Cheap Flights to Chesterton from $28
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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 $58 and $28 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.
$58 Roundtrip, found 4 days ago
$58
Roundtrip
found 4 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | August 19 to August 22 | $216 |
| LAX | Rockford | July 22 to July 29 | $239 |
| LAX | Chicago | July 28 to August 4 | $254 |
| FCO | Chicago | September 4 to September 12 | $555 |
| HKG | Chicago | September 1 to September 30 | $1,028 |
| PVG | Chicago | June 24 to September 17 | $1,147 |
| PVG | Chicago | July 9 to September 1 | $1,238 |
| PEK | Chicago | September 8 to September 23 | $1,247 |
| CAN | Chicago | June 22 to June 29 | $1,323 |
| FOC | Chicago | June 17 to September 3 | $1,345 |
| CTU | Chicago | June 22 to July 10 | $1,347 |
| SZX | Chicago | June 17 to June 21 | $1,388 |
| XIY | Chicago | September 12 to November 9 | $1,484 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Chicago | June 12 to June 14 | $421 |
| LAX | Chicago | June 14 to August 9 | $457 |
| FCO | Chicago | June 12 to June 27 | $678 |
| LAX | Rockford | June 13 to June 14 | $836 |
| HKG | Chicago | June 14 to September 1 | $902 |
| PEK | Chicago | June 12 to August 31 | $1,224 |
| PVG | Chicago | June 14 to July 18 | $1,318 |
| CAN | Chicago | June 12 to June 20 | $1,449 |
Chesterton Flight Information
Traveling to | Chesterton |
|---|---|
Lowest Price | $58 |
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
$100 nightly
The price is $112 total per night from Jun 9 to Jun 10
$112 total
Jun 9 - Jun 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 (354 reviews)
"The Fairbridge Inn is ok for a quick stay. The staff is very nice. The room was clean and everything worked. The motel is older, a bit worn down and basic."
Reviewed on Jun 6, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$130 nightly
The price is $146 total per night from Jun 9 to Jun 10
$146 total
Jun 9 - Jun 10
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! (1,008 reviews)
"We had a room facing a little lake with lots of birds, enjoyed sitting there in the morning, in late afternoon the sun hits the balcony , so to hot, this property was just ok, and close to the Dunes with lots of food choices in walking distance, so very convenient that way"
Reviewed on Jun 8, 2026
Waterbird Lakeside Inn
556 Indian Boundary Road Chesterton IN
$101 nightly
The price is $113 total per night from Jun 9 to Jun 10
$113 total
Jun 9 - Jun 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! (1,008 reviews)
"Nice stay"
Reviewed on Jun 8, 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
$101 nightly
The price is $113 total per night from Jun 9 to Jun 10
$113 total
Jun 9 - Jun 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! (1,008 reviews)
"Nice stay"
Reviewed on Jun 8, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$101 nightly
The price is $113 total per night from Jul 7 to Jul 8
$113 total
Jul 7 - Jul 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 ...
8/10 Very Good! (755 reviews)
"It was okay at best. Pretty dirty generally. Examples: sink in room had debris and soap spots, main hallway carpet was flooded (like water appeared on surface when walking), bathroom grout was stained and a bit moldy, small insects throughout room (not an infestation, just a handful of bugs…). Any ..."
Reviewed on Jun 7, 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$130 nightly
The price is $146 total per night from Jun 9 to Jun 10
$146 total
Jun 9 - Jun 10
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! (1,008 reviews)
"We had a room facing a little lake with lots of birds, enjoyed sitting there in the morning, in late afternoon the sun hits the balcony , so to hot, this property was just ok, and close to the Dunes with lots of food choices in walking distance, so very convenient that way"
Reviewed on Jun 8, 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
$130 nightly
The price is $146 total per night from Jun 9 to Jun 10
$146 total
Jun 9 - Jun 10
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! (1,008 reviews)
"We had a room facing a little lake with lots of birds, enjoyed sitting there in the morning, in late afternoon the sun hits the balcony , so to hot, this property was just ok, and close to the Dunes with lots of food choices in walking distance, so very convenient that way"
Reviewed on Jun 8, 2026
Hilton Garden Inn Chesterton
501 Gateway Boulevard Chesterton IN
$140 nightly
The price is $156 total per night from Jun 21 to Jun 22
$156 total
Jun 21 - Jun 22
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)
"Taylor at front desk was terrific from checking in to checking out. Staff in restaurant and bar were amazing as well. I have stayed at this Hilton Garden Inn over the last 20ty years and always perfect. The only thing I would fix would be the lighting in bathroom. It us horrible for getting ready ..."
Reviewed on Jun 7, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$101 nightly
The price is $113 total per night from Jul 7 to Jul 8
$113 total
Jul 7 - Jul 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 ...
8/10 Very Good! (755 reviews)
"It was okay at best. Pretty dirty generally. Examples: sink in room had debris and soap spots, main hallway carpet was flooded (like water appeared on surface when walking), bathroom grout was stained and a bit moldy, small insects throughout room (not an infestation, just a handful of bugs…). Any ..."
Reviewed on Jun 7, 2026
Save an average of 15% on thousands of hotels when you're signed in
Fairbridge Inn Express Chesterton
713 Plaza Dr. Chesterton IN
$100 nightly
The price is $112 total per night from Jun 9 to Jun 10
$112 total
Jun 9 - Jun 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 (354 reviews)
"The Fairbridge Inn is ok for a quick stay. The staff is very nice. The room was clean and everything worked. The motel is older, a bit worn down and basic."
Reviewed on Jun 6, 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, Illinois, USA
$38
$122 total
found 3 days ago
Midsize
Schiller Park, Illinois, USA
$39
$124 total
found 3 days ago
Standard
Schiller Park, Illinois, USA
$40
$126 total
found 3 days ago
Compact SUV
Schiller Park, Illinois, USA
$42
$132 total
found 3 days ago
Lowest prices found within the past 3 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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