Pensacola

$98+ Cheap flights from Massachusetts to Pensacola (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
Oct 16 — Oct 231
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Cheap flight deals from Massachusetts to Pensacola

Keep the following information in mind while searching for Massachusetts to Pensacola flight deals. Data was last updated September 16, 2025.

Round-trip from

$191
(Cheapflightsfares)

One-way from

$98
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$288
From Massachusetts to Pensacola
One-way flight from Massachusetts to Pensacola
Highest demand for flights based on searches. 6% potential increase in price ($27 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find flight deals from Massachusetts to Pensacola

Cheapest flights from Massachusetts to Pensacola
Explore the most affordable flight options available from Massachusetts to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/26:10 amBOS - PNS
1 stop10h 29mSpirit Airlines
Sat 10/44:44 pmPNS - BOS
1 stop6h 13mSpirit Airlines
Deal found 9/15$191
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 11/135:45 amBOS - PNS
1 stop10h 51mSpirit Airlines
Tue 11/184:41 pmPNS - BOS
1 stop6h 59mSpirit Airlines
Deal found 9/14$202
This Priceline deal was found by Cheapflights users on 9/16. 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.
Sat 10/46:10 amBOS - PNS
1 stop10h 29mSpirit Airlines
Mon 10/64:36 pmPNS - BOS
1 stop6h 23mSpirit Airlines
Deal found 9/16$203
This Expedia deal was found by Cheapflights users on 9/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amBDL - PNS
1 stop11h 04mBreeze Airways
Sat 11/154:44 pmPNS - BDL
1 stop6h 13mBreeze Airways
Deal found 9/14$203
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/16:00 amBDL - PNS
1 stop11h 04mBreeze Airways
Sat 11/84:44 pmPNS - BDL
1 stop5h 13mBreeze Airways
Deal found 9/15$210
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Wed 11/125:45 amBOS - PNS
1 stop10h 51mSpirit Airlines
Sun 11/164:41 pmPNS - BOS
1 stop6h 59mSpirit Airlines
Deal found 9/16$212
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/297:05 amBDL - PNS
2 stops13h 09mBreeze Airways
Wed 10/14:44 pmPNS - BDL
1 stop6h 13mBreeze Airways
Deal found 9/15$214
This Priceline deal was found by Cheapflights users on 9/15. 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 11/135:45 amBOS - PNS
1 stop10h 51mSpirit Airlines
Sun 11/164:41 pmPNS - BOS
1 stop6h 59mSpirit Airlines
Deal found 9/15$225
This Priceline deal was found by Cheapflights users on 9/15. 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.
Tue 9/306:10 amBOS - PNS
1 stop10h 29mSpirit Airlines
Sat 10/44:44 pmPNS - BOS
1 stop6h 13mSpirit Airlines
Deal found 9/15$228
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Fri 10/36:10 amBOS - PNS
1 stop10h 29mSpirit Airlines
Sat 10/44:44 pmPNS - BOS
1 stop6h 13mSpirit Airlines
Deal found 9/15$231
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/298:52 pmBDL - PNS
1 stop22h 18mMultiple Airlines
Wed 10/14:44 pmPNS - BDL
1 stop6h 13mMultiple Airlines
Deal found 9/15$234
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Fri 10/36:10 amBOS - PNS
1 stop10h 29mSpirit Airlines
Mon 10/64:36 pmPNS - BOS
1 stop6h 23mSpirit Airlines
Deal found 9/16$236

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 September 16, 2025.
Use the filters below to find and compare flights from Massachusetts to Pensacola that are best for you.

Fly from

Massachusetts

Fly to

Pensacola

Route

Depart

Return

Price

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Thu 12/11

5:45 am-3:36 pm

1 stop10h 51m

Pensacola

Sun 12/14

4:41 pm-12:40 am

1 stop6h 59m

$227

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Mon 9/29

8:52 pm-6:10 pm

1 stop22h 18m

Pensacola

Wed 10/1

4:44 pm-11:57 pm

1 stop6h 13m

$234

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Wed 12/10

2:05 pm-8:31 pm

1 stop7h 26m

Pensacola

Mon 12/15

3:41 pm-9:36 pm

1 stop4h 55m

$287

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sat 11/8

6:00 am-2:02 pm

2 stops9h 02m

Pensacola

Sat 11/15

7:25 am-4:31 pm

2 stops8h 06m

$287

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Wed 12/10

5:50 am-1:58 pm

2 stops9h 08m

Pensacola

Mon 12/15

2:15 pm-9:43 pm

1 stop6h 28m

$292

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 10/7

5:40 am-10:39 am

1 stop5h 59m

Pensacola

Tue 10/14

4:20 pm-1:13 am

1 stop7h 53m

$297

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 10/28

5:00 am-9:10 am

1 stop5h 10m

Pensacola

Tue 11/4

4:15 pm-10:15 pm

1 stop5h 00m

$297

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Wed 12/10

12:40 pm-6:35 pm

2 stops6h 55m

Pensacola

Mon 12/15

1:25 pm-10:25 pm

2 stops8h 00m

$297

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Mon 9/29

8:52 pm-6:10 pm

1 stop22h 18m

Pensacola

Fri 10/3

7:10 pm-1:44 pm

1 stop17h 34m

$299

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sun 10/26

6:00 am-3:31 pm

2 stops10h 31m

Pensacola

Wed 10/29

4:44 pm-11:57 pm

1 stop6h 13m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Pensacola

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

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

Currently, September is the cheapest month in which you can book a flight from Massachusetts to Pensacola (average of $302). Flying from Massachusetts to Pensacola in March is currently the most expensive (average of $415). 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 MA to PNS?

Find hourly flight availability from Massachusetts 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 September 16, 2025.

When flying from Massachusetts to Pensacola, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts 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 Massachusetts?

    Pensacola (PNS) is the airport you will fly into if you book a flight from Massachusetts to Pensacola. It is only a 4.0 mi journey from Pensacola (PNS) to Pensacola’s city center.

  • How long is the flight from Massachusetts to Pensacola?

    For as low as $287, Spirit Airlines can have you in Pensacola from Massachusetts in 7h 26m. Airlines will cover a distance of 1123 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $98. Spirit Airlines flights start at $107 while deals on American Airlines start at $144 one-way.

  • What are the most popular routes from Massachusetts to Pensacola?

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Massachusetts to Pensacola (average of $302). Flying from Massachusetts to Pensacola in March is currently the most expensive (average of $415). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Massachusetts to Pensacola

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

Top 4 airlines flying from Massachusetts to Pensacola

Discover the top 4 airlines that operate flights from Massachusetts 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$143Average$242FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$282Average$416FlexibilityNo cancel feeOn-time71%
DeltaCheapest$304Average$452FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$316Average$455FlexibilityNo cancel feeOn-time63%

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