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15 Dec - 16 Dec
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16 Dec - 17 Dec
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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, (363)
"Beautiful well kept rooms, accessible friendly staff, quiet, clean, comfortable."
United States
Susan F
The price is 4.746.572 ₫
5.571.823 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Guesthouse Hotel
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, (2266)
"Great staff and restaurants!!"
United States
Abigale
The price is 2.438.070 ₫
3.757.974 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Property amenity
The Wade

The Wade

The Wade
4.5 star property
Streeterville, 8.6 km from Uptown
8.4 out of 10, Very good, (1522)
"Great staff and great location. "
United States
Joe
The price is 2.657.007 ₫
3.119.059 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Wade
Indoor wedding
Swissotel - Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3022)
"Very beautiful place to stay"
United States
FaithBrenda
The price is 2.998.472 ₫
4.291.987 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago
2 bars/lounges
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 9 km from Uptown
8.4 out of 10, Very good, (1580)
"Rooms were very nice and staff was great"
United States
Nancy
The price is 3.919.743 ₫
5.390.597 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Sheraton Grand Chicago Riverwalk
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
8.4 out of 10, Very good, (2749)
"Excellent place to stay "
United States
Teniesha
The price is 1.957.241 ₫
3.069.501 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton 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, (2198)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
The price is 2.351.320 ₫
2.760.215 ₫ total
includes taxes & fees
23 Dec - 24 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Lunch and dinner served
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
9.2 km from Uptown
8.6 out of 10, Excellent, (1787)
"Friendly staff and good location to all of the city"
United States
Mark
The price is 3.680.875 ₫
5.004.960 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Radisson Blu Aqua Hotel Chicago
Lobby
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, (2967)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is 1.999.332 ₫
2.347.015 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Aloft Chicago Mag Mile
Bar (on property)
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 8.5 km from Uptown
8.8 out of 10, Excellent, (1041)
"Staff was amazing! "
United States
Ahren
Ivy Boutique Hotel
Lobby
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 7.8 km from Uptown
8.6 out of 10, Excellent, (2295)
"Excellent hotel. Loved staying there"
United States
cristina
The price is 2.604.393 ₫
3.057.296 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2.5 star property
Streeterville, 8.5 km from Uptown
9.0 out of 10, Wonderful, (1005)
"The room was huge, great stay, clean, convenient, comfortable and great staff. "
United States
Madeline
The price is 1.999.332 ₫
2.347.015 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3410)
"I always love staying at this place when I visit"
Canada
William
The price is 3.578.432 ₫
4.972.977 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Hyatt Regency Chicago
View from room
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, (3498)
"Great place to stay "
United States
RaShawna
The price is 2.135.602 ₫
2.506.984 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago/Magnificent Mile Suites
City view
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 7.8 km from Uptown
8.6 out of 10, Excellent, (2007)
"Great location, clean hotel"
United States
Andre
The price is 2.341.323 ₫
3.366.169 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Millennium Knickerbocker Chicago
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, (1054)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is 2.578.086 ₫
3.798.524 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric Chicago Magnificent Mile
View from property
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 8.5 km from Uptown
9.0 out of 10, Wonderful, (1601)
"Great location and friendly staff. "
United States
Eric Lynn
The price is 2.571.509 ₫
3.018.695 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Courtyard by Marriott Chicago Magnificent Mile
Exterior
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 8.2 km from Uptown
7.6 out of 10, Good, (1172)
"The room was spacious and clean and it was a good value."
United States
Dj
The Chicago Hotel Collection - Magnificent Mile
Exterior
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 8.3 km from Uptown
8.0 out of 10, Very good, (1346)
"Very happy with my two stays here. "
United States
Courteney
The price is 2.293.970 ₫
2.692.890 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Chicago Downtown/Magnificent Mile
Front of property
Hotel Riu Plaza 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, (2985)
"Excellent stay great location and great rooms"
United States
Joseph
The price is 2.621.998 ₫
3.819.295 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Riu Plaza 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.
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Where to stay in Uptown

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

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown featuring a river or creek

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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 which includes 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

Explore a world of travel with Expedia

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.
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.