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Massachusetts

$96+ Cheap flights from Pensacola (PNS) to Massachusetts

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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — BOS
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Pensacola to Massachusetts

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

Round-trip from

$193
(Cheapflightsfares)

One-way from

$96
(Cheapflightsfares)

Popular in

November

Cheapest in

July

Average price

$386
From Pensacola to Massachusetts
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One-way flight from Pensacola to Massachusetts
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Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Pensacola to Massachusetts

Cheapest flights from Pensacola to Massachusetts
Explore the most affordable flight options available from Pensacola to Massachusetts. 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 9/14. 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.
Tue 11/114:41 pmPNS - BOS
1 stop6h 59mSpirit Airlines
Wed 12/35:45 amBOS - PNS
1 stop10h 51mSpirit Airlines
Deal found 9/14$193
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.
Wed 10/14:44 pmPNS - BOS
1 stop6h 13mSpirit Airlines
Sat 10/46:10 amBOS - PNS
1 stop10h 29mSpirit Airlines
Deal found 9/14$200
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.
Fri 11/144:41 pmPNS - BOS
1 stop6h 59mSpirit Airlines
Mon 11/175:45 amBOS - PNS
1 stop10h 51mSpirit Airlines
Deal found 9/14$212
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.
Mon 9/294:44 pmPNS - BOS
1 stop6h 13mSpirit Airlines
Thu 10/26:10 amBOS - PNS
1 stop10h 29mSpirit Airlines
Deal found 9/15$215
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:44 pmPNS - BOS
1 stop16h 52mMultiple Airlines
Tue 12/911:19 amBOS - PNS
1 stop29h 17mMultiple Airlines
Deal found 9/14$218
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.
Sat 10/44:44 pmPNS - BOS
1 stop6h 13mSpirit Airlines
Sun 10/126:16 amBOS - PNS
1 stop10h 15mSpirit Airlines
Deal found 9/15$221
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.
Mon 9/294:44 pmPNS - BOS
1 stop6h 13mSpirit Airlines
Mon 10/206:16 amBOS - PNS
1 stop10h 15mSpirit Airlines
Deal found 9/15$226
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/154:44 pmPNS - BDL
1 stop6h 13mBreeze Airways
Wed 10/227:00 amBDL - PNS
1 stop10h 04mBreeze Airways
Deal found 9/15$228
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/304:44 pmPNS - BOS
1 stop6h 13mSpirit Airlines
Sat 10/46:10 amBOS - PNS
1 stop10h 29mSpirit Airlines
Deal found 9/15$229
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 10/164:36 pmPNS - BOS
1 stop6h 23mSpirit Airlines
Sun 10/196:16 amBOS - PNS
1 stop10h 15mSpirit Airlines
Deal found 9/15$230
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/204:36 pmPNS - BOS
1 stop17h 50mSpirit Airlines
Sat 10/2512:31 pmBOS - PNS
1 stop28h 00mSpirit Airlines
Deal found 9/14$232
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/204:36 pmPNS - BOS
1 stop17h 50mSpirit Airlines
Wed 10/223:00 pmBOS - PNS
1 stop25h 31mSpirit Airlines
Deal found 9/14$233

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Massachusetts 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 Pensacola to Massachusetts that are best for you.

Fly from

Pensacola

Fly to

Massachusetts

Route

Depart

Return

Price

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Tue 11/11

4:41 pm-12:40 am

1 stop6h 59m

Boston Logan Intl

Wed 12/3

5:45 am-3:36 pm

1 stop10h 51m

$193

PensacolaHartford

PNS - BDL

PNSBDL

Pensacola

Wed 10/15

4:44 pm-11:57 pm

1 stop6h 13m

Hartford Bradley Intl

Wed 10/22

7:00 am-4:04 pm

1 stop10h 04m

$228

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Fri 10/17

4:36 pm-11:26 am

1 stop17h 50m

Boston Logan Intl

Thu 10/23

8:31 am-6:15 pm

2 stops10h 44m

$265

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Mon 10/20

4:36 pm-11:26 am

1 stop17h 50m

Boston Logan Intl

Tue 10/21

2:15 pm-5:01 pm

1 stop27h 46m

$267

PensacolaHartford

PNS - BDL

PNSBDL

Pensacola

Sat 12/13

12:56 pm-10:28 pm

2 stops8h 32m

Hartford Bradley Intl

Wed 12/17

5:00 am-2:52 pm

2 stops10h 52m

$277

PensacolaAlbany

PNS - ALB

PNSALB

Pensacola

Tue 10/21

6:00 am-11:07 am

1 stop4h 07m

Albany Intl

Tue 10/28

5:45 am-12:04 pm

1 stop7h 19m

$277

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Tue 10/28

6:00 am-12:35 pm

1 stop5h 35m

Boston Logan Intl

Wed 10/29

5:40 am-10:42 am

1 stop6h 02m

$297

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Sat 10/25

4:20 pm-1:13 am

1 stop7h 53m

Boston Logan Intl

Wed 10/29

6:50 am-12:37 pm

1 stop6h 47m

$312

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Wed 10/1

4:44 pm-11:13 am

1 stop17h 29m

Boston Logan Intl

Tue 10/7

2:15 pm-5:01 pm

1 stop27h 46m

$317

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Wed 10/29

12:44 pm-9:27 pm

1 stop7h 43m

Boston Logan Intl

Fri 10/31

1:45 pm-7:17 pm

1 stop6h 32m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 58 results
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Best time to book a flight from Pensacola to Massachusetts

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

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

Currently, January is the cheapest month in which you can book a flight from Pensacola to Massachusetts (average of $218). Flying from Pensacola to Massachusetts in July is currently the most expensive (average of $311). 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 PNS to MA?

Find hourly flight availability from Pensacola to Massachusetts. 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.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pensacola to Massachusetts as you normally would.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated September 16, 2025.
See what other customers who have flown with Southwest, Delta, and American Airlines from Pensacola to Massachusetts have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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
8,019 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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 Pensacola to Massachusetts. 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 from for flights from Pensacola to Massachusetts?

    Located just 4.0 mi from the city center, Pensacola (PNS) is the airport most travelers will use when flying to Massachusetts from Pensacola.

  • How long is the flight from Pensacola to Massachusetts?

    Airlines like Spirit Airlines, Breeze Airways, and American Airlines fly from Pensacola to Massachusetts in about 6h 13m. The time it takes to get you to your destination can typically vary by up to 2h 19m. There are 1128 mi between Pensacola and Massachusetts. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $103. Users have also found prices from $107 and $144 on Spirit Airlines and United Airlines, respectively.

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

    When deciding which route to take from Pensacola to Massachusetts consider Pensacola - Boston Logan Intl, Pensacola - Hartford Bradley Intl or Pensacola - Albany Intl as they are the most popular.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Pensacola to Massachusetts (average of $218). Flying from Pensacola to Massachusetts in July is currently the most expensive (average of $311). 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

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Top 4 airlines flying from Pensacola to Massachusetts

Discover the top 4 airlines that operate flights from Pensacola to Massachusetts. 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$173Average$243FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$284Average$386FlexibilityNo cancel feeOn-time63%
DeltaCheapest$284Average$398FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$295Average$406FlexibilityNo cancel feeOn-time71%

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