Hotels in Uptown

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16 Jul - 17 Jul
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17 Jul - 18 Jul
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18 Jul - 20 Jul
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25 Jul - 27 Jul

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Top 10 Hotels in Uptown

The Guesthouse Hotel
Relax on the rooftop terrace with a shaded area under the pergola, surrounded by wicker sofas and lush potted plants.

The Guesthouse Hotel

4.0 star property
9.8 out of 10, Exceptional, (331)
"Best place to stay"
The price is S$424
includes taxes & fees
29 Jul - 30 Jul
The Guesthouse Hotel
Virgin Hotels Chicago
Relax on the rooftop with a mix of seating options and potted plants, overlooking a historic building and modern skyscrapers.

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1343)
"Very well appointed rooms and wonderful customer service!!"
The price is S$447
includes taxes & fees
27 Jul - 28 Jul
Virgin Hotels Chicago
Hotel Riu Plaza Chicago
Experience the grand entrance of Riu Plaza Chicago Hotel, marked by a striking canopy and columns.

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2174)
"Really enjoyed our stay at this hotel. Conveniently located, spacious rooms and great buffet style breakfast. "
The price is S$336
includes taxes & fees
4 Aug - 5 Aug
Hotel Riu Plaza Chicago
Club Quarters Hotel, Central Loop, Chicago
Enjoy communal and dining experiences at this restaurant with a rustic charm, featuring a long counter, tables, and mounted TV.

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3389)
"Great location and nice rooms. "
The price is S$226
includes taxes & fees
27 Jul - 28 Jul
Club Quarters Hotel, Central Loop, Chicago
Ivy Boutique Hotel
Stunning city views from a sleek, high-rise building with a dynamic design and lush greenery.

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1017)
"Front desk was very welcoming and hotel was beautiful"
The price is S$263
includes taxes & fees
27 Jul - 28 Jul
Ivy Boutique Hotel
Homewood Suites by Hilton Chicago-Downtown
Relax in our spacious lobby with sofas, armchairs, and tables for dining or working, offering a view of the city.

Homewood Suites by Hilton Chicago-Downtown

3.0 star property
8.8 out of 10, Excellent, (1001)
"Location is good breakfast is good "
The price is S$248
includes taxes & fees
7 Aug - 8 Aug
Homewood Suites by Hilton Chicago-Downtown
Kinzie Hotel
Relax in a spacious room with a large bed, armchair, and city view.

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1765)
"We enjoyed our stay here and loved our location. So many places to eat and close to the river."
The price is S$333
includes taxes & fees
20 Jul - 21 Jul
Kinzie Hotel
Fairmont Chicago at Millennium Park
Enjoy a meal in the kitchen with a large island and dining area, offering a view of the city skyline.

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1797)
"Great stay, great location and very polite staff "
The price is S$348
includes taxes & fees
6 Aug - 7 Aug
Fairmont Chicago at Millennium Park
ACME Hotel Company
Enjoy a casual drink at the bar, where a variety of beverages are available.

ACME Hotel Company

3.5 star property
9.0 out of 10, Wonderful, (1740)
"Awesome place "
The price is S$243
includes taxes & fees
27 Jul - 28 Jul
ACME Hotel Company
The Emily Hotel
Enjoy meals in a spacious dining area with sofas and chairs along a central aisle.

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1125)
"Great hotel, location, friendly staff, and overall fit the bill very well!"
The price is S$477
includes taxes & fees
13 Aug - 14 Aug
The Emily Hotel
Arlo Chicago
Standing tall with a sleek, contemporary design, this high-rise building features a unique corner element and large windows.

Arlo Chicago

4.0 star property
9.2 out of 10, Wonderful, (1796)
"Great stay"
The price is S$342
includes taxes & fees
27 Jul - 28 Jul
Arlo Chicago
Hyatt Regency O'Hare Chicago
Enjoy a convenient self-service dining experience with a wide selection of fresh foods and condiments.

Hyatt Regency O'Hare Chicago

4.0 star property
8.8 out of 10, Excellent, (1740)
"Great for a quick stay near airport "
The price is S$243
includes taxes & fees
14 Aug - 15 Aug
Hyatt Regency O'Hare Chicago
Silversmith Hotel Chicago Downtown
Experience the sleek lobby with a reception desk, black metal railings, and a geometric patterned wall.

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1878)
"Amazing hotel & amazing location. "
Silversmith Hotel Chicago Downtown
Sonesta Simply Suites Chicago O'Hare Airport
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, microwave, and coffee maker.

Sonesta Simply Suites Chicago O'Hare Airport

2.0 star property
8.4 out of 10, Very good, (1803)
"It was good and the front desk check inm staff was excellent"
The price is S$149
includes taxes & fees
24 Jul - 25 Jul
Sonesta Simply Suites Chicago O'Hare Airport
voco Chicago Downtown - Riverwalk by IHG
Welcome to our hotel lobby, featuring a central reception area with a counter and bar seating.

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (2850)
"Loved my stay! "
The price is S$390
includes taxes & fees
20 Jul - 21 Jul
voco Chicago Downtown - Riverwalk by IHG
The Majestic Hotel
Classic entrance with arched doorway and benches, leading to a well-lit corridor with doors to various rooms.

The Majestic Hotel

3.0 star property
8.6 out of 10, Excellent, (1015)
"Great stay, friendly staff, and well placed!"
The price is S$225
includes taxes & fees
11 Aug - 12 Aug
The Majestic Hotel
Residence Inn Chicago Downtown Magnificent Mile
Located in a central urban area, this high-rise building offers a modern design with a glass facade.

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (297)
"Great place"
The price is S$306
includes taxes & fees
10 Aug - 11 Aug
Residence Inn Chicago Downtown Magnificent Mile
Hotel Felix River North/Magnificent Mile
Relax in the hotel lobby, featuring a spacious seating area with a sofa, armchairs, and a small table.

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1870)
"Great location "
The price is S$369
includes taxes & fees
23 Jul - 24 Jul
Hotel Felix River North/Magnificent Mile
The Royal Sonesta Chicago Downtown
Enjoy intimate dining or social gatherings on our rooftop terrace with elegant seating arrangements and a stunning city view.

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2708)
"Great location and beautiful hotel "
The price is S$348
includes taxes & fees
27 Jul - 28 Jul
The Royal Sonesta Chicago Downtown
Hilton Chicago
Classic hotel with a symmetrical facade and central entrance.

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1987)
"Great stay! "
The price is S$315
includes taxes & fees
4 Aug - 5 Aug
Hilton 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.

Where to stay in Uptown

Find the best Uptown areas for the activities you enjoy most.
Downtown Chicago which includes a city
Downtown Chicago map

Downtown Chicago

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

Magnificent Mile - River North
Magnificent Mile map

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 - Downtown featuring a river or creek
The Loop map

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 map

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.

Chicago which includes a city and modern architecture
Lincoln Park map

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.

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 49 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.