$19 Cheap flights to Chester County

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Top places to visit in Chester County

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

West Chester
A paved road with a yellow centerline, surrounded by lush greenery and trees.
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Kennett Square

Kennett Square
A white house with a stone extension and a stone chimney.
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FlightsFlights

Pottstown

Pottstown

Cheap flights to Chester County from $19 One Way, $38 Round Trip

$38 return flights and $19 one-way flights to Chester County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Nov 11 - Tue, Nov 17
ATL
Atlanta
PHL
Philadelphia
$38 Roundtrip, just found
$38
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Nov 11 from Atlanta to Philadelphia, returning Tue, Nov 17, priced at $38 just found
Thu, Nov 12 - Mon, Nov 16
ORD
Chicago
PHL
Philadelphia
$48 Roundtrip, just found
$48
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Nov 12 from Chicago to Philadelphia, returning Mon, Nov 16, priced at $48 just found
Thu, Jan 21 - Sun, Jan 24
FLL
Fort Lauderdale
TTN
Trenton
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Thu, Jan 21 from Fort Lauderdale to Trenton, returning Sun, Jan 24, priced at $78 found 1 hour ago
Thu, Dec 10 - Tue, Dec 15
FLL
Fort Lauderdale
PHL
Philadelphia
$93 Roundtrip, found 13 hours ago
$93
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, Dec 10 from Fort Lauderdale to Philadelphia, returning Tue, Dec 15, priced at $93 found 13 hours ago
Thu, Dec 10 - Sun, Dec 13
FLL
Fort Lauderdale
ABE
Allentown
$104 Roundtrip, found 4 days ago
$104
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Thu, Dec 10 from Fort Lauderdale to Allentown, returning Sun, Dec 13, priced at $104 found 4 days ago
Thu, Jan 14 - Mon, Jan 18
FLL
Fort Lauderdale
ILG
Wilmington
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Jan 14 from Fort Lauderdale to Wilmington, returning Mon, Jan 18, priced at $148 found 1 day ago
Thu, Jan 7 - Thu, Jan 7
FLL
Fort Lauderdale
TTN
Trenton
$160 Roundtrip, just found
$160
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Jan 7 from Fort Lauderdale to Trenton, returning Thu, Jan 7, priced at $160 just found
Thu, Nov 12 - Mon, Nov 16
ATL
Atlanta
TTN
Trenton
$165 Roundtrip, found 6 days ago
$165
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Atlanta to Trenton, returning Mon, Nov 16, priced at $165 found 6 days ago
Fri, Jan 8 - Mon, Jan 11
ORD
Chicago
PHL
Philadelphia
$165 Roundtrip, just found
$165
Roundtrip
just found
Select United flight, departing Fri, Jan 8 from Chicago to Philadelphia, returning Mon, Jan 11, priced at $165 just found
Fri, Jan 8 - Mon, Jan 11
ORD
Chicago
PHL
Philadelphia
$165 Roundtrip, just found
$165
Roundtrip
just found
Select American Airlines flight, departing Fri, Jan 8 from Chicago to Philadelphia, returning Mon, Jan 11, priced at $165 just found
Fri, Jan 8 - Mon, Jan 11
ORD
Chicago
PHL
Philadelphia
$185 Roundtrip, just found
$185
Roundtrip
just found
Select Delta flight, departing Fri, Jan 8 from Chicago to Philadelphia, returning Mon, Jan 11, priced at $185 just found
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
SJUPhiladelphiaOctober 24 to November 1$139
ATLPhiladelphiaOctober 23 to October 27$149
PIEPhiladelphiaOctober 23 to October 26$159
PIEAllentownOctober 24 to October 31$168
TPANew CastleOctober 23 to October 26$170
SJUNew CastleOctober 23 to October 26$184
MCOLititzOctober 23 to October 26$230
MCONew CastleOctober 23 to October 25$270
LAXPhiladelphiaOctober 23 to October 24$298
MCOTrentonOctober 24 to October 26$315
MCOAllentownOctober 23 to October 25$444
DFWAllentownOctober 23 to October 24$621
ATLAllentownOctober 23 to October 25$675
SJULititzOctober 23 to November 1$682
BOSAllentownOctober 23 to October 27$745
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Chester County Accommodation Deals

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $162 total per night from Oct 29 to Oct 30
$162 total
Oct 29 - Oct 30
Total with taxes and fees
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 ...
9/10 Wonderful! (4,865 reviews)
"Very basic accommodations. Unique property in a great part of the city. Great spot to crash for the night but not to hang out at."

Reviewed on Oct 20, 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
$169 nightly
The price is $197 total per night from Nov 2 to Nov 3
$197 total
Nov 2 - Nov 3
Total with taxes and fees
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 ...
Opens in a new windowThe Windsor Suites
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $133 total per night from Nov 1 to Nov 2
$133 total
Nov 1 - Nov 2
Total with taxes and fees
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 ...
8.4/10 Very Good! (180 reviews)
"Refrigerator didn’t work"

Reviewed on Oct 20, 2026

Opens in a new windowDoubletree by Hilton Philadelphia Airport
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Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

3.5 out of 5
31 S 19th St Philadelphia PA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $106 total per night from Nov 15 to Nov 16
$106 total
Nov 15 - Nov 16
Total with taxes and fees
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. ...
Opens in a new windowMotto by Hilton Philadelphia Rittenhouse Square
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.

Need a Car For After Your Flight?

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
Philadelphia, Pennsylvania, USA
Chrysler Pacifica

$31

$104 total
found 6 days ago
Mini Van Chrysler Pacifica

Economy

Chevrolet Spark
  • 4 people
  • Unlimited mileage
Philadelphia, Pennsylvania, USA
Chevrolet Spark

$32

$107 total
found 6 days ago
Economy Chevrolet Spark

Midsize SUV

Mazda CX-50
  • 5 people
  • Unlimited mileage
Philadelphia, Pennsylvania, USA
Mazda CX-50

$40

$126 total
found 6 days ago
Midsize SUV Mazda CX-50

Standard SUV

Chevrolet Equinox
  • 5 people
  • Unlimited mileage
Philadelphia, Pennsylvania, USA
Chevrolet Equinox

$42

$131 total
found 6 days ago
Standard SUV Chevrolet Equinox
Lowest prices found within the past 6 days. Prices and availability subject to change. Additional terms may apply.

Chester County

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Chester County. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

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Register for Orbitz email updates and our cruise experts will notify you of bargain tickets on cruises as they’re posted. Install our free mobile apps on your iPad, iPhone or Android for easy booking and mobile-only savings on flights to Chester County. Visit www.Orbitz.com to learn more about these amazing benefits and our 110% Best Price Guarantee.

First-Timers

Are you and your family cruise newbies? Orbitz offers Cruising 101 and Cruise FAQ to answer any questions you may have. Book your cruise and air travel with Orbitz On the Go for greater savings on Chester County flights.

Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Chester County and Chester County flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to Chester County?
Book an airfare with one of the 21 airlines that fly to Philadelphia Intl. Airport (PHL) and get set to embark on exciting new experiences. This popular airport is the main entry point for exploring Chester County. When it's time to tick off this region, these trusted carriers will take you there:

  • American Airlines - 414 flights to Chester County per month
  • Air Canada - 87 flights to Chester County per month
  • Spirit Airlines - 29 flights to Chester County per month

What is the best airport to fly to in Chester County?
Philadelphia Intl. Airport (PHL) is the major entry point for this popular destination. Once you've walked out of the arrivals area, the options are endless when it comes to exploring Chester County.
How much is a flight to Chester County?
Travelers from near and far bagged round-trip flight bargains ranging from $38 to $745 this week. Flying in from Chicago (ORD)? The cheapest one-way prices were $19.
How to book the cheapest flight to Chester County?
With some of the most incredible flight deals around, bagging a bargain is easy with Orbitz. The following pointers will help you snap up cheap flights to Chester County — and leave you with more money to play with:

  • Taking off from or landing at other airports can often work out to be cheaper. Type in your preferred departure and arrival airports. Next, select the 'Nearby airports' function below to see what your options are.
  • Also, click on the 'Show flexible dates' option and you'll see the prices for days around your chosen departure. You may be able to find cheaper flight deals if you're flexible with your schedule.
  • You can also hit the 'Show options' link to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you want to fly.
  • Once you've sorted out your travel dates, don't waste time booking your flight. Airfares usually rise as the departure date gets closer.
  • Combine your hotels, flights and car rental into one convenient package deal. Save your hard-earned money for things you're really excited about, like exploring Chester County.
  • Flying during the busy season can mean expensive airfares. Try to vacation outside of popular periods, such as Christmas, New Year's Eve and Easter.

How long is a flight to Chester County?
The duration of your flight will depend on where you're setting off from, whether that's the Northern states, the South or someplace else. Listed below are some of the major routes to Chester County and average flight times:

  • Orlando, FL (MCO-Orlando Intl.) to Philadelphia Intl. Airport (PHL) - 2 hours and 33 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Philadelphia Intl. Airport (PHL) - 2 hours and 8 minutes
  • Boston, MA (BOS-Logan Intl.) to Philadelphia Intl. Airport (PHL) - 1 hour and 39 minutes

What is the best time to book a flight to Chester County?
If possible, purchase your tickets to Chester County in January. This is the best month to get low airfares, closely followed by February and August. With a little organizing, you're guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Chester County?
If you're after inexpensive airfares to Chester County, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Chester County?
If you're chasing cheap flights to Chester County, depart earlier in the week. Orbitz data from 2020 shows Monday is the cheapest day to travel, followed by Tuesday. Saturday is the most expensive, so avoid flying on this day and do your budget a favor.
What is the cheapest month to fly to Chester County?
Consider flying during August if you're on a tight budget. Orbitz data shows that this is generally the best month for cheap flights to Chester County. June is when fares are at their most expensive.
Which airlines allow free cancellation?
When searching for your Chester County flights on Orbitz, choose "Filter by flexible change policies." This filter will quickly find all the airlines offering free cancellation within 24 hours of booking and no change fees. That means you can relax knowing that if your travel dates change, your flight can too.
What do I need for the flight to Chester County?
From onboard activities to travel necessities like a pillow, there are several things a regular flyer won't leave home without. To ensure you're all set for your trip, check out this helpful list:

  • Ensure that you have your travel paperwork and some identification. For overseas journeys, you'll require your passport. When reserving your flights, always use the same details that are indicated on your current ID.
  • A well-packed carry-on bag is just the ticket for flying in comfort. Given your flight to Chester County is no quick hop, take enough snacks and activities to keep you occupied. A good book or magazine will help the hours pass.
  • Regardless what the season is at your destination, plane cabins are known to get quite cold. Take a sweater on board with you to stay cozy and warm.

How many direct flights are there to Chester County?
There are 823 flights that travel straight to Chester County every month, so you won't have to deal with boring stopovers. Lock in a fare with American Airlines or Frontier Airlines and then sit back, relax and enjoy the journey. Spirit Airlines, Delta Air Lines, Southwest Airlines and United Airlines also offer nonstop services to Chester County.
How do I get cheap first-class/business deals to Chester County?
Smart travelers know how to find first or business-class flights to Chester County without the sky-high price tag. Follow in their footsteps with these helpful tips:

  • Being flexible isn't just for your yoga class. Avoid locking in your travel dates so you can snap up more affordable airfares when a big sale comes along.
  • Low-cost airlines offer first or business-class seats at a fraction of the normal price. Ditch the full-service carriers and look up these cheaper options.
  • Make the most of your airline's flight rewards program and use points to upgrade your seat. You can also bid for an upgrade in an online auction.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.