Flights To Chester County - Cheap Flights Starting at CA $335

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West Chester

Flights
West Chester

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.

Wed, Jun 17 - Sat, Jun 20
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $581 Roundtrip, found 5 days ago
CA $581
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jun 17 from Pearson Intl. to Philadelphia Intl., returning Sat, Jun 20, priced at CA $581 found 5 days ago
Fri, Jun 5 - Fri, Jun 5
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $586 Roundtrip, found 6 days ago
CA $586
Roundtrip
found 6 days ago
Select Air Canada flight, departing Fri, Jun 5 from Pearson Intl. to Philadelphia Intl., returning Fri, Jun 5, priced at CA $586 found 6 days ago
Wed, Jun 10 - Sat, Jun 13
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $586 Roundtrip, found 1 day ago
CA $586
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Jun 10 from Pearson Intl. to Philadelphia Intl., returning Sat, Jun 13, priced at CA $586 found 1 day ago
Sat, Sep 19 - Sun, Sep 27
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $601 Roundtrip, found 2 days ago
CA $601
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Sep 19 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sun, Sep 27, priced at CA $601 found 2 days ago
Wed, Jun 17 - Sat, Jun 20
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $615 Roundtrip, found 5 days ago
CA $615
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jun 17 from Pearson Intl. to Philadelphia Intl., returning Sat, Jun 20, priced at CA $615 found 5 days ago
Fri, Jun 12 - Mon, Jun 15
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $624 Roundtrip, just found
CA $624
Roundtrip
just found
Select American Airlines flight, departing Fri, Jun 12 from Pearson Intl. to Philadelphia Intl., returning Mon, Jun 15, priced at CA $624 just found
Wed, Jun 10 - Thu, Jun 11
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $628 Roundtrip, found 1 day ago
CA $628
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 10 from Pearson Intl. to Philadelphia Intl., returning Thu, Jun 11, priced at CA $628 found 1 day ago
Tue, Sep 15 - Mon, Sep 21
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $635 Roundtrip, found 5 days ago
CA $635
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 15 from Pearson Intl. to Philadelphia Intl., returning Mon, Sep 21, priced at CA $635 found 5 days ago
Wed, Jun 10 - Sun, Jun 14
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $645 Roundtrip, found 1 day ago
CA $645
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Jun 10 from Pearson Intl. to Philadelphia Intl., returning Sun, Jun 14, priced at CA $645 found 1 day ago
OriginDestinationTravel datesFlights from*
BOSPhiladelphiaJune 10 to June 15CA $255
TPANew CastleJune 12 to June 17CA $336
MCOPhiladelphiaAugust 5 to August 18CA $380
FLLPhiladelphiaJune 5 to June 7CA $380
SJUNew CastleJune 19 to June 22CA $414
MCONew CastleJune 6 to June 10CA $435
MCOAllentownJune 30 to July 6CA $442
TPAPhiladelphiaJuly 7 to July 10CA $535
ATLPhiladelphiaAugust 11 to August 18CA $543
SJUPhiladelphiaAugust 6 to August 17CA $559
LAXPhiladelphiaAugust 13 to August 19CA $600
DFWPhiladelphiaAugust 4 to August 12CA $614
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOLititzMay 29 to June 1CA $228
BOSPhiladelphiaMay 30 to June 1CA $417
SJUPhiladelphiaMay 31 to June 5CA $787
LAXPhiladelphiaMay 30 to May 31CA $797
MCOPhiladelphiaMay 30 to June 6CA $819
ATLPhiladelphiaMay 29 to June 2CA $895
TPAPhiladelphiaMay 30 to June 7CA $1,025
DFWPhiladelphiaMay 29 to June 1CA $1,304
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Newark Wilmington
2.0-star property

Days Inn by Wyndham Newark Wilmington

Aug 16 - Aug 20

4 night stay

Calgary (YYC) to Wilmington (ILG)

Air Canada • Non-stop • Coach

Wilmington (ILG) to Calgary (YYC)

United • Non-stop • Coach
Price was CA $1,049, price is now CA $992 per person
CA $992
per person
found 20 hours ago
Hampton Inn & Suites Wilmington Christiana
2.5-star property

Hampton Inn & Suites Wilmington Christiana

Aug 16 - Aug 20

4 night stay

Calgary (YYC) to Wilmington (ILG)

Air Canada • Non-stop • Coach

Wilmington (ILG) to Calgary (YYC)

United • Non-stop • Coach
Price was CA $1,205, price is now CA $1,120 per person
CA $1,120
per person
found 1 day ago
Embassy Suites by Hilton Newark Wilmington South
3.5-star property

Embassy Suites by Hilton Newark Wilmington South

Aug 16 - Aug 20

4 night stay

Calgary (YYC) to Wilmington (ILG)

Air Canada • Non-stop • Coach

Wilmington (ILG) to Calgary (YYC)

United • Non-stop • Coach
Price was CA $1,193, price is now CA $1,132 per person
CA $1,132
per person
found 1 day ago
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Travelers ❤️ These Chester County 🏨

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
9/10 Wonderful! (4,571 reviews)
"Room was filthy. Had to track down staff to clean up an unknown red substance on the floor beside the bed. Floor had various bits of garbage like packaging, dental floss etc.. Surfaces were dusty. TV remote had visible crusty dirt. So gross! Sent a message upon check in but never heard from them. ..."

Reviewed on May 22, 2026

Opens in a new windowClub Quarters Hotel Rittenhouse Square, Philadelphia
Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

4 out of 5
1201 Market St Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
8.6/10 Excellent! (2,006 reviews)
"Very Nice! Great location!"

Reviewed on May 21, 2026

Opens in a new windowPhiladelphia Marriott Downtown
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
8.6/10 Excellent! (2,851 reviews)
"Perfect"

Reviewed on May 22, 2026

Opens in a new windowThe Windsor Suites
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Sonesta Select Philadelphia Airport

Sonesta Select Philadelphia Airport

3 out of 5
8900 Bartram Ave Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Xfinity Mobile Arena and Lincoln Financial Field are located nearby.
8.6/10 Excellent! (1,689 reviews)
"Very clean, comfortable hotel with one-bedroom suites. Pretty and well maintained. It offers limited bar food but, surprisingly, no bar (no liquor license). We went to Ruby Tuesday’s next door for dinner - very meh. Anyway, hotel and staff are great but find dinner elsewhere. Also quite easy access ..."

Reviewed on May 22, 2026

Opens in a new windowSonesta Select Philadelphia Airport
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?
Some thrifty travelers scored a roundtrip flight to Chester County for as little as CA $228 during the last seven days. If you spot a great bargain, book fast. Cheap deals don't hang around for long! 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 luggage and head off with one of the 16 airlines that operate flights to Chester County. Consider booking with favorite carrier, American Airlines. It offers approximately 7,691 flights each month to Upper Oxford Township, Chester County's primary city, so finding your perfect fare should be easy.
What is the cheapest month to fly to Chester County?
June is the cheapest period to board a plane to Chester County — that's based on Travelocity's direct return flight demand from January to December last year. We're here to help you lock in a great bargain so you can start planning your itinerary today.
How can I check my flight status to Chester County?
Whether you want to view the status of your flight to Chester County or change your itinerary, you'll find all the important details on our handy portal, Trips. Click on "Trips" at the top right of our homepage, then sign in or create an account. Another easy way to view and manage all your bookings is with the Travelocity app. Get alerts about flight delays or gate changes and easily share details with any friends or family flying with you.
How do I find the best deals on flights to Chester County?
Being flexible with your dates is one of the best ways to grab a bargain. Travelocity makes it a snap to find your perfect fare through the "Flexible dates" feature. First, search for your Chester County flight, then compare prices for surrounding days by hitting the "Flexible dates" box above. Booking ahead of time and avoiding peak season are other suggestions. In the last seven days, the cheapest price for a return flight to Chester County was CA $228 on our site. 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?
Where to start! With cheap flights to Chester County, rental cars and activities, you'll discover all you need for the perfect getaway with Travelocity. Book your cheap family flights and take advantage of our round-the-clock customer assistance and free cancellations on select hotels if you need. Our aim is to offer stress-free travel every time you book with us so that you can spend less time on the planning and more time having fun with your friends and family.
What are the most popular flight routes to Chester County?
To help you find flights to Chester County, here's our list of some of the busiest routes:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Philadelphia Intl. Airport (PHL) - 3,020 flights a month.
  • Boston, MA (BOS-Logan Intl.) to Philadelphia Intl. Airport (PHL) - 2,361 flights a month.
  • Orlando, FL (MCO-Orlando Intl.) to Philadelphia Intl. Airport (PHL) - 2,244 flights a month.

How much is a flight to Chester County on average?
Get your next vacation off to a flying start by snapping up a fantastic deal with Travelocity. In the last seven days, roundtrip flights to Chester County cost between CA $228 and CA $1,304. Have a look at our site and secure a ticket that suits your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.