Flights To Chester County - Cheap Flights Starting at CA $176

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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, Dec 3 - Sun, Dec 6
TPA
Tampa Intl.
ILG
New Castle
CA $188 Roundtrip, found 1 day ago
CA $188
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Dec 3 from Tampa Intl. to New Castle, returning Sun, Dec 6, priced at CA $188 found 1 day ago
Thu, Dec 10 - Sun, Dec 13
TPA
Tampa Intl.
ILG
New Castle
CA $189 Roundtrip, found 4 days ago
CA $189
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Thu, Dec 10 from Tampa Intl. to New Castle, returning Sun, Dec 13, priced at CA $189 found 4 days ago
Fri, Oct 9 - Sat, Oct 10
TPA
Tampa Intl.
ILG
New Castle
CA $298 Roundtrip, found 4 days ago
CA $298
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Oct 9 from Tampa Intl. to New Castle, returning Sat, Oct 10, priced at CA $298 found 4 days ago
Sat, Oct 10 - Mon, Oct 12
TPA
Tampa Intl.
ILG
New Castle
CA $313 Roundtrip, found 4 days ago
CA $313
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Sat, Oct 10 from Tampa Intl. to New Castle, returning Mon, Oct 12, priced at CA $313 found 4 days ago
Fri, Dec 4 - Sun, Dec 6
RSW
Southwest Florida Intl.
ILG
New Castle
CA $323 Roundtrip, found 19 hours ago
CA $323
Roundtrip
found 19 hours ago
Select Avelo Airlines flight, departing Fri, Dec 4 from Southwest Florida Intl. to New Castle, returning Sun, Dec 6, priced at CA $323 found 19 hours ago
Wed, Dec 9 - Tue, Dec 15
TPA
Tampa Intl.
PHL
Philadelphia Intl.
CA $325 Roundtrip, found 2 days ago
CA $325
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Dec 9 from Tampa Intl. to Philadelphia Intl., returning Tue, Dec 15, priced at CA $325 found 2 days ago
Fri, Oct 9 - Sat, Oct 10
TPA
Tampa Intl.
ILG
New Castle
CA $343 Roundtrip, found 3 days ago
CA $343
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Fri, Oct 9 from Tampa Intl. to New Castle, returning Sat, Oct 10, priced at CA $343 found 3 days ago
Wed, Dec 9 - Tue, Dec 15
TPA
Tampa Intl.
PHL
Philadelphia Intl.
CA $352 Roundtrip, found 2 days ago
CA $352
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Dec 9 from Tampa Intl. to Philadelphia Intl., returning Tue, Dec 15, priced at CA $352 found 2 days ago
Wed, Nov 11 - Sat, Nov 14
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $599 Roundtrip, found 7 hours ago
CA $599
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Nov 11 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sat, Nov 14, priced at CA $599 found 7 hours ago
Sat, Nov 7 - Wed, Nov 11
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $617 Roundtrip, found 4 hours ago
CA $617
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Nov 7 from Pearson Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at CA $617 found 4 hours ago
Sun, Nov 15 - Fri, Nov 20
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $695 Roundtrip, found 5 days ago
CA $695
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Sun, Nov 15 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Fri, Nov 20, priced at CA $695 found 5 days ago
OriginDestinationTravel datesFlights from*
TPANew CastleDecember 3 to December 6CA $188
FLLTrentonDecember 3 to December 6CA $258
SJUPhiladelphiaOctober 30 to November 3CA $294
TPAPhiladelphiaDecember 9 to December 15CA $325
MCOPhiladelphiaOctober 29 to November 2CA $338
MCOLititzNovember 23 to November 27CA $384
FLLNew CastleNovember 23 to November 26CA $394
BOSPhiladelphiaDecember 16 to January 9CA $446
LAXPhiladelphiaNovember 7 to November 11CA $462
ATLPhiladelphiaDecember 3 to December 8CA $563
DFWPhiladelphiaNovember 11 to November 15CA $673
PEKPhiladelphiaNovember 26 to January 9CA $1,972
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
TPANew CastleOctober 9 to October 10CA $298
SJUPhiladelphiaOctober 9 to October 13CA $442
FLLPhiladelphiaOctober 10 to October 12CA $605
TPAPhiladelphiaOctober 9 to October 11CA $760
MCOPhiladelphiaOctober 10 to October 11CA $815
BOSPhiladelphiaOctober 9 to October 12CA $889
LAXPhiladelphiaOctober 9 to October 12CA $956
DALPhiladelphiaOctober 11 to October 12CA $1,180
ATLPhiladelphiaOctober 11 to October 15CA $1,426
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
YOWIE (Hotel & Shop)
2.0-star property

YOWIE (Hotel & Shop)

Nov 12 - Nov 15

3 night stay

Toronto (YYZ) to Philadelphia (PHL)

Delta • Non-stop roundtrip • Coach
Price was CA $1,880, price is now CA $1,524 per person
CA $1,524
per person
found 1 day ago
The Rittenhouse Philadelphia
5.0-star property

The Rittenhouse Philadelphia

Nov 20 - Nov 22

2 night stay

Toronto (YYZ) to Philadelphia (PHL)

Air Canada • Non-stop roundtrip • Coach
Price was CA $2,711, price is now CA $2,031 per person
CA $2,031
per person
found 1 day ago
Hotel Anna & Bel
4.0-star property

Hotel Anna & Bel

Nov 20 - Nov 22

2 night stay

Toronto (YYZ) to Philadelphia (PHL)

Air Canada • Non-stop roundtrip • Coach
Price was CA $2,478, price is now CA $1,909 per person
CA $1,909
per person
found 1 day ago
Don't see what you're looking for?
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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! (4,847 reviews)
"Staff were amazing. The building is just run down with chipped paint and cracked walls, horrible air conditioning, and rooms that are squeezed so tightly together you and your neighbor cannot leave your rooms at the same time. Horrible design!"

Reviewed on Oct 6, 2026

Opens in a new windowClub Quarters Hotel Rittenhouse Square, Philadelphia
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.
8.8/10 Excellent! (3,308 reviews)
"So many things happened during this start. First, the room we got wasn’t the one pictured. The lamps were falling apart and the headboard was splitting and cracking apart. Then, we couldn’t shower because turn water was boiling hot. No cold water. They couldn’t switch the rooms because they were ..."

Reviewed on Oct 7, 2026

Opens in a new windowThe Windsor Suites
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.
Opens in a new windowMotto by Hilton Philadelphia Rittenhouse Square
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Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). 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.
Opens in a new windowDoubletree by Hilton 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 $188 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 20 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?
December 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 $188 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 $188 and CA $1,972. 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.