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$62+ 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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PHL
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Mytrip deal was found by Cheapflights users on 1/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:31 pm
ORF
-
PHL
1 stop13h 13m
Spirit Airlines
Tue 3/38:06 am
PHL
-
ORF
1 stop10h 20m
Spirit Airlines
Deal found 1/26$128
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/511:43 am
ORF
-
PHL
1 stop6h 28m
Multiple Airlines
Tue 2/1010:45 am
PHL
-
ORF
1 stop7h 53m
Multiple Airlines
Deal found 1/27$138
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/107:33 pm
ORF
-
PHL
1 stop14h 20m
Multiple Airlines
Wed 2/116:45 pm
PHL
-
ORF
1 stop16h 06m
Multiple Airlines
Deal found 1/27$140
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Tue 2/177:31 pm
ORF
-
PHL
1 stop14h 22m
Multiple Airlines
Wed 2/187:59 pm
PHL
-
ORF
1 stop22h 27m
Multiple Airlines
Deal found 1/28$142
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Thu 2/2611:46 am
ORF
-
PHL
1 stop6h 25m
Frontier
Sun 3/15:30 am
PHL
-
ORF
1 stop29h 12m
Frontier
Deal found 1/26$147
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:45 am
ORF
-
PHL
1 stop12h 06m
Spirit Airlines
Tue 2/176:00 am
PHL
-
ORF
1 stop12h 26m
Spirit Airlines
Deal found 1/28$152
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/511:43 am
ORF
-
PHL
1 stop6h 28m
Frontier
Sat 2/79:04 pm
PHL
-
ORF
1 stop13h 39m
Frontier
Deal found 1/27$154
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/611:43 am
ORF
-
PHL
1 stop6h 28m
Frontier
Wed 2/116:45 pm
PHL
-
ORF
1 stop16h 06m
Frontier
Deal found 1/27$158
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/611:43 am
ORF
-
PHL
1 stop6h 28m
Frontier
Sun 2/87:06 pm
PHL
-
ORF
1 stop15h 42m
Frontier
Deal found 1/27$163

Find flight deals from Chesapeake to Philadelphia

Keep the following information in mind while searching for Chesapeake to Philadelphia flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$128
(Mytrip)

One-way from

$62
(Cheapflightsfares)

Popular in

November

Cheapest in

May

Average price

$446
Provider with most accurate pricing for Norfolk-Philadelphia flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Philadelphia flights.
Search Deals
From Chesapeake to Philadelphia
Search Deals
One-way flight from Chesapeake to Philadelphia
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 29, 2026.
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

Sun 2/8

11:45 am-11:18 am

1 stop23h 33m

Philadelphia

Tue 2/10

10:45 am-6:38 pm

1 stop7h 53m

$138

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Thu 2/19

11:46 am-5:46 pm

1 stop6h 00m

Philadelphia

Sat 2/21

9:45 am-7:49 pm

1 stop10h 04m

$140

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Tue 2/10

7:33 pm-9:53 am

1 stop14h 20m

Philadelphia

Wed 2/11

6:45 pm-10:51 am

1 stop16h 06m

$140

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Tue 2/17

7:31 pm-9:53 am

1 stop14h 22m

Philadelphia

Wed 2/18

7:59 pm-6:26 pm

1 stop22h 27m

$142

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Thu 2/26

11:46 am-6:11 pm

1 stop6h 25m

Philadelphia

Sun 3/1

5:30 am-10:42 am

1 stop29h 12m

$147

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 2/13

6:45 am-6:51 pm

1 stop12h 06m

Philadelphia

Tue 2/17

6:00 am-6:26 pm

1 stop12h 26m

$152

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 2/9

11:43 am-6:11 pm

1 stop6h 28m

Philadelphia

Wed 2/11

6:45 pm-10:51 am

1 stop16h 06m

$154

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sun 2/8

11:45 am-12:52 am

1 stop13h 07m

Philadelphia

Wed 2/11

6:45 pm-10:51 am

1 stop16h 06m

$158

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 4/13

8:41 pm-8:39 am

1 stop11h 58m

Philadelphia

Wed 4/15

6:00 am-10:32 am

1 stop4h 32m

$180

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 4/20

8:24 pm-8:44 am

1 stop12h 20m

Philadelphia

Thu 4/23

6:00 am-10:32 am

1 stop4h 32m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 20 results
1
2

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 $99). Flying from Chesapeake to Philadelphia in January 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 January 29, 2026.

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 53% on your trip compared to booking a flight in the afternoon.

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 January 24, 2026.

Travelers seeking maximum savings on their Chesapeake to Philadelphia flight should consider departing on Wednesday mornings 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.

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 January 29, 2026.

The most flights from C6E to PHL are scheduled on a Monday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 January 29, 2026.
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
11,206 reviews

Overall

7.2

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,206 reviews
American Airlines
7.2
Good
11,206 reviews

Overall

7.2

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
Frontier
5.7
Fair
3,056 reviews
American Airlines
7.2
Good
11,206 reviews

Overall

7.2

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 4 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, 11 users have taken a look at flights from Chesapeake to Philadelphia.

  • 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 (87%), British Airways (86%) and Alaska Airlines (84%).

  • What are the cheapest flights from Chesapeake to Philadelphia?

    Looking at all options, your cheapest flight can be booked for $112. While the most popular route (Norfolk - Philadelphia) can be booked for $142 on average, our data indicates $1,473 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 $99). Flying from Chesapeake to Philadelphia in January 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
Pottstown
Reading
Ocean City
King of Prussia
Cherry Hill
Lewes
Dewey Beach
Ephrata
Camden
Vineland
Milford
Dover
Elkton
Essington
Willow Grove
New Castle
Millville
Newark
Chester

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$144Average$180FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$341Average$507FlexibilityNo cancel feeOn-time71%

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