Old Town Triangle

Chicago

Aerial view of Lincoln Abraham Park with Chicago skyline in background at sunset, Chicago, Illinois, United States.
Old Town Triangle
Old Town Triangle
Old Town Triangle

Popular places to visit

Things to do


Top hotels in Old Town Triangle

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is S$184 per night from 26 Apr to 27 Apr
S$184
26 Apr - 27 Apr
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very Good! (10,124 reviews)
It needs A LOT of maintenance.

Reviewed on 13 Apr, 2026

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 S$205 per night from 26 Apr to 27 Apr
S$205
26 Apr - 27 Apr
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...
9/10 Wonderful! (4,119 reviews)
Great room

Reviewed on 12 Apr, 2026

Hilton Chicago/Magnificent Mile Suites
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 S$232 per night from 29 Apr to 30 Apr
S$232
29 Apr - 30 Apr
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the pool in their reviews. Popular ...
8.6/10 Excellent! (5,848 reviews)
Great location, great staff, great rooms!

Reviewed on 12 Apr, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is S$229 per night from 27 Apr to 28 Apr
S$229
27 Apr - 28 Apr
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk ...
9.4/10 Exceptional! (3,818 reviews)
Wonderful stay, staff, breakfast, location were all awesome!

Reviewed on 13 Apr, 2026

Hotel Riu Plaza Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is S$372 per night from 9 May to 10 May
S$372
9 May - 10 May
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8.4/10 Very Good! (2,275 reviews)
I would rate this hotel as good to excellent if not for one employee. I stayed two nights and all the staff including front desk, restaurant and housekeeping were customer friendly and efficient with one exception. I returned back to the main entrance of the hotel on the second night after a long ...

Reviewed on 12 Apr, 2026

Hilton Chicago O'Hare Airport
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
The price is S$298 per night from 26 Apr to 27 Apr
S$298
26 Apr - 27 Apr
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,797 reviews)
Iron board was broken. Iron wasn’t working. Called 3 times to get attention of customer service. I paired $900 for this customer service overall wasn’t good experience,

Reviewed on 13 Apr, 2026

The Wade
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

Old Town Chicago Neighborhood entrance gate and sign

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
Gold Coast

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
Lincoln Park

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
Chicago_NearNorthSide_137043_09

Near North Side

Known for its fascinating museums, panoramic lake views and popular shops, there's plenty to explore in Near North Side. Top attractions like Navy Pier and Michigan Avenue 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

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
River North

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