Hotels in Uptown

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top 10 Hotels in Uptown

River Hotel
4.0 star property
8.8 out of 10, Excellent, (3549)
"Highly recommend ."
The price is S$165
includes taxes & fees
22 Dec - 23 Dec
River Hotel
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2751)
"Great hotel!"
The price is S$184
includes taxes & fees
22 Dec - 23 Dec
Eurostars Magnificent Mile
Congress Plaza Hotel
3.5 star property
7.8 out of 10, Good, (8135)
"Great staff made the stay worth it. Will go back when I return to Chicago."
The price is S$134
includes taxes & fees
25 Nov - 26 Nov
Congress Plaza Hotel
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (1044)
"The seats of window sill are cute but dirty under the cushions. The rest of my experience is good with the hotel."
The price is S$239
includes taxes & fees
22 Dec - 23 Dec
L7 Chicago by LOTTE
Hotel Riu Plaza Chicago
4.0 star property
9.2 out of 10, Wonderful, (1026)
"Muy rico y variado el desayuno, habitaciones limpias y buena ubicación"
The price is S$188
includes taxes & fees
11 Dec - 12 Dec
Hotel Riu Plaza Chicago
Hyatt Centric The Loop Chicago
4.0 star property
8.8 out of 10, Excellent, (1442)
"The bed was uncomfortable but the stay was great"
The price is S$182
includes taxes & fees
25 Nov - 26 Nov
Hyatt Centric The Loop Chicago
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (1733)
"The property was in a GREAT location and close to so many things to do! Walking distance from a lot of attractions and great places to eat. Would definitely go back!"
The price is S$155
includes taxes & fees
27 Nov - 28 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (2277)
"Nice..."
The price is S$172
includes taxes & fees
25 Nov - 26 Nov
citizenM Chicago Downtown
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (1508)
"It was more run down than the pictures make you believe but it was a safe place to lay my head. Old but clean. You get what you pay for compared to surrounding hotels. "
The price is S$118
includes taxes & fees
25 Nov - 26 Nov
Freehand Chicago
Hotel Felix River North/Magnificent Mile
4.0 star property
8.0 out of 10, Very good, (1278)
"Everything was at a walkable distance."
The price is S$180
includes taxes & fees
26 Nov - 27 Nov
Hotel Felix River North/Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3263)
"Great place"
The price is S$151
includes taxes & fees
22 Dec - 23 Dec
Club Quarters Hotel, Central Loop, Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.2 out of 10, Very good, (2612)
"Very convenient hotel at Chicago near the Magnificent Mile"
The price is S$159
includes taxes & fees
10 Dec - 11 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Royal Sonesta Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (2228)
"Property was great, staff was friendly and the location was perfect for a true Chicago experience! "
The price is S$253
includes taxes & fees
13 Dec - 14 Dec
The Royal Sonesta Chicago Downtown
voco Chicago Downtown, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (2006)
"River view and convenience were great"
The price is S$188
includes taxes & fees
28 Nov - 29 Nov
voco Chicago Downtown, an IHG Hotel
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2429)
"Great hotel. Lovely staff nice bar. Close to everything "
The price is S$151
includes taxes & fees
22 Dec - 23 Dec
Aloft Chicago Mag Mile
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.2 out of 10, Very good, (3225)
"Great!"
The price is S$181
includes taxes & fees
10 Dec - 11 Dec
Embassy Suites by Hilton Chicago Downtown River North
The Whitehall Hotel, BW Premier Collection
3.5 star property
8.2 out of 10, Very good, (3388)
"Beautiful property"
The price is S$147
includes taxes & fees
24 Nov - 25 Nov
The Whitehall Hotel, BW Premier Collection
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1433)
" The room was gorgeous with an excellent view of the city. The window actually appears bigger in person due to the high ceiling of the room. The room was fully stocked with a small kitchen. The bathroom was large and spacious and included a TV in the mirror. The only thing I didn’t like in the bathroom was that it didn’t fully close. It’s a sliding door with a gap and you can hear whoever is in the restroom which can make it awkward with a partner. A member of the staff made my girlfriend and I...
The price is S$618
includes taxes & fees
12 Dec - 13 Dec
Trump International Hotel & Tower Chicago
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1939)
"Loved the location, it’s only a few blocks from Mag Mile. Loved the view of Lake Michigan from our 25th floor room. "
The price is S$251
includes taxes & fees
25 Nov - 26 Nov
Swissotel - Chicago
The Godfrey Hotel Chicago
4.5 star property
8.6 out of 10, Excellent, (1650)
"Great hotel. Super clean. "
The price is S$171
includes taxes & fees
25 Nov - 26 Nov
The Godfrey Hotel 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.
Don't see what you're looking for?
See all available properties in Uptown
Save an average of 15% on thousands of hotels when you're signed in

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 37 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?

Attractions such as Aragon Ballroom, Riviera Theatre and Pegasus Players highlight Chicago's cultural scene. Lake Michigan and Montrose Beach are some other stops worth a visit in the neighbourhood. Wrigley Field, Aragon Entertainment Center and About Face Theater 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 Hutchinson Street Historic District or Graceland Cemetery.

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.