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$105+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PNS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 69 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 June 12, 2025.

Round-trip from

$219
(FlightHub)

One-way from

$105
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$386
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. 7% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Priceline deal was found by Cheapflights users on 6/12. 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.
Wed 7/96:10 amBOS - PNS
1 stop7h 38mSpirit Airlines
Sat 7/121:39 pmPNS - BOS
1 stop9h 09mSpirit Airlines
Deal found 6/12$209
This Delta deal was found by Cheapflights users on 6/10. 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 10/87:00 amBOS - PNS
1 stop6h 50mDelta
Wed 10/151:59 pmPNS - BOS
1 stop7h 22mDelta
Deal found 6/10$285
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/1611:01 amBOS - PNS
2 stops32h 28mMultiple Airlines
Wed 7/236:00 amPNS - BOS
2 stops28h 31mMultiple Airlines
Deal found 6/10$302
This United Airlines deal was found by Cheapflights users on 6/12. 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.
Fri 8/225:30 amBOS - PNS
2 stops8h 48mUnited Airlines
Wed 8/273:13 pmPNS - BOS
1 stop7h 15mUnited Airlines
Deal found 6/12$326
This Southwest deal was found by Cheapflights users on 6/11. 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.
Wed 9/107:35 amBOS - PNS
2 stops9h 00mSouthwest
Mon 9/157:20 amPNS - BOS
2 stops9h 50mSouthwest
Deal found 6/11$382
This American Airlines deal was found by Cheapflights users on 6/12. 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 10/95:55 amBOS - PNS
1 stop7h 19mAmerican Airlines
Sun 10/127:03 pmPNS - BOS
1 stop4h 29mAmerican Airlines
Deal found 6/12$399

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 June 12, 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

Wed 7/9

6:10 am-12:48 pm

1 stop7h 38m

Pensacola

Sat 7/12

1:39 pm-11:48 pm

1 stop9h 09m

$209

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Thu 8/7

4:34 pm-11:41 pm

1 stop8h 07m

Pensacola

Mon 8/11

12:10 pm-6:41 pm

1 stop5h 31m

$285

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Wed 7/16

11:01 am-6:29 pm

2 stops32h 28m

Pensacola

Wed 7/23

6:00 am-11:31 am

2 stops28h 31m

$302

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Fri 8/22

5:30 am-1:18 pm

2 stops8h 48m

Pensacola

Wed 8/27

3:13 pm-11:28 pm

1 stop7h 15m

$326

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Wed 9/10

7:35 am-3:35 pm

2 stops9h 00m

Pensacola

Mon 9/15

7:20 am-6:10 pm

2 stops9h 50m

$382

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Fri 8/1

6:50 am-10:24 am

1 stop4h 34m

Pensacola

Mon 8/4

7:28 pm-1:39 am

1 stop5h 11m

$386

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 7/1

4:44 pm-7:51 am

1 stop16h 07m

$105

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sun 8/10

6:00 am-6:40 am

1 stop25h 40m

$130

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Thu 6/26

7:00 am-2:45 pm

2 stops8h 45m

$239

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Fri 6/20

6:15 am-3:02 pm

2 stops9h 47m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 12 results
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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 June 9, 2025.

To ensure you get the cheapest price possible for a flight from Boston to Pensacola, you should look to book at least 69 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, September is the cheapest month in which you can book a flight from Boston to Pensacola (average of $306). Flying from Boston 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 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 June 12, 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. Saturday mornings 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 June 12, 2025.
To help decide which airline to fly from Boston to Pensacola, see what other customers have to say about Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,052 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

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

    Cheapflights users have booked flights from Boston to Pensacola round-trip from $219. Other airlines that can offer you cheap pricing are American Airlines, from $285, and Southwest, from $326. These flights start at 44% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Boston to Pensacola one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $105. Users have also found prices from $239 and $301 on Southwest and Delta, respectively.

  • 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 Charlotte.

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

    The majority of Charlotte visitors spend their time at Carowind, Mint Museum Uptown, and NASCAR Hall of Fame. Carowind, Mint Museum Uptown, and NASCAR Hall of Fame are located about 8.2 mi, 5.4 mi, and 5.7 mi, respectively from Charlotte Douglas. Those landing in Charlotte looking to spend some time exploring during their layover can rent a car for about $48 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, September is the cheapest month in which you can book a flight from Boston to Pensacola (average of $306). Flying from Boston 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 Boston?

Book flights to Boston if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Perdido Key
Milton
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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$143Average$228FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$296Average$411FlexibilityNo cancel feeOn-time71%
DeltaCheapest$302Average$442FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$312Average$449FlexibilityNo cancel feeOn-time63%

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