Uptown Hotels, 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, (390 reviews)
"Cute hotel with friendly staff and clean upgraded rooms. We loved our stay. "
United States
Tessa
The price is NZ$697
includes taxes & fees
8 Apr - 9 Apr
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, (2,431 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is NZ$423
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,473 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is NZ$469
includes taxes & fees
5 Apr - 6 Apr
Hyatt Regency Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (3,155 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is NZ$222
includes taxes & fees
5 Apr - 6 Apr
Aloft Chicago Mag Mile

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,711 reviews)
"We love staying here "
United States
Carrie
The price is NZ$376
includes taxes & fees
5 Apr - 6 Apr
Hilton 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, (3,707 reviews)
"Great hotel "
United States
Marina
The price is NZ$312
includes taxes & fees
28 Apr - 29 Apr
Hotel Riu Plaza Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,042 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is NZ$222
includes taxes & fees
5 Apr - 6 Apr
River Hotel

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, (2,095 reviews)
"lovely hotel "
United States
alyvia
The price is NZ$467
includes taxes & fees
6 Apr - 7 Apr
Fairmont Chicago at Millennium Park

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
7.8 km from Uptown
9.4 out of 10, Exceptional, (2,364 reviews)
"Fantastic location and a luxury hotel for a fair price."
United States
Cornelius
The price is NZ$417
includes taxes & fees
6 Apr - 7 Apr
Sofitel Chicago Magnificent Mile

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 9.1 km from Uptown
9.2 out of 10, Wonderful, (1,124 reviews)
"Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back. "
United States
Pablo Ibarra
The price is NZ$582
includes taxes & fees
12 Apr - 13 Apr
Pendry Chicago

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, (3,849 reviews)
"Loved the stay here !"
United States
Alisha
The price is NZ$314
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

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, (3,639 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is NZ$335
includes taxes & fees
5 Apr - 6 Apr
LondonHouse Chicago, Curio Collection by Hilton

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (10,005 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is NZ$221
includes taxes & fees
16 Apr - 17 Apr
Congress Plaza Hotel

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 9.8 km from Uptown
9.2 out of 10, Wonderful, (1,305 reviews)
"Everything was really nice!"
United States
Tristen
The price is NZ$318
includes taxes & fees
5 Apr - 6 Apr
Hilton Garden Inn Chicago Central 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, (2,351 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is NZ$419
includes taxes & fees
5 Apr - 6 Apr
Palmer House a Hilton Hotel

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, (2,928 reviews)
"I love this hotel, the staff is always amazing and warm, and its perfect for a quick staycation with the family"
United States
Kinjal
The price is NZ$425
includes taxes & fees
5 Apr - 6 Apr
InterContinental Chicago Magnificent Mile by IHG

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, (2,392 reviews)
"Loved this hotel!"
United States
Ellen
The price is NZ$243
includes taxes & fees
5 Apr - 6 Apr
DoubleTree by Hilton Chicago - Magnificent Mile

Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott
4.0 star property
River North, 8.8 km from Uptown
9.0 out of 10, Wonderful, (1,000 reviews)
"Enjoyed my stay "
United States
Damon
The price is NZ$376
includes taxes & fees
9 Apr - 10 Apr
Hotel Chicago Downtown, Autograph Collection by Marriott

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, (2,235 reviews)
"Great stay!"
United States
Jessica
The price is NZ$292
includes taxes & fees
9 Apr - 10 Apr
Silversmith Hotel Chicago Downtown

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,229 reviews)
"Excellent stay."
United States
Fenton
The price is NZ$463
includes taxes & fees
6 Apr - 7 Apr
Swissotel - 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.

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.

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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.

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 46 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