Old Town Triangle Holidays from £795
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Your Old Town Triangle Holiday
Whatever your travel style, you can see and do more with a customized Old Town Triangle holiday package. Spend your getaway enjoying this neighbourhood's history and its other delights. Kick off your trip to Old Town Triangle by heading to nearby attractions such as Wrigley Field, Millennium Park and Willis Tower. Whatever your travel goals or the size of your budget, booking the ultimate Old Town Triangle holiday is simple with Expedia.
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Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
£1,780
per person
9 Oct - 15 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,631 reviews)
Traveled with my partner, it felt romantic and we loved the view and all the nearby attractions. We were given a $10 credit to the restaurant but didn’t use them because we were too busy exploring the entire pier. There is no pool however the oak beach is nearby. The property felt safe although it was accessible to everyone, you had to use your room key to access the elevators. The pier closed at 10p to public so we had private access to the beautiful nighttime views. Make sure you wear walking shoes!! The only things that bothered us were, Stains on the floor and bench in our room, shower head had weak water flow, other than that it was an amazing stay!!! Definitely will be back with my children.
Reviewed on 8 Aug 2026
Where to stay in Old Town Triangle
Find the best Old Town Triangle areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Triangle
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
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.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).
Top hotels in Old Town Triangle
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£101
7 Sept - 8 Sept
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£126
10 Aug - 11 Aug
includes taxes & fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
£188
29 Aug - 30 Aug
includes taxes & fees
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.
Frequently asked questions
How much does an Old Town Triangle travel package cost?
Starting from as little as £795, you can create your own Old Town Triangle package the way you want. Simply bundle hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Old Town Triangle travel package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
How do I get a cheap travel package to Old Town Triangle?
Our Old Town Triangle travel packages offer plenty of savings for the savvy globetrotter. For the best deals, simply combine your hotel, flights and extras (such as activities) into a budget-friendly package. But cheap prices are just the beginning of your next epic adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 properties across the globe to pick from. Whatever your budget, there's a travel package with your name on it.
Does Expedia offer Book Now, Pay Later Old Town Triangle holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Browse these flexible payment options:
- Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all budgets, so you can lock in that well-deserved holiday sooner.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday over multiple transactions.
- Low deposit holidays: Clicking on the "book now" button is easier with this payment option. Simply put down a small deposit on your escape and then start working on your travel itinerary.
Where should I stay in Old Town Triangle?
A visit to Old Town Triangle isn't complete without stopping by Millennium Park and Wrigley Field. Stay nearby so you can easily access these popular attractions.
What are the top hotels in Old Town Triangle?
Secure a room at Hyatt Regency Chicago. It's one of the area's most sought-after properties. Another top option in Old Town Triangle is The Godfrey Hotel Chicago.
How far in advance should I book my Old Town Triangle holiday?
To land rock-bottom prices, book as soon as you can. Air carriers generally advertise flights, along with some of the lowest fares, up to a year ahead of time. Hotels, car rental and activities should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in Old Town Triangle, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Old Town Triangle travel package include?
That depends on what sort of escape you have in the works. Old Town Triangle holiday deals can include hotels, car rentals and flights. You can mix and match to find the package that suits you. You can also add on activities and experiences after you've booked to pick up even bigger discounts.
What should I know before booking an Old Town Triangle travel package?
You'll score impressive savings when you bundle your flights, hotels and rental cars into a package. Not just that, booking everything in one place makes trip planning easier. So why waste money or time? Whether you're putting together a luxury city stay with your love or a budget solo adventure, have a look at our travel packages today.
Can I choose my airline with an Old Town Triangle Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our travel packages give you the freedom to pick from available flights, hotels and activities that suit you.
Stay near popular Old Town Triangle attractions
Chicago History Museum
9.0/10 (37 reviews)
Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.
Park West
8.8/10 (12 reviews)
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.
Second City
9.6/10 (15 reviews)
You can make plans for a show at Second City on your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
Midwest Buddhist Temple
After visiting Midwest Buddhist Temple, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or visit the shops in this vibrant area.
Henry Gerber House
Learn about the local history of Chicago when you take a trip to Henry Gerber House. Stroll along the lakeside or visit the shops in this vibrant area.
Hudson Chess Park
Explore the great outdoors at Hudson Chess Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside and enjoy its lively bars.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
£35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
£18
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.