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Chesapeake

$60+ Cheap flights from Pittsburgh (PIT) to Chesapeake, VA

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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — RIC
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheapflights Tip: The best prices from Pittsburgh to Chesapeake are usually found in September or August, booked 37 days in advance, depart on a Tuesday or Thursday and return on a Monday

Cheap flight deals from Pittsburgh to Chesapeake

Keep the following information in mind while searching for Pittsburgh to Chesapeake flight deals. Data was last updated April 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$152
(Priceline)

One-way from

$60
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$310
Provider with most accurate pricing for Pittsburgh-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Pittsburgh-Norfolk flights.
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From Pittsburgh to Chesapeake
Search Deals
One-way flight from Pittsburgh to Chesapeake
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($118 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($24 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 Pittsburgh to Chesapeake

Cheapest flights from Pittsburgh to Chesapeake
Explore the most affordable flight options available from Pittsburgh to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/163:04 pmPIT - ORF
Nonstop1h 20mBreeze Airways
Mon 5/191:01 pmORF - PIT
Nonstop1h 23mBreeze Airways
Deal found 4/29$152
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.
Sat 5/2412:44 pmPIT - ORF
1 stop5h 41mAmerican Airlines
Wed 5/288:28 amORF - PIT
1 stop3h 44mAmerican Airlines
Deal found 4/28$229
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Fri 5/163:04 pmPIT - ORF
Nonstop1h 20mMultiple Airlines
Sun 5/186:31 pmORF - PIT
1 stop14h 49mMultiple Airlines
Deal found 4/29$231
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/236:15 amPIT - ORF
1 stop3h 15mSouthwest
Tue 7/295:25 amORF - PIT
2 stops6h 20mSouthwest
Deal found 4/27$234
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/55:55 pmPIT - ORF
1 stop5h 30mDelta
Sat 7/126:00 amORF - PIT
1 stop5h 13mDelta
Deal found 4/28$240
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Mon 5/1210:00 amPIT - ORF
1 stop10h 29mAllegiant Air
Sun 6/155:51 pmORF - PIT
1 stop5h 48mAllegiant Air
Deal found 4/29$246
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.
Wed 5/149:12 amPIT - ORF
1 stop7h 53mJetBlue
Mon 5/196:00 pmORF - PIT
1 stop4h 42mJetBlue
Deal found 4/28$263
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Fri 5/165:03 pmPIT - ORF
2 stops21h 13mSpirit Airlines
Mon 5/1912:13 pmORF - PIT
1 stop23h 23mSpirit Airlines
Deal found 4/29$268
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/203:00 pmPIT - ORF
1 stop4h 02mUnited Airlines
Wed 5/2112:59 pmORF - PIT
1 stop3h 51mUnited Airlines
Deal found 4/29$289

Cheapflights Fare Finder

Customize your flight search to find flights from Pittsburgh to Chesapeake 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 30, 2025.
Use the filters below to find and compare flights from Pittsburgh to Chesapeake that are best for you.

Fly from

Pittsburgh

Fly to

Chesapeake

Route

Depart

Return

Price

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Fri 5/16

3:04 pm-4:24 pm

Nonstop1h 20m

Norfolk

Mon 5/19

1:01 pm-2:24 pm

Nonstop1h 23m

$152

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Sat 5/24

12:44 pm-6:25 pm

1 stop5h 41m

Norfolk

Wed 5/28

8:28 am-12:12 pm

1 stop3h 44m

$229

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Fri 5/16

3:04 pm-4:24 pm

Nonstop1h 20m

Norfolk

Sun 5/18

6:31 pm-9:20 am

1 stop14h 49m

$231

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Wed 7/23

6:15 am-9:30 am

1 stop3h 15m

Norfolk

Tue 7/29

5:25 am-11:45 am

2 stops6h 20m

$234

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Sat 7/5

5:55 pm-11:25 pm

1 stop5h 30m

Norfolk

Sat 7/12

6:00 am-11:13 am

1 stop5h 13m

$240

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Mon 5/12

10:00 am-8:29 pm

1 stop10h 29m

Norfolk

Sun 6/15

5:51 pm-11:39 pm

1 stop5h 48m

$246

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Fri 5/16

11:06 am-10:29 am

2 stops23h 23m

Norfolk

Sun 5/18

6:31 pm-9:20 am

1 stop14h 49m

$255

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Wed 5/14

9:12 am-5:05 pm

1 stop7h 53m

Norfolk

Mon 5/19

6:00 pm-10:42 pm

1 stop4h 42m

$263

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Tue 5/20

3:00 pm-7:02 pm

1 stop4h 02m

Norfolk

Wed 5/21

12:59 pm-4:50 pm

1 stop3h 51m

$289

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Mon 5/19

3:04 pm-4:24 pm

Nonstop1h 20m

$60

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 17 results
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Best time to book a flight from Pittsburgh to Chesapeake

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

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

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

The price you pay for your flight from Pittsburgh to Chesapeake may vary depending on when you book. For the best chance of a lower fare, look to book 37 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Chesapeake (average of $281). Flying from Pittsburgh to Chesapeake in June is currently the most expensive (average of $367). 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 PIT to C6E?

Find hourly flight availability from Pittsburgh to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2025.

When flying from Pittsburgh to Chesapeake, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Use this chart to determine the cheapest time to fly round-trip from Pittsburgh to Chesapeake. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Pittsburgh to Chesapeake flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chesapeake by month

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

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

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

If weather is an important factor for your trip to Chesapeake, 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 42.8 F).

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated April 30, 2025.
Read through reviews of airlines operating flights from Pittsburgh to Chesapeake, such as Breeze Airways, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Overall

8.1

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Overall

8.1

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,295 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Overall

8.1

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,929 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Overall

8.1

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,696 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Overall

8.1

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,922 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Overall

8.1

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

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

    Pittsburgh (PIT), located 13.5 mi from the city center, is the airport you fly out of when you book flights from Pittsburgh to Chesapeake. 6 airlines have flights from Pittsburgh to Chesapeake on a regular basis. Booking flights from Pittsburgh to Chesapeake should not be difficult; the airport handles an average of 0 outbound flights to Chesapeake per day.

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

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $60. Users have also found prices from $115 and $123 on Delta and Spirit Airlines, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Chesapeake (average of $281). Flying from Pittsburgh to Chesapeake in June is currently the most expensive (average of $367). 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

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Alternative routes for Pittsburgh to Chesapeake

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Top 6 airlines flying from Pittsburgh to Chesapeake

Discover the top 6 airlines that operate flights from Pittsburgh to Chesapeake. 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$99Average$189FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$118Average$188FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$187Average$389FlexibilityNo cancel feeOn-time69%
DeltaCheapest$191Average$316FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$204Average$356FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$241Average$366FlexibilityNo cancel feeOn-time63%

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