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

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Chester County's top cities

A street lined with historic buildings, a sign for Kildogge's Pub, and a banner for West Chester Restaurant Week.

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
Wed, Oct 7 - Sun, Oct 11
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $514 Roundtrip, found 1 hour ago
CA $514
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Oct 7 from Pearson Intl. to Philadelphia Intl., returning Sun, Oct 11, priced at CA $514 found 1 hour ago
Thu, Aug 6 - Tue, Aug 11
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $514 Roundtrip, found 1 hour ago
CA $514
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Thu, Aug 6 from Pearson Intl. to Philadelphia Intl., returning Tue, Aug 11, priced at CA $514 found 1 hour ago
Thu, Aug 6 - Tue, Aug 11
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $518 Roundtrip, found 1 hour ago
CA $518
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Thu, Aug 6 from Pearson Intl. to Philadelphia Intl., returning Tue, Aug 11, priced at CA $518 found 1 hour ago
Wed, Oct 7 - Sun, Oct 11
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $522 Roundtrip, found 1 hour ago
CA $522
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Oct 7 from Pearson Intl. to Philadelphia Intl., returning Sun, Oct 11, priced at CA $522 found 1 hour ago
Thu, Aug 6 - Tue, Aug 11
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $522 Roundtrip, found 1 hour ago
CA $522
Roundtrip
found 1 hour ago
Select United flight, departing Thu, Aug 6 from Pearson Intl. to Philadelphia Intl., returning Tue, Aug 11, priced at CA $522 found 1 hour ago
Thu, Aug 6 - Tue, Aug 11
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $523 Roundtrip, found 1 hour ago
CA $523
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Thu, Aug 6 from Pearson Intl. to Philadelphia Intl., returning Tue, Aug 11, priced at CA $523 found 1 hour ago
Sun, Nov 1 - Tue, Nov 3
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $533 Roundtrip, found 7 hours ago
CA $533
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sun, Nov 1 from Pearson Intl. to Philadelphia Intl., returning Tue, Nov 3, priced at CA $533 found 7 hours ago
Wed, Aug 5 - Sat, Aug 15
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $572 Roundtrip, found 2 hours ago
CA $572
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Wed, Aug 5 from Pearson Intl. to Philadelphia Intl., returning Sat, Aug 15, priced at CA $572 found 2 hours ago
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 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
Orchard Way
2.0-star property

Orchard Way

Jul 8 - Jul 12

4 night stay

Montreal (YUL) to Philadelphia (PHL)

Air Canada • Roundtrip • Coach
Price was CA $5,327, price is now CA $3,525 per person
CA $3,525
per person
found 6 hours ago
Club Quarters Hotel Rittenhouse Square, Philadelphia
4.0-star property

Club Quarters Hotel Rittenhouse Square, Philadelphia

Jul 12 - Jul 16

4 night stay

Detroit (DTW) to Philadelphia (PHL)

American Airlines • Coach

Philadelphia (PHL) to Detroit (DTW)

JetBlue Airways • Coach
Price was CA $2,076, price is now CA $1,755 per person
CA $1,755
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Chester County
View all trips

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! (2,130 reviews)
"M"

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! (4,710 reviews)
"Room was old with frayed carpet, no safe, fridge or microwave, but the a/c was blissful considering the 100 degree heat, and the available cold sparkling and still water with bottles to use was an advantage too! Staff couldn’t have been nicer. I did had a strange bug crawl across the floor, so I ..."

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! (2,450 reviews)
"Great location, helpful staff and super comfortable beds!"

Reviewed on Jul 7, 2026

Opens in a new windowSofitel Philadelphia at Rittenhouse Square
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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! (1,896 reviews)
"Location, location, location."

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 17 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.