Hotels in Old Town Triangle

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
22 Feb - 23 Feb
Tomorrow
23 Feb - 24 Feb
Next weekend
27 Feb - 1 Mar
In two weeks
6 Mar - 8 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Old Town Triangle hotels

City view from property

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Triangle
7.8 out of 10, Good, (1,080 reviews)
"Overall experience was fabulous ~ beautiful property!"
United States
Andrea
The price is S$160
includes taxes & fees
24 Feb - 25 Feb
Hotel Lincoln
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.3 km from Old Town Triangle
9.0 out of 10, Wonderful, (3,213 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is S$226
includes taxes & fees
24 Mar - 25 Mar
Swissotel - Chicago
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 3.8 km from Old Town Triangle
9.4 out of 10, Exceptional, (2,386 reviews)
"Great stay"
United States
Blake
The price is S$248
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service – dining

The Wade

The Wade
4.5 star property
Streeterville, 2.9 km from Old Town Triangle
8.4 out of 10, Very good, (1,685 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is S$147
includes taxes & fees
1 Mar - 2 Mar
The Wade
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 2.6 km from Old Town Triangle
9.4 out of 10, Exceptional, (3,386 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is S$183
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 2.3 km from Old Town Triangle
9.0 out of 10, Wonderful, (3,263 reviews)
"Great stay "
United States
Kylee
The price is S$143
includes taxes & fees
1 Mar - 2 Mar
Eurostars Magnificent Mile
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 2 km from Old Town Triangle
9.0 out of 10, Wonderful, (3,824 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is S$150
includes taxes & fees
26 Feb - 27 Feb
Hilton Chicago/Magnificent Mile Suites
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 4.5 km from Old Town Triangle
8.0 out of 10, Very good, (9,925 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
Congress Plaza Hotel
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 3.7 km from Old Town Triangle
9.0 out of 10, Wonderful, (2,393 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is S$172
includes taxes & fees
27 Feb - 28 Feb
Hyatt Centric The Loop Chicago
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 3.2 km from Old Town Triangle
9.4 out of 10, Exceptional, (1,152 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is S$320
includes taxes & fees
15 Mar - 16 Mar
Pendry Chicago
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 3.2 km from Old Town Triangle
9.6 out of 10, Exceptional, (3,678 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is S$240
includes taxes & fees
26 Feb - 27 Feb
L7 Chicago by LOTTE
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 2.7 km from Old Town Triangle
8.6 out of 10, Excellent, (3,100 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is S$128
includes taxes & fees
23 Feb - 24 Feb
Aloft Chicago Mag Mile
Ice skating

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 3.7 km from Old Town Triangle
9.2 out of 10, Wonderful, (2,234 reviews)
"Amazing hotel and staff!"
United States
Corey
Silversmith Hotel Chicago Downtown
Lobby lounge

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 4.9 km from Old Town Triangle
8.8 out of 10, Excellent, (1,008 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is S$159
includes taxes & fees
16 Mar - 17 Mar
Le Méridien Essex Chicago
2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 3.1 km from Old Town Triangle
9.4 out of 10, Exceptional, (3,602 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is S$279
includes taxes & fees
28 Feb - 1 Mar
LondonHouse Chicago, Curio Collection by Hilton
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 4.7 km from Old Town Triangle
9.0 out of 10, Wonderful, (1,004 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is S$245
includes taxes & fees
26 Feb - 27 Feb
The Blackstone, Autograph Collection
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.7 km from Old Town Triangle
8.4 out of 10, Very good, (2,648 reviews)
"The room was clean and the staff was very friendly."
United States
Andrea
The price is S$243
includes taxes & fees
28 Feb - 1 Mar
Hilton Chicago
Lobby

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 2.5 km from Old Town Triangle
8.6 out of 10, Excellent, (5,685 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
The price is S$146
includes taxes & fees
4 Mar - 5 Mar
Embassy Suites by Hilton Chicago Downtown River North
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 1.2 km from Old Town Triangle
8.2 out of 10, Very good, (1,286 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is S$159
includes taxes & fees
23 Feb - 24 Feb
The Chicago Hotel Collection Ambassador Gold Coast
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 3.5 km from Old Town Triangle
9.4 out of 10, Exceptional, (1,008 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is S$231
includes taxes & fees
7 Mar - 8 Mar
Staypineapple, An Iconic Hotel, The Loop
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.
View all properties

Where to stay in Old Town Triangle

Find the best Old Town Triangle areas for the activities you enjoy most.
Downtown Chicago which includes a city

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Water Tower Place

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown featuring a river or creek

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North showing railway items, street scenes and a city

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.

Underground passage in the Chicago O'Hare airport

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

Top Old Town Triangle Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Spacious room. Clean"
Rina 4-night trip
Posted 22 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

What is Old Town Triangle like?
Guests are sure to enjoy their time checking out all that Chicago's Old Town Triangle neighbourhood has to offer. Are you looking for Old Town Triangle travel tips? Make sure that you visit Second City and Park West while you're in the neighbourhood.
Where is the best hotel for a stay in Old Town Triangle?
Based on Expedia customer reviews, Hotel Lincoln is the highest ranked property in Old Town Triangle. This hotel is a short 11-minute walk from Lake Michigan, and it offers a restaurant and a 24-hour fitness centre.
How many hotels should I expect to find in the Old Town Triangle area?
When you want to put your feet up after a day of exploring the sights in Chicago, you can choose from 19 Expedia hotels and other accommodation options in Old Town Triangle.
If I need to cancel my hotel reservation in Old Town Triangle, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review top deals in Old Town Triangle.
What are the top things to see and do in Old Town Triangle?
Attractions such as Second City, Park West and Chicago History Museum highlight Chicago's cultural scene. Armitage Avenue and Henry Gerber House are also a couple of places to visit in the neighbourhood. Don't miss favourite places to visit in the surrounding area, such as Michigan Avenue, Navy Pier and Wrigley Field. United Center and Hudson Chess Park are also worth a visit when you're out sightseeing in Chicago.

Explore a world of travel with Expedia