Hotels in Uptown, Chicago

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Our top choices for Uptown hotels

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (398 reviews)
"Great property with clean, modern and spacious rooms and friendly and attentive staff. "
United States
Regina Therese
The price is RM1,502
RM1,763 total
includes taxes & fees
30 Jun - 1 Jul
The Guesthouse Hotel

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, (2,526 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is RM897
RM1,205 total
includes taxes & fees
1 Jul - 2 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2,252 reviews)
"Great location"
United States
Gabino
The price is RM484
RM699 total
includes taxes & fees
6 Jul - 7 Jul
Silversmith Hotel Chicago Downtown

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (10,178 reviews)
"Excellent stay"
United States
Jennifer
The price is RM560
RM665 total
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza Hotel

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, (1,082 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is RM598
RM830 total
includes taxes & fees
6 Jul - 7 Jul
Staypineapple, An Iconic Hotel, The Loop

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, (2,476 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is RM903
RM1,193 total
includes taxes & fees
2 Jul - 3 Jul
Palmer House a Hilton Hotel

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, (1,551 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is RM664
RM790 total
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection Ambassador Gold Coast

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, (2,177 reviews)
"Great place"
United States
JOSE
The price is RM1,759
RM2,235 total
includes taxes & fees
8 Jun - 9 Jun
Fairmont Chicago at Millennium Park

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 8.3 km from Uptown
9.2 out of 10, Wonderful, (1,790 reviews)
"Great place at a great location."
United States
Alejandro
The price is RM642
RM897 total
includes taxes & fees
1 Jul - 2 Jul
Omni Chicago Hotel

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, (2,714 reviews)
"Clean, working air conditioner, and great staff. Very good location as well."
United States
Alexandra
The price is RM478
RM569 total
includes taxes & fees
1 Jul - 2 Jul
Best Western Grant Park Hotel

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 10.4 km from Uptown
7.4 out of 10, Good, (2,603 reviews)
"Great location and helpful staff."
United States
Ming
The price is RM540
RM643 total
includes taxes & fees
28 Jun - 29 Jun
Travelodge by Wyndham Downtown Chicago

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 10.3 km from Uptown
9.6 out of 10, Exceptional, (1,250 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is RM674
RM801 total
includes taxes & fees
5 Jul - 6 Jul
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (4,358 reviews)
"Excellent location and good selection of breakfast"
United Kingdom
Neil
The price is RM762
RM1,020 total
includes taxes & fees
30 Jun - 1 Jul
Hotel Riu Plaza Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 8.5 km from Uptown
8.0 out of 10, Very good, (3,064 reviews)
"Great location nice room"
United States
Nolan
The price is RM544
RM719 total
includes taxes & fees
6 Jul - 7 Jul
Freehand Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,126 reviews)
"Excellent location and welcoming staff."
United States
Tammy
The price is RM785
RM1,055 total
includes taxes & fees
1 Jul - 2 Jul
Arlo Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,832 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is RM790
RM1,057 total
includes taxes & fees
2 Jul - 3 Jul
Hilton Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,498 reviews)
"Staff was great."
United States
Marianne
The price is RM899
RM1,212 total
includes taxes & fees
2 Jul - 3 Jul
Hyatt Regency Chicago

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, (3,727 reviews)
"Great location, excellent room and amenities proactively attentive staff."
United States
Robert
The price is RM951
RM1,248 total
includes taxes & fees
5 Jul - 6 Jul
LondonHouse Chicago, Curio Collection by Hilton

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 9 km from Uptown
8.6 out of 10, Excellent, (1,652 reviews)
"Excellent location."
United States
Mirna
The price is RM803
RM1,098 total
includes taxes & fees
5 Jul - 6 Jul
Sheraton Grand Chicago Riverwalk

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 7.8 km from Uptown
8.4 out of 10, Very good, (3,925 reviews)
"The staff was so gracious and accommodating and the location was perfect for walking to shopping, restaurants, coffee, everything. The rooms were also spacious and had a comfortable seating area. Would definitely stay here again!"
United States
Cecily
The price is RM545
RM648 total
includes taxes & fees
30 Jun - 1 Jul
The Whitehall Hotel, BW Premier Collection
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

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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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.

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

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.

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