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Chesapeake

$55+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — RIC
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
1 adult, Economy
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Cheapflights Tip: The best prices from Philadelphia to Chesapeake are usually found in August or November, booked 36 days in advance, depart on a Saturday or Wednesday and return on a Thursday

Find 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 November 10, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Fri 12/55:45 pmPHL - ORF
1 stop25h 31mMultiple Airlines
Wed 12/107:00 amORF - PHL
1 stop28h 44mMultiple Airlines
Deal found 11/9$168
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Fri 12/55:45 pmPHL - ORF
1 stop25h 31mMultiple Airlines
Thu 12/118:38 amORF - PHL
1 stop14h 56mMultiple Airlines
Deal found 11/9$170
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Wed 12/38:00 amPHL - ORF
1 stop11h 07mMultiple Airlines
Fri 12/58:38 amORF - PHL
1 stop6h 38mMultiple Airlines
Deal found 11/9$171
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Sun 12/710:00 pmPHL - ORF
1 stop9h 43mMultiple Airlines
Thu 12/118:38 amORF - PHL
1 stop14h 56mMultiple Airlines
Deal found 11/9$172
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Sun 12/710:00 pmPHL - ORF
1 stop9h 43mMultiple Airlines
Sun 12/148:11 pmORF - PHL
1 stop28h 25mMultiple Airlines
Deal found 11/8$175
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Sun 12/1410:00 pmPHL - ORF
1 stop9h 43mMultiple Airlines
Sat 12/205:47 pmORF - PHL
2 stops14h 50mMultiple Airlines
Deal found 11/9$176
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Tue 12/98:00 amPHL - ORF
1 stop11h 16mMultiple Airlines
Thu 12/118:38 amORF - PHL
1 stop14h 56mMultiple Airlines
Deal found 11/9$178
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Wed 12/38:00 amPHL - ORF
1 stop11h 07mMultiple Airlines
Thu 12/48:11 pmORF - PHL
1 stop18h 47mMultiple Airlines
Deal found 11/9$181
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Sun 12/710:00 pmPHL - ORF
1 stop9h 43mMultiple Airlines
Fri 12/128:38 amORF - PHL
1 stop12h 01mMultiple Airlines
Deal found 11/9$182
This Mytrip deal was found by Cheapflights users on 11/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/74:34 pmPHL - ORF
1 stop15h 09mSpirit Airlines
Fri 12/128:11 pmORF - PHL
1 stop15h 06mSpirit Airlines
Deal found 11/9$184
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Tue 12/28:00 amPHL - ORF
1 stop11h 07mMultiple Airlines
Thu 12/48:11 pmORF - PHL
1 stop18h 47mMultiple Airlines
Deal found 11/9$185

Cheap flight deals from Philadelphia to Chesapeake

Keep the following information in mind while searching for Philadelphia to Chesapeake flight deals. Data was last updated November 10, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$168
(Kiwi.com)

One-way from

$55
(Frontier)

Popular in

December

Cheapest in

August

Average price

$391
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
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 10, 2025.
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 12/3

8:00 am-7:07 pm

1 stop11h 07m

Norfolk

Fri 12/5

8:38 am-3:16 pm

1 stop6h 38m

$171

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sun 12/7

10:00 pm-7:43 am

1 stop9h 43m

Norfolk

Thu 12/11

8:38 am-11:34 pm

1 stop14h 56m

$172

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sun 12/14

10:00 pm-7:43 am

1 stop9h 43m

Norfolk

Sat 12/20

5:47 pm-8:37 am

2 stops14h 50m

$176

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 12/2

8:00 am-7:07 pm

1 stop11h 07m

Norfolk

Thu 12/4

8:11 pm-2:58 pm

1 stop18h 47m

$185

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Fri 12/5

6:53 pm-7:16 pm

1 stop24h 23m

Norfolk

Tue 12/9

8:11 pm-2:58 pm

1 stop18h 47m

$190

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 12/9

8:00 am-7:16 pm

1 stop11h 16m

Norfolk

Sat 12/13

8:11 pm-9:17 am

1 stop13h 06m

$190

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 12/10

3:45 pm-7:16 pm

1 stop27h 31m

Norfolk

Sun 12/14

8:11 pm-9:17 am

1 stop13h 06m

$197

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 12/2

8:00 am-7:07 pm

1 stop11h 07m

Norfolk

Sun 12/7

8:11 pm-9:17 am

1 stop13h 06m

$197

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 12/2

6:00 am-8:31 pm

2 stops14h 31m

Norfolk

Fri 12/5

8:38 am-3:16 pm

1 stop6h 38m

$199

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Mon 12/15

5:35 am-4:20 pm

1 stop10h 45m

$61

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 20 results
1
2

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

How far ahead should I book a flight from Philadelphia to Chesapeake?

Use this chart to determine the optimal time to book a round-trip flight from Philadelphia to Chesapeake. Price data was last updated on November 7, 2025.

Booking 36 days in advance of your planned departure date is, on average, the best time to get cheap flights from Philadelphia to Chesapeake. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 $96). Flying from Philadelphia to Chesapeake in September 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 November 10, 2025.

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 in the afternoon, which can drop the price by up to 14% versus a flight at noon.

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 November 2, 2025.

Travelers seeking maximum savings on their Philadelphia to Chesapeake flight should consider departing on Tuesday mornings when fares are most often at their lowest. Monday evenings 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 November 10, 2025.

The most flights from PHL to C6E are scheduled on a Monday (13 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (12 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 November 10, 2025.
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
11,047 reviews

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.4

Boarding

7.5

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,047 reviews
American Airlines
7.2
Good
11,047 reviews

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.4

Boarding

7.5

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
Frontier
5.8
Fair
3,111 reviews
American Airlines
7.2
Good
11,047 reviews

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.4

Boarding

7.5

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

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 8 daily outbound flights to Chesapeake from 2 different airlines.

  • 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 Piedmont Airlines (87%), Alaska Airlines (87%) or American Airlines (85%) 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 $428, our data indicates the cheapest price to be $211. The most popular route (Philadelphia - Norfolk), is priced around $143.

  • 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 $96). Flying from Philadelphia to Chesapeake in September 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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Alternative routes for Philadelphia to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$144Average$207FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$301Average$540FlexibilityNo cancel feeOn-time71%

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