Uptown, IL

Chicago

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

Popular places to visit

Things to do


Uptown Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is ¥19,960 per night from Oct 26 to Oct 27
¥19,960
¥23,433 total
Oct 26 - Oct 27
includes taxes & fees
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! (9,376 reviews)
"Very Clean Hotel, me and my friend enjoyed our stay here. It is an older hotel but the room was really nice"

Reviewed on Sep 30, 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is ¥12,504 per night from Oct 27 to Oct 28
¥12,504
¥21,658 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! (2,411 reviews)
"I really liked the vibe and location, easy walk to many Classic Chicago scenes. My room was very clean but small and dark. The sink faucet and shower head both leaked. Both should be monitored and repaired in order to maintain an environmental consciousness."

Reviewed on Sep 29, 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 ¥28,925 per night from Oct 19 to Oct 20
¥28,925
¥33,957 total
Oct 19 - Oct 20
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! (5,017 reviews)
"staff friendly"

Reviewed on Sep 30, 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 ¥23,873 per night from Oct 19 to Oct 20
¥23,873
¥28,024 total
Oct 19 - Oct 20
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! (2,996 reviews)
"Clean rooms, great staff, everything in walking distance from hotel. Would stay here again."

Reviewed on Sep 30, 2025

Hilton Chicago/Magnificent Mile Suites
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 ¥27,331 per night from Oct 19 to Oct 20
¥27,331
¥32,084 total
Oct 19 - Oct 20
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! (4,021 reviews)
"We definitely will stay there again place was very nice"

Reviewed on Sep 30, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is ¥39,973 per night from Oct 30 to Oct 31
¥39,973
¥51,679 total
Oct 30 - Oct 31
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (2,451 reviews)
"Outstanding place to stay in downtown Chicago"

Reviewed on Sep 30, 2025

InterContinental Chicago Magnificent Mile by IHG
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 neighborhoods around Uptown

Wrigley Field showing 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
Lakeview featuring modern architecture

Lakeview

4.5/5(847 area reviews)

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
Chicago which includes modern architecture and a city

Lincoln Park

4.5/5(320 area reviews)

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Lincoln Park
Walking around Chicago in winter searching for color.

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
#orbitz
#chicagoskyline

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 featuring 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, IL