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Chesapeake

$53+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — RIC
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Philadelphia to Chesapeake are usually found in August or September, booked 55 days in advance, depart on a Monday or Wednesday 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 July 3, 2025.

Round-trip from

$118
(Priceline)

One-way from

$53
(Priceline)

Popular in

December

Cheapest in

August

Average price

$364
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 ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/3. 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 8/255:40 amPHL - ORF
1 stop9h 38mFrontier
Thu 8/284:12 pmORF - PHL
1 stop8h 57mFrontier
Deal found 7/3$118
This Priceline deal was found by Cheapflights users on 7/1. 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.
Thu 9/45:15 amPHL - ORF
1 stop6h 09mMultiple Airlines
Thu 9/45:38 pmORF - PHL
1 stop6h 27mMultiple Airlines
Deal found 7/1$162
This Booking.com deal was found by Cheapflights users on 6/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/155:20 amPHL - ORF
1 stop11h 23mSpirit Airlines
Fri 9/195:38 pmORF - PHL
1 stop6h 27mSpirit Airlines
Deal found 6/30$212

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 July 3, 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

Mon 8/25

5:40 am-3:18 pm

1 stop9h 38m

Norfolk

Thu 8/28

4:12 pm-1:09 am

1 stop8h 57m

$118

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Thu 9/4

5:15 am-11:24 am

1 stop6h 09m

Norfolk

Thu 9/4

5:38 pm-12:05 am

1 stop6h 27m

$162

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Mon 9/15

5:20 am-4:43 pm

1 stop11h 23m

Norfolk

Fri 9/19

5:38 pm-12:05 am

1 stop6h 27m

$212

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Thu 9/4

5:15 am-11:24 am

1 stop6h 09m

$53

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 8/20

6:30 am-1:35 pm

1 stop7h 05m

$88

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 8/5

6:13 am-10:35 pm

1 stop16h 22m

$116

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 7/26

5:21 pm-8:15 am

1 stop14h 54m

$126

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 7/9

10:15 am-5:02 pm

1 stop6h 47m

$316

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sun 7/6

1:40 pm-2:52 pm

Nonstop1h 12m

$372

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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 27, 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 July 3, 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 29, 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.

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 July 3, 2025.
Peruse reviews from past customers who have flown with Southwest, American Airlines, and Spirit Airlines 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.
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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
8,086 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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
3,286 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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 2 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 Frontier ($53), Southwest ($88), and Spirit Airlines ($116).

  • 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 (74%), Piedmont Airlines (55%) or American Airlines (53%) 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 $421, our data indicates the cheapest price to be $231. The most popular route (Philadelphia - Norfolk), is priced around $162.

  • 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.

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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$175FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$245Average$479FlexibilityNo cancel feeOn-time71%

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