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Chesapeake

$155+ Cheap flights from Pensacola (PNS) to Chesapeake, VA

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — RIC
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Pensacola to Chesapeake are usually found in October or April, booked 29 days in advance, depart on a Tuesday or Thursday and return on a Monday

Cheap flight deals from Pensacola to Chesapeake

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Chesapeake (C6E). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$155
(Cheapflightsfares)

Popular in

December

Cheapest in

October

Average price

$387
From Pensacola to Chesapeake
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2025
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Find flight deals from Pensacola to Chesapeake

Cheapest flights from Pensacola to Chesapeake
Explore the most affordable flight options available from Pensacola to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/199:58 amPNS - ORF
1 stop8h 05mSpirit Airlines
Wed 3/2610:45 amORF - PNS
1 stop6h 43mSpirit Airlines
Deal found 1/19$155
This Priceline deal was found by Cheapflights users on 1/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/64:25 pmPNS - ORF
1 stop4h 12mMultiple Airlines
Tue 3/1111:25 amORF - PNS
1 stop6h 03mMultiple Airlines
Deal found 1/20$173
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/134:25 pmPNS - ORF
Nonstop4h 12mBreeze Airways
Sun 2/1612:25 pmORF - PNS
Nonstop4h 20mBreeze Airways
Deal found 1/20$196
This Delta deal was found by Cheapflights users on 1/20. 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.
Wed 2/1212:32 pmPNS - ORF
1 stop4h 26mDelta
Wed 2/196:47 amORF - PNS
1 stop5h 38mDelta
Deal found 1/20$297
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/125:30 amPNS - ORF
1 stop3h 39mAmerican Airlines
Wed 2/193:15 pmORF - PNS
2 stops6h 56mAmerican Airlines
Deal found 1/20$302
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/187:40 amPNS - ORF
2 stops13h 25mSouthwest
Fri 2/215:15 pmORF - PNS
1 stop5h 05mSouthwest
Deal found 1/20$382
This United deal was found by Cheapflights users on 1/21. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/149:20 amPNS - ORF
2 stops13h 06mUnited Airlines
Sun 2/168:00 pmORF - PNS
2 stops13h 35mUnited Airlines
Deal found 1/21$396

Find flights from Pensacola to Chesapeake within your budget

Customize your flight search to find flights from Pensacola 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Wed 3/19

9:58 am-7:03 pm

1 stop8h 05m

Norfolk

Wed 3/26

10:45 am-4:28 pm

1 stop6h 43m

$155

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 3/6

4:25 pm-9:37 pm

1 stop4h 12m

Norfolk

Tue 3/11

11:25 am-4:28 pm

1 stop6h 03m

$173

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 2/13

4:25 pm-9:37 pm

Nonstop4h 12m

Norfolk

Sun 2/16

12:25 pm-3:45 pm

Nonstop4h 20m

$196

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Wed 2/12

12:32 pm-5:58 pm

1 stop4h 26m

Norfolk

Wed 2/19

6:47 am-11:25 am

1 stop5h 38m

$297

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Wed 2/12

5:30 am-10:09 am

1 stop3h 39m

Norfolk

Wed 2/19

3:15 pm-9:11 pm

2 stops6h 56m

$302

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Tue 2/18

7:40 am-10:05 pm

2 stops13h 25m

Norfolk

Fri 2/21

5:15 pm-9:20 pm

1 stop5h 05m

$382

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Fri 2/14

9:20 am-11:26 pm

2 stops13h 06m

Norfolk

Sun 2/16

8:00 pm-8:35 am

2 stops13h 35m

$396

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Mon 2/3

10:20 am-5:25 pm

3 stops30h 05m

$161

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Mon 2/3

2:48 pm-8:27 pm

1 stop4h 39m

$214

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Mon 1/27

6:55 pm-2:35 pm

2 stops18h 40m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 12 results
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Best time to book a flight from Pensacola to Chesapeake

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

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

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

Use this chart to determine the optimal time to book a round-trip flight from Pensacola to Chesapeake. Price data was last updated on January 17, 2025.

The best time to book flights from Pensacola to Chesapeake is 29 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 Pensacola to Chesapeake?

Currently, January is the cheapest month in which you can book a flight from Pensacola to Chesapeake (average of $281). Flying from Pensacola 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 PNS to C6E?

Find hourly flight availability from Pensacola 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 January 21, 2025.

When flying from Pensacola 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.

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 January 21, 2025.
Get a feel of what it's like to fly with Spirit Airlines, Breeze Airways and United Airlines from Pensacola to Chesapeake by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Breeze Airways
8.1
Very good
143 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Pensacola 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 Pensacola to Chesapeake?

    Pensacola (PNS), located 4.0 mi from the city center, is the airport you fly out of when you book flights from Pensacola to Chesapeake. 4 airlines have flights from Pensacola to Chesapeake on a regular basis. Booking flights from Pensacola 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 Pensacola to Chesapeake one-way?

    $161 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $214 and $234, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Pensacola to Chesapeake (average of $281). Flying from Pensacola 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.

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Top 4 airlines flying from Pensacola to Chesapeake

Discover the top 4 airlines that operate flights from Pensacola 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$111Average$175FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$208Average$234FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$249Average$401FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$251Average$435FlexibilityNo cancel feeOn-time71%
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