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$90+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PHL
May 17 — May 241
Sat 5/17
Sat 5/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to Philadelphia are usually found in July or August, booked 22 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 May 12, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$186
(Booking.com)

One-way from

$92
(CheapOair)

Popular in

February

Cheapest in

July

Average price

$408
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 ($61 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 May 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 May 12, 2025.

This Booking.com deal was found by Cheapflights users on 5/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/712:13 pmORF - PHL
1 stop9h 21mMultiple Airlines
Sat 6/145:15 pmPHL - ORF
1 stop16h 43mMultiple Airlines
Deal found 5/11$186
This Frontier deal was found by Cheapflights users on 5/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/315:12 pmORF - PHL
1 stop6h 47mFrontier
Mon 6/26:10 amPHL - ORF
1 stop10h 06mFrontier
Deal found 5/12$191
This Mytrip deal was found by Cheapflights users on 5/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/312:13 pmORF - PHL
1 stop10h 23mSpirit Airlines
Thu 6/57:12 pmPHL - ORF
1 stop15h 17mSpirit Airlines
Deal found 5/11$207
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Sat 6/145:49 pmORF - PHL
1 stop23h 12mAmerican Airlines
Sun 6/157:44 pmPHL - ORF
Nonstop1h 16mAmerican Airlines
Deal found 5/11$291
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Sat 8/165:05 pmORF - PHL
1 stop7h 25mUnited Airlines
Sat 8/231:03 pmPHL - ORF
2 stops10h 47mUnited Airlines
Deal found 5/12$386
This Southwest deal was found by Cheapflights users on 5/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/146:15 amORF - PHL
1 stop5h 10mSouthwest
Fri 5/165:25 amPHL - ORF
1 stop9h 05mSouthwest
Deal found 5/12$808

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 May 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

Sat 6/7

12:13 pm-9:34 pm

1 stop9h 21m

Philadelphia

Sat 6/14

5:15 pm-9:58 am

1 stop16h 43m

$186

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sat 5/31

5:12 pm-11:59 pm

1 stop6h 47m

Philadelphia

Mon 6/2

6:10 am-4:16 pm

1 stop10h 06m

$191

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Tue 6/3

12:13 pm-10:36 pm

1 stop10h 23m

Philadelphia

Thu 6/5

7:12 pm-10:29 am

1 stop15h 17m

$207

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sat 6/14

5:49 pm-5:01 pm

1 stop23h 12m

Philadelphia

Sun 6/15

7:44 pm-9:00 pm

Nonstop1h 16m

$291

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 5/30

5:08 pm-12:45 am

1 stop7h 37m

Philadelphia

Sun 6/1

7:59 pm-9:41 am

1 stop13h 42m

$499

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 5/30

5:12 pm-11:59 pm

1 stop6h 47m

$90

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Tue 5/20

12:13 pm-7:48 am

1 stop19h 35m

$103

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Fri 5/30

10:26 am-10:43 pm

2 stops12h 17m

$123

NorfolkPhiladelphia

ORF - PHL

ORFPHL

Norfolk

Sun 7/13

6:10 am-7:15 am

Nonstop1h 05m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

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 May 9, 2025.

The best time to book flights from Chesapeake to Philadelphia is 22 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 May 12, 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 May 11, 2025.

Travelers seeking maximum savings on their Chesapeake to Philadelphia flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday at noon 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 May 12, 2025.

The most flights from C6E to PHL are scheduled on a Monday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 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 May 12, 2025.
Read reviews from past customers who have flown United Airlines, American Airlines and Spirit Airlines from Chesapeake to Philadelphia. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,724 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,724 reviews
United Airlines
7.4
Good
8,724 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,724 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Spirit Airlines
6.3
Okay
7,984 reviews
United Airlines
7.4
Good
8,724 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Frontier
6.0
Okay
3,286 reviews
United Airlines
7.4
Good
8,724 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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. 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 $92. Users have also found prices from $103 and $276 on Spirit Airlines and American Airlines, respectively.

  • 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 (76%), Alaska Airlines (76%) and American Airlines (75%).

  • What are the cheapest flights from Chesapeake to Philadelphia?

    Looking at all options, your cheapest flight can be booked for $114. While the most popular route (Norfolk - Philadelphia) can be booked for $180 on average our data indicates $959 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
Reading
King of Prussia
Cherry Hill
Exton
Ocean City
Essington
Chester
Middletown
Willow Grove
Newark
Millville
Dover
Ephrata
Camden
Dewey Beach
Glen Mills
Springfield

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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 May 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$45Average$95FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$241Average$448FlexibilityNo cancel feeOn-time71%

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