HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pensacola

$69+ 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
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Pensacola with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:10 pm
BDL
-
PNS
1 stop21h 32m
Multiple Airlines
Wed 3/46:37 pm
PNS
-
BDL
1 stop15h 00m
Multiple Airlines
Deal found 1/25$145
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 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 1/25$146
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 2/254:22 pm
BOS
-
PNS
1 stop26h 20m
Multiple Airlines
Wed 3/411:18 am
PNS
-
BOS
1 stop22h 32m
Multiple Airlines
Deal found 1/24$172
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 2/244:22 pm
BOS
-
PNS
1 stop26h 20m
Spirit Airlines
Tue 3/36:37 pm
PNS
-
BOS
1 stop16h 11m
Spirit Airlines
Deal found 1/24$173
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Tue 2/249:49 am
BDL
-
PNS
2 stops31h 05m
Multiple Airlines
Tue 3/36:37 pm
PNS
-
BDL
1 stop13h 46m
Multiple Airlines
Deal found 1/26$174
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 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
Sat 2/2811:18 am
PNS
-
BDL
1 stop5h 05m
Multiple Airlines
Deal found 1/25$178
This Mytrip deal was found by Cheapflights users on 1/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:27 am
BOS
-
PNS
1 stop11h 27m
Spirit Airlines
Mon 3/96:37 pm
PNS
-
BOS
1 stop16h 11m
Spirit Airlines
Deal found 1/26$181
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:08 pm
BDL
-
PNS
1 stop22h 34m
Multiple Airlines
Fri 3/137:00 am
PNS
-
BDL
1 stop11h 13m
Multiple Airlines
Deal found 1/25$189
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:27 am
BOS
-
PNS
1 stop11h 27m
Spirit Airlines
Wed 3/187:00 am
PNS
-
BOS
1 stop8h 44m
Spirit Airlines
Deal found 1/27$192
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/175:40 am
BOS
-
PNS
1 stop8h 44m
Spirit Airlines
Wed 3/252:24 pm
PNS
-
BOS
1 stop8h 35m
Spirit Airlines
Deal found 1/27$194
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 2/246:00 am
BOS
-
PNS
2 stops12h 42m
Multiple Airlines
Wed 3/411:18 am
PNS
-
BOS
1 stop22h 32m
Multiple Airlines
Deal found 1/24$198
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 2/224:22 pm
BOS
-
PNS
1 stop26h 20m
Spirit Airlines
Mon 3/26:37 pm
PNS
-
BOS
2 stops28h 07m
Spirit Airlines
Deal found 1/24$201

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$145
(Kiwi.com)

One-way from

$69
(Trip.com)

Popular in

November

Cheapest in

September

Average price

$476
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. 14% potential increase in price ($69 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 January 2026
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 January 27, 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-5:42 pm

1 stop8h 53m

Pensacola

Tue 3/3

6:37 pm-9:23 am

1 stop13h 46m

$146

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sun 3/1

9:10 pm-3:54 pm

2 stops19h 44m

Pensacola

Wed 3/4

6:37 pm-10:37 am

1 stop15h 00m

$174

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Tue 2/10

8:05 am-10:38 am

1 stop27h 33m

Pensacola

Sat 2/14

11:18 am-5:23 pm

1 stop5h 05m

$217

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Thu 4/30

7:00 am-9:21 pm

1 stop15h 21m

Pensacola

Tue 5/5

1:47 pm-11:59 pm

1 stop9h 12m

$263

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Mon 4/27

8:08 pm-9:21 pm

1 stop26h 13m

Pensacola

Mon 5/4

6:00 am-4:05 am

2 stops45h 05m

$266

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Mon 4/13

10:52 am-1:24 pm

1 stop27h 32m

Pensacola

Thu 4/23

1:47 pm-10:02 am

1 stop19h 15m

$296

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Mon 4/27

8:08 pm-9:21 pm

1 stop26h 13m

Pensacola

Sun 5/3

6:00 am-7:17 pm

1 stop12h 17m

$322

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sat 3/14

8:08 pm-8:55 am

1 stop13h 47m

Pensacola

Fri 3/20

7:00 am-7:13 pm

1 stop11h 13m

$326

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Fri 4/3

7:09 pm-10:38 am

1 stop16h 29m

Pensacola

Wed 4/8

11:18 am-11:21 am

1 stop23h 03m

$331

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Wed 2/18

6:46 pm-11:11 pm

1 stop5h 25m

Pensacola

Wed 2/25

4:04 pm-9:30 pm

1 stop4h 26m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 48 results
1
2
3
...
5

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 $342, Breeze Airways can have you in Pensacola from Massachusetts in 6h 58m. 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 $82. 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.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
Newark to West Palm Beach flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to West Palm Beach flights
Newark to Orlando flights
John F Kennedy Intl to Tampa flights
LaGuardia to Orlando flights
Dulles Intl to Miami flights
Newark to Tampa flights
LaGuardia to Tampa flights
Detroit to Fort Lauderdale flights
Minneapolis to Orlando flights
Boston to Fort Lauderdale flights
Boston to Tampa flights
Reagan-National to Miami flights
Detroit to Orlando flights
Boston to Miami flights
O'Hare Intl to Fort Lauderdale flights
LaGuardia to West Palm Beach flights
Philadelphia to Miami flights
Baltimore to Fort Lauderdale flights
Minneapolis to Fort Myers flights
Philadelphia to Fort Lauderdale flights
Detroit to Miami flights
Boston to West Palm Beach flights
Dulles Intl to Orlando flights
Philadelphia to Orlando flights
Boston to Orlando flights
O'Hare Intl to Miami flights
O'Hare Intl to Orlando flights
Cleveland to Orlando flights
Dallas/Fort Worth to Orlando flights
Los Angeles to Orlando flights
John F Kennedy Intl to Fort Myers flights
Los Angeles to Miami flights
Reagan-National to Orlando flights
Baltimore to Miami flights
Dulles Intl to Fort Lauderdale flights
Baltimore to Orlando flights
Newark to Fort Myers flights
Philadelphia to Tampa flights
O'Hare Intl to Tampa flights
Minneapolis to Tampa flights
Dulles Intl to Tampa flights
Reagan-National to Fort Lauderdale flights

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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$156Average$268FlexibilityNo cancel feeOn-time65%
DeltaCheapest$258Average$480FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$277Average$408FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$301Average$456FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.