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Chesapeake

$97+ 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 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — RIC
Jul 23 — Jul 301
Wed 7/23
Wed 7/30
1 adult, Economy
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Cheapflights Tip: The best prices from Philadelphia to Chesapeake are usually found in August or October, booked 33 days in advance, depart on a Wednesday 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 July 18, 2025.

Round-trip from

$195
(Cheapflightsfares)

One-way from

$98
(Southwest)

Popular in

December

Cheapest in

August

Average price

$386
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. 2% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 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 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/16. 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.
Tue 8/56:00 amPHL - ORF
1 stop10h 25mSpirit Airlines
Wed 8/65:20 pmORF - PHL
1 stop6h 10mSpirit Airlines
Deal found 7/16$195
This Southwest deal was found by Cheapflights users on 7/16. 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.
Wed 8/135:50 amPHL - ORF
1 stop8h 30mSouthwest
Wed 8/206:30 amORF - PHL
1 stop6h 35mSouthwest
Deal found 7/16$202
This FlightHub deal was found by Cheapflights users on 7/16. 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 10/115:30 amPHL - ORF
1 stop8h 57mFrontier
Mon 10/133:27 pmORF - PHL
1 stop19h 35mFrontier
Deal found 7/16$213
This Mytrip deal was found by Cheapflights users on 7/16. 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 8/65:21 pmPHL - ORF
1 stop14h 54mMultiple Airlines
Sat 8/95:20 pmORF - PHL
1 stop6h 10mMultiple Airlines
Deal found 7/16$225

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 18, 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

Tue 8/5

6:00 am-4:25 pm

1 stop10h 25m

Norfolk

Wed 8/6

5:20 pm-11:30 pm

1 stop6h 10m

$195

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 9/27

6:30 am-1:00 pm

1 stop6h 30m

Norfolk

Mon 9/29

5:30 am-10:35 am

1 stop5h 05m

$196

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 10/11

5:30 am-2:27 pm

1 stop8h 57m

Norfolk

Mon 10/13

3:27 pm-11:02 am

1 stop19h 35m

$213

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 8/6

5:21 pm-8:15 am

1 stop14h 54m

Norfolk

Sat 8/9

5:20 pm-11:30 pm

1 stop6h 10m

$225

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 7/23

5:21 pm-8:15 am

1 stop14h 54m

$97

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 8/19

6:30 am-1:35 pm

1 stop7h 05m

$98

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Mon 8/11

7:00 am-5:21 pm

1 stop10h 21m

$113

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 8/19

10:15 am-5:02 pm

1 stop6h 47m

$131

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 10/15

5:30 am-2:27 pm

1 stop8h 57m

$133

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 9/13

12:17 pm-6:33 pm

1 stop6h 16m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

Showing 1-10 of 11 results
1
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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

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 July 11, 2025.

Booking 33 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 18, 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 July 13, 2025.

Travelers seeking maximum savings on their Philadelphia to Chesapeake flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Tuesday at noon 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 July 18, 2025.

The most flights from PHL to C6E are scheduled on a Wednesday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 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 July 18, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United 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
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

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.
Delta
8.0
Very good
7,958 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

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
8,864 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

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.
JetBlue
7.3
Good
2,910 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

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
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

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 10 daily outbound flights to Chesapeake from 1 airline.

  • 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 Southwest ($98), Spirit Airlines ($113), and JetBlue ($131).

  • 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 (72%), PSA Airlines (56%) or American Airlines (55%) 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 $511, our data indicates the cheapest price to be $294. The most popular route (Philadelphia - Norfolk), is priced around $202.

  • 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 airline flying from Philadelphia to Chesapeake

Discover the top airline 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$485FlexibilityNo cancel feeOn-time71%

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