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Check prices for these dates

Tonight
May 6 - May 7
Tomorrow
May 7 - May 8
This weekend
May 8 - May 10
Next weekend
May 15 - May 17

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Our top choices for Uptown hotels

Rooftop terrace

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (393 reviews)
"Absolutely beautiful property. Lovely views. Spacious apartments with everything you could need. One of our favorite places we have stayed."
United States
Shawna
The price is ₩410,679
₩482,097 total
includes taxes & fees
May 27 - May 28
The Guesthouse Hotel
Terrace/patio

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, (2,489 reviews)
"Great place to stay "
United States
Mark
The price is ₩279,059
₩382,786 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby

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, (2,252 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is ₩131,523
₩201,148 total
includes taxes & fees
Jun 2 - Jun 3
Silversmith Hotel Chicago Downtown
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (4,070 reviews)
"It was great property, amazing location and the breakfast was fantastic. "
United States
Nichole
The price is ₩197,393
₩276,042 total
includes taxes & fees
May 27 - May 28
Hotel Riu Plaza Chicago
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,777 reviews)
"Clean room and great location "
United States
Diana
The price is ₩233,291
₩320,445 total
includes taxes & fees
May 25 - May 26
Hilton Chicago
Pool

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, (1,983 reviews)
"Had a great stay-5 stars of 5"
United States
donald
The price is ₩192,062
₩228,332 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Chicago Downtown South Loop
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very Good, (10,172 reviews)
"Great stay"
United States
Matthew
The price is ₩185,276
₩220,287 total
includes taxes & fees
May 8 - May 9
Congress Plaza Hotel
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 8.5 km from Uptown
8.0 out of 10, Very Good, (2,951 reviews)
"Great stay"
United States
Agnes Nmabila
The price is ₩136,893
₩188,907 total
includes taxes & fees
May 25 - May 26
Freehand Chicago
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,108 reviews)
"Great breakfast and staff. "
United States
Kelly
The price is ₩191,255
₩271,748 total
includes taxes & fees
May 10 - May 11
Arlo Chicago
Exterior detail

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 8.3 km from Uptown
8.4 out of 10, Very Good, (590 reviews)
"very nice clean room smells amazing loved our stay !"
United States
Itss
The price is ₩157,141
₩184,476 total
includes taxes & fees
May 25 - May 26
FOUND Hotel Chicago River North
Interior detail

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, (1,059 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is ₩195,146
₩275,529 total
includes taxes & fees
May 26 - May 27
Staypineapple, An Iconic Hotel, The Loop
2 restaurants, breakfast, lunch, dinner served; American cuisine

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, (3,700 reviews)
"Very clean room, kind and courteous staff. Would definitely stay again! "
United States
Claire
The price is ₩266,891
₩360,368 total
includes taxes & fees
May 26 - May 27
LondonHouse Chicago, Curio Collection by Hilton
Room service - dining

The Wade

The Wade
4.5 star property
Streeterville, 8.6 km from Uptown
8.4 out of 10, Very Good, (1,825 reviews)
"We enjoy our stay."
United States
Nuria
The price is ₩247,964
₩294,803 total
includes taxes & fees
May 26 - May 27
The Wade
Exterior

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, (1,372 reviews)
"It was in a great location near everything. "
United States
Dwight Demond
The price is ₩178,156
₩211,811 total
includes taxes & fees
May 11 - May 12
The Chicago Hotel Collection - Magnificent Mile
Indoor pool

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, (2,429 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is ₩217,005
₩301,650 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel
Restaurant

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 11 km from Uptown
8.2 out of 10, Very Good, (2,694 reviews)
"Great location, right across the street from the park."
United States
Jamison
The price is ₩189,274
₩225,030 total
includes taxes & fees
May 26 - May 27
Best Western Grant Park Hotel
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,303 reviews)
"Very good, would stay here again!"
United States
Lorena
The price is ₩304,318
₩413,915 total
includes taxes & fees
May 10 - May 11
Swissotel - Chicago
55-inch LCD TV with cable channels, TV, pay movies

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, (4,016 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is ₩238,243
₩283,248 total
includes taxes & fees
May 10 - May 11
L7 Chicago by LOTTE
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.2 km from Uptown
9.0 out of 10, Wonderful, (3,507 reviews)
"The hotel was phenomenally clean, the staff was nice !"
United States
Rochelle
The price is ₩211,282
₩251,193 total
includes taxes & fees
May 10 - May 11
Eurostars Magnificent Mile
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,167 reviews)
"Excellent location, very clean room and friendly staff"
United States
Alejandra
The price is ₩198,297
₩235,755 total
includes taxes & fees
May 26 - May 27
River Hotel
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.
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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.

USA, Illinois, Chicago, Lincoln Park lagoon

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

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Parking very expensive if you don’t need on and out options"
Marie 1-night trip
Posted less than an hour ago
The Allegro Royal Sonesta Hotel Chicago Loop

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 46 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.