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

Popular places to visit

Montrose Beach featuring a beach, a coastal town and general coastal views

Montrose Beach

Soak up the sun with views of Lincoln Park and Lake Michigan at this city beach known for its fun sports and extensive amenities.

Montrose Beach
Lincoln Park showing a house, heritage architecture and a garden

Lincoln Park

A large public park on the edge of Lake Michigan, with museums, beaches, nature reserves, sports fields, and space galore to while away a few hours.

Lincoln Park
Montrose Harbor featuring a bay or harbor and bird life

Montrose Harbor

With trails, a beach and a bird sanctuary, this spacious city harbor is a good place to sail from and a great place to hang out.

Montrose Harbor
Hutchinson Street Historic District

Hutchinson Street Historic District

You can learn about the history of Chicago when you stop by Hutchinson Street Historic District. Experience the acclaimed art scene and entertainment choices in this vibrant area.

Hutchinson Street Historic District

Aragon Ballroom

Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Aragon Ballroom

Riviera Theatre

You can enjoy a show at Riviera Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Riviera Theatre

Things to do

Chicago Graceland Cemetery Audio Tour

Chicago Graceland Cemetery Audio Tour

P621
per traveler
Chicago Graceland Cemetery Audio Tour
River tour boat in Chicago

Architecture River Tour

P2,780
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

P2,565
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

P2,565
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

P1,400
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Flyover in Chicago

Flyover in Chicago

P2,059
per adult
100% of travellers recommend
Flyover in Chicago
See all activities in Chicago

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

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Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is P5,762 per night from Oct 27 to Oct 28
P5,762
P9,497 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 P11,726 per night from Oct 29 to Oct 30
P11,726
P13,765 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 P9,350 per night from Oct 26 to Oct 27
P9,350
P10,976 total
Oct 26 - Oct 27
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! (3,022 reviews)
"Great hotel with beautiful view to the lake."

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 P10,834 per night from Oct 21 to Oct 22
P10,834
P12,718 total
Oct 21 - Oct 22
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
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 P15,656 per night from Oct 30 to Oct 31
P15,656
P20,241 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! (2,446 reviews)
"I love staying at the Intercontinental. It is in a great location, and the hotel itself is lovely, historic, and home to the most spectacular swimming pools I've ever seen. I love to start my days there with a dip in the Olympic-sized pool where Johnny Weissmuller trained."

Reviewed on Sep 27, 2025

InterContinental Chicago Magnificent Mile by IHG
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
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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
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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
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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