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Chesapeake

$74+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — RIC
Sep 2 — Sep 91
Wed 9/2
Wed 9/9
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 August 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/246:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Mon 8/311:20 pm
ORF
-
PHL
1 stop9h 13m
Frontier
Deal found 7/31$156
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/282:45 pm
PHL
-
ORF
1 stop21h 40m
Frontier
Mon 8/311:20 pm
ORF
-
PHL
1 stop9h 13m
Frontier
Deal found 7/31$162
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/316:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Tue 9/11:20 pm
ORF
-
PHL
1 stop9h 13m
Frontier
Deal found 7/31$164
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Mon 9/71:20 pm
ORF
-
PHL
1 stop17h 55m
Frontier
Deal found 8/3$165
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Sun 8/301:20 pm
ORF
-
PHL
1 stop23h 06m
Frontier
Deal found 8/1$168
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/266:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Sat 8/291:20 pm
ORF
-
PHL
1 stop7h 08m
Frontier
Deal found 7/31$169
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Mon 8/241:20 pm
ORF
-
PHL
1 stop9h 13m
Frontier
Deal found 7/30$170
This Kiwi.com deal was found by Cheapflights users on 7/29. 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.
Thu 8/206:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Mon 8/241:20 pm
ORF
-
PHL
1 stop9h 13m
Frontier
Deal found 7/29$171
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 8/238:30 am
PHL
-
ORF
1 stop27h 55m
Frontier
Sat 8/291:20 pm
ORF
-
PHL
1 stop9h 13m
Frontier
Deal found 8/2$173
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Sun 8/231:20 pm
ORF
-
PHL
1 stop17h 55m
Frontier
Deal found 8/1$177

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 August 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$156
(Kiwi.com)

One-way from

$74
(Kiwi.com)

Popular in

May

Cheapest in

November

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
Highest demand for flights based on searches. 11% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 August 3, 2026.
Use the filters below to find and compare flights from Philadelphia to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Fri 8/21

6:30 am-12:25 pm

1 stop5h 55m

Norfolk

Sun 8/23

1:20 pm-7:15 am

1 stop17h 55m

$216
Quickest round-trip

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 9/1

7:45 pm-9:18 pm

Nonstop1h 33m

Norfolk

Tue 9/8

5:19 pm-6:40 pm

Nonstop1h 21m

$403

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sat 9/12

7:40 pm-11:43 pm

1 stop4h 03m

Norfolk

Wed 9/16

1:00 pm-7:31 pm

1 stop6h 31m

$493

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Fri 8/21

7:45 pm-9:18 pm

Nonstop1h 33m

Norfolk

Sun 8/23

3:26 pm-6:54 pm

1 stop3h 28m

$553

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Tue 9/1

8:20 am-11:43 pm

3 stops15h 23m

Norfolk

Tue 9/8

6:10 am-12:15 pm

1 stop6h 05m

$594

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 9/2

8:20 am-11:43 pm

3 stops15h 23m

Norfolk

Tue 9/8

6:10 am-2:40 pm

1 stop8h 30m

$594

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Thu 8/20

6:25 am-11:43 pm

3 stops17h 18m

Norfolk

Sun 8/23

5:02 pm-12:59 am

1 stop7h 57m

$633

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Thu 8/27

6:25 am-11:43 pm

3 stops17h 18m

Norfolk

Sun 8/30

6:00 am-2:40 pm

1 stop8h 40m

$639

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Mon 8/17

6:25 am-2:17 pm

1 stop7h 52m

Norfolk

Sat 8/22

6:15 am-12:59 am

2 stops18h 44m

$658

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Thu 8/20

8:20 am-11:43 pm

3 stops15h 23m

Norfolk

Mon 8/24

6:15 am-9:43 am

1 stop3h 28m

$664

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 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 August 3, 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 23% versus a flight in the evening.

How much does it cost to fly round-trip from Philadelphia to Chesapeake?

Airfare is below average for this route at the moment.
Philadelphia to Chesapeake flights typically cost between $345 and $487 in August.
The cheapest round-trip price found within the last 5 days was $156 on Frontier (Aug 24-Aug 31).

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 August 1, 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. 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 August 3, 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
7.1
Good
11,843 reviews

Overall

7.1

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.8

Food

6.4

Reviews

1 / 20
8.0
Excellent

ameenah,Feb 2024

PHL - DFW

Allow you to take your carry on with you on the plane. It was a full flight and I had to check my bag. As we boarded, a few people who came after me were able to take their bags on the plane.
American Airlines
7.1
Good
11,843 reviews
American Airlines
7.1
Good
11,843 reviews

Overall

7.1

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.8

Food

6.4

Reviews

1 / 20
8.0
Excellent

ameenah,Feb 2024

PHL - DFW

Allow you to take your carry on with you on the plane. It was a full flight and I had to check my bag. As we boarded, a few people who came after me were able to take their bags on the plane.
Frontier
5.6
Fair
2,740 reviews
American Airlines
7.1
Good
11,843 reviews

Overall

7.1

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.8

Food

6.4

Reviews

1 / 20
8.0
Excellent

ameenah,Feb 2024

PHL - DFW

Allow you to take your carry on with you on the plane. It was a full flight and I had to check my bag. As we boarded, a few people who came after me were able to take their bags on the plane.

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 1h 33m. Fly via Frontier, American Airlines, or United Airlines to get the fastest option. The distance between Philadelphia and Chesapeake is about 212 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 American Airlines (76%), Piedmont Airlines (76%) or Alaska Airlines (72%) 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 $548, our data indicates the cheapest price to be $386. The most popular route (Philadelphia - Norfolk), is priced around $200.

  • 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.

See more FAQs

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Alternative routes for Philadelphia to Chesapeake

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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 August 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$144Average$205FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$346Average$561FlexibilityNo cancel feeOn-time71%

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