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$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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PHL
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to Philadelphia are usually found in July or August, booked 36 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Chesapeake to Philadelphia

Keep the following information in mind while searching for Chesapeake to Philadelphia flight deals. Data was last updated April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$172
(Booking.com)

One-way from

$81
(Frontier)

Popular in

February

Cheapest in

July

Average price

$463
Provider with most accurate pricing for Norfolk-Philadelphia flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Philadelphia flights.
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From Chesapeake to Philadelphia
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One-way flight from Chesapeake to Philadelphia
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($63 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 April 2025
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Find 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 April 29, 2025.

This Booking.com deal was found by Cheapflights users on 4/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/285:12 pmORF - PHL
1 stop7h 11mFrontier
Wed 6/43:51 pmPHL - ORF
1 stop18h 02mFrontier
Deal found 4/28$172
This Booking.com deal was found by Cheapflights users on 4/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2912:13 pmORF - PHL
1 stop10h 23mMultiple Airlines
Fri 5/3010:50 amPHL - ORF
1 stop5h 37mMultiple Airlines
Deal found 4/28$193
This Mytrip deal was found by Cheapflights users on 4/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1112:13 pmORF - PHL
2 stops26h 49mSpirit Airlines
Wed 5/147:12 pmPHL - ORF
1 stop15h 17mSpirit Airlines
Deal found 4/27$236
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/287:20 amORF - PHL
Nonstop1h 10mAmerican Airlines
Wed 6/411:15 amPHL - ORF
Nonstop1h 19mAmerican Airlines
Deal found 4/28$301
This JetBlue deal was found by Cheapflights users on 4/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/296:00 pmORF - PHL
1 stop4h 30mJetBlue
Tue 6/310:16 amPHL - ORF
1 stop6h 49mJetBlue
Deal found 4/28$348
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/24:45 pmORF - PHL
1 stop6h 45mSouthwest
Sun 8/31:45 pmPHL - ORF
1 stop10h 05mSouthwest
Deal found 4/28$424
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/305:08 pmORF - PHL
1 stop7h 37mUnited Airlines
Mon 6/26:15 amPHL - ORF
2 stops17h 29mUnited Airlines
Deal found 4/28$429

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 April 29, 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

Wed 5/28

5:12 pm-12:23 am

1 stop7h 11m

Philadelphia

Wed 6/4

3:51 pm-9:53 am

1 stop18h 02m

$172

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Thu 5/29

12:13 pm-10:36 pm

1 stop10h 23m

Philadelphia

Fri 5/30

10:50 am-4:27 pm

1 stop5h 37m

$193

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sun 5/11

12:13 pm-3:02 pm

2 stops26h 49m

Philadelphia

Wed 5/14

7:12 pm-10:29 am

1 stop15h 17m

$236

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Wed 5/28

7:20 am-8:30 am

Nonstop1h 10m

Philadelphia

Wed 6/4

11:15 am-12:34 pm

Nonstop1h 19m

$301

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Thu 5/29

6:00 pm-10:30 pm

1 stop4h 30m

Philadelphia

Tue 6/3

10:16 am-5:05 pm

1 stop6h 49m

$348

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sat 8/2

4:45 pm-11:30 pm

1 stop6h 45m

Philadelphia

Sun 8/3

1:45 pm-11:50 pm

1 stop10h 05m

$424

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 5/30

5:08 pm-12:45 am

1 stop7h 37m

Philadelphia

Mon 6/2

6:15 am-11:44 pm

2 stops17h 29m

$429

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sat 5/31

5:12 pm-11:59 pm

1 stop6h 47m

$81

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Tue 5/13

12:13 pm-7:48 am

1 stop19h 35m

$89

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 5/23

10:26 am-10:43 pm

2 stops12h 17m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 14 results
1
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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

How far ahead should I book a flight from Chesapeake to Philadelphia?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Philadelphia. Price data was last updated on April 25, 2025.

The best time to book flights from Chesapeake to Philadelphia is 36 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Chesapeake to Philadelphia (average of $236). Flying from Chesapeake to Philadelphia in March is currently the most expensive (average of $295). 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 April 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Philadelphia as you normally would.

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 March 30, 2025.

Travelers seeking maximum savings on their Chesapeake to Philadelphia flight should consider departing on Wednesday mornings when fares are most often at their lowest. Saturday 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 April 29, 2025.

The most flights from C6E to PHL are scheduled on a Monday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

Rainfall in Philadelphia by month

Plan your trip to Philadelphia by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Philadelphia ranges from 2.7 - 4.4 inches per month. July is typically the wettest month, when rainfall can reach 4.4 in. February is typically the driest time to visit Philadelphia when rainfall is around 2.7 in.

Temperature in Philadelphia by month

Plan your trip to Philadelphia by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Philadelphia, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 April 29, 2025.
Read reviews from past customers who have flown Southwest, United Airlines and JetBlue from Chesapeake to Philadelphia. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Spirit Airlines
6.3
Okay
7,956 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 4 inbound flights from Chesapeake per day. 2 airlines have flights to Philadelphia from Chesapeake on a regular basis.

  • How popular is this Chesapeake to Philadelphia flight route?

    Within the past month, 2 users have taken a look at flights from Chesapeake to Philadelphia.

  • What are the cheapest airlines to fly from Chesapeake to Philadelphia one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $81. Users have also found prices from $89 and $197 on Spirit Airlines and JetBlue, respectively.

  • 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 (76%), Piedmont Airlines (76%) and American Airlines (74%).

  • What are the cheapest flights from Chesapeake to Philadelphia?

    Looking at all options, your cheapest flight can be booked for $113. While the most popular route (Norfolk - Philadelphia) can be booked for $193 on average our data indicates $1,052 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, August is the cheapest month in which you can book a flight from Chesapeake to Philadelphia (average of $236). Flying from Chesapeake to Philadelphia in March is currently the most expensive (average of $295). 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 Chesapeake?

Book flights to Chesapeake if you plan to visit one of these locations
Vineland
Pottstown
Wildwood
King of Prussia
Reading
Cherry Hill
Exton
Ocean City
Essington
Chester
Middletown
Willow Grove
Newark
Millville
Ephrata
Camden
Dewey Beach
West Chester
Malvern
Dover

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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 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$45Average$95FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$241Average$450FlexibilityNo cancel feeOn-time71%

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