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$89+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PHL
Jul 28 — Aug 41
Tue 7/28
Tue 8/4
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 June 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/23. 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 7/2212:10 pm
ORF
-
PHL
1 stop10h 18m
Frontier
Wed 7/294:30 pm
PHL
-
ORF
1 stop18h 45m
Frontier
Deal found 6/23$173
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/1212:10 pm
ORF
-
PHL
1 stop10h 18m
Frontier
Wed 8/196:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Deal found 6/28$174
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 7/2512:16 pm
ORF
-
PHL
1 stop10h 12m
Frontier
Sun 7/266:30 am
PHL
-
ORF
1 stop28h 45m
Frontier
Deal found 6/24$183
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/1712:10 pm
ORF
-
PHL
1 stop20h 29m
Frontier
Fri 7/244:40 pm
PHL
-
ORF
1 stop18h 41m
Frontier
Deal found 6/27$184
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 10/212:57 pm
ORF
-
PHL
1 stop10h 14m
Frontier
Sun 10/45:28 pm
PHL
-
ORF
1 stop18h 34m
Frontier
Deal found 6/24$185
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/1612:10 pm
ORF
-
PHL
1 stop10h 18m
Frontier
Sun 8/306:30 am
PHL
-
ORF
1 stop5h 55m
Frontier
Deal found 6/28$190
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/2212:10 pm
ORF
-
PHL
1 stop19h 05m
Frontier
Sat 7/254:30 pm
PHL
-
ORF
1 stop18h 45m
Frontier
Deal found 6/27$193
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 7/2212:10 pm
ORF
-
PHL
1 stop19h 05m
Frontier
Sun 7/266:30 am
PHL
-
ORF
1 stop28h 45m
Frontier
Deal found 6/25$194
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 9/51:20 pm
ORF
-
PHL
1 stop7h 08m
Frontier
Sun 9/64:45 pm
PHL
-
ORF
1 stop19h 40m
Frontier
Deal found 6/25$195
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 9/71:20 pm
ORF
-
PHL
1 stop17h 55m
Frontier
Thu 9/105:28 pm
PHL
-
ORF
1 stop18h 34m
Frontier
Deal found 6/26$204
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/1812:16 pm
ORF
-
PHL
1 stop7h 04m
Frontier
Sun 7/268:30 am
PHL
-
ORF
1 stop26h 45m
Frontier
Deal found 6/27$205
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 9/2712:57 pm
ORF
-
PHL
1 stop10h 14m
Multiple Airlines
Sat 10/311:00 pm
PHL
-
ORF
1 stop9h 29m
Multiple Airlines
Deal found 6/23$207

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 June 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$173
(Kiwi.com)

One-way from

$89
(Kiwi.com)

Popular in

November

Cheapest in

March

Average price

$487
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. 2% potential increase in price ($10 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 June 2026
Search Deals

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 June 28, 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

Price

Cheapest round-trip

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sat 7/25

6:23 am-7:40 am

Nonstop1h 17m

Philadelphia

Mon 8/3

3:29 pm-9:11 pm

1 stop5h 42m

$471

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Tue 7/7

6:05 am-9:45 am

1 stop3h 40m

Philadelphia

Wed 7/8

6:10 am-9:39 am

1 stop3h 29m

$539

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Thu 8/27

10:41 am-9:43 pm

2 stops11h 02m

Philadelphia

Mon 8/31

10:30 am-2:15 pm

1 stop3h 45m

$617

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Tue 8/25

10:41 am-12:59 am

2 stops14h 18m

Philadelphia

Wed 8/26

10:34 am-11:43 pm

2 stops13h 09m

$690

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 7/6

7:05 am-11:55 am

1 stop4h 50m

Philadelphia

Wed 7/8

4:35 pm-9:55 pm

1 stop5h 20m

$693

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 8/10

7:59 pm-9:38 am

2 stops13h 39m

Philadelphia

Thu 8/13

6:25 am-6:52 pm

2 stops12h 27m

$800
Quickest round-trip

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Mon 7/6

7:25 am-8:41 am

Nonstop1h 16m

Philadelphia

Wed 7/8

3:32 pm-4:52 pm

Nonstop1h 20m

$877

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sun 7/19

6:05 am-9:45 am

1 stop3h 40m

Philadelphia

Thu 7/23

11:38 am-11:44 pm

2 stops12h 06m

$1,018

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 7/10

6:00 am-2:10 pm

2 stops8h 10m

Philadelphia

Tue 7/14

3:10 pm-9:42 pm

2 stops6h 32m

$1,024
Cheapest one-way

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sat 9/26

12:57 pm-11:11 pm

1 stop10h 14m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

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

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 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 June 28, 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 48% on your trip compared to booking a flight in the afternoon.

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

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 June 27, 2026.

Travelers seeking maximum savings on their Chesapeake to Philadelphia flight should consider departing on Saturday at noon 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 June 28, 2026.
Read through reviews of airlines operating flights from Chesapeake to Philadelphia, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,774 reviews

Overall

7.1

Boarding

7.5

Crew

7.9

Food

6.4

Comfort

7.2

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.1
Good
11,774 reviews
American Airlines
7.1
Good
11,774 reviews

Overall

7.1

Boarding

7.5

Crew

7.9

Food

6.4

Comfort

7.2

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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 6 inbound flights from Chesapeake per day. 1 airline has flights to Philadelphia from Chesapeake on a regular basis.

  • How popular is this Chesapeake to Philadelphia flight route?

    Within the past month, 19 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 1h 17m. 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 British Airways (84%), American Airlines (84%) and Piedmont Airlines (84%).

  • What are the cheapest flights from Chesapeake to Philadelphia?

    Looking at all options, your cheapest flight can be booked for $202. While the most popular route (Norfolk - Philadelphia) can be booked for $227 on average, our data indicates $1,194 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.

See more FAQs

Traveling to a place near Philadelphia?

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

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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 airline flying from Chesapeake to Philadelphia

Discover the top airline 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 June 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$347Average$522FlexibilityNo cancel feeOn-time71%

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