Uptown Hotels, Chicago

  • 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

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May

Filter by

Guest rating
Guest rating
Star rating

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, (397 reviews)
"Lovely, well-appointed and comfortable."
United States
Blair
The price is NZ$490
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, (2,504 reviews)
"Great view and room was very clean!"
United States
beth
The price is NZ$419
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,522 reviews)
"Very good place to stay. I really liked the lobby — it’s very spacious. The lobby design is also very open and artistic."
Canada
Tong
The price is NZ$538
includes taxes & fees
25 May - 26 May
Hyatt Regency 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, (4,055 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is NZ$502
includes taxes & fees
21 May - 22 May
L7 Chicago by LOTTE
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 9 km from Uptown
8.6 out of 10, Excellent, (1,627 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is NZ$499
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,330 reviews)
"Wonderful location right on the river. Fitness area wonderful, staff helpful. Would stay again!"
United States
Saleem
The price is NZ$464
includes taxes & fees
27 May - 28 May
Swissotel - Chicago
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, (4,176 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is NZ$403
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago
Lobby

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (3,239 reviews)
"Nice place to stay"
United States
Jimmie
The price is NZ$303
includes taxes & fees
27 May - 28 May
Aloft by Marriott Chicago Mag Mile
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,808 reviews)
"Great staff and location. "
United States
Robert
The price is NZ$316
includes taxes & fees
26 May - 27 May
Hilton Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 9.3 km from Uptown
8.8 out of 10, Excellent, (2,160 reviews)
"Great place"
United States
JOSE
The price is NZ$446
includes taxes & fees
25 May - 26 May
Fairmont Chicago at Millennium Park
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 8.7 km from Uptown
9.2 out of 10, Wonderful, (3,072 reviews)
"Great location ,service and staff "
United States
Tamar
The price is NZ$457
includes taxes & fees
26 May - 27 May
InterContinental Chicago Magnificent Mile by IHG
Exterior

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, (3,724 reviews)
"I had a great stay and would book again."
United States
Brandi
The price is NZ$433
includes taxes & fees
25 May - 26 May
LondonHouse Chicago, Curio Collection by Hilton
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 8.7 km from Uptown
8.2 out of 10, Very good, (2,854 reviews)
"It is a clean room and breakfast and the drinks and it was so nice in the inside the hotel"
United States
Sparkle
The price is NZ$350
includes taxes & fees
26 May - 27 May
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (10,150 reviews)
"The bar was very welcoming and the historic ambience and location was exceptional"
United States
Patricia
The price is NZ$272
includes taxes & fees
26 May - 27 May
Congress Plaza Hotel
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 7 km from Uptown
8.2 out of 10, Very good, (1,454 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is NZ$318
includes taxes & fees
3 June - 4 June
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,188 reviews)
"excellent stay"
United States
Jaeyoung
The price is NZ$310
includes taxes & fees
25 May - 26 May
River Hotel
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 9 km from Uptown
9.4 out of 10, Exceptional, (3,431 reviews)
"Lovely hotel Great location Very friendly and helpful staff"
United Kingdom
PATRICK
The price is NZ$552
includes taxes & fees
14 June - 15 June
The Royal Sonesta Chicago Downtown
In-room safe, iron/ironing board, free WiFi, bed sheets

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 9.2 km from Uptown
9.2 out of 10, Wonderful, (1,402 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is NZ$421
includes taxes & fees
25 May - 26 May
Sports Illustrated Resorts Chicago
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, (2,453 reviews)
"My favorite place to stay!"
United States
Teresa
The price is NZ$358
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel
Room service – dining

The Wade

The Wade
4.5 star property
Streeterville, 8.6 km from Uptown
8.4 out of 10, Very good, (1,835 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is NZ$344
includes taxes & fees
25 May - 26 May
The Wade
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

Our guide on where to stay in Uptown

Find the best Uptown areas for the activities you enjoy most.

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

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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.

Panoramic view of Lincoln Park and the Chicago skyline.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Uptown Hotel Reviews

River Hotel

River Hotel

8/10 Good
"The property was in excellent condition and excellent location on the riverfront and easy walk to Michigan Ave shops and restaurants. The only downside is that this whole area is extremely loud well past 3am(loud motorcyclists, cars revving and loud music from passing cars). It was impossible to sleep much, even though the room was new, fresh, and clean. If you're used to city noise, you'll love it!"
David 2-night trip
Posted 1 hour ago
River Hotel

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.
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 centre.
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 44 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.

Explore a world of travel with Expedia