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Discover 4,639 Uptown hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Guesthouse Hotel
Rooftop terrace

The Guesthouse Hotel

4.0 star property
9.8 out of 10, Exceptional, (336)
"The rooms are spacious, modern , quiet & very clean. Having a kitchen access to parking is a plus! The staff is friendly and helpful. Hidden gem on Chicago's Northside. Better than a BnB!"
The price is ₩838,948
₩984,828 total
includes taxes & fees
Aug 15 - Aug 16
The Guesthouse Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1955)
"Very pleasant stay!"
The price is ₩221,204
₩259,671 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3511)
"Great stay"
The price is ₩217,302
₩255,092 total
includes taxes & fees
Aug 26 - Aug 27
citizenM Chicago Downtown
River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4478)
"Great place to stay."
The price is ₩171,836
₩201,718 total
includes taxes & fees
Aug 24 - Aug 25
River Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3065)
"Great location and friendly staff!"
The price is ₩220,092
₩258,366 total
includes taxes & fees
Sep 2 - Sep 3
Eurostars Magnificent Mile
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, (2055)
"Beautiful property, will definitely stay there again."
The price is ₩243,852
₩326,552 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8952)
"Great place to stay."
The price is ₩186,536
₩218,975 total
includes taxes & fees
Sep 1 - Sep 2
Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2570)
"Great location and hotel!"
The price is ₩199,597
₩234,306 total
includes taxes & fees
Aug 17 - Aug 18
Hilton Chicago/Magnificent Mile Suites
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3628)
"Great stay. "
The price is ₩199,597
₩234,307 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1029)
"Good budget hotel"
The price is ₩171,252
₩201,031 total
includes taxes & fees
Aug 24 - Aug 25
Best Western River North Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2144)
"Location was just what needed and at an affordable price "
The price is ₩148,562
₩239,641 total
includes taxes & fees
Aug 24 - Aug 25
Freehand Chicago
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2780)
"We love our stay here !"
The price is ₩169,657
₩199,161 total
includes taxes & fees
Aug 17 - Aug 18
Aloft Chicago Mag Mile
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1342)
"Staff was so friendly and the rooms were really clean!"
The price is ₩202,863
₩238,140 total
includes taxes & fees
Aug 24 - Aug 25
Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very Good, (1011)
"Nice place to stay"
The price is ₩200,084
₩251,553 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn & Suites Chicago - Downtown by IHG
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2043)
"Enjoyed our stay. Great location."
The price is ₩194,415
₩269,006 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very Good, (165)
"Great stay"
The price is ₩153,252
₩179,902 total
includes taxes & fees
Aug 24 - Aug 25
FOUND Hotel Chicago River North
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2274)
"Location, cleanness and staff were very good "
The price is ₩148,673
₩174,528 total
includes taxes & fees
Aug 25 - Aug 26
Travelodge by Wyndham Downtown Chicago
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2027)
"Love staying here "
The price is ₩252,564
₩296,485 total
includes taxes & fees
Aug 21 - Aug 22
Hyatt Centric The Loop Chicago
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3334)
"Great location and wonderful hotel. "
The price is ₩287,620
₩378,418 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Regency Chicago
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2548)
"Hotel is amazing "
The price is ₩232,778
₩314,062 total
includes taxes & fees
Sep 1 - Sep 2
Swissotel - 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. Learn more about Uptown
Learn more about Uptown
Downtown Chicago showing a city
Downtown Chicago map

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 map

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 map

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 map

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 map

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
"The room and bathroom were both spacious with high ceilings. Great view on the lake side. "
Madison 2-night trip
Posted 10 hours ago
Congress Plaza Hotel

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 50 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.