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Our top choices for Uptown hotels

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (398 reviews)
"Great property with clean, modern and spacious rooms and friendly and attentive staff. "
United States
Regina Therese
The price is ₩393,837
₩462,340 total
includes taxes & fees
May 26 - May 27
The Guesthouse Hotel

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, (2,506 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is ₩311,085
₩422,174 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 8.5 km from Uptown
8.0 out of 10, Very Good, (3,016 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is ₩135,057
₩187,638 total
includes taxes & fees
May 25 - May 26
Freehand 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, (10,131 reviews)
"Excellent stay"
United States
Jennifer
The price is ₩202,676
₩240,963 total
includes taxes & fees
May 25 - May 26
Congress Plaza Hotel

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,810 reviews)
"Great staff and location. "
United States
Robert
The price is ₩301,981
₩403,592 total
includes taxes & fees
May 26 - May 27
Hilton Chicago

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, (1,487 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is ₩233,542
₩277,671 total
includes taxes & fees
Jun 2 - Jun 3
The Chicago Hotel Collection Ambassador Gold Coast

The Wade

The Wade
4.5 star property
Streeterville, 8.6 km from Uptown
8.4 out of 10, Very Good, (1,836 reviews)
The price is ₩229,300
₩272,615 total
includes taxes & fees
May 26 - May 27
The Wade

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,190 reviews)
"excellent stay"
United States
Jaeyoung
The price is ₩179,291
₩213,158 total
includes taxes & fees
May 26 - May 27
River 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, (2,246 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is ₩179,894
₩259,918 total
includes taxes & fees
May 25 - May 26
Silversmith Hotel Chicago Downtown

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 8.2 km from Uptown
7.8 out of 10, Good, (1,456 reviews)
"Great stay"
United States
Ontario
The price is ₩184,256
₩219,062 total
includes taxes & fees
May 25 - May 26
The Chicago Hotel Collection - Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (4,214 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is ₩241,281
₩330,130 total
includes taxes & fees
May 27 - May 28
Hotel Riu Plaza Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 11 km from Uptown
8.8 out of 10, Excellent, (2,005 reviews)
"Clean quiet hotel"
United States
Daniel
The price is ₩256,456
₩304,940 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Chicago Downtown South Loop

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 10.4 km from Uptown
7.4 out of 10, Good, (2,611 reviews)
"Staff was friendly and helpful.. location was great"
United States
Amber
The price is ₩162,523
₩193,224 total
includes taxes & fees
May 25 - May 26
Travelodge by Wyndham Downtown Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,336 reviews)
"Great location and very convenient to river walk and vicinity."
United States
Sridhar
The price is ₩254,232
₩355,702 total
includes taxes & fees
May 25 - May 26
Swissotel - Chicago

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, (2,446 reviews)
"My favorite place to stay!"
United States
Teresa
The price is ₩279,218
₩377,077 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.2 km from Uptown
9.0 out of 10, Wonderful, (3,564 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is ₩242,798
₩288,663 total
includes taxes & fees
May 25 - May 26
Eurostars Magnificent Mile

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 9.3 km from Uptown
8.8 out of 10, Excellent, (2,164 reviews)
"Great place"
United States
JOSE
The price is ₩253,664
₩355,710 total
includes taxes & fees
May 25 - May 26
Fairmont Chicago at Millennium Park

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 9.4 km from Uptown
9.4 out of 10, Exceptional, (1,069 reviews)
"Clean rooms, comfy bed."
United States
Brenda
The price is ₩213,705
₩299,083 total
includes taxes & fees
May 25 - May 26
Staypineapple, An Iconic Hotel, The Loop

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (3,239 reviews)
"Nice place to stay"
United States
Jimmie
The price is ₩226,106
₩268,839 total
includes taxes & fees
May 26 - May 27
Aloft by Marriott Chicago Mag Mile

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 9.2 km from Uptown
9.2 out of 10, Wonderful, (1,393 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is ₩264,296
₩356,719 total
includes taxes & fees
May 26 - May 27
Sports Illustrated Resorts 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 and neighborhoods for the activities you enjoy most. Learn more about Uptown
Learn more about Uptown

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

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Uptown Hotel Reviews

Frequently asked questions

What's it like in Uptown?
Uptown is a neighborhood that travelers like for its theaters, 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 neighborhood.
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 center.
How many hotels are there in the Uptown area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 44 Uptown hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Uptown, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to view the best deals in Uptown.
Where can I learn more about changing or cancelling my trip to Uptown?
For more information about picking new dates or cancelling your trip to Uptown, click here.
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 to visit in the neighborhood. 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, be sure to visit other sights like 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.