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Chesapeake

$107+ Cheap flights from Pensacola (PNS) 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — RIC
Nov 7 — Nov 141
Fri 11/7
Fri 11/14
1 adult, Economy
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Cheap flight deals from Pensacola to Chesapeake

Keep the following information in mind while searching for Pensacola to Chesapeake flight deals. Data was last updated October 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$223
(Priceline)

One-way from

$107
(CheapOair)

Popular in

January

Cheapest in

August

Average price

$366
Provider with most accurate pricing for Pensacola-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Pensacola-Norfolk flights.
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From Pensacola to Chesapeake
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One-way flight from Pensacola to Chesapeake
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Highest demand for flights based on searches. 18% potential increase in price ($83 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 8, 2025.

This Priceline deal was found by Cheapflights users on 10/6. 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 10/3010:28 amPNS - ORF
1 stop5h 11mMultiple Airlines
Mon 11/37:00 amORF - PNS
1 stop8h 55mMultiple Airlines
Deal found 10/6$223
This Priceline deal was found by Cheapflights users on 10/6. 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 11/611:17 amPNS - ORF
1 stop7h 51mMultiple Airlines
Mon 11/177:00 amORF - PNS
1 stop8h 55mMultiple Airlines
Deal found 10/6$224
This CheapOair deal was found by Cheapflights users on 10/7. 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 12/44:41 pmPNS - ORF
1 stop5h 02mSpirit Airlines
Sun 12/77:30 amORF - PNS
1 stop9h 06mSpirit Airlines
Deal found 10/7$235
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:14 pmPNS - ORF
1 stop8h 44mMultiple Airlines
Sun 11/91:06 pmORF - PNS
1 stop22h 16mMultiple Airlines
Deal found 10/6$241
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:16 pmPNS - ORF
1 stop21h 42mSpirit Airlines
Wed 11/126:33 pmORF - PNS
1 stop16h 49mSpirit Airlines
Deal found 10/7$246
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Thu 11/612:57 pmPNS - ORF
1 stop5h 21mAmerican Airlines
Mon 11/175:55 amORF - PNS
2 stops6h 16mAmerican Airlines
Deal found 10/6$262
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Wed 11/52:17 pmPNS - ORF
2 stops8h 21mUnited Airlines
Wed 11/126:20 amORF - PNS
2 stops7h 55mUnited Airlines
Deal found 10/7$267
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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.
Thu 10/2310:28 amPNS - ORF
1 stop5h 11mSpirit Airlines
Sun 10/265:24 amORF - PNS
1 stop11h 07mSpirit Airlines
Deal found 10/7$270
This CheapOair deal was found by Cheapflights users on 10/7. 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 10/2310:28 amPNS - ORF
1 stop5h 11mSpirit Airlines
Mon 10/275:24 amORF - PNS
1 stop11h 07mSpirit Airlines
Deal found 10/7$271
This Delta deal was found by Cheapflights users on 10/6. 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 11/69:31 amPNS - ORF
1 stop6h 41mDelta
Sat 11/84:23 pmORF - PNS
1 stop6h 19mDelta
Deal found 10/6$272
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Thu 11/67:25 amPNS - ORF
1 stop6h 37mAmerican Airlines
Sat 11/83:13 pmORF - PNS
2 stops7h 08mAmerican Airlines
Deal found 10/6$277

Cheapflights Fare Finder

 
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 October 8, 2025.
Use the filters below to find and compare flights from Pensacola to Chesapeake that are best for you.

Fly from

Pensacola

Fly to

Chesapeake

Route

Depart

Return

Price

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 10/30

10:28 am-4:39 pm

1 stop5h 11m

Norfolk

Mon 11/3

7:00 am-2:55 pm

1 stop8h 55m

$223

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 11/6

11:17 am-8:08 pm

1 stop7h 51m

Norfolk

Mon 11/17

7:00 am-2:55 pm

1 stop8h 55m

$224

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Wed 11/5

8:16 pm-6:58 pm

1 stop21h 42m

Norfolk

Wed 11/12

6:33 pm-10:22 am

1 stop16h 49m

$246

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Wed 11/5

2:17 pm-9:38 pm

1 stop6h 21m

Norfolk

Wed 11/12

6:20 am-1:15 pm

2 stops7h 55m

$262

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 11/6

8:16 pm-10:48 am

2 stops13h 32m

Norfolk

Sun 11/9

1:06 pm-10:22 am

1 stop22h 16m

$271

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 11/6

9:31 am-5:12 pm

1 stop6h 41m

Norfolk

Sat 11/8

4:23 pm-9:42 pm

1 stop6h 19m

$272

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 11/6

7:25 am-3:02 pm

1 stop6h 37m

Norfolk

Sat 11/8

3:13 pm-9:21 pm

2 stops7h 08m

$277

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Sat 11/1

7:00 am-12:31 pm

1 stop4h 31m

Norfolk

Sat 11/8

7:00 am-10:16 am

1 stop4h 16m

$287

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Mon 10/27

7:54 pm-3:41 pm

1 stop18h 47m

Norfolk

Tue 11/4

6:33 pm-4:04 pm

2 stops22h 31m

$320

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Tue 11/4

2:17 pm-9:38 pm

1 stop6h 21m

Norfolk

Fri 11/7

6:35 am-1:15 pm

1 stop7h 40m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 18 results
1
2

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.

Cheapflights Insights

Everything you need to know about your flight from Pensacola to Chesapeake

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

Currently, September is the cheapest month in which you can book a flight from Pensacola to Chesapeake (average of $125). Flying from Pensacola to Chesapeake in December is currently the most expensive (average of $303). 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 October 8, 2025.

It’s optimal to fly from Pensacola to Chesapeake at noon. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight in the afternoon.

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 October 8, 2025.
Read reviews from past customers who have flown Delta, American Airlines, and Spirit Airlines from Pensacola to Chesapeake. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,969 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,969 reviews
Delta
8.0
Very good
7,969 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,042 reviews
Delta
8.0
Very good
7,969 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,082 reviews
Delta
8.0
Very good
7,969 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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. 3 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.

  • How long is the flight from Pensacola to Chesapeake?

    There are many flights that can get you from Pensacola to Chesapeake in 6h 21m. Fly via Spirit Airlines or United Airlines to get the fastest option. The distance between Pensacola and Chesapeake is about 770 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, September is the cheapest month in which you can book a flight from Pensacola to Chesapeake (average of $125). Flying from Pensacola to Chesapeake in December is currently the most expensive (average of $303). 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 3 airlines flying from Pensacola to Chesapeake

Discover the top 3 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 October 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$109Average$273FlexibilityNo cancel feeOn-time65%
DeltaCheapest$194Average$379FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$400FlexibilityNo cancel feeOn-time71%

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