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Chesapeake

$84+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — RIC
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
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 November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$191
(Kiwi.com)

One-way from

$84
(Trip.com)

Popular in

December

Cheapest in

August

Average price

$457
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. 21% potential increase in price ($99 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Fri 12/197:09 pmPNS - ORF
1 stop24h 21mSpirit Airlines
Mon 1/53:01 pmORF - PNS
1 stop23h 02mSpirit Airlines
Deal found 11/25$234
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/117:09 pmPNS - ORF
1 stop23h 07mSpirit Airlines
Wed 1/77:40 pmORF - PNS
1 stop21h 57mSpirit Airlines
Deal found 11/24$237
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Mon 12/227:09 pmPNS - ORF
1 stop17h 57mSpirit Airlines
Tue 12/307:40 pmORF - PNS
2 stops18h 23mSpirit Airlines
Deal found 11/25$240
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Mon 12/87:09 pmPNS - ORF
1 stop23h 07mMultiple Airlines
Fri 12/1210:05 pmORF - PNS
2 stops18h 59mMultiple Airlines
Deal found 11/24$243
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Fri 12/193:35 pmPNS - ORF
2 stops21h 31mMultiple Airlines
Mon 1/53:01 pmORF - PNS
1 stop23h 02mMultiple Airlines
Deal found 11/25$261
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Mon 12/87:09 pmPNS - ORF
1 stop23h 07mSpirit Airlines
Fri 12/128:11 pmORF - PNS
1 stop23h 03mSpirit Airlines
Deal found 11/24$264
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Fri 12/197:09 pmPNS - ORF
1 stop24h 21mMultiple Airlines
Sat 1/39:39 pmORF - PNS
2 stops45h 35mMultiple Airlines
Deal found 11/25$275
This Kiwi.com deal was found by Cheapflights users on 11/26. 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.
Fri 12/197:09 pmPNS - ORF
1 stop24h 21mSpirit Airlines
Tue 12/237:40 pmORF - PNS
2 stops18h 23mSpirit Airlines
Deal found 11/26$283

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 November 26, 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

Fri 12/19

7:09 pm-8:30 pm

1 stop24h 21m

Norfolk

Mon 1/5

3:01 pm-1:03 pm

1 stop23h 02m

$234

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 12/11

7:09 pm-7:16 pm

1 stop23h 07m

Norfolk

Wed 1/7

7:40 pm-4:37 pm

1 stop21h 57m

$237

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Mon 12/22

7:09 pm-2:06 pm

1 stop17h 57m

Norfolk

Tue 12/30

7:40 pm-1:03 pm

2 stops18h 23m

$240

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 1/8

5:33 pm-6:36 pm

2 stops24h 03m

Norfolk

Mon 1/12

6:45 am-4:37 pm

1 stop10h 52m

$240

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Wed 1/14

5:33 pm-6:36 pm

2 stops24h 03m

Norfolk

Sat 1/17

6:45 am-4:37 pm

1 stop10h 52m

$240

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 1/15

1:18 pm-10:26 pm

1 stop8h 08m

Norfolk

Mon 1/19

7:31 pm-4:37 pm

2 stops22h 06m

$246

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Fri 12/19

7:09 pm-8:30 pm

1 stop24h 21m

Norfolk

Sat 1/3

9:39 pm-6:14 pm

2 stops45h 35m

$275

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Mon 12/15

7:09 pm-7:16 pm

1 stop23h 07m

$84

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Thu 12/25

1:14 pm-10:58 pm

1 stop8h 44m

$93

PensacolaNorfolk

PNS - ORF

PNSORF

Pensacola

Sun 1/18

1:18 pm-10:26 pm

1 stop8h 08m

$103

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 15 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 November 26, 2025.

It’s optimal to fly from Pensacola to Chesapeake at noon. By choosing this option you can save up to 30% 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 November 26, 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
7.9
Good
7,998 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

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
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

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
11,038 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

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
8,158 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

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 24h 21m. Fly via Spirit Airlines to get the fastest option. The distance between Pensacola and Chesapeake is about 770 mi.

  • 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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Alternative routes for Pensacola to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$109Average$285FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$176Average$409FlexibilityNo cancel feeOn-time71%
DeltaCheapest$194Average$368FlexibilityNo cancel feeOn-timeN/A

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