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Chesapeake

$71+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — RIC
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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The best prices from Pittsburgh to Chesapeake are usually found in September or August, booked 72 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

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 February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$142
(Priceline)

One-way from

$71
(Mytrip)

Popular in

January

Cheapest in

September

Average price

$407
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
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One-way flight from Pittsburgh to Chesapeake
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Highest demand for flights based on searches. 27% potential increase in price ($122 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 February 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 February 22, 2025.

This Priceline deal was found by Cheapflights users on 2/21. 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.
Mon 6/23:00 pmPIT - ORF
Nonstop1h 18mBreeze Airways
Fri 6/612:59 pmORF - PIT
Nonstop1h 21mBreeze Airways
Deal found 2/21$142
This Mytrip deal was found by Cheapflights users on 2/21. 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 5/23:00 pmPIT - ORF
Nonstop1h 18mMultiple Airlines
Sun 5/411:49 amORF - PIT
1 stop20h 34mMultiple Airlines
Deal found 2/21$175
This Mytrip deal was found by Cheapflights users on 2/21. 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 4/75:11 pmPIT - ORF
1 stop24h 07mSpirit Airlines
Mon 4/218:59 pmORF - PIT
3 stops35h 50mSpirit Airlines
Deal found 2/21$220
This Delta deal was found by Cheapflights users on 2/20. 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.
Thu 4/176:54 amPIT - ORF
1 stop4h 48mDelta
Thu 4/245:37 pmORF - PIT
1 stop5h 20mDelta
Deal found 2/20$247
This Southwest deal was found by Cheapflights users on 2/21. 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.
Tue 5/66:00 amPIT - ORF
1 stop4h 25mSouthwest
Sun 5/116:15 amORF - PIT
2 stops9h 45mSouthwest
Deal found 2/21$292
This United Airlines deal was found by Cheapflights users on 2/21. 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 8/297:00 amPIT - ORF
1 stop7h 16mUnited Airlines
Sun 8/315:12 pmORF - PIT
1 stop4h 56mUnited Airlines
Deal found 2/21$307
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Mon 6/25:16 pmPIT - ORF
1 stop5h 59mAmerican Airlines
Fri 6/68:24 pmORF - PIT
1 stop3h 22mAmerican Airlines
Deal found 2/21$317

Find flights from Pittsburgh to Chesapeake within your budget

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 February 22, 2025.

Fly from

Pittsburgh

Fly to

Chesapeake

Route

Depart

Return

Price

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Mon 6/2

3:00 pm-4:18 pm

Nonstop1h 18m

Norfolk

Fri 6/6

12:59 pm-2:20 pm

Nonstop1h 21m

$142

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Fri 5/2

3:00 pm-4:18 pm

Nonstop1h 18m

Norfolk

Sun 5/4

11:49 am-8:23 am

1 stop20h 34m

$175

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Mon 4/7

5:11 pm-5:18 pm

1 stop24h 07m

Norfolk

Mon 4/21

8:59 pm-8:49 am

3 stops35h 50m

$220

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Thu 4/17

6:54 am-11:42 am

1 stop4h 48m

Norfolk

Thu 4/24

5:37 pm-10:57 pm

1 stop5h 20m

$247

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Tue 5/6

6:00 am-10:25 am

1 stop4h 25m

Norfolk

Sun 5/11

6:15 am-4:00 pm

2 stops9h 45m

$292

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Mon 6/2

5:16 pm-11:15 pm

1 stop5h 59m

Norfolk

Fri 6/6

8:24 pm-11:46 pm

1 stop3h 22m

$317

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Sat 3/8

6:55 am-2:17 pm

1 stop7h 22m

Norfolk

Wed 3/12

12:20 pm-7:39 pm

1 stop7h 19m

$322

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Fri 5/16

3:00 pm-4:18 pm

Nonstop1h 18m

$71

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Fri 3/7

8:03 pm-7:34 pm

1 stop23h 31m

$78

PittsburghNorfolk

PIT - ORF

PITORF

Pittsburgh

Thu 8/7

5:11 am-8:21 am

1 stop3h 10m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 14 results
1
2

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.

Travel insights for flights from Pittsburgh to Chesapeake

Get recent, data-driven insights about flights from Pittsburgh to Chesapeake including ideal travel times, pricing trends, and more.

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 February 14, 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 72 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 $372). 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 February 22, 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 February 22, 2025.
Read through reviews of airlines operating flights from Pittsburgh to Chesapeake, such as Southwest, Breeze Airways and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Breeze Airways
8.1
Very good
150 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,212 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,759 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $71. Users have also found prices from $78 and $154 on Spirit Airlines and American 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 $372). 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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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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$99Average$213FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$118Average$194FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$186Average$420FlexibilityNo cancel feeOn-time69%
DeltaCheapest$191Average$313FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$204Average$380FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$241Average$366FlexibilityNo cancel feeOn-time63%
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