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Check prices for these dates

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

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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, (394 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 7.366.953 ₫
8.648.065 ₫ total
includes taxes & fees
27 May - 28 May
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, (2,492 reviews)
"Great place to stay "
United States
Mark
The price is 4.966.584 ₫
6.812.406 ₫ total
includes taxes & fees
26 May - 27 May
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, (2,256 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is 2.406.701 ₫
3.664.613 ₫ total
includes taxes & fees
2 Jun - 3 Jun
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, (4,072 reviews)
"It was great property, amazing location and the breakfast was fantastic. "
United States
Nichole
The price is 3.540.927 ₫
4.960.176 ₫ total
includes taxes & fees
27 May - 28 May
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, (2,778 reviews)
"Clean room and great location "
United States
Diana
The price is 4.184.880 ₫
5.748.288 ₫ total
includes taxes & fees
25 May - 26 May
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 3.445.288 ₫
4.095.918 ₫ total
includes taxes & fees
26 May - 27 May
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, (10,175 reviews)
"Great stay"
United States
Matthew
The price is 3.297.476 ₫
3.920.369 ₫ total
includes taxes & fees
8 May - 9 May
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, (2,955 reviews)
"Great stay"
United States
Agnes Nmabila
The price is 2.455.656 ₫
3.388.700 ₫ total
includes taxes & fees
25 May - 26 May
Freehand Chicago
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,110 reviews)
"Great breakfast and staff. "
United States
Kelly
The price is 3.430.812 ₫
4.874.728 ₫ total
includes taxes & fees
10 May - 11 May
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, (591 reviews)
"very nice clean room smells amazing loved our stay !"
United States
Itss
The price is 2.818.872 ₫
3.309.073 ₫ total
includes taxes & fees
10 May - 11 May
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, (1,060 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is 3.500.613 ₫
4.942.531 ₫ total
includes taxes & fees
25 May - 26 May
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, (3,701 reviews)
"Very clean room, kind and courteous staff. Would definitely stay again! "
United States
Claire
The price is 4.618.634 ₫
6.263.586 ₫ total
includes taxes & fees
26 May - 27 May
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 4.448.080 ₫
5.288.325 ₫ total
includes taxes & fees
25 May - 26 May
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, (1,373 reviews)
"It was in a great location near everything. "
United States
Dwight Demond
The price is 3.195.827 ₫
3.799.518 ₫ total
includes taxes & fees
10 May - 11 May
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 3.892.728 ₫
5.411.129 ₫ total
includes taxes & fees
25 May - 26 May
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 3.395.280 ₫
4.036.647 ₫ total
includes taxes & fees
25 May - 26 May
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, (3,306 reviews)
"Very good, would stay here again!"
United States
Lorena
The price is 5.214.913 ₫
7.127.000 ₫ total
includes taxes & fees
27 May - 28 May
Swissotel - Chicago
55-inch LCD TV with cable channels, TV, pay films

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, (4,017 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is 4.029.329 ₫
4.790.471 ₫ total
includes taxes & fees
25 May - 26 May
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, (3,508 reviews)
"The hotel was phenomenally clean, the staff was nice !"
United States
Rochelle
The price is 3.790.080 ₫
4.506.025 ₫ total
includes taxes & fees
10 May - 11 May
Eurostars Magnificent Mile
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,172 reviews)
"Excellent location, very clean room and friendly staff"
United States
Alejandra
The price is 3.557.148 ₫
4.229.093 ₫ total
includes taxes & fees
26 May - 27 May
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 for the activities you enjoy most.

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

USA, Illinois, Chicago, Lincoln Park lagoon

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top Uptown Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

8/10 Good
"Awesome Breakfast Buffet"
Bob 2-night trip
Posted 1 hour ago
Hotel Riu Plaza Chicago

Frequently asked questions

What's it like in Uptown?
Uptown is a neighbourhood that travellers like for its theatres, 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 neighbourhood.
How many hotels will I be able to find 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 accommodation options to choose from.
If I need to cancel my hotel reservation in Uptown, will I receive a refund?
Yes! Most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to get the top deals on offer in Uptown.
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 worth a visit in the neighbourhood. 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, make sure that you visit other sights such as 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.