Uptown

Chicago

Montrose Beach showing a sandy beach and general coastal views as well as an individual male
Montrose Beach featuring a beach and general coastal views
Montrose Beach showing a beach and general coastal views as well as a couple
Montrose Harbor showing bird life, a sunset and a bay or harbor
Montrose Beach showing a sandy beach, swimming and general coastal views

Top hotels in Uptown

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,338 reviews)
"This was our second stay at this hotel and we will probably stay here for all our future trips to Chicago. It's very conveniently located, making it very easy to get to and from Midway Airport and all the things we want to see and do in town. There are tons of great restaurants within walking distance ..."

Reviewed on Sep 28, 2025

Get rates
Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is P5,755 per night from Oct 27 to Oct 28
P5,755
P9,485 total
Oct 27 - Oct 28
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,404 reviews)
"Great experience. Staff is very helpful."

Reviewed on Sep 28, 2025

Freehand Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is P11,710 per night from Oct 29 to Oct 30
P11,710
P13,746 total
Oct 29 - Oct 30
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (5,014 reviews)
"I love the two room suites at Embassy suites. someone can sleep in one room while the other person has lights on in the living area. Also the breakfast is great!"

Reviewed on Sep 28, 2025

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is P9,339 per night from Oct 20 to Oct 21
P9,339
P10,963 total
Oct 20 - Oct 21
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,951 reviews)
"Great stay friendly staff"

Reviewed on Sep 24, 2025

Hilton Chicago/Magnificent Mile Suites
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P11,809 per night from Oct 30 to Oct 31
P11,809
P13,862 total
Oct 30 - Oct 31
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,883 reviews)
"Staff was very friendly"

Reviewed on Sep 28, 2025

citizenM Chicago Downtown
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
The price is P11,568 per night from Oct 1 to Oct 2
P11,568
P13,580 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (4,004 reviews)
"Some minor issues such as our bathroom door was either warped or set in wrong. It was very difficult to fully shut the door. Bath tub could use a fresh caulking."

Reviewed on Sep 27, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,527 properties in Uptown
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.

Other neighbourhoods around Uptown

Wrigley Field featuring signage

Wrigleyville

You might enjoy the bars while in Wrigleyville. Wrigley Field is a notable sight, and you can get around town at Sheridan Station or Addison Station (Red Line) to see more of the city.

Wrigleyville
Default Image

Lakeview

Known for its great bars and fantastic lake views, there's plenty to explore in Lakeview. You can visit top attractions like Wrigley Field and Lake Michigan, and jump on the metro at Southport Station or Addison Station (Red Line) to see more of the city.

Lakeview
Lincoln Park featuring modern architecture and a city

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Lincoln Park
Default Image

Old Town Chicago

Known for its ample dining options and fantastic lake views, there's plenty to explore in Old Town Chicago. You can visit top attractions like Second City and Armitage Avenue, and jump on the metro at Sedgwick Station or Clark-Division Station to see more of the city.

Old Town Chicago
Default Image

Wicker Park

Consider exploring the abundant dining options in Wicker Park. If sightseeing is on the list, Milwaukee Avenue is a top attraction. Hop on the metro at Damen Station or Division Station to see more of the area.

Wicker Park
Gold Coast which includes street scenes as well as a couple

Gold Coast

The abundant dining options and lake views are top of the list for many visitors to Gold Coast. A stop by Michigan Avenue or Lake Michigan might round out your trip.

Gold Coast

Uptown