Cheap Flights to Chesterton from $66
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How Much Does it Cost To Fly To Chesterton?
The cheapest prices found with in the last 7 days for return flights were $127 and $66 for one-way flights to Chesterton for the period specified. Prices and availability are subject to change. Additional terms apply
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | November 13 to November 16 | $197 |
| LAX | Chicago | October 26 to October 29 | $217 |
| LAX | Rockford | October 2 to October 3 | $321 |
| FCO | Chicago | November 4 to November 18 | $558 |
| HKG | Chicago | October 5 to March 15 | $796 |
| CAN | Chicago | November 24 to March 23 | $926 |
| FCO | Chicago | November 16 to January 6 | $989 |
| PVG | Chicago | November 19 to March 17 | $1,001 |
| XIY | Chicago | December 9 to January 26 | $1,022 |
| PEK | Chicago | October 23 to November 6 | $1,034 |
| CTU | Chicago | November 4 to November 8 | $1,128 |
| FOC | Chicago | November 17 to November 21 | $1,132 |
| HKG | Chicago | October 3 to October 10 | $2,351 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Rockford | October 2 to October 3 | $321 |
| LAX | Chicago | October 4 to October 6 | $395 |
| LAX | Chicago | October 3 to October 5 | $395 |
| FCO | Chicago | October 4 to October 18 | $617 |
| CAN | Chicago | October 2 to October 11 | $992 |
| HKG | Chicago | October 2 to October 20 | $993 |
| FOC | Chicago | October 2 to January 4 | $1,134 |
| PVG | Chicago | October 2 to March 28 | $1,199 |
| PEK | Chicago | October 2 to October 13 | $1,321 |
| FCO | Chicago | October 2 to October 3 | $1,739 |
| HKG | Chicago | October 3 to October 10 | $2,351 |
Chesterton Flight Information
Traveling to | Chesterton |
|---|---|
Lowest Price | $127 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Chesterton Accommodation Deals
Fairbridge Inn Express Chesterton
713 Plaza Dr. Chesterton IN
$85 nightly
The price is $95 total per night from Oct 9 to Oct 10
$95 total
Oct 9 - Oct 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesterton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
6.8/10 (386 reviews)
"Decent rooms with all the basic amenities. Biggest advantage is its proximity to all the major tourist destinations and convenience stores nearby."
Reviewed on Sep 10, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$110 nightly
The price is $124 total per night from Oct 5 to Oct 6
$124 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
Waterbird Lakeside Inn
556 Indian Boundary Road Chesterton IN
$95 nightly
The price is $106 total per night from Oct 26 to Oct 27
$106 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this hotel in Chesterton. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
"I arrived at the hotel after being discharged from a local hospital. I was traveling from NY to Colorado by motorcycle when I was hit by a truck. After 2 days in the hospital, I booked this hotel to recover, treat my wounds and wait for my motorcycle to be inspected. I ended up staying at Waterbird ..."
Reviewed on Sep 22, 2026
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.
Luxury Hotels in Chesterton
Waterbird Lakeside Inn
556 Indian Boundary Road Chesterton IN
$95 nightly
The price is $106 total per night from Oct 26 to Oct 27
$106 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this hotel in Chesterton. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
"I arrived at the hotel after being discharged from a local hospital. I was traveling from NY to Colorado by motorcycle when I was hit by a truck. After 2 days in the hospital, I booked this hotel to recover, treat my wounds and wait for my motorcycle to be inspected. I ended up staying at Waterbird ..."
Reviewed on Sep 22, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$88 nightly
The price is $98 total per night from Oct 25 to Oct 26
$98 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (849 reviews)
"Hotel was great! Just wish there was an elevator. But the front desk gal helped me up the stairs with my stroller - she was fabulous!"
Reviewed on Sep 25, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$110 nightly
The price is $124 total per night from Oct 5 to Oct 6
$124 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
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.
Family Friendly Hotels in Chesterton
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$110 nightly
The price is $124 total per night from Oct 5 to Oct 6
$124 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
Hilton Garden Inn Chesterton
501 Gateway Boulevard Chesterton IN
$155 nightly
The price is $174 total per night from Oct 4 to Oct 5
$174 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesterton. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$88 nightly
The price is $98 total per night from Oct 25 to Oct 26
$98 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (849 reviews)
"Hotel was great! Just wish there was an elevator. But the front desk gal helped me up the stairs with my stroller - she was fabulous!"
Reviewed on Sep 25, 2026
Save an average of 15% on thousands of hotels when you're signed in
Fairbridge Inn Express Chesterton
713 Plaza Dr. Chesterton IN
$85 nightly
The price is $95 total per night from Oct 9 to Oct 10
$95 total
Oct 9 - Oct 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesterton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
6.8/10 (386 reviews)
"Decent rooms with all the basic amenities. Biggest advantage is its proximity to all the major tourist destinations and convenience stores nearby."
Reviewed on Sep 10, 2026
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.
Best Chesterton Flight and Hotel Packages
Chesterton flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Chesterton flight + hotel packages - business class flights
Price found within the past 48 hours. Click for updated prices.
Chesterton flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Special
Schiller Park, Illinois, USA
$27
$94 total
found 1 day ago
Midsize
Schiller Park, Illinois, USA
$28
$97 total
found 1 day ago
Compact SUV
Schiller Park, Illinois, USA
$31
$104 total
found 1 day ago
Standard
Schiller Park, Illinois, USA
$32
$108 total
found 1 day ago
Plane Tickets To Chesterton
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Chesterton. Browse through our inventory to explore a wide range of cheap flights to Chesterton to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Chesterton as you anxiously await to exit the plane and explore what Chesterton has to offer. Considering all the amazing local food and culture in Chesterton, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Chesterton to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Chesterton without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Chesterton with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Chesterton today!
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