Pensacola

$147+ Cheap flights from Chesapeake, VA to Pensacola (PNS)

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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PNS
ene. 26 — feb. 21
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The best prices from Chesapeake to Pensacola are usually found in January or August, booked 36 days in advance, depart on a Monday or Wednesday and return on a Tuesday

Cheap flight deals from Chesapeake to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Chesapeake (C6E) to Pensacola (PNS). 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 enero 21, 2025.

Round-trip from

$147
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$296
From Chesapeake to Pensacola
Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in January 2025

Find flight deals from Chesapeake to Pensacola

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

This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/287:00 amORF - PNS
1 stop10h 57mSpirit Airlines
lun. 3/35:52 pmPNS - ORF
1 stop4h 29mSpirit Airlines
Deal found 1/20$147
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/287:00 amORF - PNS
1 stop10h 57mMultiple Airlines
dom. 3/24:25 pmPNS - ORF
2 stops22h 07mMultiple Airlines
Deal found 1/20$224
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.
mié. 2/266:47 amORF - PNS
1 stop4h 10mDelta
mar. 3/49:41 amPNS - ORF
1 stop4h 32mDelta
Deal found 1/20$297
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/612:25 pmORF - PNS
Nonstop4h 20mBreeze Airways
jue. 3/134:25 pmPNS - ORF
Nonstop4h 12mBreeze Airways
Deal found 1/21$299
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.
mié. 2/262:48 pmORF - PNS
1 stop7h 23mAmerican Airlines
mar. 3/45:22 amPNS - ORF
2 stops8h 21mAmerican Airlines
Deal found 1/20$302
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/46:35 amORF - PNS
1 stop7h 48mUnited Airlines
sáb. 2/83:10 pmPNS - ORF
1 stop6h 35mUnited Airlines
Deal found 1/20$367
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/32:40 pmORF - PNS
2 stops7h 55mSouthwest
vie. 3/71:30 pmPNS - ORF
1 stop9h 00mSouthwest
Deal found 1/21$372

Find flights from Chesapeake to Pensacola within your budget

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

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NorfolkPensacola

ORF - PNS

ORFPNS

Norfolk

vie. 2/28

7:00 am-4:57 pm

1 stop10h 57m

Pensacola

lun. 3/3

5:52 pm-11:21 pm

1 stop4h 29m

$147

NorfolkPensacola

ORF - PNS

ORFPNS

Norfolk

vie. 2/28

7:00 am-4:57 pm

1 stop10h 57m

Pensacola

dom. 3/2

4:25 pm-3:32 pm

2 stops22h 07m

$224

NorfolkPensacola

ORF - PNS

ORFPNS

Norfolk

mié. 2/26

6:47 am-9:57 am

1 stop4h 10m

Pensacola

mar. 3/4

9:41 am-3:13 pm

1 stop4h 32m

$297

NorfolkPensacola

ORF - PNS

ORFPNS

Norfolk

jue. 3/6

12:25 pm-3:45 pm

Nonstop4h 20m

Pensacola

jue. 3/13

4:25 pm-9:37 pm

Nonstop4h 12m

$299

NorfolkPensacola

ORF - PNS

ORFPNS

Norfolk

mié. 2/26

2:48 pm-9:11 pm

1 stop7h 23m

Pensacola

mar. 3/4

5:22 am-2:43 pm

2 stops8h 21m

$302

NorfolkPensacola

ORF - PNS

ORFPNS

Norfolk

mar. 2/4

6:35 am-1:23 pm

1 stop7h 48m

Pensacola

sáb. 2/8

3:10 pm-10:45 pm

1 stop6h 35m

$367

NorfolkPensacola

ORF - PNS

ORFPNS

Norfolk

lun. 3/3

2:40 pm-9:35 pm

2 stops7h 55m

Pensacola

vie. 3/7

1:30 pm-11:30 pm

1 stop9h 00m

$372

NorfolkPensacola

ORF - PNS

ORFPNS

Norfolk

vie. 3/7

5:05 pm-10:50 pm

1 stop6h 45m

$184

NorfolkPensacola

ORF - PNS

ORFPNS

Norfolk

mié. 4/30

6:00 am-6:40 am

2 stops25h 40m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Best time to book a flight from Chesapeake to Pensacola

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

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

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

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

The price you pay for your flight from Chesapeake to Pensacola may vary depending on when you book. For the best chance of a lower fare, look to book 36 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 Chesapeake to Pensacola?

Currently, September is the cheapest month in which you can book a flight from Chesapeake to Pensacola (average of $306). Flying from Chesapeake to Pensacola in March is currently the most expensive (average of $418). 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 C6E to PNS?

Find hourly flight availability from Chesapeake to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Pensacola as you normally would.

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

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

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

Rainfall in Pensacola by month

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

In terms of precipitation, rainfall in Pensacola ranges from 4.2 - 7.4 inches per month. July is typically the wettest month, when rainfall can reach 7.4 in. May is typically the driest time to visit Pensacola when rainfall is around 4.2 in.

Temperature in Pensacola by month

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

If weather is an important factor for your trip to Pensacola, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Pensacola

Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated enero 21, 2025.
Read reviews from past customers who have flown Spirit Airlines and Breeze Airways from Chesapeake to Pensacola. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

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.

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

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

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.

8.1
Very good
143 reviews
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

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.

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

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

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.

7.4
Good
8,984 reviews
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

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.

7.2
Good
10,000 reviews
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

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 Chesapeake to Pensacola. 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 into for flights to Pensacola from Chesapeake?

    Located just 4.0 mi from the city center, Pensacola is the airport most travelers will use when flying to Pensacola from Chesapeake. Booking flights from Chesapeake to Pensacola (PNS) should be relatively easy as there are 0 daily inbound flights from Chesapeake from 4 different airlines.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Chesapeake to Pensacola (average of $306). Flying from Chesapeake to Pensacola in March is currently the most expensive (average of $418). 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

Traveling to a place near Chesapeake?

Book flights to Chesapeake if you plan to visit one of these locations
Navarre
Foley
Perdido Key
Milton
Atmore
Navarre Beach
Warrington

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Alternative routes for Chesapeake to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Chesapeake to Pensacola

Discover the top 4 airlines that operate flights from Chesapeake to Pensacola. 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$91Average$186FlexibilityNo cancel feeOn-time65%
DeltaCheapest$245Average$406FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$249Average$293FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$260Average$450FlexibilityNo cancel feeOn-time71%
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