Flights To Chester County - Cheap Flights Starting at CA $320

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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.

Sat, Sep 5 - Wed, Sep 9
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $587 Roundtrip, found 11 hours ago
CA $587
Roundtrip
found 11 hours ago
Select Air Canada flight, departing Sat, Sep 5 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Wed, Sep 9, priced at CA $587 found 11 hours ago
Sat, Sep 5 - Wed, Sep 9
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $587 Roundtrip, found 11 hours ago
CA $587
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Wed, Sep 9, priced at CA $587 found 11 hours ago
Sat, Sep 5 - Wed, Sep 9
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $595 Roundtrip, found 11 hours ago
CA $595
Roundtrip
found 11 hours ago
Select United flight, departing Sat, Sep 5 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Wed, Sep 9, priced at CA $595 found 11 hours ago
Wed, Sep 2 - Wed, Sep 9
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $595 Roundtrip, found 19 hours ago
CA $595
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Sep 2 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Wed, Sep 9, priced at CA $595 found 19 hours ago
Tue, Sep 8 - Thu, Sep 10
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $598 Roundtrip, found 19 hours ago
CA $598
Roundtrip
found 19 hours ago
Select Air Canada flight, departing Tue, Sep 8 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Thu, Sep 10, priced at CA $598 found 19 hours ago
Sat, Sep 5 - Wed, Sep 9
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $599 Roundtrip, found 11 hours ago
CA $599
Roundtrip
found 11 hours ago
Select Air Canada flight, departing Sat, Sep 5 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Wed, Sep 9, priced at CA $599 found 11 hours ago
Fri, Aug 28 - Mon, Sep 7
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $603 Roundtrip, found 2 days ago
CA $603
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Aug 28 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Mon, Sep 7, priced at CA $603 found 2 days ago
Thu, Dec 10 - Tue, Dec 15
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $606 Roundtrip, found 1 day ago
CA $606
Roundtrip
found 1 day ago
Select United flight, departing Thu, Dec 10 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Tue, Dec 15, priced at CA $606 found 1 day ago
OriginDestinationTravel datesFlights from*
FLLNew CastleOctober 1 to October 4CA $134
TPANew CastleDecember 4 to December 13CA $138
MCONew CastleSeptember 11 to September 14CA $162
ATLPhiladelphiaSeptember 22 to September 26CA $168
FLLTrentonDecember 3 to December 6CA $242
MCOLititzOctober 16 to October 23CA $248
SJUNew CastleSeptember 11 to September 14CA $287
MCOPhiladelphiaOctober 1 to October 5CA $320
BOSPhiladelphiaOctober 2 to October 6CA $325
SJUPhiladelphiaSeptember 23 to September 29CA $343
DFWPhiladelphiaOctober 20 to October 26CA $412
TPAPhiladelphiaOctober 21 to October 28CA $433
LAXPhiladelphiaSeptember 11 to September 13CA $520
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
TPAPhiladelphiaAugust 28 to September 1CA $547
ATLPhiladelphiaAugust 29 to August 30CA $548
BOSPhiladelphiaAugust 28 to August 31CA $683
FLLPhiladelphiaAugust 29 to September 2CA $711
DALPhiladelphiaAugust 30 to September 6CA $822
LAXPhiladelphiaAugust 28 to August 31CA $862
MCOPhiladelphiaAugust 29 to September 2CA $978
PEKPhiladelphiaAugust 29 to September 2CA $1,969
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
New Season Royals
2.0-star property

New Season Royals

Oct 2 - Oct 4

2 night stay

Detroit (DTW) to Philadelphia (PHL)

Delta • Roundtrip • Coach
Price was CA $896, price is now CA $718 per person
CA $718
per person
found 24 hours ago
Cozy Home near City Center with Hot tub
3.0-star property

Cozy Home near City Center with Hot tub

Oct 2 - Oct 4

2 night stay

Detroit (DTW) to Philadelphia (PHL)

Delta • Roundtrip • Coach
Price was CA $4,285, price is now CA $2,786 per person
CA $2,786
per person
found 24 hours ago
The Rittenhouse Philadelphia
5.0-star property

The Rittenhouse Philadelphia

Oct 16 - Oct 18

2 night stay

Detroit (DTW) to Philadelphia (PHL)

Delta • Roundtrip • Coach
Price was CA $1,906, price is now CA $1,440 per person
CA $1,440
per person
found 23 hours ago
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Travelers ❤️ These Chester County 🏨

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.
Opens in a new windowLoews Philadelphia Hotel
Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

3.5 out of 5
31 S 19th St Philadelphia PA
Stay at this hotel in Philadelphia. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
9/10 Wonderful! (2,404 reviews)
"The room was clean and the staff was very welcoming. I will definitely book again if I am in the Philadelphia area."

Reviewed on Aug 22, 2026

Opens in a new windowMotto by Hilton Philadelphia Rittenhouse Square
W Philadelphia

W Philadelphia

5 out of 5
1439 CHESTNUT ST Philadelphia PA
Book a stay at this luxury hotel in Philadelphia. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Opens in a new windowW Philadelphia
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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.
Opens in a new windowClub Quarters Hotel Rittenhouse Square, Philadelphia
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 $134 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?
September 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 $134 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 $134 and CA $1,969. 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.