Josie
The price is HK$1,787
HK$2,355 total
includes taxes & fees
7 May - 8 May
LondonHouse Chicago, Curio Collection by Hilton

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (2,189 reviews)
"Everything was clean. Room was wonderful with an amazing view of the river. Its in the middle of either main areas. Staff was more than friendly and always had a smile. Highly recomend for a night or two in the city. "
United States
Laura
The price is HK$964
HK$1,131 total
includes taxes & fees
27 Apr - 28 Apr
Club Quarters Hotel Wacker at Michigan, Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (10,153 reviews)
"We had a lovely stay. The lake view was beautiful and the location was excellent. Staff were friendly and Chris, the bartender, was an amazing historic resource. Thanks for the stay everyone! Ya’ll made our first time in Chicago comforting. "
United States
Kimberly
The price is HK$902
HK$1,058 total
includes taxes & fees
26 Apr - 27 Apr
Congress Plaza Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 8.5 km from Uptown
8.0 out of 10, Very good, (2,874 reviews)
"i've stayed here twice now and its so incredibly charming and beautiful, staff is friendly, and very affordable, HIGHLY reccomend!!"
United States
Jayden
The price is HK$638
HK$887 total
includes taxes & fees
19 Apr - 20 Apr
Freehand Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.2 km from Uptown
9.0 out of 10, Wonderful, (3,411 reviews)
"Great hotel and proximity to everything in downtown. Friendly staff who greet you every time. "
United States
Marisa
The price is HK$1,003
HK$1,177 total
includes taxes & fees
26 Apr - 27 Apr
Eurostars Magnificent Mile

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,080 reviews)
"In the center of downtown, close to a lot of different stores, restaurants, great staff, especially Antoine and security!!! "
United States
Jelisa
The price is HK$1,051
HK$1,467 total
includes taxes & fees
26 Apr - 27 Apr
Arlo Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Where to stay in Uptown

Find the best Uptown areas for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Top Uptown Hotel Reviews

Frequently asked questions

What's it like in Uptown?
Uptown is a neighbourhood that travellers like for its theatres, live music and lake views. Looking for sights you might find in a travel guide about Uptown? Consider a visit to Lake Michigan while you're in the neighbourhood.
Where is the best place to stay in Uptown?
Based on Expedia customer reviews, The Guesthouse Hotel is the highest ranked property in Uptown. This hotel offers private balconies and a fitness centre.
How many hotels will I be able to find in the Uptown area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 46 Uptown hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Uptown, will I receive a refund?
Yes! Most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to get the top deals on offer in Uptown.
What are the top things to see and do in Uptown?
Spend some time exploring the great outdoors at Lake Michigan, Lincoln Park and Challenger Park. Aragon Ballroom and Riviera Theatre are some other stops worth a visit in the neighbourhood. Wrigley Field, Pegasus Players and Aragon Entertainment Center are just a few of the places to visit in and around Uptown. While you're out sightseeing in Chicago, make sure that you visit other sights such as About Face Theater or Hutchinson Street Historic District.
How can I get around Uptown and the greater Chicago area?
If you want to see more of the city, Wilson Station is the closest metro stop. Others nearby include Lawrence Station and Argyle Station. If you want to head out of town, you can hop aboard a train at Chicago Ravenswood Station.

Explore a world of travel with Expedia