Cheap Flights to Chesterton from $56
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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 $78 and $56 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.
$78 Roundtrip, found 3 days ago
$78
Roundtrip
found 3 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | August 24 to September 2 | $196 |
| LAX | Rockford | September 24 to September 29 | $237 |
| LAX | Chicago | September 21 to September 25 | $237 |
| FCO | Chicago | October 16 to October 29 | $553 |
| HKG | Chicago | September 20 to October 31 | $873 |
| CAN | Chicago | September 10 to November 7 | $877 |
| FCO | Chicago | September 6 to September 12 | $905 |
| PEK | Chicago | September 2 to September 24 | $1,045 |
| PVG | Chicago | September 9 to October 21 | $1,045 |
| HKG | Chicago | September 21 to September 22 | $1,060 |
| FOC | Chicago | October 10 to February 6 | $1,181 |
| PVG | Chicago | September 7 to March 3 | $1,200 |
| XIY | Chicago | September 7 to December 5 | $1,258 |
| SZX | Chicago | October 14 to October 16 | $1,258 |
| CTU | Chicago | September 8 to January 12 | $1,341 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | July 31 to August 7 | $407 |
| LAX | Chicago | August 1 to August 5 | $481 |
| LAX | Rockford | August 2 to August 5 | $643 |
| FCO | Chicago | July 31 to October 30 | $780 |
| HKG | Chicago | July 31 to September 3 | $1,296 |
| PVG | Chicago | August 2 to September 6 | $1,579 |
| PEK | Chicago | August 2 to August 3 | $1,807 |
| FCO | Chicago | August 1 to August 2 | $1,903 |
| CAN | Chicago | August 1 to August 5 | $2,083 |
Chesterton Flight Information
Traveling to | Chesterton |
|---|---|
Lowest Price | $78 |
Number of Airlines Serving | |
Airlines Serving | Allegiant Air, 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
$90 nightly
The price is $101 total per night from Aug 2 to Aug 3
$101 total
Aug 2 - Aug 3
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 (363 reviews)
"The air conditioner was effective but the room was terrible, didn't clean, the same blankets and towels never changed"
Reviewed on Jul 20, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$130 nightly
The price is $146 total per night from Aug 17 to Aug 18
$146 total
Aug 17 - Aug 18
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
$114 nightly
The price is $128 total per night from Aug 9 to Aug 10
$128 total
Aug 9 - Aug 10
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! (1,002 reviews)
"The bedding had big visible spots and stains on the sheets and comforter."
Reviewed on Jul 24, 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
$114 nightly
The price is $128 total per night from Aug 9 to Aug 10
$128 total
Aug 9 - Aug 10
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! (1,002 reviews)
"The bedding had big visible spots and stains on the sheets and comforter."
Reviewed on Jul 24, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$97 nightly
The price is $109 total per night from Aug 23 to Aug 24
$109 total
Aug 23 - Aug 24
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 ...
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$130 nightly
The price is $146 total per night from Aug 17 to Aug 18
$146 total
Aug 17 - Aug 18
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
$130 nightly
The price is $146 total per night from Aug 17 to Aug 18
$146 total
Aug 17 - Aug 18
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
$151 nightly
The price is $169 total per night from Aug 20 to Aug 21
$169 total
Aug 20 - Aug 21
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 ...
8.8/10 Excellent! (1,005 reviews)
"This is simply not a 4-star property. Two at best. Ice machines do not work, rooms dimly lit with cheap bulbs, cracks in the ceiling, sink and shower, fuzz and dirt all over the room, bathroom exhaust fan not operable, etc. There is little else in the area so this was "the best" option but keep your ..."
Reviewed on Jul 23, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$97 nightly
The price is $109 total per night from Aug 23 to Aug 24
$109 total
Aug 23 - Aug 24
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Fairbridge Inn Express Chesterton
713 Plaza Dr. Chesterton IN
$90 nightly
The price is $101 total per night from Aug 2 to Aug 3
$101 total
Aug 2 - Aug 3
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 (363 reviews)
"The air conditioner was effective but the room was terrible, didn't clean, the same blankets and towels never changed"
Reviewed on Jul 20, 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 - premium economy 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?
Compact SUV
Chicago, Illinois, USA
$50
$164 total
found 2 days ago
Special
Schiller Park, Illinois, USA
$54
$161 total
found 2 days ago
Midsize
Schiller Park, Illinois, USA
$55
$164 total
found 2 days ago
Economy Crossover
Schiller Park, Illinois, USA
$55
$169 total
found 2 days ago
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.
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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