Uptown Hotels, Chicago

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Tonight
17 Nov - 18 Nov
Tomorrow
18 Nov - 19 Nov
This weekend
21 Nov - 23 Nov
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28 Nov - 30 Nov

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4694 Cheap Hotels in Uptown - Specials, Reviews, & Last Minute Deals

Rooftop terrace
The Guesthouse Hotel

The Guesthouse Hotel

4.0 star property
Uptown
9.8 out of 10, Exceptional, (355)
"Wonderful property, in a great part of Chicago. The staff was super friendly, and the entire place was great. Clean facilities, and amazing guest rooms. Will definitely stay here again."
United States
Jacob
The price is NZ$422
includes taxes & fees
18 Nov - 19 Nov
The Guesthouse Hotel
Reception
River Hotel

River Hotel

4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (4808)
"Perfect location for everything, a wonderful service and clean room . "
China
Vincent
The price is NZ$189
includes taxes & fees
23 Nov - 24 Nov
River Hotel
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 8.2 km from Uptown
8.8 out of 10, Excellent, (3106)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is NZ$199
includes taxes & fees
16 Dec - 17 Dec
Eurostars Magnificent Mile
Terrace/patio
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 9.1 km from Uptown
9.4 out of 10, Exceptional, (4040)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is NZ$235
includes taxes & fees
19 Nov - 20 Nov
citizenM Chicago Downtown
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 8.6 km from Uptown
8.8 out of 10, Excellent, (2143)
"Great stay "
United States
Melinda
The price is NZ$202
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2235)
"Room was spotless…staff was great!"
United States
Tamika
The price is NZ$248
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 7.8 km from Uptown
9.0 out of 10, Wonderful, (3317)
"Amazing stay."
United States
Gabriella
The price is NZ$202
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (2908)
"Great location!!"
United States
sarah e
The price is NZ$194
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
The Loop, 10.7 km from Uptown
8.4 out of 10, Very good, (2308)
"Clean Rooms & very nice staff"
United States
Teresa
The price is NZ$270
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
River North, 8.4 km from Uptown
8.0 out of 10, Very good, (2578)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is NZ$168
includes taxes & fees
24 Nov - 25 Nov
Freehand Chicago
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 8.5 km from Uptown
8.4 out of 10, Very good, (4173)
"Friendly staff, very comfortable room"
United States
Randall
The price is NZ$177
includes taxes & fees
25 Nov - 26 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (9587)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
Congress Plaza Hotel
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.5 km from Uptown
9.0 out of 10, Wonderful, (1690)
"The location was great!!"
United States
Yvette
The price is NZ$186
includes taxes & fees
23 Nov - 24 Nov
Crowne Plaza Chicago West Loop by IHG
Exterior
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, (327)
"very clean and modern, staff was very friendly"
United States
Edrick
The price is NZ$140
includes taxes & fees
7 Dec - 8 Dec
FOUND Hotel Chicago River North
Rooftop terrace
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 9.7 km from Uptown
9.0 out of 10, Wonderful, (2239)
"Clean room, friendly staff, convenient location. "
United States
Arthera
The price is NZ$308
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric The Loop 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, (2810)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is NZ$263
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago
Lobby
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, (3407)
"Great stay"
United States
Jenine
The price is NZ$278
includes taxes & fees
7 Dec - 8 Dec
LondonHouse 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, (2078)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
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, (2623)
"Great location. "
United States
Jose and Nereida
The price is NZ$167
includes taxes & fees
4 Dec - 5 Dec
Best Western Grant Park Hotel
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 9.7 km from Uptown
8.4 out of 10, Very good, (2069)
"Great place to stay."
United States
Aaron
The price is NZ$263
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton 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.
View all properties

Our guide on where to stay in Uptown

Find the best Uptown areas for the activities you enjoy most.
Downtown Chicago featuring a city

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 - River North

Magnificent Mile

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

The Loop - Downtown which includes a river or creek

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.

Chicago showing a city and modern architecture

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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Very clean room and it was smelling good. Thx"
Freddie 1-night trip
Posted 14 hours ago
The Royal Sonesta Chicago Downtown

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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 41 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.