Hotels in Uptown, Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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 RM1,489
RM1,748 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, (2,524 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 RM954
RM1,272 total
includes taxes & fees
2 Jul - 3 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2,475 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is RM895
RM1,183 total
includes taxes & fees
2 Jul - 3 Jul
Palmer House a Hilton Hotel

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 8.3 km from Uptown
9.2 out of 10, Wonderful, (1,789 reviews)
"Great place at a great location."
United States
Alejandro
The price is RM631
RM882 total
includes taxes & fees
30 Jun - 1 Jul
Omni Chicago 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 RM716
RM970 total
includes taxes & fees
5 Jul - 6 Jul
Staypineapple, An Iconic Hotel, The Loop

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (10,166 reviews)
"Excellent stay"
United States
Jennifer
The price is RM553
RM658 total
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza Hotel

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,362 reviews)
"Great location!"
United States
Maria
The price is RM700
RM973 total
includes taxes & fees
5 Jul - 6 Jul
Swissotel - Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (4,331 reviews)
"Excellent location and good selection of breakfast"
United Kingdom
Neil
The price is RM756
RM1,012 total
includes taxes & fees
30 Jun - 1 Jul
Hotel Riu Plaza Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,231 reviews)
"Location is great and staff is very nice and helpful"
United States
Deborah
The price is RM517
RM615 total
includes taxes & fees
5 Jul - 6 Jul
River Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.2 km from Uptown
9.0 out of 10, Wonderful, (3,604 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is RM799
RM951 total
includes taxes & fees
1 Jul - 2 Jul
Eurostars Magnificent Mile

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,496 reviews)
"Staff was great."
United States
Marianne
The price is RM835
RM1,136 total
includes taxes & fees
5 Jul - 6 Jul
Hyatt Regency Chicago

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, (3,434 reviews)
"Great location, nice property, helpful staff, and spacious, comfortable rooms."
United States
Sunil
The price is RM736
RM1,002 total
includes taxes & fees
5 Jul - 6 Jul
The Royal Sonesta Chicago Downtown

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,825 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is RM955
RM1,253 total
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago

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, (2,173 reviews)
"Great place"
United States
JOSE
The price is RM716
RM994 total
includes taxes & fees
1 Jul - 2 Jul
Fairmont Chicago at Millennium Park

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 9 km from Uptown
8.6 out of 10, Excellent, (1,649 reviews)
"Excellent location."
United States
Mirna
The price is RM968
RM1,293 total
includes taxes & fees
3 Jul - 4 Jul
Sheraton Grand Chicago Riverwalk

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, (1,247 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is RM668
RM795 total
includes taxes & fees
1 Jul - 2 Jul
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 8.5 km from Uptown
8.0 out of 10, Very good, (3,054 reviews)
"Great location nice room"
United States
Nolan
The price is RM552
RM727 total
includes taxes & fees
5 Jul - 6 Jul
Freehand Chicago

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, (2,022 reviews)
"Great hotel, clean efficient and not too far from Downtown would stay again!"
United States
Justin
The price is RM667
RM793 total
includes taxes & fees
1 Jul - 2 Jul
Hilton Garden Inn Chicago Downtown South Loop

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, (2,596 reviews)
"Staff was friendly and helpful.. location was great"
United States
Amber
The price is RM536
RM637 total
includes taxes & fees
28 Jun - 29 Jun
Travelodge by Wyndham Downtown Chicago

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, (1,535 reviews)
"Clean room, helpful staff and breakfast was amazing."
United States
Scott
The price is RM625
RM743 total
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection Ambassador Gold Coast
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.

Explore a world of travel with Expedia