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Chesapeake

$103+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — RIC
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Philadelphia to Chesapeake are usually found in August or July, booked 55 days in advance, depart on a Monday or Saturday and return on a Thursday

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 June 12, 2025.

Round-trip from

$217
(Mytrip)

One-way from

$103
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$378
From Philadelphia to Chesapeake
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One-way flight from Philadelphia to Chesapeake
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Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/95:21 pmPHL - ORF
1 stop14h 54mMultiple Airlines
Wed 7/165:50 amORF - PHL
1 stop26h 14mMultiple Airlines
Deal found 6/11$217
This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:29 pmPHL - ORF
1 stop6h 20mSpirit Airlines
Sun 10/53:34 pmORF - PHL
1 stop20h 00mSpirit Airlines
Deal found 6/12$223
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/57:40 pmPHL - ORF
Nonstop1h 22mAmerican Airlines
Sat 7/126:10 amORF - PHL
Nonstop1h 05mAmerican Airlines
Deal found 6/10$301
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/119:12 pmPHL - ORF
1 stop18h 10mFrontier
Mon 10/133:27 pmORF - PHL
1 stop19h 35mFrontier
Deal found 6/11$319
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/712:05 pmPHL - ORF
2 stops9h 45mSouthwest
Wed 10/85:05 pmORF - PHL
1 stop5h 05mSouthwest
Deal found 6/12$320
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/97:59 pmPHL - ORF
1 stop3h 49mUnited Airlines
Wed 7/166:20 amORF - PHL
1 stop8h 09mUnited Airlines
Deal found 6/10$420

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 June 12, 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

Fri 9/12

12:29 pm-6:49 pm

1 stop6h 20m

Norfolk

Sun 9/14

3:34 pm-9:11 pm

1 stop5h 37m

$207

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 7/9

5:21 pm-8:15 am

1 stop14h 54m

Norfolk

Wed 7/16

5:50 am-8:04 am

1 stop26h 14m

$217

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 7/5

7:40 pm-9:02 pm

Nonstop1h 22m

Norfolk

Sat 7/12

6:10 am-7:15 am

Nonstop1h 05m

$301

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 10/11

9:12 pm-3:22 pm

1 stop18h 10m

Norfolk

Mon 10/13

3:27 pm-12:54 am

1 stop9h 27m

$319

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 10/7

12:05 pm-9:50 pm

2 stops9h 45m

Norfolk

Wed 10/8

5:05 pm-10:10 pm

1 stop5h 05m

$320

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 7/9

7:59 pm-11:48 pm

1 stop3h 49m

Norfolk

Wed 7/16

6:20 am-2:29 pm

1 stop8h 09m

$420

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Thu 9/18

9:00 am-2:39 pm

1 stop5h 39m

$103

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 7/19

5:21 pm-8:15 am

1 stop14h 54m

$126

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 8/16

8:23 pm-1:18 pm

1 stop16h 55m

$149

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 8/13

5:55 am-3:00 pm

2 stops9h 05m

$173

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 12 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 June 9, 2025.

Booking 55 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, January is the cheapest month in which you can book a flight from Philadelphia to Chesapeake (average of $281). Flying from Philadelphia to Chesapeake in March is currently the most expensive (average of $351). 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 June 12, 2025.

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

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 June 8, 2025.

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

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 June 12, 2025.

The most flights from PHL to C6E are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 June 12, 2025.
To help decide which airline to fly from Philadelphia to Chesapeake, see what other customers have to say about Southwest, United Airlines and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,052 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 cheapest airlines to fly from Philadelphia to Chesapeake one-way?

    The cheapest airlines for a one-way flight from Philadelphia to Chesapeake are Spirit Airlines ($103), Frontier ($149), and Southwest ($173).

  • 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 Alaska Airlines (78%), Piedmont Airlines (75%) or American Airlines (71%) 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 $481, our data indicates the cheapest price to be $231. The most popular route (Philadelphia - Norfolk), is priced around $217.

  • 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, January is the cheapest month in which you can book a flight from Philadelphia to Chesapeake (average of $281). Flying from Philadelphia to Chesapeake in March is currently the most expensive (average of $351). 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.

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$127FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$245Average$484FlexibilityNo cancel feeOn-time71%

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