Chesterton Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ฿3,170 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Chesterton Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Trump International Hotel & Tower Chicago
Pendry Chicago
LondonHouse Chicago, Curio Collection by Hilton
Level Chicago – Old Town

Top hotels in Chesterton

Waterbird Lakeside Inn
Waterbird Lakeside Inn
2 out of 5
556 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is ฿3,292 per night from 19 May to 20 May
฿3,292
per night
19 May - 20 May
7.8/10 Good! (698 reviews)
"We’ve stayed here many times. The only concern is the sometimes spotty wi-fi. Always comfortable and the wildlife is entertaining, especially the turtles and swallows. Will return."

Reviewed on 13 May 2024

Waterbird Lakeside Inn
Best Western Indian Oak
Best Western Indian Oak
2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is ฿4,023 per night from 19 May to 20 May
฿4,023
per night
19 May - 20 May
8.4/10 Very Good! (978 reviews)
"Over very good"

Reviewed on 14 May 2024

Best Western Indian Oak
Spring House Inn
Spring House Inn
2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is ฿3,987 per night from 16 May to 17 May
฿3,987
per night
16 May - 17 May
8.8/10 Excellent! (882 reviews)
"Setting in trees; beautiful unique hotel building. Good breakfast."

Reviewed on 13 May 2024

Spring House Inn
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 a Chesterton holiday package cost?
The cheapest Chesterton package is ฿22,806, so your dream escape can become a reality — without a hefty price tag. Combine flights, hotels, car rentals and more to create a package that’s perfect for you.
How do I get a cheap travel package to Chesterton?
Bundling your hotel and flight with Expedia won’t just save precious time — it’ll save you cash too. A Chesterton holiday package makes it simple to put together the ideal trip. With more than 550 airlines all over the world to select from, finding convenient flights that fit your busy schedule won’t be a problem. On top of that, we’ve got over 1,000,000 properties globally to select from. Talk about choice! No matter who you are, Expedia puts the world within your reach.
Where should I stay in Chesterton?
With fascinating attractions such as Indiana Dunes National Park and Indiana Dunes Visitor Centre in this neighbourhood, look for a hotel situated near them. Coffee Creek Watershed Conservancy Preserve is another Chesterton sight that people flock to.
What are the top hotels in Chesterton?
One of the most popular places to stay in Chesterton is Hilton Garden Inn Chesterton, in the Porter Beach area. Wander around the city by day and then put your feet up in this comfortable property come nightfall.
How far in advance should I book my Chesterton holiday?
It’s hard to pick the best time for airfares, but we usually say the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you’re booking last minute, don’t despair. Bargain prices occasionally appear just weeks before departure dates.
What does an Expedia Chesterton travel package include?
It all depends on what kind of escape you have in mind. Chesterton travel deals can include car rentals, hotels and flights. You can mix and match to find the package that suits your style and budget. You can also add on experiences and activities after you’ve booked to score even bigger discounts.
What should I know before booking a Chesterton travel package?
Whether it’s adventure or relaxation you’re seeking, a Chesterton holiday package lets you organise your escape your way. Plus, you’ll score great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Chesterton Expedia holiday package?
Yes, you sure can. We offer more than 550 partner airlines across the globe, so opt for the carrier that best suits your budget needs.
If I'm not able to travel, can I cancel my Chesterton holiday package?
It is possible to cancel your Chesterton booking if your plans have been upended. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.