$34 Cheap flights to Chester County

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

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.
FlightsFlights
FlightsFlights

West Chester

West Chester
A pond with lily pads and purple water lilies.
FlightsFlights
FlightsFlights

Kennett Square

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

Pottstown

Pottstown

Cheap flights to Chester County from $34 One Way, $94 Round Trip

$94 return flights and $34 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, Dec 9 - Thu, Dec 10
MCO
Orlando
TTN
Trenton
$94 Roundtrip, found 6 days ago
$94
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Orlando to Trenton, returning Thu, Dec 10, priced at $94 found 6 days ago
Wed, Oct 14 - Wed, Oct 21
MCO
Orlando
PHL
Philadelphia
$106 Roundtrip, found 21 hours ago
$106
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Orlando to Philadelphia, returning Wed, Oct 21, priced at $106 found 21 hours ago
Fri, Oct 2 - Mon, Oct 5
MCO
Orlando
ABE
Allentown
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Fri, Oct 2 from Orlando to Allentown, returning Mon, Oct 5, priced at $112 found 2 hours ago
Sat, Oct 31 - Mon, Nov 9
DFW
Dallas
PHL
Philadelphia
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Dallas to Philadelphia, returning Mon, Nov 9, priced at $116 found 5 days ago
Thu, Nov 12 - Wed, Nov 18
MCO
Orlando
ILG
Wilmington
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Thu, Nov 12 from Orlando to Wilmington, returning Wed, Nov 18, priced at $128 found 2 days ago
Fri, Oct 16 - Mon, Oct 19
MCO
Orlando
LNS
Lancaster
$144 Roundtrip, found 1 hour ago
$144
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Oct 16 from Orlando to Lancaster, returning Mon, Oct 19, priced at $144 found 1 hour ago
Loading

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
TPANew CastleSeptember 18 to September 21$148
SJUPhiladelphiaSeptember 18 to September 22$159
TPAPhiladelphiaSeptember 19 to September 25$187
MCOLititzSeptember 18 to September 21$221
ATLTrentonSeptember 19 to October 19$224
MCOPhiladelphiaSeptember 18 to September 20$255
MCOAllentownSeptember 20 to September 24$315
DFWTrentonSeptember 18 to September 21$415
LAXTrentonSeptember 19 to September 21$443
ATLNew CastleSeptember 18 to September 20$490
BOSPhiladelphiaSeptember 18 to September 20$559
BOSNew CastleSeptember 19 to September 20$662
TPALititzSeptember 18 to September 20$678
BOSAllentownSeptember 18 to September 21$709
ATLAllentownSeptember 20 to September 22$917
*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
$167 nightly
The price is $195 total per night from Sep 20 to Sep 21
$195 total
Sep 20 - Sep 21
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! (4,829 reviews)
"- Bed was not of good quality - soft with no support - From 6-7am on 9/10 someone was constantly opening and closing door next to us to clean the room. Every time they slammed the door it sounded like our door was being opened/closed. It happened at least 12 times within the hour. I could not sleep ..."

Reviewed on Sep 15, 2026

Opens in a new windowClub Quarters Hotel Rittenhouse Square, Philadelphia
Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $199 total per night from Oct 4 to Oct 5
$199 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy an outdoor pool, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the ...
8.4/10 Very Good! (2,435 reviews)
"I come here every time I come to Philadelphia. I love the rooms and the staff is amazing."

Reviewed on Sep 15, 2026

Opens in a new windowSonesta Philadelphia Rittenhouse Square
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
$118 nightly
The price is $137 total per night from Sep 27 to Sep 28
$137 total
Sep 27 - Sep 28
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
120 S 17th St Philadelphia PA
$234 nightly
The price is $272 total per night from Oct 11 to Oct 12
$272 total
Oct 11 - Oct 12
Total with taxes and fees
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 ...
9.2/10 Wonderful! (2,720 reviews)
"I’m really enjoying the moment everything was so good, the staff, the service, the room,the food I recommend you"

Reviewed on Sep 15, 2026

Opens in a new windowSofitel Philadelphia at 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?

Compact SUV

Hyundai Kona
  • 5 people
  • Unlimited mileage
Philadelphia, Pennsylvania, USA
Hyundai Kona

$33

$184 total
found 1 day ago
Compact SUV Hyundai Kona

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
Philadelphia, Pennsylvania, USA
Toyota Corolla

$35

$196 total
found 1 day ago
Midsize Toyota Corolla

Standard Pickup Regular Cab

Toyota Tacoma
  • 5 people
  • Unlimited mileage
Philadelphia, Pennsylvania, USA
Toyota Tacoma

$37

$206 total
found 1 day ago
Standard Pickup Regular Cab Toyota Tacoma

Premium Pickup Regular Cab

Ford F150
  • 5 people
  • Unlimited mileage
Philadelphia, Pennsylvania, USA
Ford F150

$37

$206 total
found 1 day ago
Premium Pickup Regular Cab Ford F150

Chester County

Why search for low cost fares on your flights to Chester County when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Chester County

Orbitz offers massive discounts and substantial last-minute savings on your Chester County flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Chester County flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Chester County. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Chester County but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to Chester County?
Book an airfare with one of the 12 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 $94 to $917 this week. Flying in from Orlando (MCO)? The cheapest one-way prices were $34.
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.