Find hotels in Uptown, Chicago

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 22 - Nov 23
Tomorrow
Nov 23 - Nov 24
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Filter by

Guest rating
Guest rating
Star rating

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

Rooftop terrace
The Guesthouse Hotel

The Guesthouse Hotel

4.0 star property
Uptown
9.8 out of 10, Exceptional, (356)
"Wonderful property, in a great part of Chicago. The staff was super friendly, and the entire place was great. Clean facilities, and amazing guest rooms. Will definitely stay here again."
United States
Jacob
The price is ₩354,374
₩415,993 total
includes taxes & fees
Nov 25 - Nov 26
The Guesthouse Hotel
Reception
River Hotel

River Hotel

4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (4829)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is ₩130,283
₩152,938 total
includes taxes & fees
Nov 24 - Nov 25
River Hotel
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 8.2 km from Uptown
9.0 out of 10, Wonderful, (3115)
"Location was great "
United States
Hamik
The price is ₩153,579
₩180,288 total
includes taxes & fees
Dec 21 - Dec 22
Eurostars Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 8.6 km from Uptown
8.8 out of 10, Excellent, (2144)
"Great stay "
United States
Melinda
The price is ₩143,538
₩168,501 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile
Terrace/patio
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 9.1 km from Uptown
9.4 out of 10, Exceptional, (4067)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is ₩157,395
₩184,766 total
includes taxes & fees
Dec 8 - Dec 9
citizenM Chicago Downtown
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, (2244)
"Room was spotless…staff was great!"
United States
Tamika
The price is ₩125,416
₩197,313 total
includes taxes & fees
Nov 25 - Nov 26
Sable at Navy Pier Chicago, Curio Collection by Hilton
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 7.8 km from Uptown
9.0 out of 10, Wonderful, (3347)
"Great stay!"
United States
Rose
The price is ₩122,533
₩143,842 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Chicago/Magnificent Mile Suites
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (2927)
"Great location!!"
United States
sarah e
The price is ₩144,156
₩169,225 total
includes taxes & fees
Dec 7 - Dec 8
Aloft Chicago Mag Mile
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
The Loop, 10.7 km from Uptown
8.4 out of 10, Very Good, (2308)
"Clean Rooms & very nice staff"
United States
Teresa
The price is ₩155,600
₩225,831 total
includes taxes & fees
Nov 28 - Nov 29
Hilton Chicago
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 8.5 km from Uptown
8.4 out of 10, Very Good, (4188)
"Great location. "
United States
Rodger
The price is ₩117,678
₩138,143 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
River North, 8.4 km from Uptown
8.0 out of 10, Very Good, (2596)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is ₩117,825
₩164,217 total
includes taxes & fees
Nov 25 - Nov 26
Freehand Chicago
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.5 km from Uptown
9.0 out of 10, Wonderful, (1693)
"The location was great!!"
United States
Yvette
The price is ₩175,341
₩205,831 total
includes taxes & fees
Dec 20 - Dec 21
Crowne Plaza Chicago West Loop by IHG
Exterior
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, (335)
"love this place definitely coming back !"
United States
Dayanara
The price is ₩93,069
₩109,252 total
includes taxes & fees
Dec 21 - Dec 22
FOUND Hotel Chicago River North
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very Good, (9631)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is ₩159,395
₩187,114 total
includes taxes & fees
Nov 24 - Nov 25
Congress Plaza Hotel
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, (2837)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is ₩152,209
₩220,130 total
includes taxes & fees
Dec 8 - Dec 9
Hotel Riu Plaza Chicago
Lobby
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, (3409)
"Great stay"
United States
Jenine
The price is ₩197,817
₩232,217 total
includes taxes & fees
Dec 7 - Dec 8
LondonHouse 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, (2082)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
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, (2619)
"Loved our stay here! Was easy to check in and staff was super friendly! Loved the area and the walk to millennium park was nice."
United States
Mary
The price is ₩118,782
₩139,438 total
includes taxes & fees
Dec 4 - Dec 5
Best Western Grant Park Hotel
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 9.7 km from Uptown
8.4 out of 10, Very Good, (2083)
"Great place to stay."
United States
Aaron
The price is ₩150,775
₩213,770 total
includes taxes & fees
Dec 21 - Dec 22
Palmer House a Hilton Hotel
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, (1721)
"Clean room, great hot tub."
United States
SHARON
The price is ₩116,502
₩136,757 total
includes taxes & fees
Dec 15 - Dec 16
Hilton Garden Inn Chicago Downtown South Loop
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.
View all properties

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

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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Clean room, brought us towels, took out trash and made the bed everyday "
Alexander 3-night trip
Posted 6 hours ago
Hotel Riu Plaza Chicago

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 40 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.