Cheap Flights to Chesterton from $52
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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 $88 and $52 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.
$88 Roundtrip, found 4 hours ago
$88
Roundtrip
found 4 hours ago
SFB
Orlando Sanford Intl.
RFD
Greater Rockford
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | December 14 to December 17 | $211 |
| LAX | Chicago | December 8 to December 12 | $237 |
| FCO | Chicago | February 8 to February 23 | $556 |
| HKG | Chicago | November 18 to November 27 | $937 |
| CAN | Chicago | January 20 to February 20 | $969 |
| PEK | Chicago | November 21 to November 25 | $1,042 |
| PVG | Chicago | December 23 to February 24 | $1,100 |
| CTU | Chicago | December 24 to January 5 | $1,188 |
| FOC | Chicago | December 26 to January 26 | $1,238 |
| SZX | Chicago | November 19 to November 23 | $1,262 |
| FCO | Chicago | December 12 to December 13 | $1,761 |
| PVG | Chicago | December 5 to December 12 | $7,497 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | November 14 to November 17 | $377 |
| LAX | Chicago | November 13 to November 15 | $388 |
| FCO | Chicago | November 14 to November 27 | $657 |
| HKG | Chicago | November 14 to November 27 | $988 |
| PVG | Chicago | November 14 to November 15 | $1,128 |
| PEK | Chicago | November 15 to November 19 | $1,423 |
| TFU | Chicago | November 15 to December 14 | $1,556 |
| CAN | Chicago | November 15 to November 19 | $1,710 |
Chesterton Flight Information
Traveling to | Chesterton |
|---|---|
Lowest Price | $88 |
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
$78 nightly
The price is $88 total per night from Dec 9 to Dec 10
$88 total
Dec 9 - Dec 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 (397 reviews)
"Stayed here several times over the years. Always clean so we keep coming back. Recently updated furniture is an improvement."
Reviewed on Nov 4, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$89 nightly
The price is $100 total per night from Nov 16 to Nov 17
$100 total
Nov 16 - Nov 17
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 Nov 9 to Nov 10
$106 total
Nov 9 - Nov 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. ...
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 Nov 9 to Nov 10
$106 total
Nov 9 - Nov 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. ...
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$76 nightly
The price is $85 total per night from Dec 7 to Dec 8
$85 total
Dec 7 - Dec 8
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 ...
7.8/10 Good! (874 reviews)
"Had a great weekend. Staff was great, room was clean, facility was great for a budget."
Reviewed on Nov 3, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$89 nightly
The price is $100 total per night from Nov 16 to Nov 17
$100 total
Nov 16 - Nov 17
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
$89 nightly
The price is $100 total per night from Nov 16 to Nov 17
$100 total
Nov 16 - Nov 17
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
$128 nightly
The price is $143 total per night from Dec 4 to Dec 5
$143 total
Dec 4 - Dec 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 ...
8.8/10 Excellent! (1,007 reviews)
"Stayed for a night. Room was clean and the atmosphere was friendly."
Reviewed on Nov 7, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$76 nightly
The price is $85 total per night from Dec 7 to Dec 8
$85 total
Dec 7 - Dec 8
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 ...
7.8/10 Good! (874 reviews)
"Had a great weekend. Staff was great, room was clean, facility was great for a budget."
Reviewed on Nov 3, 2026
Save an average of 15% on thousands of hotels when you're signed in
Fairbridge Inn Express Chesterton
713 Plaza Dr. Chesterton IN
$78 nightly
The price is $88 total per night from Dec 9 to Dec 10
$88 total
Dec 9 - Dec 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 (397 reviews)
"Stayed here several times over the years. Always clean so we keep coming back. Recently updated furniture is an improvement."
Reviewed on Nov 4, 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 - 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, USA
$5
$52 total
found 9 hours ago
Economy
Schiller Park, Illinois, USA
$11
$60 total
found 4 days ago
Compact
Schiller Park, Illinois, USA
$12
$62 total
found 4 days ago
Midsize
Schiller Park, Illinois, USA
$12
$62 total
found 4 days ago
Lowest prices found within the past 9 hours. 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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