Old Town Triangle

Chicago

Old Town Triangle
Old Town Triangle
Chicago History Museum featuring interior views
Chicago History Museum showing interior views
Chicago History Museum showing interior views

Popular places to visit

Chicago History Museum showing interior views

Chicago History Museum

Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.

Chicago History Museum
Park West

Park West

You can enjoy a show at Park West on your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Park West
Wrigley Field showing a city, central business district and a sporting event

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North featuring night scenes, a city and signage

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

Things to do

River tour boat in Chicago

Architecture River Tour

HK$381
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

HK$351
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

HK$351
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

HK$192
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Architecture Boat Tour with Drinks

Chicago: Architecture Boat Tour with Drinks

HK$328
per adult
88% of travellers recommend
Chicago: Architecture Boat Tour with Drinks
Flyover in Chicago

Flyover in Chicago

HK$282
per adult
100% of travellers recommend
Flyover in Chicago
See all activities in Chicago

Top hotels in Old Town Triangle

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! (9,228 reviews)
"Hotel is older, but very well maintained."

Reviewed on 19 Sept 2025

Get rates
Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is HK$1,250 per night from 20 Oct to 21 Oct
HK$1,250
HK$1,467 total
20 Oct - 21 Oct
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! (2,901 reviews)
"Great location, close to different restaurants and coffee shops. Sadly the pool was closed when I was there but it looked like the property was very well maintained. Staff was so nice upon check in. Our room was nice and comfortable! Enjoyed my stay and will be back!!"

Reviewed on 19 Sept 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 HK$1,400 per night from 2 Oct to 3 Oct
HK$1,400
HK$1,643 total
2 Oct - 3 Oct
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! (3,921 reviews)
"Everything was great. Downtown location was awesome. Close to everything. We walked to a restaurant. Would definitely stay here again."

Reviewed on 19 Sept 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
The price is HK$1,577 per night from 25 Oct to 26 Oct
HK$1,577
HK$1,852 total
25 Oct - 26 Oct
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (2,132 reviews)
"It was nice to be able to stay right at the airport when we had flown in from overseas on a long flight and then had to fly out early the next morning"

Reviewed on 18 Sept 2025

Hilton Chicago O'Hare Airport
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 HK$1,414 per night from 28 Sept to 29 Sept
HK$1,414
HK$1,660 total
28 Sept - 29 Sept
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! (3,815 reviews)
"Please try to restock luggage tag bands"

Reviewed on 17 Sept 2025

citizenM Chicago Downtown
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is HK$819 per night from 20 Oct to 21 Oct
HK$819
HK$1,099 total
20 Oct - 21 Oct
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! (2,341 reviews)
"I loved the character and asthetic of the interior. It was classy, some areas have seen some heavy traffic but it builds the character of the place. I had a shared room with 3 others mostly just kept to ourselves other than a hello or good morning. Staff were very helpful if i had any questions. ..."

Reviewed on 18 Sept 2025

Freehand Chicago
See all 4,481 properties in Old Town Triangle
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 Old Town Triangle

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Old Town Chicago

Known for its abundant dining options and lake views, there's plenty to explore in Old Town Chicago. Top attractions like Second City and Armitage Avenue are major draws, and you can catch the metro at Sedgwick Station or Clark-Division Station to see more of the city.

Old Town Chicago
Lincoln Park showing modern architecture and a city

Lincoln Park

5/5(5 area reviews)

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
Gold Coast showing street scenes as well as a couple

Gold Coast

The ample dining options and fantastic 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
Magnificent Mile - River North featuring night scenes, a city and signage

Near North Side

4.5/5(248 area reviews)

Known for its fascinating museums, panoramic lake views and popular shops, there's plenty to explore in Near North Side. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at Clark-Division Station or Chicago Station (Brown Line) to see more of the city.

Near North Side
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.

Magnificent Mile
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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.

River North

Old Town Triangle