Flights To Chester County - Cheap Flights Starting at CA $292

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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.

Thu, Nov 12 - Sun, Nov 15
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $494 Roundtrip, found 3 days ago
CA $494
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, Nov 12 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sun, Nov 15, priced at CA $494 found 3 days ago
Sat, Jan 23 - Tue, Feb 2
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $494 Roundtrip, found 4 days ago
CA $494
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Jan 23 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Tue, Feb 2, priced at CA $494 found 4 days ago
Sat, Sep 19 - Sun, Sep 27
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $502 Roundtrip, found 4 days ago
CA $502
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Sep 19 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sun, Sep 27, priced at CA $502 found 4 days ago
Sat, Sep 19 - Sun, Sep 27
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $502 Roundtrip, found 4 days ago
CA $502
Roundtrip
found 4 days ago
Select United flight, departing Sat, Sep 19 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sun, Sep 27, priced at CA $502 found 4 days ago
Wed, Oct 7 - Thu, Oct 8
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $505 Roundtrip, found 3 days ago
CA $505
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Oct 7 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Thu, Oct 8, priced at CA $505 found 3 days ago
Thu, Jul 16 - Sat, Jul 18
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $512 Roundtrip, found 6 days ago
CA $512
Roundtrip
found 6 days ago
Select Air Canada flight, departing Thu, Jul 16 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sat, Jul 18, priced at CA $512 found 6 days ago
Thu, Aug 27 - Tue, Sep 1
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $514 Roundtrip, just found
CA $514
Roundtrip
just found
Select American Airlines flight, departing Thu, Aug 27 from Pearson Intl. to Philadelphia Intl., returning Tue, Sep 1, priced at CA $514 just found
Tue, Oct 20 - Mon, Oct 26
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $522 Roundtrip, just found
CA $522
Roundtrip
just found
Select Delta flight, departing Tue, Oct 20 from Pearson Intl. to Philadelphia Intl., returning Mon, Oct 26, priced at CA $522 just found
OriginDestinationTravel datesFlights from*
MCONew CastleOctober 9 to October 11CA $166
ATLPhiladelphiaJuly 28 to August 4CA $173
TPANew CastleAugust 1 to August 3CA $186
BOSPhiladelphiaSeptember 19 to September 20CA $278
LAXPhiladelphiaSeptember 9 to September 17CA $321
SJUPhiladelphiaAugust 28 to August 31CA $352
FLLPhiladelphiaSeptember 2 to September 10CA $422
MCOPhiladelphiaSeptember 3 to September 7CA $474
TPAPhiladelphiaSeptember 10 to September 14CA $506
BOSAllentownSeptember 4 to September 6CA $600
DALPhiladelphiaSeptember 3 to September 8CA $610
PEKPhiladelphiaSeptember 14 to September 18CA $1,950
PVGPhiladelphiaAugust 9 to August 28CA $2,135
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
TPANew CastleJuly 11 to July 15CA $284
MCONew CastleJuly 10 to July 12CA $376
BOSPhiladelphiaJuly 11 to July 13CA $581
ATLPhiladelphiaJuly 10 to July 13CA $618
MCOPhiladelphiaJuly 11 to July 22CA $620
DFWPhiladelphiaJuly 11 to July 15CA $671
TPAPhiladelphiaJuly 12 to July 18CA $694
FLLPhiladelphiaJuly 10 to July 13CA $744
LAXPhiladelphiaJuly 10 to July 12CA $1,044
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The Shawnee Inn and Golf Resort
3.0-star property

The Shawnee Inn and Golf Resort

Aug 26 - Aug 30

4 night stay

Toronto (YTO) to Allentown (ABE)

Porter Airlines • Roundtrip • Coach
Price was CA $1,156, price is now CA $856 per person
CA $856
per person
found 1 day ago
One Sky Loft
2.0-star property

One Sky Loft

Aug 11 - Aug 15

4 night stay

Toronto (YYZ) to Philadelphia (PHL)

Air Canada • Roundtrip • Coach
Price was CA $1,526, price is now CA $1,221 per person
CA $1,221
per person
found 1 day ago
The Rittenhouse Philadelphia
5.0-star property

The Rittenhouse Philadelphia

Sep 4 - Sep 6

2 night stay

Toronto (YTO) to Philadelphia (PHL)

Air Canada • Roundtrip • Coach
Price was CA $1,474, price is now CA $1,238 per person
CA $1,238
per person
found 1 day ago
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Travelers ❤️ These Chester County 🏨

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! (2,129 reviews)
"Great place to stay, very centric to shopping area"

Reviewed on Jul 7, 2026

Opens in a new windowPhiladelphia Marriott Downtown
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! (4,705 reviews)
"I had heard going into our trip that Club Quarters was a brand focused on smaller rooms, so we were prepared for that. The hotel's location was amazing, right in a very walkable part of the city with tons of restaurants, bars, and points of interest in the immediate vicinity. We were impressed with ..."

Reviewed on Jul 7, 2026

Opens in a new windowClub Quarters Hotel Rittenhouse Square, Philadelphia
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
120 S 17th St Philadelphia PA
Book a stay at this luxury hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and room service. 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! (2,449 reviews)
"I arrived very late. At checked in, the customer service agent noticed my reservation was for the next day. He checked the room rate for that night, it was close to $1K and suggested for me to check online since I still have 10 minutes before midnights. I did managed to get a room at a similar rate ..."

Reviewed on Jul 5, 2026

Opens in a new windowSofitel Philadelphia at Rittenhouse Square
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Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
1200 Market St Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, 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.
9.2/10 Wonderful! (1,895 reviews)
"Clean room. Breakfast is OK"

Reviewed on Jul 7, 2026

Opens in a new windowLoews Philadelphia Hotel
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 $166 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 15 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?
November 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 $166 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 $166 and CA $2,135. 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.