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Aug 27 - Aug 28
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Aug 28 - Aug 29
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Aug 29 - Aug 31
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Discover 4,647 Uptown hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Uptown hotels

Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2245)
"Great stay "
The price is NT$3,163
NT$4,251 total
includes taxes & fees
Sep 2 - Sep 3
Freehand Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2100)
"Great place to stay!"
The price is NT$5,695
NT$7,569 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1332)
"Great stay highly recommend!! "
Claridge House
The Guesthouse Hotel
Rooftop terrace

The Guesthouse Hotel

4.0 star property
9.8 out of 10, Exceptional, (341)
"Best place to stay"
The price is NT$13,473
NT$15,816 total
includes taxes & fees
Aug 29 - Aug 30
The Guesthouse Hotel
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very Good, (210)
"Great place "
The price is NT$2,838
NT$3,331 total
includes taxes & fees
Sep 3 - Sep 4
FOUND Hotel Chicago River North
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2609)
"Great hotel! "
The price is NT$3,091
NT$3,629 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Grant Park Hotel
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great place to stay!"
The price is NT$3,362
NT$3,946 total
includes taxes & fees
Sep 2 - Sep 3
Ohio House Motel
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1699)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2316)
"I had a very good stay 10 out of 10 recommend"
The price is NT$3,535
NT$4,150 total
includes taxes & fees
Sep 3 - Sep 4
Travelodge by Wyndham Downtown Chicago
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2095)
"Great spot, good location, nice rooms. "
Hotel Felix River North/Magnificent Mile
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1038)
"Its a really nice place ,very pleased. "
The price is NT$3,611
NT$4,239 total
includes taxes & fees
Sep 2 - Sep 3
Best Western River North Hotel
The Godfrey Hotel Chicago
American cuisine, alfresco dining

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1901)
"Loved the stay"
The price is NT$4,554
NT$6,063 total
includes taxes & fees
Sep 1 - Sep 2
The Godfrey Hotel Chicago
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (572)
"It was a wonderful place to stay! "
The price is NT$3,891
NT$4,568 total
includes taxes & fees
Sep 1 - Sep 2
The Chicago Hotel Collection River North
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1010)
"Great location and hotel "
The price is NT$4,416
NT$5,184 total
includes taxes & fees
Sep 3 - Sep 4
Ivy Boutique Hotel
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1822)
"Amazing place to stay"
The price is NT$3,545
NT$4,162 total
includes taxes & fees
Sep 2 - Sep 3
Central Loop Hotel
Club Quarters Hotel, Central Loop, Chicago
Breakfast, lunch and dinner served

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3359)
"Great location, quiet rooms "
The price is NT$3,545
NT$4,162 total
includes taxes & fees
Sep 2 - Sep 3
Club Quarters Hotel, Central Loop, Chicago
River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4577)
"Great place to stay, staff was very friendly"
The price is NT$4,034
NT$4,736 total
includes taxes & fees
Sep 2 - Sep 3
River Hotel
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1195)
"Great location, nice room and roomy bathroom and good breakfast."
The Chicago Hotel Collection - Magnificent Mile
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1958)
"Great stay"
The price is NT$4,156
NT$5,597 total
includes taxes & fees
Sep 2 - Sep 3
Millennium Knickerbocker Chicago
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Great place abd staff!"
The price is NT$6,999
NT$8,216 total
includes taxes & fees
Sep 1 - Sep 2
The Hoxton 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.
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Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most.
Downtown Chicago showing a city

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 - River North

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 - Downtown which includes a river or creek

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 showing railway items, street scenes and a city

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.

Chicago which includes modern architecture and a city

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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"I really enjoyed my stay here . The hotel is very historical and is known for hosting beautiful weddings, it’s huge , restaurants on property, and is very close to everything there is to see in downtown Chicago . Very close to the river walk , millennium park, coffee shops/breakfast, the loop , Taco Bell , primark , aquarium etccc love it there and would definitely come back another time !!! The city is such a vibe and lots of people walking the street even at 10:00 at night a lot of people out and about and it made me feel safe and not alone ! "
Miracle 3-night trip
Posted 2 days ago
Congress Plaza Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Montrose Dog Beach. 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.