$81+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PHL
Sep 16 — Sep 231
Round-trip
1 adult, Economy
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Find cheap flights from Chesapeake to Philadelphia with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
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Cheapest flights from Chesapeake to PhiladelphiaExplore 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 August 17, 2026.
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 August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:45 pm -
1 stop6h 33m
Mon 9/145:32 pm -
1 stop18h 57m
Deal found 8/16![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:45 pm -
1 stop6h 33m
Mon 9/215:40 pm -
1 stop18h 49m
Deal found 8/16![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:20 pm -
1 stop7h 08m
Tue 9/86:30 am -
1 stop5h 55m
Deal found 8/12![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/11:18 pm -
1 stop10h 00m
Mon 10/512:40 pm -
1 stop23h 49m
Deal found 8/14![Frontier logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Tue 9/291:18 pm -
1 stop10h 00m
Thu 10/16:00 pm -
1 stop28h 43m
Deal found 8/13![Multiple Airlines logo]()
$190
This Frontier deal was found by Cheapflights users on 8/14. 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 9/151:18 pm -
1 stop10h 00m
Wed 9/167:15 am -
1 stop11h 33m
Deal found 8/14![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:00 am -
1 stop25h 41m
Wed 10/75:32 pm -
1 stop19h 02m
Deal found 8/16![Multiple Airlines logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:10 pm -
2 stops19h 02m
Mon 11/25:28 pm -
1 stop18h 34m
Deal found 8/12![Frontier logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:45 pm -
1 stop6h 33m
Mon 9/1412:40 pm -
2 stops11h 38m
Deal found 8/16![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/101:18 pm -
1 stop17h 58m
Tue 9/297:15 am -
1 stop11h 33m
Deal found 8/15![Frontier logo]()
$217
Best flights from Chesapeake to PhiladelphiaDiscover carefully curated flight deals from Chesapeake to Philadelphia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
Discover carefully curated flight deals from Chesapeake to Philadelphia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Fri 9/117:31 am -
Nonstop1h 13m
Mon 9/149:07 am -
Nonstop1h 21m
Deal found 8/15![American Airlines logo]()
$447
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:00 pm -
1 stop8h 29m
Sat 10/246:15 am -
2 stops15h 25m
Deal found 8/12![United Airlines logo]()
$538
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:35 pm -
Nonstop1h 21m
Sun 9/134:40 pm -
Nonstop1h 18m
Deal found 8/12![American Airlines logo]()
$447
This American Airlines deal was found by Cheapflights users on 8/15. 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 11/71:39 pm -
Nonstop1h 16m
Sun 11/83:54 pm -
1 stop6h 04m
Deal found 8/15![American Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:15 am -
1 stop3h 34m
Sat 11/286:00 am -
1 stop17h 44m
Deal found 8/12![United Airlines logo]()
$569
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 9/106:15 am -
2 stops15h 12m
Thu 9/177:40 pm -
1 stop4h 03m
Deal found 8/13![United Airlines logo]()
$589
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:19 pm -
Nonstop1h 31m
Mon 9/71:49 pm -
Nonstop1h 16m
Deal found 8/16![American Airlines logo]()
$543
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:02 pm -
1 stop7h 57m
Mon 9/77:40 pm -
2 stops19h 12m
Deal found 8/12![United Airlines logo]()
$590
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Tue 9/297:59 pm -
2 stops18h 44m
Thu 10/19:34 am -
2 stops14h 10m
Deal found 8/13![United Airlines logo]()
$600
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1110:41 am -
1 stop3h 39m
Mon 9/1411:04 am -
2 stops12h 39m
Deal found 8/16![United Airlines logo]()
$603
Last-minute flights from Chesapeake to PhiladelphiaDiscover last-minute flight deals from Chesapeake to Philadelphia. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to Philadelphia. Data last updated August 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:20 pm -
1 stop7h 08m
Tue 9/86:30 am -
1 stop5h 55m
Deal found 8/12![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/101:18 pm -
1 stop17h 58m
Tue 9/297:15 am -
1 stop11h 33m
Deal found 8/15![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:45 pm -
1 stop6h 33m
Mon 9/145:32 pm -
1 stop18h 57m
Deal found 8/16![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:45 pm -
1 stop6h 33m
Mon 9/1412:40 pm -
2 stops11h 38m
Deal found 8/16![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/124:45 pm -
1 stop6h 33m
Sat 9/197:59 pm -
2 stops16h 30m
Deal found 8/15![Frontier logo]()
$224
This Frontier deal was found by Cheapflights users on 8/14. 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 9/151:18 pm -
1 stop10h 00m
Wed 9/167:15 am -
1 stop11h 33m
Deal found 8/14![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:45 pm -
1 stop6h 33m
Mon 9/215:40 pm -
1 stop18h 49m
Deal found 8/16![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Tue 9/291:18 pm -
1 stop10h 00m
Thu 10/16:00 pm -
1 stop28h 43m
Deal found 8/13![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:00 am -
1 stop25h 41m
Wed 10/75:32 pm -
1 stop19h 02m
Deal found 8/16![Multiple Airlines logo]()
$206
One-way flights from Chesapeake to PhiladelphiaSearch for one-way flight options from Chesapeake to Philadelphia. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
Search for one-way flight options from Chesapeake to Philadelphia. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:18 pm -
1 stop10h 00m
Deal found 8/16![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:57 pm -
1 stop24h 15m
Deal found 8/16![Frontier logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Tue 10/131:19 pm -
1 stop9h 52m
Deal found 8/14![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:45 pm -
1 stop6h 33m
Deal found 8/12![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:57 pm -
1 stop10h 14m
Deal found 8/12![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:57 pm -
1 stop18h 39m
Deal found 8/12![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/271:18 pm -
1 stop17h 58m
Deal found 8/16![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/171:18 pm -
1 stop17h 58m
Deal found 8/17![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/131:18 pm -
1 stop17h 58m
Deal found 8/12![Frontier logo]()
$98
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 August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $174 (Kiwi.com) |
One-way from | $81 (Kiwi.com) |
Popular in | November |
Cheapest in | March |
Average price | $469 |
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 August 17, 2026.
Use the filters below to find and compare flights from Chesapeake to Philadelphia that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Fri 9/11
7:31 am-8:44 am
Nonstop1h 13m
Philadelphia
Mon 9/14
9:07 am-10:28 am
Nonstop1h 21m
$447
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Sat 9/12
5:35 pm-6:56 pm
Nonstop1h 21m
Philadelphia
Sun 9/13
4:40 pm-5:58 pm
Nonstop1h 18m
$447
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Sat 11/7
1:39 pm-2:55 pm
Nonstop1h 16m
Philadelphia
Sun 11/8
3:54 pm-9:58 pm
1 stop6h 04m
$457
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Wed 10/21
1:00 pm-9:29 pm
1 stop8h 29m
Philadelphia
Sat 10/24
6:15 am-9:40 pm
2 stops15h 25m
$538
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Fri 9/4
5:19 pm-6:50 pm
Nonstop1h 31m
Philadelphia
Mon 9/7
1:49 pm-3:05 pm
Nonstop1h 16m
$543
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Tue 11/24
6:15 am-9:49 am
1 stop3h 34m
Philadelphia
Sat 11/28
6:00 am-11:44 pm
1 stop17h 44m
$569
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Thu 9/10
6:15 am-9:27 pm
2 stops15h 12m
Philadelphia
Thu 9/17
7:40 pm-11:43 pm
1 stop4h 03m
$589
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Fri 9/4
5:02 pm-12:59 am
1 stop7h 57m
Philadelphia
Mon 9/7
7:40 pm-2:52 pm
2 stops19h 12m
$590
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Tue 9/29
7:59 pm-2:43 pm
2 stops18h 44m
Philadelphia
Thu 10/1
9:34 am-11:44 pm
2 stops14h 10m
$600
NorfolkPhiladelphia
ORF Norfolk - PHL Philadelphia
ORFPHL
Norfolk
Fri 9/11
10:41 am-2:20 pm
1 stop3h 39m
Philadelphia
Mon 9/14
11:04 am-11:43 pm
2 stops12h 39m
$603
Showing 1-10 of 20 resultsSorted by cheapest first
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.
ORF-PHL
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
C6E-PHL
ORF-PHL
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 August 17, 2026.
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 50% on your trip compared to booking a flight in the afternoon.
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 August 17, 2026.
The most flights from C6E to PHL are scheduled on a Monday (14 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from Chesapeake to Philadelphia?
Airfare is below average for this route at the moment.
Chesapeake to Philadelphia flights typically cost between $417 and $521 in September.The cheapest round-trip price found within the last 5 days was $174 on Frontier (Sep 12-Sep 14).
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 August 8, 2026.
Travelers seeking maximum savings on their Chesapeake to Philadelphia flight should consider departing on Wednesday evenings when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 August 17, 2026.
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.
Comfort
7.2
Food
6.4
Boarding
7.5
Entertainment
6.8
Crew
7.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreJeremy,Sep 2025
SAN - PHL
Comfort
7.2
Food
6.4
Boarding
7.5
Entertainment
6.8
Crew
7.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreJeremy,Sep 2025
SAN - PHL
Comfort
7.2
Food
6.4
Boarding
7.5
Entertainment
6.8
Crew
7.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreJeremy,Sep 2025
SAN - PHL
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.
Traveling to a place near Philadelphia?
Book flights to Philadelphia if you plan to visit one of these locationsWildwood
King of Prussia
Reading
Camden
Wildwood Crest
Ocean City
Cherry Hill
Lewes
Plymouth Meeting
Wyomissing
Pottstown
Ephrata
Milford
Dover
Elkton
Essington
Willow Grove
New Castle
Millville
Vineland
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chesapeake to Philadelphia
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Complete your trip
Complete your trip to Philadelphia by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Chesapeake to Philadelphia, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chesapeake and Philadelphia flights
Browse other Chesapeake and Philadelphia flight options. Last updated on August 17, 2026.
Other flights to Philadelphia
Explore flights to Philadelphia departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chesapeake to Philadelphia flights
Consider these flights traveling from Chesapeake to Philadelphia.
Top 2 airlines flying from Chesapeake to Philadelphia
Discover the top 2 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 August 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$144 | Average$260 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$357 | Average$505 | FlexibilityNo cancel fee | On-time71% |