Hotels in Old Town Triangle

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Guest rating
Guest rating
Property class

Top 10 Hotels in Old Town Triangle

River Hotel
View from property

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3657)
"The room was very very small and the river view was in the corner and a stretch to say it was a nice view "
The price is S$166
includes taxes & fees
6 Jan - 7 Jan,2025
River Hotel
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1342)
"Far surpassed what I was expecting."
The price is S$214
includes taxes & fees
14 Jan - 15 Jan,2025
L7 Chicago by LOTTE
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1765)
"great location and very clean. "
The price is S$145
includes taxes & fees
7 Jan - 8 Jan,2025
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2443)
"Cute atmosphere, in the city. Affordable. Rooms are just small "
The price is S$158
includes taxes & fees
9 Jan - 10 Jan,2025
citizenM Chicago Downtown
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
8.8 out of 10, Excellent, (1601)
"Great spot! "
The price is S$173
includes taxes & fees
3 Jan - 4 Jan,2025
Hyatt Centric The Loop Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.6 out of 10, Excellent, (2797)
"We’ve stayed here multiple times and will always be our first choice when visiting Chicago. The hospitality and service here is always top notch. Can’t wait to be back! "
The price is S$149
includes taxes & fees
29 Jan - 30 Jan,2025
Eurostars Magnificent Mile
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8341)
"Great place and deal, but the room was freezing and the heater wasnt working. "
The price is S$148
includes taxes & fees
2 Jan - 3 Jan,2025
Congress Plaza Hotel
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3152)
"Good location, close to Magnificent Mile , Milenium Park , dining."
The price is S$275
includes taxes & fees
19 Jan - 20 Jan,2025
Hyatt Regency Chicago
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1258)
"The general manager and staff was the best. Went above and beyond! "
The price is S$206
includes taxes & fees
5 Jan - 6 Jan,2025
Hotel Riu Plaza Chicago
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2370)
"Lovely hotel, great staff, excellent rooms. The hotel “scent” is wonderful too. Not a huge fan of the road in front of property and valet. You basically have to stop in the street and put your hazards on, but valet service employees were great"
The price is S$257
includes taxes & fees
24 Jan - 25 Jan,2025
The Royal Sonesta Chicago Downtown
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2478)
"Love that aloft is dog friendly. I usually try to stay at aloft whenever I travel. "
The price is S$134
includes taxes & fees
12 Jan - 13 Jan,2025
Aloft Chicago Mag Mile
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1394)
"Annual holiday trip downtown. Mass at Holy Name Cathedral , dinner at Hugo Frogs, great day. Hotel room was small but workable for one night stay."
The price is S$160
includes taxes & fees
13 Jan - 14 Jan,2025
Hotel Felix River North/Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago
Premium bedding, in-room safe, desk, laptop workspace

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3323)
"Great location "
The price is S$139
includes taxes & fees
7 Jan - 8 Jan,2025
Club Quarters Hotel, Central Loop, Chicago
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (1584)
"Great for the price!"
The price is S$113
includes taxes & fees
5 Jan - 6 Jan,2025
Freehand Chicago
Embassy Suites by Hilton Chicago Downtown River North
Lobby

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.2 out of 10, Very good, (3420)
"Love the breakfast and happy hour "
The price is S$175
includes taxes & fees
26 Jan - 27 Jan,2025
Embassy Suites by Hilton Chicago Downtown River North
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.2 out of 10, Very good, (2768)
"nothing"
The price is S$139
includes taxes & fees
6 Jan - 7 Jan,2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1570)
"Beautiful hotel! More than I expected. I’d definitely stay here again when in Chicago."
The price is S$263
includes taxes & fees
7 Jan - 8 Jan,2025
Hilton Chicago
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1482)
"The front desk people & the maid staff were excellent I will be returning "
The price is S$132
includes taxes & fees
8 Jan - 9 Jan,2025
Hotel Saint Clair- Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2558)
"Great location. "
The price is S$171
includes taxes & fees
26 Jan - 27 Jan,2025
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very good, (1568)
"Elegant, lovely and historic property. "
The price is S$256
includes taxes & fees
14 Jan - 15 Jan,2025
Palmer House a Hilton Hotel
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.
Don't see what you're looking for?
See all available properties in Old Town Triangle
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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?

Expedia has 20 hotels and other accommodation options in Old Town Triangle to choose from, making this an ideal home base for exploring the greater Chicago area.

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, Millennium Park and Navy Pier. Wrigley Field and Hudson Chess Park are also worth a visit when you're out sightseeing in Chicago.