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$69+ 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PHL
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$130
(Priceline)

One-way from

$69
(Kiwi.com)

Popular in

September

Cheapest in

May

Average price

$409
Provider with most accurate pricing for Norfolk-Philadelphia flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Philadelphia flights.
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From Chesapeake to Philadelphia
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One-way flight from Chesapeake to Philadelphia
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Highest demand for flights based on searches. 1% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 29, 2025.

This Priceline deal was found by Cheapflights users on 10/27. 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.
Mon 11/1711:29 amORF - PHL
1 stop7h 15mFrontier
Thu 11/205:46 amPHL - ORF
1 stop6h 28mFrontier
Deal found 10/27$130
This Frontier deal was found by Cheapflights users on 10/27. 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 11/132:00 pmORF - PHL
1 stop7h 22mFrontier
Sun 11/165:50 amPHL - ORF
1 stop4h 59mFrontier
Deal found 10/27$143
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Mon 12/19:26 pmORF - PHL
1 stop12h 34mMultiple Airlines
Sun 12/710:00 pmPHL - ORF
1 stop9h 43mMultiple Airlines
Deal found 10/28$147
This Orbitz deal was found by Cheapflights users on 10/27. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:00 pmORF - PHL
1 stop7h 22mMultiple Airlines
Sat 11/156:00 amPHL - ORF
1 stop10h 57mMultiple Airlines
Deal found 10/27$148
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/58:38 amORF - PHL
1 stop16h 02mMultiple Airlines
Sun 12/710:00 pmPHL - ORF
1 stop9h 43mMultiple Airlines
Deal found 10/26$149
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:53 pmORF - PHL
1 stop13h 37mSpirit Airlines
Wed 11/196:15 amPHL - ORF
1 stop11h 23mSpirit Airlines
Deal found 10/27$162
This Priceline deal was found by Cheapflights users on 10/27. 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.
Mon 11/1011:42 amORF - PHL
1 stop7h 02mFrontier
Thu 11/135:50 amPHL - ORF
1 stop8h 35mFrontier
Deal found 10/27$169
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/118:38 amORF - PHL
1 stop27h 58mMultiple Airlines
Sun 12/148:00 amPHL - ORF
1 stop11h 16mMultiple Airlines
Deal found 10/29$170

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 October 29, 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

Mon 12/1

9:26 pm-10:00 am

1 stop12h 34m

Philadelphia

Sun 12/7

10:00 pm-7:43 am

1 stop9h 43m

$147

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 12/5

8:11 pm-11:44 am

2 stops15h 33m

Philadelphia

Sun 12/7

10:00 pm-7:43 am

1 stop9h 43m

$175

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Wed 11/12

7:53 pm-9:30 am

1 stop13h 37m

Philadelphia

Sun 11/16

1:57 pm-12:24 pm

1 stop22h 27m

$197

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 11/14

7:53 pm-9:30 am

1 stop13h 37m

Philadelphia

Sun 11/16

10:32 pm-12:24 pm

1 stop13h 52m

$197

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 11/21

8:02 pm-9:20 am

1 stop13h 18m

Philadelphia

Mon 11/24

6:15 am-8:31 pm

1 stop14h 16m

$198

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Thu 12/11

8:38 am-9:17 am

2 stops24h 39m

Philadelphia

Sun 12/14

5:15 am-7:16 pm

1 stop14h 01m

$203

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 11/17

7:00 am-12:19 am

2 stops17h 19m

Philadelphia

Thu 11/20

12:30 pm-8:31 pm

1 stop8h 01m

$204

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 11/21

8:02 pm-9:20 am

1 stop13h 18m

Philadelphia

Sun 11/23

6:14 pm-9:43 am

1 stop15h 29m

$212

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sun 11/9

9:36 pm-9:26 pm

1 stop23h 50m

Philadelphia

Wed 11/12

6:50 pm-1:15 pm

1 stop18h 25m

$233

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sun 11/9

9:03 pm-8:27 pm

3 stops23h 24m

Philadelphia

Wed 11/12

6:00 am-6:58 pm

1 stop12h 58m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 21 results
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2
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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, June is the cheapest month in which you can book a flight from Chesapeake to Philadelphia (average of $98). Flying from Chesapeake to Philadelphia in November is currently the most expensive (average of $179). 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 October 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Chesapeake to Philadelphia in the morning. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight at noon.

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 October 26, 2025.

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

How much does it cost to fly round-trip from Chesapeake to Philadelphia?

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 October 29, 2025.
Read through reviews of airlines operating flights from Chesapeake to Philadelphia, such as American Airlines and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,030 reviews

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Boarding

7.5

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
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
Frontier
5.8
Fair
3,123 reviews
American Airlines
7.2
Good
11,030 reviews

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Boarding

7.5

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 3 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, 4 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 13h 37m. 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 Piedmont Airlines (84%), Alaska Airlines (80%) and Qatar Airways (76%).

  • What are the cheapest flights from Chesapeake to Philadelphia?

    Looking at all options, your cheapest flight can be booked for $128. While the most popular route (Norfolk - Philadelphia) can be booked for $147 on average, our data indicates $1,928 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, June is the cheapest month in which you can book a flight from Chesapeake to Philadelphia (average of $98). Flying from Chesapeake to Philadelphia in November is currently the most expensive (average of $179). 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
Wildwood
King of Prussia
Pottstown
Reading
Ocean City
Cherry Hill
Dewey Beach
Ephrata
Camden
Vineland
Milford
Dover
Elkton
Essington
Willow Grove
Newark
Millville
Chester
Exton
Havre de Grace

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Alternative routes for Chesapeake to Philadelphia

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$144Average$180FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$331Average$503FlexibilityNo cancel feeOn-time71%

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