HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Philadelphia

$72+ Cheap flights from Chesapeake, VA to Philadelphia (PHL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PHL
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Philadelphia with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chesapeake to Philadelphia

Keep the following information in mind while searching for Chesapeake to Philadelphia flight deals. Data was last updated September 11, 2025.

Round-trip from

$136
(Kiwi.com)

One-way from

$72
(Priceline)

Popular in

June

Cheapest in

November

Average price

$389
From Chesapeake to Philadelphia
Search Deals
One-way flight from Chesapeake to Philadelphia
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Chesapeake to Philadelphia

Cheapest flights from Chesapeake to Philadelphia
Explore the most affordable flight options available from Chesapeake to Philadelphia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:06 pmORF - PHL
1 stop8h 16mFrontier
Mon 11/35:15 amPHL - ORF
1 stop5h 58mFrontier
Deal found 9/9$136
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/185:12 pmORF - PHL
1 stop7h 40mFrontier
Sun 9/215:15 amPHL - ORF
1 stop6h 04mFrontier
Deal found 9/10$154
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/111:22 pmORF - PHL
1 stop10h 35mFrontier
Sun 10/125:20 amPHL - ORF
1 stop9h 34mFrontier
Deal found 9/10$155
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/255:12 pmORF - PHL
1 stop7h 40mFrontier
Mon 9/298:10 amPHL - ORF
1 stop9h 41mFrontier
Deal found 9/10$164
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:06 pmORF - PHL
1 stop12h 11mFrontier
Sat 11/16:26 pmPHL - ORF
2 stops18h 50mFrontier
Deal found 9/10$166
This Priceline deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:19 pmORF - PHL
1 stop6h 15mFrontier
Sun 10/55:15 amPHL - ORF
1 stop6h 04mFrontier
Deal found 9/11$172
This Frontier deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/215:47 pmORF - PHL
1 stop7h 05mFrontier
Mon 9/225:15 amPHL - ORF
1 stop6h 09mFrontier
Deal found 9/11$174
This Frontier deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1912:19 pmORF - PHL
1 stop6h 15mFrontier
Sun 9/215:15 amPHL - ORF
1 stop6h 04mFrontier
Deal found 9/9$182
This Priceline deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/265:38 pmORF - PHL
1 stop6h 21mMultiple Airlines
Sun 9/285:15 amPHL - ORF
1 stop6h 04mMultiple Airlines
Deal found 9/10$187
This Priceline deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:19 pmORF - PHL
1 stop6h 15mFrontier
Sun 9/145:15 amPHL - ORF
1 stop6h 04mFrontier
Deal found 9/10$192
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:38 pmORF - PHL
1 stop7h 29mMultiple Airlines
Fri 10/315:15 amPHL - ORF
1 stop5h 32mMultiple Airlines
Deal found 9/10$196
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1411:43 amORF - PHL
1 stop7h 01mFrontier
Sun 11/165:15 amPHL - ORF
1 stop5h 34mFrontier
Deal found 9/10$197

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Philadelphia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Chesapeake to Philadelphia that are best for you.

Fly from

Chesapeake

Fly to

Philadelphia

Route

Depart

Return

Price

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Thu 10/30

1:06 pm-1:17 am

1 stop12h 11m

Philadelphia

Sat 11/1

6:26 pm-1:16 pm

2 stops18h 50m

$166

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sun 9/28

5:47 pm-12:52 am

1 stop7h 05m

Philadelphia

Sun 10/5

5:15 am-11:19 am

1 stop6h 04m

$174

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 9/26

12:19 pm-6:34 pm

1 stop6h 15m

Philadelphia

Sun 9/28

5:15 am-11:19 am

1 stop6h 04m

$174

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 9/26

5:38 pm-11:59 pm

1 stop6h 21m

Philadelphia

Sun 9/28

5:15 am-11:19 am

1 stop6h 04m

$187

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 10/24

5:38 pm-1:07 am

1 stop7h 29m

Philadelphia

Fri 10/31

5:15 am-10:47 am

1 stop5h 32m

$196

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 11/14

11:43 am-6:44 pm

1 stop7h 01m

Philadelphia

Sun 11/16

5:15 am-10:49 am

1 stop5h 34m

$197

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sun 10/19

4:14 pm-12:59 am

1 stop8h 45m

Philadelphia

Tue 10/21

10:33 am-4:49 pm

1 stop6h 16m

$216

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Thu 10/9

4:14 pm-12:59 am

1 stop8h 45m

Philadelphia

Fri 10/10

7:54 pm-12:27 pm

2 stops16h 33m

$222

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Wed 10/1

7:00 am-11:28 am

1 stop28h 28m

Philadelphia

Sun 10/5

8:08 pm-10:02 pm

1 stop25h 54m

$225

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 10/17

5:38 pm-11:17 pm

1 stop5h 39m

Philadelphia

Mon 10/20

5:20 am-4:39 pm

1 stop11h 19m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 21 results
1
2
3

Best time to book a flight from Chesapeake to Philadelphia

Have a flexible travel schedule? Discover the best time to fly to Philadelphia from Chesapeake with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chesapeake to Philadelphia

What is the cheapest month to book a flight from Chesapeake to Philadelphia?

Currently, August is the cheapest month in which you can book a flight from Chesapeake to Philadelphia (average of $236). Flying from Chesapeake to Philadelphia in March is currently the most expensive (average of $295). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from C6E to PHL?

Find hourly flight availability from Chesapeake to Philadelphia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Philadelphia as you normally would.

What is the cheapest day to fly from Chesapeake to Philadelphia?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Philadelphia. Price data was last updated on September 7, 2025.

Travelers seeking maximum savings on their Chesapeake to Philadelphia flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chesapeake to Philadelphia

Explore weekly flight availability from Chesapeake to Philadelphia. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 11, 2025.

The most flights from C6E to PHL are scheduled on a Monday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Philadelphia

Get insights into the airlines that provide service to Philadelphia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Philadelphia. Reviews last updated September 11, 2025.
Read through reviews of airlines operating flights from Chesapeake to Philadelphia, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Philadelphia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Philadelphia from Chesapeake?

    For a flight from Chesapeake to Philadelphia, you will be flying into Philadelphia. Philadelphia (PHL) is just 7.0 mi from the center of the city. Philadelphia is the only Philadelphia airport and it handles 8 inbound flights from Chesapeake per day. 2 airlines have flights to Philadelphia from Chesapeake on a regular basis.

  • How popular is this Chesapeake to Philadelphia flight route?

    Within the past month, 3 users have taken a look at flights from Chesapeake to Philadelphia.

  • How long is the flight from Chesapeake to Philadelphia?

    Departing from Chesapeake to Philadelphia will take you 12h 11m. The distance from Chesapeake to Philadelphia is about 212 mi.

  • What are the most reliable airlines from Chesapeake to Philadelphia?

    The top 3 most reliable airlines when flying from Chesapeake to Philadelphia are Qatar Airways (72%), Piedmont Airlines (70%) and American Airlines (66%).

  • What are the cheapest flights from Chesapeake to Philadelphia?

    Looking at all options, your cheapest flight can be booked for $118. While the most popular route (Norfolk - Philadelphia) can be booked for $177 on average, our data indicates $3,035 when flying from Chesapeake to Philadelphia.

  • Can I find deals for flights from Chesapeake to Philadelphia that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Philadelphia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Philadelphia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Philadelphia.

  • Can I find deals for business class flights from Chesapeake to Philadelphia?

    Yes. Cheapflights offers flight deals from Chesapeake to Philadelphia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chesapeake to Philadelphia?

    Currently, August is the cheapest month in which you can book a flight from Chesapeake to Philadelphia (average of $236). Flying from Chesapeake to Philadelphia in March is currently the most expensive (average of $295). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Philadelphia?

Book flights to Philadelphia if you plan to visit one of these locations
Vineland
Wildwood
King of Prussia
Pottstown
Reading
Dewey Beach
Ephrata
Camden
Ocean City
Cherry Hill
Dover
Elkton
Essington
Willow Grove
Newark
Millville
Chester
Exton
Havre de Grace
Plymouth Meeting

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chesapeake to Philadelphia

See prices for flight routes from nearby airports that may be better suited for you.
Raleigh to John F Kennedy Intl flights
Raleigh to LaGuardia flights
Raleigh to Newark flights
Reagan-National to John F Kennedy Intl flights
Dulles Intl to John F Kennedy Intl flights
Reagan-National to LaGuardia flights
Dulles Intl to LaGuardia flights
Richmond to John F Kennedy Intl flights
Dulles Intl to Newark flights
Richmond to LaGuardia flights
Greensboro to LaGuardia flights
Reagan-National to Newark flights
Raleigh to Philadelphia flights
Raleigh to Dulles Intl flights
Greensboro to John F Kennedy Intl flights
Richmond to Newark flights
Norfolk to Newark flights
Norfolk to LaGuardia flights
Greensboro to Newark flights
Norfolk to John F Kennedy Intl flights
Dulles Intl to Pittsburgh flights
Raleigh to Reagan-National flights
Charlottesville to LaGuardia flights
Roanoke to LaGuardia flights
Roanoke to John F Kennedy Intl flights
Reagan-National to Pittsburgh flights
Greensboro to Reagan-National flights
Roanoke to Newark flights
Raleigh to Pittsburgh flights
Greensboro to Philadelphia flights
Charlottesville to John F Kennedy Intl flights
Greensboro to Dulles Intl flights
Charlottesville to Newark flights
Norfolk to Philadelphia flights
Richmond to Philadelphia flights
Roanoke to Philadelphia flights
Norfolk to Dulles Intl flights
Richmond to Pittsburgh flights
Reagan-National to Philadelphia flights
Greensboro to Pittsburgh flights
Raleigh to Allentown flights
Dulles Intl to Philadelphia flights
Raleigh to Harrisburg flights
Roanoke to Dulles Intl flights
Greensboro to Harrisburg flights
Charlottesville to Philadelphia flights
Raleigh to Scranton flights
Richmond to Dulles Intl flights
Roanoke to Reagan-National flights
Richmond to Reagan-National flights

Top 2 airlines flying from Chesapeake to Philadelphia

Discover the top 2 airlines that operate flights from Chesapeake to Philadelphia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$161Average$209FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$232Average$506FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.