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Pensacola

$103+ Cheap flights from Boston to Pensacola (BOS - PNS)

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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PNS
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Pensacola are usually found in September or January, booked 78 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from Boston to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) 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 October 28, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$214
(Kiwi.com)

One-way from

$103
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$446
Provider with most accurate pricing for Boston Logan Intl-Pensacola flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Pensacola flights.
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From Boston Logan Intl to Pensacola
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One-way flight from Boston Logan Intl to Pensacola
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Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 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 Boston to Pensacola

Cheapest flights from Boston to Pensacola
Explore the most affordable flight options available from Boston to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sat 11/151:36 pmBOS - PNS
1 stop21h 46mSpirit Airlines
Mon 11/178:16 pmPNS - BOS
1 stop26h 43mSpirit Airlines
Deal found 10/27$214
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/1312:59 pmBOS - PNS
1 stop22h 23mMultiple Airlines
Wed 11/194:44 pmPNS - BOS
1 stop16h 40mMultiple Airlines
Deal found 10/27$220
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Mon 11/106:16 amBOS - PNS
1 stop13h 55mMultiple Airlines
Fri 11/1411:17 amPNS - BOS
1 stop20h 11mMultiple Airlines
Deal found 10/26$230
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 11/151:36 pmBOS - PNS
1 stop21h 46mSpirit Airlines
Mon 11/248:16 pmPNS - BOS
1 stop26h 37mSpirit Airlines
Deal found 10/28$233
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/1312:59 pmBOS - PNS
1 stop22h 23mMultiple Airlines
Sun 11/1611:17 amPNS - BOS
2 stops23h 18mMultiple Airlines
Deal found 10/27$249
This Mytrip deal was found by Cheapflights users on 10/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:45 amBOS - PNS
1 stop14h 26mSpirit Airlines
Wed 12/102:08 pmPNS - BOS
1 stop8h 48mSpirit Airlines
Deal found 10/25$251
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sun 12/711:28 amBOS - PNS
2 stops31h 46mMultiple Airlines
Sat 12/134:44 pmPNS - BOS
1 stop18h 18mMultiple Airlines
Deal found 10/27$255

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston 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 October 28, 2025.
Use the filters below to find and compare flights from Boston to Pensacola that are best for you.

Fly from

Boston

Fly to

Pensacola

Route

Depart

Return

Price

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sat 11/15

1:36 pm-10:22 am

1 stop21h 46m

Pensacola

Mon 11/24

8:16 pm-11:53 pm

1 stop26h 37m

$233

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sat 11/15

1:36 pm-10:22 am

1 stop21h 46m

Pensacola

Mon 11/24

5:54 pm-7:29 am

2 stops12h 35m

$265

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Mon 11/17

12:20 pm-7:11 pm

2 stops31h 51m

Pensacola

Mon 11/24

8:16 pm-11:53 pm

1 stop26h 37m

$281

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Mon 11/17

6:16 am-7:11 pm

1 stop13h 55m

Pensacola

Mon 11/24

8:16 pm-10:57 pm

3 stops25h 41m

$323

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sat 11/15

6:16 am-7:11 pm

1 stop13h 55m

Pensacola

Mon 11/17

11:17 am-11:59 pm

3 stops35h 42m

$326

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sun 12/7

5:30 am-1:17 pm

2 stops8h 47m

Pensacola

Sat 12/13

9:00 am-9:45 pm

2 stops11h 45m

$382

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sat 12/20

11:06 am-4:04 pm

1 stop5h 58m

Pensacola

Sun 12/28

7:09 pm-11:13 am

2 stops39h 04m

$387

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Mon 12/29

5:40 am-9:41 am

1 stop5h 01m

Pensacola

Thu 1/1

6:00 am-2:47 pm

1 stop7h 47m

$400

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Fri 11/14

6:00 am-7:11 pm

2 stops14h 11m

Pensacola

Mon 11/17

11:17 am-11:59 pm

3 stops35h 42m

$413

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Fri 1/2

5:20 am-1:31 pm

2 stops9h 11m

Pensacola

Sun 1/11

6:35 am-6:32 pm

2 stops10h 57m

$417

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 20 results
1
2

Compare providers for flights from Boston to Pensacola

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Pensacola in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Pensacola flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Boston-Pensacola flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Boston-Pensacola flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Pensacola flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Pensacola flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Boston to Pensacola

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

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

Use this chart to determine the optimal time to book a round-trip flight from Boston to Pensacola. Price data was last updated on October 24, 2025.

To ensure you get the cheapest price possible for a flight from Boston to Pensacola, you should look to book at least 78 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, May is the cheapest month in which you can book a flight from Boston to Pensacola (average of $70). Flying from Boston to Pensacola in April is currently the most expensive (average of $185). 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 BOS to PNS?

Find hourly flight availability from Boston 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 October 28, 2025.

One of the essential ways to save on airfare from Boston to Pensacola is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 73% on airfare.

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

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

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

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 October 28, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Boston to Pensacola by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,995 reviews
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,112 reviews
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Boston to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Boston to Pensacola?

    Spirit Airlines can get you from Boston to Pensacola in just under 21h 46m. Your travel time can differ by up to . The distance from Boston to Pensacola is about 1213 mi.

  • What are the cheapest airlines flying from Boston to Pensacola round-trip?

    Cheapflights users have booked flights from Boston to Pensacola round-trip from $143. Other airlines that can offer you cheap pricing are American Airlines, from $283, and Delta, from $302. These flights start at 64% lower than the current average price 3 months from now.

  • Where are the most common layover locations when flying from Boston to Pensacola?

    Of the flights from Boston to Pensacola that have layovers, most of them stop in Atlanta.

  • What are some popular things to do or see while on a layover in Atlanta?

    The majority of Atlanta visitors spend their time at Georgia Aquarium, Fox Theatre, and Centennial Olympic Park. Georgia Aquarium, Fox Theatre, and Centennial Olympic Park are located about 8.6 mi, 9.3 mi, and 8.4 mi, respectively from Atlanta Hartsfield-Jackson. Those landing in Atlanta looking to spend some time exploring during their layover can rent a car for about $59 per day.

  • Where are the least popular layover locations for Boston to Pensacola flights?

    Boston to Pensacola flights have a layover in Atlanta least often.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Boston to Pensacola (average of $70). Flying from Boston to Pensacola in April is currently the most expensive (average of $185). 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 Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Perdido Key
Navarre Beach
Warrington

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Top 4 airlines flying from Boston to Pensacola

Discover the top 4 airlines that operate flights from Boston 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$143Average$250FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$283Average$422FlexibilityNo cancel feeOn-time71%
DeltaCheapest$302Average$451FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$312Average$455FlexibilityNo cancel feeOn-time63%

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