Cheap Flights to Chesterton from $33
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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 $66 and $33 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.
MDW
Midway Intl.
$66 Roundtrip, found 5 hours ago
$66
Roundtrip
found 5 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | August 16 to August 25 | $169 |
| LAX | Rockford | July 28 to August 4 | $199 |
| LAX | Chicago | August 5 to September 9 | $209 |
| FCO | Chicago | May 20 to June 8 | $632 |
| FCO | Chicago | May 22 to May 29 | $926 |
| HKG | Chicago | May 26 to May 30 | $1,079 |
| CAN | Chicago | June 10 to July 6 | $1,093 |
| PEK | Chicago | June 3 to June 24 | $1,169 |
| PVG | Chicago | June 22 to September 30 | $1,213 |
| SZX | Chicago | June 29 to July 29 | $1,384 |
| CTU | Chicago | June 2 to July 29 | $1,461 |
| PVG | Chicago | June 18 to July 31 | $1,596 |
| HKG | Chicago | July 19 to September 26 | $1,615 |
| XIY | Chicago | June 18 to July 2 | $1,679 |
| PEK | Chicago | May 31 to June 1 | $1,746 |
Chesterton Flight Information
Traveling to | Chesterton |
|---|---|
Lowest Price | $66 |
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
$82 nightly
The price is $92 total per night from May 13 to May 14
$92 total
May 13 - May 14
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 (348 reviews)
It wasn’t even good for the price
Reviewed on May 11, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$93 nightly
The price is $105 total per night from May 19 to May 20
$105 total
May 19 - May 20
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 ...
8.6/10 Excellent! (1,013 reviews)
There was too much goose droppings on the parking lot. You had to constantly watch where you were stepping. Our first three nights were very good. The fourth night was difficult. A wedding party was booked. They were in the hallway being loud and rowdy, At 10:00 I had to step out and confront them. ...
Reviewed on May 12, 2026
Waterbird Lakeside Inn
556 Indian Boundary Road Chesterton IN
$92 nightly
The price is $103 total per night from May 13 to May 14
$103 total
May 13 - May 14
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! (1,007 reviews)
Great location for visiting Indiana Dunes, and rooms look right onto the lake.
Reviewed on May 12, 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
$92 nightly
The price is $103 total per night from May 13 to May 14
$103 total
May 13 - May 14
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! (1,007 reviews)
Great location for visiting Indiana Dunes, and rooms look right onto the lake.
Reviewed on May 12, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$94 nightly
The price is $105 total per night from May 18 to May 19
$105 total
May 18 - May 19
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! (747 reviews)
The room was not clean. Tub was dirty and had hair. Floors had not been vacuumed. Refrigerator had been turned down and had mold.
Reviewed on May 6, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$93 nightly
The price is $105 total per night from May 19 to May 20
$105 total
May 19 - May 20
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 ...
8.6/10 Excellent! (1,013 reviews)
There was too much goose droppings on the parking lot. You had to constantly watch where you were stepping. Our first three nights were very good. The fourth night was difficult. A wedding party was booked. They were in the hallway being loud and rowdy, At 10:00 I had to step out and confront them. ...
Reviewed on May 12, 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.
Family Friendly Hotels in Chesterton
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$93 nightly
The price is $105 total per night from May 19 to May 20
$105 total
May 19 - May 20
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 ...
8.6/10 Excellent! (1,013 reviews)
There was too much goose droppings on the parking lot. You had to constantly watch where you were stepping. Our first three nights were very good. The fourth night was difficult. A wedding party was booked. They were in the hallway being loud and rowdy, At 10:00 I had to step out and confront them. ...
Reviewed on May 12, 2026
Hilton Garden Inn Chesterton
501 Gateway Boulevard Chesterton IN
$122 nightly
The price is $137 total per night from May 24 to May 25
$137 total
May 24 - May 25
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! (1,006 reviews)
N/A
Reviewed on May 11, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$94 nightly
The price is $105 total per night from May 18 to May 19
$105 total
May 18 - May 19
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! (747 reviews)
The room was not clean. Tub was dirty and had hair. Floors had not been vacuumed. Refrigerator had been turned down and had mold.
Reviewed on May 6, 2026
Save an average of 15% on thousands of hotels when you're signed in
Fairbridge Inn Express Chesterton
713 Plaza Dr. Chesterton IN
$82 nightly
The price is $92 total per night from May 13 to May 14
$92 total
May 13 - May 14
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 (348 reviews)
It wasn’t even good for the price
Reviewed on May 11, 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.
Don't see what you're looking for?
See all available trips from Charlotte to Chesterton
View all tripsNeed a Car For After Your Flight?
Special
Schiller Park, Illinois, USA
$19
$73 total
found 21 hours ago
Midsize
Schiller Park, Illinois, USA
$19
$76 total
found 21 hours ago
Standard
Schiller Park, Illinois, USA
$20
$78 total
found 21 hours ago
Compact SUV
Schiller Park, Illinois, USA
$23
$84 total
found 21 hours ago
Lowest prices found within the past 21 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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