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Pensacola

$66+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PNS
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
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Cheap 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 February 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/249:49 am
BDL
-
PNS
1 stop8h 53m
Multiple Airlines
Tue 3/36:37 pm
PNS
-
BDL
1 stop13h 46m
Multiple Airlines
Deal found 2/10$142
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/114:22 pm
BOS
-
PNS
1 stop17h 33m
Multiple Airlines
Wed 3/187:00 am
PNS
-
BOS
1 stop13h 33m
Multiple Airlines
Deal found 2/11$158
This Mytrip deal was found by Cheapflights users on 2/10. 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.
Tue 3/174:23 pm
BOS
-
PNS
1 stop5h 51m
Spirit Airlines
Tue 3/247:00 am
PNS
-
BOS
1 stop13h 33m
Spirit Airlines
Deal found 2/10$160
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 3/114:22 pm
BOS
-
PNS
1 stop7h 05m
Spirit Airlines
Wed 3/187:00 am
PNS
-
BOS
1 stop8h 54m
Spirit Airlines
Deal found 2/9$162
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/104:22 pm
BOS
-
PNS
1 stop26h 20m
Spirit Airlines
Wed 3/187:00 am
PNS
-
BOS
1 stop8h 54m
Spirit Airlines
Deal found 2/11$165
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/229:10 pm
BDL
-
PNS
1 stop21h 32m
Multiple Airlines
Wed 2/256:37 pm
PNS
-
BDL
1 stop15h 00m
Multiple Airlines
Deal found 2/9$165
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/114:22 pm
BOS
-
PNS
1 stop17h 33m
Multiple Airlines
Thu 3/199:40 am
PNS
-
BOS
1 stop10h 53m
Multiple Airlines
Deal found 2/11$168
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Tue 2/249:49 am
BDL
-
PNS
1 stop8h 53m
Multiple Airlines
Wed 2/256:37 pm
PNS
-
BDL
1 stop15h 00m
Multiple Airlines
Deal found 2/9$170
This Mytrip deal was found by Cheapflights users on 2/10. 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.
Mon 3/212:43 pm
BOS
-
PNS
1 stop5h 59m
Spirit Airlines
Wed 3/46:37 pm
PNS
-
BOS
1 stop16h 11m
Spirit Airlines
Deal found 2/10$171
This Cheapflightsfares deal was found by Cheapflights users on 2/8. 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 3/254:23 pm
BOS
-
PNS
1 stop5h 51m
Spirit Airlines
Thu 3/267:00 am
PNS
-
BOS
1 stop8h 54m
Spirit Airlines
Deal found 2/8$172
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/104:22 pm
BOS
-
PNS
1 stop26h 20m
Multiple Airlines
Thu 3/199:40 am
PNS
-
BOS
1 stop10h 53m
Multiple Airlines
Deal found 2/11$174
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Tue 5/511:16 am
BOS
-
PNS
1 stop11h 05m
Multiple Airlines
Tue 5/196:00 am
PNS
-
BOS
1 stop27h 21m
Multiple Airlines
Deal found 2/8$176

Find flight deals from Massachusetts to Pensacola

Keep the following information in mind while searching for Massachusetts to Pensacola flight deals. Data was last updated February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$142
(Kiwi.com)

One-way from

$66
(Trip.com)

Popular in

November

Cheapest in

September

Average price

$405

Good round-trip deal

$819 or less
Provider with most accurate pricing for Boston Logan Intl-Pensacola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Pensacola flights.
Search Deals
From Massachusetts to Pensacola
Search Deals
One-way flight from Massachusetts to Pensacola
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Massachusetts to Pensacola.
Search Deals

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 February 11, 2026.
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

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Tue 2/24

9:49 am-3:54 pm

2 stops31h 05m

Pensacola

Tue 3/3

6:37 pm-9:23 am

1 stop13h 46m

$173

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sun 2/22

9:10 pm-3:54 pm

2 stops19h 44m

Pensacola

Wed 2/25

6:37 pm-10:37 am

1 stop15h 00m

$180

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Wed 3/4

5:27 am-3:54 pm

1 stop11h 27m

Pensacola

Thu 3/5

5:20 pm-12:08 pm

1 stop17h 48m

$212

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Fri 4/3

9:45 am-9:14 pm

1 stop12h 29m

Pensacola

Tue 4/7

7:00 am-11:59 pm

2 stops15h 59m

$239

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Fri 2/27

6:00 am-10:38 am

2 stops29h 38m

Pensacola

Tue 3/3

6:37 pm-11:48 am

1 stop16h 11m

$241

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Tue 2/24

9:49 am-5:42 pm

1 stop8h 53m

Pensacola

Sat 2/28

6:37 pm-1:32 pm

2 stops17h 55m

$245

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Fri 4/17

10:52 am-12:52 pm

1 stop27h 00m

Pensacola

Sun 4/19

1:47 pm-10:02 am

1 stop19h 15m

$270

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Tue 3/10

12:13 pm-10:38 am

1 stop23h 25m

Pensacola

Tue 3/17

2:15 pm-11:21 am

2 stops44h 06m

$310

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Tue 7/21

7:15 am-9:46 am

1 stop27h 31m

Pensacola

Tue 7/28

6:00 am-12:41 am

1 stop17h 41m

$314

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Mon 2/23

10:00 am-5:42 pm

2 stops32h 42m

Pensacola

Sat 2/28

11:18 am-11:21 am

1 stop23h 03m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 50 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, June is the cheapest month in which you can book a flight from Massachusetts to Pensacola (average of $84). Flying from Massachusetts to Pensacola in November is currently the most expensive (average of $252). 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.

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 $335, Spirit Airlines can have you in Pensacola from Massachusetts in 5h 10m. 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $95. Delta flights start at $148 while deals on American Airlines start at $158 one-way.

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

    Most travelers choose Boston Logan Intl - Pensacola, Hartford Bradley Intl - Pensacola or Albany Intl - Pensacola when deciding on the best route from Massachusetts to Pensacola.

  • What are the cheapest flights from Massachusetts to Pensacola?

    Looking at all options, your cheapest flight can be booked for $769. While the most popular route (Boston Logan Intl - Pensacola) can be booked for $160 on average, our data indicates $879 when flying 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, June is the cheapest month in which you can book a flight from Massachusetts to Pensacola (average of $84). Flying from Massachusetts to Pensacola in November is currently the most expensive (average of $252). 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
Navarre Beach
Perdido Key
Warrington

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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.
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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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$278FlexibilityNo cancel feeOn-time65%
DeltaCheapest$258Average$492FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$276Average$406FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$301Average$456FlexibilityNo cancel feeOn-time63%

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