Uptown Hotels, Chicago

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
2 Jan - 3 Jan
Tomorrow
3 Jan - 4 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Uptown hotels

Rooftop terrace
The Guesthouse Hotel

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (368)
"Beautiful well kept rooms, accessible friendly staff, quiet, clean, comfortable."
United States
Susan F
The price is NZ$368
includes taxes & fees
4 Jan - 5 Jan
The Guesthouse Hotel
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 8.4 km from Uptown
8.0 out of 10, Very good, (2678)
"It's an excellent place."
United States
Jose
The price is NZ$132
includes taxes & fees
19 Jan - 20 Jan
Freehand Chicago
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (4881)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is NZ$166
includes taxes & fees
15 Jan - 16 Jan
River Hotel
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (9739)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (3001)
"Great place to stay"
United States
Elisha
The price is NZ$171
includes taxes & fees
6 Jan - 7 Jan
Aloft Chicago Mag Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 8.7 km from Uptown
8.2 out of 10, Very good, (2788)
"Great hotel staff and location. "
United States
Jacqueline
The price is NZ$227
includes taxes & fees
11 Jan - 12 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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
8.6 out of 10, Excellent, (4306)
"Amazing staff and perfect location "
United States
Brandi
The price is NZ$159
includes taxes & fees
11 Jan - 12 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

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, (2211)
"It was a beautiful stay "
United States
Donald
The price is NZ$174
includes taxes & fees
13 Jan - 14 Jan
DoubleTree by Hilton Chicago - Magnificent Mile
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 9.8 km from Uptown
8.8 out of 10, Excellent, (3349)
"Great hotel "
United States
Anthony
The price is NZ$166
includes taxes & fees
15 Jan - 16 Jan
Club Quarters Hotel, Central Loop, Chicago
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 8.3 km from Uptown
8.4 out of 10, Very good, (3013)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is NZ$178
includes taxes & fees
25 Jan - 26 Jan
Warwick Allerton - Chicago
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Streeterville, 8.6 km from Uptown
8.4 out of 10, Very good, (1560)
"Great staff and great location. "
United States
Joe
The price is NZ$189
includes taxes & fees
8 Jan - 9 Jan
The Wade
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2303)
"Great stay!"
United States
Angela
The price is NZ$235
includes taxes & fees
20 Jan - 21 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (2027)
"Great stay"
United States
Kramer
The price is NZ$166
includes taxes & fees
15 Jan - 16 Jan
Club Quarters Hotel Wacker at Michigan, Chicago
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.2 km from Uptown
9.0 out of 10, Wonderful, (3174)
"stunning hotel"
Canada
Yiwei
The price is NZ$176
includes taxes & fees
1 Feb - 2 Feb
Eurostars Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

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, (3646)
"Great place to stay "
United States
RaShawna
The price is NZ$182
includes taxes & fees
1 Feb - 2 Feb
Hilton Chicago/Magnificent Mile Suites
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
River North, 8.7 km from Uptown
8.8 out of 10, Excellent, (3545)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is NZ$234
includes taxes & fees
15 Jan - 16 Jan
voco Chicago Downtown - Riverwalk by IHG
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 7 km from Uptown
9.0 out of 10, Wonderful, (1501)
"Nice stay"
United States
Michelle
The price is NZ$175
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 7.8 km from Uptown
8.2 out of 10, Very good, (3835)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is NZ$156
includes taxes & fees
5 Jan - 6 Jan
The Whitehall Hotel, BW Premier Collection
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 8.4 km from Uptown
9.0 out of 10, Wonderful, (1055)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is NZ$251
includes taxes & fees
18 Jan - 19 Jan
Hyatt Centric Chicago Magnificent Mile
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 9.1 km from Uptown
9.4 out of 10, Exceptional, (4142)
"Very clean, friendly staff and delicious food! "
United States
Elizabeth
The price is NZ$206
includes taxes & fees
9 Jan - 10 Jan
citizenM Chicago Downtown
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 rides

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top Uptown Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"excellent"
Scott 1-night trip
Posted 1 day ago
Hyatt Regency Chicago

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 39 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