Cheap Flights to Chesterton from $29
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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 $57 and $29 for one-way flights to Chesterton for the period specified. Prices and availability are subject to change. Additional terms apply
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$57 Roundtrip, found 3 days ago
$57
Roundtrip
found 3 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | April 15 to April 21 | $106 |
| LAX | Chicago | May 5 to May 6 | $166 |
| LAX | Rockford | May 27 to May 30 | $237 |
| FCO | Chicago | April 7 to April 11 | $555 |
| HKG | Chicago | June 23 to July 14 | $847 |
| FCO | Rockford | April 19 to June 23 | $927 |
| PVG | Chicago | May 11 to October 30 | $1,032 |
| PEK | Chicago | June 8 to July 22 | $1,075 |
| FCO | Chicago | April 19 to June 23 | $1,093 |
| CAN | Chicago | April 16 to April 24 | $1,104 |
| FOC | Chicago | May 21 to November 11 | $1,257 |
| XIY | Chicago | April 5 to April 10 | $1,324 |
| CTU | Chicago | May 10 to May 14 | $1,803 |
| PVG | Chicago | May 28 to June 3 | $1,939 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | April 4 to April 8 | $293 |
| LAX | Chicago | April 4 to April 8 | $423 |
| LAX | Rockford | April 3 to April 15 | $490 |
| FCO | Chicago | April 3 to April 16 | $664 |
| XIY | Chicago | April 5 to April 10 | $1,324 |
| HKG | Chicago | April 3 to April 26 | $1,587 |
| PEK | Chicago | April 3 to April 16 | $1,745 |
| PVG | Chicago | April 5 to April 15 | $1,835 |
| SZX | Chicago | April 3 to April 7 | $2,053 |
Chesterton Flight Information
Traveling to | Chesterton |
|---|---|
Lowest Price | $57 |
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 Mar 29 to Mar 30
$92 total
Mar 29 - Mar 30
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 (346 reviews)
This was the second most best up place I’ve ever stayed at in the USA. No elevator and no rooms available on the first floor so my back hurts from carrying my super heavy suitcase up the stairs. It barely passed the test as somewhere I would sleep as it had clean sheets and most things appeared to ...
Reviewed on Mar 16, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$89 nightly
The price is $100 total per night from Apr 5 to Apr 6
$100 total
Apr 5 - Apr 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 ...
8.6/10 Excellent! (1,001 reviews)
The lake was great
Reviewed on Mar 27, 2026
Waterbird Lakeside Inn
556 Indian Boundary Road Chesterton IN
$81 nightly
The price is $91 total per night from Mar 29 to Mar 30
$91 total
Mar 29 - Mar 30
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)
Nice View!
Reviewed on Mar 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
$81 nightly
The price is $91 total per night from Mar 29 to Mar 30
$91 total
Mar 29 - Mar 30
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)
Nice View!
Reviewed on Mar 22, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$84 nightly
The price is $94 total per night from Apr 26 to Apr 27
$94 total
Apr 26 - Apr 27
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! (735 reviews)
The place is ok. Breakfast is not well served.
Reviewed on Mar 22, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$89 nightly
The price is $100 total per night from Apr 5 to Apr 6
$100 total
Apr 5 - Apr 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 ...
8.6/10 Excellent! (1,001 reviews)
The lake was great
Reviewed on Mar 27, 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
$89 nightly
The price is $100 total per night from Apr 5 to Apr 6
$100 total
Apr 5 - Apr 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 ...
8.6/10 Excellent! (1,001 reviews)
The lake was great
Reviewed on Mar 27, 2026
Hilton Garden Inn Chesterton
501 Gateway Boulevard Chesterton IN
$113 nightly
The price is $127 total per night from Apr 12 to Apr 13
$127 total
Apr 12 - Apr 13
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! (1,000 reviews)
The staff and hotel is nice, but the room and bathroom could use a deep cleaning.
Reviewed on Mar 22, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$84 nightly
The price is $94 total per night from Apr 26 to Apr 27
$94 total
Apr 26 - Apr 27
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! (735 reviews)
The place is ok. Breakfast is not well served.
Reviewed on Mar 22, 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 Mar 29 to Mar 30
$92 total
Mar 29 - Mar 30
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 (346 reviews)
This was the second most best up place I’ve ever stayed at in the USA. No elevator and no rooms available on the first floor so my back hurts from carrying my super heavy suitcase up the stairs. It barely passed the test as somewhere I would sleep as it had clean sheets and most things appeared to ...
Reviewed on Mar 16, 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 - 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 Newark Liberty Intl. Airport to Chesterton
View all tripsNeed a Car For After Your Flight?
Special
Schiller Park, Illinois, USA
$16
$68 total
found 10 hours ago
Midsize
Schiller Park, Illinois, USA
$17
$70 total
found 10 hours ago
Standard
Schiller Park, Illinois, USA
$18
$73 total
found 10 hours ago
Compact SUV
Schiller Park, Illinois, USA
$23
$84 total
found 10 hours ago
Lowest prices found within the past 10 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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