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$64+ Cheap flights from Chesapeake, VA to Philadelphia (PHL)

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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PHL
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Chesapeake to Philadelphia

Cheapest flights from Chesapeake to Philadelphia
Explore the most affordable flight options available from Chesapeake to Philadelphia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:11 pmORF - PHL
1 stop9h 37mFrontier
Fri 1/25:10 amPHL - ORF
1 stop8h 29mFrontier
Deal found 12/10$163
This Expedia deal was found by Cheapflights users on 12/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:34 pmORF - PHL
1 stop10h 07mFrontier
Sat 12/205:01 amPHL - ORF
1 stop11h 26mFrontier
Deal found 12/11$212
This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amORF - PHL
1 stop32h 44mAmerican Airlines
Fri 12/266:40 pmPHL - ORF
Nonstop1h 20mAmerican Airlines
Deal found 12/11$234
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:40 pmORF - PHL
1 stop12h 57mMultiple Airlines
Tue 12/308:54 pmPHL - ORF
1 stop17h 12mMultiple Airlines
Deal found 12/11$297
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Sat 12/138:11 pmORF - PHL
2 stops16h 18mMultiple Airlines
Mon 12/155:45 pmPHL - ORF
1 stop25h 31mMultiple Airlines
Deal found 12/9$339
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/148:11 pmORF - PHL
1 stop27h 05mMultiple Airlines
Tue 12/1610:00 pmPHL - ORF
1 stop21h 01mMultiple Airlines
Deal found 12/10$349
This Expedia deal was found by Cheapflights users on 12/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/279:25 pmORF - PHL
1 stop11h 42mSpirit Airlines
Fri 1/98:20 amPHL - ORF
1 stop10h 18mSpirit Airlines
Deal found 12/11$352
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:40 pmORF - PHL
1 stop12h 57mMultiple Airlines
Wed 12/246:00 amPHL - ORF
2 stops36h 45mMultiple Airlines
Deal found 12/11$358

Find flight deals from Chesapeake to Philadelphia

Keep the following information in mind while searching for Chesapeake to Philadelphia flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$119
(Mytrip)

One-way from

$64
(Frontier)

Popular in

November

Cheapest in

May

Average price

$458
Provider with most accurate pricing for Norfolk-Philadelphia flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Philadelphia flights.
Search Deals
From Chesapeake to Philadelphia
Search Deals
One-way flight from Chesapeake to Philadelphia
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($5 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 December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Philadelphia 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 December 12, 2025.
Use the filters below to find and compare flights from Chesapeake to Philadelphia that are best for you.

Fly from

Chesapeake

Fly to

Philadelphia

Route

Depart

Return

Price

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 1/26

7:33 pm-11:14 am

1 stop15h 41m

Philadelphia

Thu 1/29

6:00 am-6:38 pm

1 stop12h 38m

$119

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 1/30

11:43 am-6:11 pm

1 stop6h 28m

Philadelphia

Mon 2/2

6:00 am-6:38 pm

1 stop12h 38m

$124

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 2/2

11:43 am-6:11 pm

1 stop6h 28m

Philadelphia

Thu 2/5

5:30 am-10:48 am

1 stop5h 18m

$128

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 1/12

7:33 pm-11:14 am

1 stop15h 41m

Philadelphia

Fri 1/16

8:43 pm-9:50 pm

1 stop25h 07m

$153

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Thu 1/8

2:29 pm-8:09 pm

1 stop5h 40m

Philadelphia

Thu 1/15

5:30 am-12:03 pm

1 stop6h 33m

$162

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Tue 12/23

3:11 pm-12:48 am

1 stop9h 37m

Philadelphia

Fri 1/2

5:10 am-1:39 pm

1 stop8h 29m

$163

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 1/5

2:04 pm-11:29 am

1 stop21h 25m

Philadelphia

Fri 1/9

8:43 pm-9:50 pm

1 stop25h 07m

$170

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sat 1/10

6:45 am-7:48 pm

1 stop13h 03m

Philadelphia

Sat 1/17

8:43 pm-6:38 pm

2 stops21h 55m

$174

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 1/12

6:45 am-4:53 pm

2 stops10h 08m

Philadelphia

Fri 1/16

8:43 pm-9:50 pm

1 stop25h 07m

$184

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sat 2/28

6:45 am-7:03 pm

1 stop12h 18m

Philadelphia

Sun 3/1

6:00 am-6:26 pm

1 stop12h 26m

$184

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 21 results
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Best time to book a flight from Chesapeake to Philadelphia

Have a flexible travel schedule? Discover the best time to fly to Philadelphia from Chesapeake 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 Chesapeake to Philadelphia

What is the cheapest month to book a flight from Chesapeake to Philadelphia?

Currently, June is the cheapest month in which you can book a flight from Chesapeake to Philadelphia (average of $98). Flying from Chesapeake to Philadelphia in February is currently the most expensive (average of $166). 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 C6E to PHL?

Find hourly flight availability from Chesapeake to Philadelphia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

A simple way to save on the total cost of your ticket is to fly from Chesapeake to Philadelphia in the morning. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Chesapeake to Philadelphia?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Philadelphia. Price data was last updated on December 6, 2025.

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

Explore weekly flight availability from Chesapeake to Philadelphia. 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 December 12, 2025.

The most flights from C6E to PHL 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 (7 on average).

Reviews of airlines servicing Philadelphia

Get insights into the airlines that provide service to Philadelphia. 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 Philadelphia. Reviews last updated December 12, 2025.
Read through reviews of airlines operating flights from Chesapeake to Philadelphia, such as American Airlines and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,049 reviews

Food

6.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,049 reviews
American Airlines
7.2
Good
11,049 reviews

Food

6.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
Frontier
5.8
Fair
3,084 reviews
American Airlines
7.2
Good
11,049 reviews

Food

6.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Philadelphia. 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 into for flights to Philadelphia from Chesapeake?

    For a flight from Chesapeake to Philadelphia, you will be flying into Philadelphia. Philadelphia (PHL) is just 7.0 mi from the center of the city. Philadelphia is the only Philadelphia airport and it handles 7 inbound flights from Chesapeake per day. 3 airlines have flights to Philadelphia from Chesapeake on a regular basis.

  • How popular is this Chesapeake to Philadelphia flight route?

    Within the past month, 6 users have taken a look at flights from Chesapeake to Philadelphia.

  • How long is the flight from Chesapeake to Philadelphia?

    Departing from Chesapeake to Philadelphia will take you 6h 28m. The distance from Chesapeake to Philadelphia is about 212 mi. This flight may include one or multiple stops.

  • What are the most reliable airlines from Chesapeake to Philadelphia?

    The top 3 most reliable airlines when flying from Chesapeake to Philadelphia are Piedmont Airlines (86%), Qatar Airways (85%) and Alaska Airlines (85%).

  • What are the cheapest flights from Chesapeake to Philadelphia?

    Looking at all options, your cheapest flight can be booked for $100. While the most popular route (Norfolk - Philadelphia) can be booked for $119 on average, our data indicates $1,787 when flying from Chesapeake to Philadelphia.

  • Can I find deals for flights from Chesapeake to Philadelphia that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Philadelphia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Philadelphia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Philadelphia.

  • Can I find deals for business class flights from Chesapeake to Philadelphia?

    Yes. Cheapflights offers flight deals from Chesapeake to Philadelphia 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 Chesapeake to Philadelphia?

    Currently, June is the cheapest month in which you can book a flight from Chesapeake to Philadelphia (average of $98). Flying from Chesapeake to Philadelphia in February is currently the most expensive (average of $166). 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

Traveling to a place near Philadelphia?

Book flights to Philadelphia if you plan to visit one of these locations
Wildwood
Pottstown
King of Prussia
Reading
Ocean City
Cherry Hill
Lewes
Dewey Beach
Ephrata
Camden
Vineland
Milford
Dover
Elkton
Essington
Willow Grove
New Castle
Newark
Millville
Chester

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Alternative routes for Chesapeake to Philadelphia

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chesapeake to Philadelphia

Discover the top 3 airlines that operate flights from Chesapeake to Philadelphia. 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$144Average$180FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$155Average$235FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$341Average$508FlexibilityNo cancel feeOn-time71%

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