Cheap Flights to Chester County from $117 (2026/2027)

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How Much Does it Cost To Fly To Chester County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Sep 18 - Sun, Sep 20
ATL
Hartsfield-Jackson Atlanta Intl.
MKL
McKellar-Sipes Regional
$234 Roundtrip, found 6 hours ago
$234
Roundtrip
found 6 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Fri, Sep 18 from Hartsfield-Jackson Atlanta Intl. to McKellar-Sipes Regional, returning Sun, Sep 20, priced at $234 found 6 hours ago
Fri, Aug 21 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
MKL
McKellar-Sipes Regional
$240 Roundtrip, just found
$240
Roundtrip
just found
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Fri, Aug 21 from Hartsfield-Jackson Atlanta Intl. to McKellar-Sipes Regional, returning Sun, Aug 23, priced at $240 just found
Fri, Aug 7 - Sun, Aug 9
ATL
Hartsfield-Jackson Atlanta Intl.
MKL
McKellar-Sipes Regional
$251 Roundtrip, found 10 hours ago
$251
Roundtrip
found 10 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Fri, Aug 7 from Hartsfield-Jackson Atlanta Intl. to McKellar-Sipes Regional, returning Sun, Aug 9, priced at $251 found 10 hours ago
Fri, Oct 16 - Sun, Oct 18
ORD
O'Hare Intl.
MKL
McKellar-Sipes Regional
$254 Roundtrip, found 6 hours ago
$254
Roundtrip
found 6 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Fri, Oct 16 from O'Hare Intl. to McKellar-Sipes Regional, returning Sun, Oct 18, priced at $254 found 6 hours ago
Wed, Sep 16 - Sun, Sep 20
ORD
O'Hare Intl.
MKL
McKellar-Sipes Regional
$260 Roundtrip, found 3 hours ago
$260
Roundtrip
found 3 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Sep 16 from O'Hare Intl. to McKellar-Sipes Regional, returning Sun, Sep 20, priced at $260 found 3 hours ago
Thu, Aug 6 - Mon, Aug 10
ORD
O'Hare Intl.
MKL
McKellar-Sipes Regional
$271 Roundtrip, found 6 days ago
$271
Roundtrip
found 6 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Aug 6 from O'Hare Intl. to McKellar-Sipes Regional, returning Mon, Aug 10, priced at $271 found 6 days ago
Thu, Jul 30 - Sat, Aug 1
ATL
Hartsfield-Jackson Atlanta Intl.
MKL
McKellar-Sipes Regional
$276 Roundtrip, found 2 days ago
$276
Roundtrip
found 2 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Jul 30 from Hartsfield-Jackson Atlanta Intl. to McKellar-Sipes Regional, returning Sat, Aug 1, priced at $276 found 2 days ago
Thu, Aug 6 - Mon, Aug 10
ORD
O'Hare Intl.
MKL
McKellar-Sipes Regional
$292 Roundtrip, found 2 days ago
$292
Roundtrip
found 2 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Aug 6 from O'Hare Intl. to McKellar-Sipes Regional, returning Mon, Aug 10, priced at $292 found 2 days ago
OriginDestinationTravel DatesFlights From*
TPAJacksonJuly 25 to July 27$855
*Prices include taxes and fees

Best Chester County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Rama Inn Bells
2.0-star property

Rama Inn Bells

Aug 2 - Aug 4

2 night stay

Philadelphia (PHL) to Jackson (MKL)

Southwest Airlines • Non-stop • Coach

Jackson (MKL) to Philadelphia (PHL)

Frontier Airlines • Non-stop • Coach
Price was $511, price is now $484 per person
$484
per person
found 7 hours ago
Green Frog Farm Cabins
2.0-star property

Green Frog Farm Cabins

Aug 2 - Aug 4

2 night stay

Philadelphia (PHL) to Jackson (MKL)

Southwest Airlines • Non-stop • Coach

Jackson (MKL) to Philadelphia (PHL)

Frontier Airlines • Non-stop • Coach
Price was $674, price is now $642 per person
$642
per person
found 7 hours ago
Don't see what you're looking for?
See all available trips from Philadelphia to Chester County
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Travelers ❤️ These Chester County 🏨

Americana Inn

Americana Inn

2.5 out of 5
550 Sanford St Henderson TN
Stay at this motel in Henderson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Henderson Wi-Fi Park and Black Box Theatre are located nearby.
7.6/10 Good! (385 reviews)
"The building itself shows its age. Some repairs in the room were not done well. However the room was clean. The continental breakfast was lacking but not a big deal to us. We did like how well lit the outside is at night. Makes you feel much more safe if you must go out late at night."

Reviewed on Jul 3, 2026

Opens in a new windowAmericana Inn
Sleep Inn & Suites Savannah Tennessee Riverfront

Sleep Inn & Suites Savannah Tennessee Riverfront

2.5 out of 5
105 Million Dollar Way Savannah TN
Book a stay at this business-friendly hotel in Savannah. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Riverside City Park and Cherry Mansion are located nearby.
9.2/10 Wonderful! (51 reviews)
"Loved our stay. Everything was perfect! Resort amenities on the beautiful TN river!"

Reviewed on Jul 19, 2026

Opens in a new windowSleep Inn & Suites Savannah Tennessee Riverfront
Best Western Plus Executive Residency Jackson Northeast

Best Western Plus Executive Residency Jackson Northeast

3 out of 5
2443 CHRISTMASVILLE COVE Jackson TN
Book a stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions West Tennessee Healthcare Sportsplex and The Ballpark at Jackson are located nearby.
9.2/10 Wonderful! (1,007 reviews)
"Bed was comfortable, I would of liked stronger water pressure but overall, great stay"

Reviewed on Jul 19, 2026

Opens in a new windowBest Western Plus Executive Residency Jackson Northeast
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WoodSpring Suites Jackson Hub City

WoodSpring Suites Jackson Hub City

2.5 out of 5
19 BINK DRIVE Jackson TN
Stay at this hotel in Jackson. Enjoy free WiFi, free parking, and a fitness center. Popular attractions West Tennessee Healthcare Sportsplex and The Ballpark at Jackson are located nearby.
Opens in a new windowWoodSpring Suites Jackson Hub City
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.

Frequently asked questions

How much is the cheapest flight to Chester County?
To give you a figure to work with, the cheapest roundtrip flight to Chester County cost $234 during the last seven days. An excellent way to nab a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Chester County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Chester County?
Pack your suitcase and head off with one of the 15 airlines that operate flights to Chester County. Secure a seat with the popular carrier, American Airlines. It operates around 658 flights each month to Henderson, Chester County's gateway city, so finding a fare that suits should be a snap.
What is the cheapest month to fly to Chester County?
If you have your heart set on a vacation in Chester County, September is the cheapest time to fly there. This is according to Travelocity's direct return flight demand between January and December last year. Work out your ideal dates and secure your spot today.
How can I check my flight status to Chester County?
Go to the Travelocity customer portal, Trips. You'll find all things related to your flight to Chester County here, including valuable information about your flight status, gate changes and more. Keep an eye out for Trips at the top of the Travelocity homepage. Create your free account and find the answers you're after. You can also access your itinerary on the move and get real-time trip notifications through the Travelocity app. You'll find all your itineraries in one place, so it's easy to share details with any members of your family flying with you.
How do I find the best deals on flights to Chester County?
Be flexible with your travel dates and there's a good chance you'll find a sensational deal. After you've searched for flights on Travelocity, click the "Flexible dates" box at the top of the page to compare prices with nearby days. Also try to book ahead of schedule and avoid peak periods. In the last seven days, the lowest price for a roundtrip flight to Chester County was $234. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Chester County with Travelocity?
If you're chasing cheap flights to Chester County, you'll find some top deals with Travelocity. From cheap family flights with low-cost air carriers to flexible fares, we're here for you all the way. Experience a stress-free vacation with our round-the-clock online chat support, Price Match Guarantee and free cancellations with most hotels. Start planning your schedule and get ready to jump on a plane to this vibrant destination.
How much is a flight to Chester County on average?
Roundtrip flights to Chester County were priced between $234 and $855 in the last seven days. When you find a ticket price you like, grab it quickly. Cheap deals don't stick around forever! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Chester County?
If you have a long-haul flight to Chester County, you can usually expect meals, drinks and entertainment on board. Airlines endeavor to make longer flights as pleasant as possible. Shorter journeys — along with flights offered by low-cost airlines — may not have such inclusions. If you're looking for cheap flights for family vacations with a low-cost carrier, it's possible you'll pay extra for meals and entertainment.