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Chesapeake

$69+ Cheap flights from Philadelphia (PHL) to Chesapeake, VA

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — RIC
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Philadelphia to Chesapeake

Cheapest flights from Philadelphia to Chesapeake
Explore the most affordable flight options available from Philadelphia to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:18 am
PHL
-
ORF
1 stop11h 28m
Spirit Airlines
Fri 4/178:24 pm
ORF
-
PHL
1 stop12h 20m
Spirit Airlines
Deal found 1/28$125
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:06 am
PHL
-
ORF
1 stop10h 20m
Spirit Airlines
Wed 2/257:31 pm
ORF
-
PHL
1 stop13h 13m
Spirit Airlines
Deal found 1/27$134
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.
Wed 2/257:59 pm
PHL
-
ORF
1 stop22h 27m
Multiple Airlines
Wed 3/47:31 pm
ORF
-
PHL
1 stop13h 19m
Multiple Airlines
Deal found 1/28$141
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.
Mon 2/2310:59 pm
PHL
-
ORF
1 stop13h 06m
Multiple Airlines
Fri 2/277:31 pm
ORF
-
PHL
1 stop15h 52m
Multiple Airlines
Deal found 1/28$144
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:30 am
PHL
-
ORF
1 stop5h 12m
Frontier
Thu 2/2611:46 am
ORF
-
PHL
1 stop6h 25m
Frontier
Deal found 1/28$148
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.
Sat 2/79:04 pm
PHL
-
ORF
1 stop13h 39m
Frontier
Mon 2/911:43 am
ORF
-
PHL
1 stop6h 28m
Frontier
Deal found 1/28$151
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.
Mon 4/135:32 pm
PHL
-
ORF
1 stop26h 14m
Multiple Airlines
Mon 4/208:24 pm
ORF
-
PHL
1 stop12h 20m
Multiple Airlines
Deal found 1/28$163
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.
Wed 2/47:04 pm
PHL
-
ORF
1 stop15h 44m
Frontier
Thu 2/54:01 pm
ORF
-
PHL
1 stop6h 31m
Frontier
Deal found 1/28$164
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/168:18 am
PHL
-
ORF
1 stop11h 28m
Spirit Airlines
Wed 3/188:41 pm
ORF
-
PHL
1 stop11h 58m
Spirit Airlines
Deal found 1/27$167
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.
Sat 3/216:21 am
PHL
-
ORF
1 stop13h 25m
Multiple Airlines
Tue 3/248:41 pm
ORF
-
PHL
1 stop19h 38m
Multiple Airlines
Deal found 1/28$174
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:46 pm
PHL
-
ORF
2 stops22h 40m
Spirit Airlines
Fri 2/277:31 pm
ORF
-
PHL
1 stop13h 13m
Spirit Airlines
Deal found 1/28$175

Find flight deals from Philadelphia to Chesapeake

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$125
(Expedia)

One-way from

$69
(Cheapflightsfares)

Popular in

April

Cheapest in

August

Average price

$459
Provider with most accurate pricing for Philadelphia-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Philadelphia-Norfolk flights.
Search Deals
From Philadelphia to Chesapeake
Search Deals
One-way flight from Philadelphia to Chesapeake
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 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 Philadelphia to Chesapeake 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 Philadelphia to Chesapeake that are best for you.

Fly from

Philadelphia

Fly to

Chesapeake

Route

Depart

Return

Price

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 2/25

7:59 pm-6:26 pm

1 stop22h 27m

Norfolk

Wed 3/4

7:31 pm-8:50 am

1 stop13h 19m

$141

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Mon 2/23

5:30 am-10:42 am

1 stop5h 12m

Norfolk

Thu 2/26

11:46 am-6:11 pm

1 stop6h 25m

$148

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 2/24

5:30 am-12:05 pm

1 stop6h 35m

Norfolk

Tue 2/24

7:31 pm-6:48 pm

1 stop23h 17m

$148

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 3/14

8:18 am-7:46 pm

1 stop11h 28m

Norfolk

Fri 3/20

8:41 pm-8:39 am

1 stop11h 58m

$172

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Thu 2/19

7:12 pm-10:37 am

1 stop15h 25m

Norfolk

Sun 2/22

11:32 am-1:01 am

1 stop13h 29m

$192

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 3/25

5:21 pm-10:32 pm

1 stop5h 11m

Norfolk

Sun 3/29

6:10 pm-10:31 pm

1 stop4h 21m

$196

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 3/21

8:18 am-7:46 pm

1 stop11h 28m

Norfolk

Mon 3/23

8:41 pm-8:39 am

1 stop11h 58m

$205

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 4/14

6:21 am-10:32 pm

2 stops16h 11m

Norfolk

Fri 4/17

8:24 pm-8:44 am

1 stop12h 20m

$208

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 3/14

8:18 am-7:46 pm

1 stop11h 28m

Norfolk

Sat 3/21

6:45 am-4:26 pm

1 stop9h 41m

$209

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Thu 2/19

8:15 am-6:26 pm

2 stops10h 11m

Norfolk

Sun 2/22

7:31 pm-12:44 am

1 stop29h 13m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 21 results
1
2
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Best time to book a flight from Philadelphia to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Philadelphia 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 Philadelphia to Chesapeake

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

Currently, May is the cheapest month in which you can book a flight from Philadelphia to Chesapeake (average of $97). Flying from Philadelphia to Chesapeake 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 PHL to C6E?

Find hourly flight availability from Philadelphia to Chesapeake. 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.

When flying from Philadelphia to Chesapeake, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 24% versus a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Philadelphia to Chesapeake. Price data was last updated on January 24, 2026.

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

Weekly flight availability from Philadelphia to Chesapeake

Explore weekly flight availability from Philadelphia to Chesapeake. 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 PHL to C6E are scheduled on a Thursday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated January 29, 2026.
Peruse reviews from past customers who have flown with American Airlines and Frontier from Philadelphia to Chesapeake to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,206 reviews

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Boarding

7.5

Comfort

7.2

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

Entertainment

6.9

Food

6.4

Crew

8.0

Boarding

7.5

Comfort

7.2

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

Entertainment

6.9

Food

6.4

Crew

8.0

Boarding

7.5

Comfort

7.2

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 Philadelphia to Chesapeake. 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 from for flights from Philadelphia to Chesapeake?

    Located just 7.0 mi from the city center, Philadelphia is the airport most travelers will use when flying to Chesapeake from Philadelphia. Booking flights from Philadelphia (PHL) to Chesapeake should be relatively easy as there are 6 daily outbound flights to Chesapeake from 2 different airlines.

  • How long is the flight from Philadelphia to Chesapeake?

    There are many flights that can get you from Philadelphia to Chesapeake in 5h 12m. Fly via Frontier to get the fastest option. The distance between Philadelphia and Chesapeake is about 212 mi.

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

    No one likes to see their flight delayed. When booking a flight from Philadelphia to Chesapeake consider choosing British Airways (78%), Alaska Airlines (78%) or Piedmont Airlines (77%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Philadelphia to Chesapeake?

    Looking for the cheapest flight from Philadelphia to Chesapeake? While on average our users pay $644, our data indicates the cheapest price to be $274. The most popular route (Philadelphia - Norfolk), is priced around $125.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Philadelphia to Chesapeake 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 Philadelphia to Chesapeake?

    Currently, May is the cheapest month in which you can book a flight from Philadelphia to Chesapeake (average of $97). Flying from Philadelphia to Chesapeake 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

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Top 2 airlines flying from Philadelphia to Chesapeake

Discover the top 2 airlines that operate flights from Philadelphia to Chesapeake. 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$206FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$301Average$545FlexibilityNo cancel feeOn-time71%

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