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$109+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — BOS
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
1 adult, Economy
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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 October 31, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/31. 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.
Thu 11/1311:17 amPNS - BOS
1 stop20h 11mMultiple Airlines
Mon 11/176:16 amBOS - PNS
1 stop13h 55mMultiple Airlines
Deal found 10/31$242
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/231:44 pmPNS - BOS
1 stop19h 20mMultiple Airlines
Thu 11/275:45 pmBOS - PNS
1 stop24h 14mMultiple Airlines
Deal found 10/29$248
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Fri 12/57:09 pmPNS - BOS
1 stop27h 47mSpirit Airlines
Tue 12/95:45 amBOS - PNS
1 stop8h 28mSpirit Airlines
Deal found 10/30$249
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/265:54 pmPNS - BOS
1 stop21h 56mMultiple Airlines
Mon 12/110:59 amBOS - PNS
1 stop7h 00mMultiple Airlines
Deal found 10/31$261
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/124:44 pmPNS - BOS
2 stops38h 08mMultiple Airlines
Wed 11/196:16 amBOS - PNS
1 stop13h 55mMultiple Airlines
Deal found 10/30$265
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/245:54 pmPNS - BOS
1 stop15h 10mMultiple Airlines
Thu 11/275:45 pmBOS - PNS
1 stop24h 14mMultiple Airlines
Deal found 10/29$269
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Thu 11/201:44 pmPNS - BOS
2 stops43h 40mMultiple Airlines
Thu 11/275:45 pmBOS - PNS
1 stop24h 14mMultiple Airlines
Deal found 10/29$279
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/231:44 pmPNS - BOS
1 stop19h 20mMultiple Airlines
Tue 11/256:00 amBOS - PNS
2 stops14h 11mMultiple Airlines
Deal found 10/29$281
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/244:44 pmPNS - ALB
1 stop18h 56mMultiple Airlines
Wed 12/318:20 pmALB - PNS
2 stops22h 54mMultiple Airlines
Deal found 10/30$318
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/244:44 pmPNS - ALB
1 stop18h 56mBreeze Airways
Thu 1/11:20 pmALB - PNS
2 stops30h 54mBreeze Airways
Deal found 10/30$336
This Delta deal was found by Cheapflights users on 10/30. 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.
Thu 12/256:00 amPNS - ALB
1 stop6h 18mDelta
Wed 12/315:40 amALB - PNS
1 stop5h 37mDelta
Deal found 10/30$363
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/124:44 pmPNS - ALB
1 stop19h 01mMultiple Airlines
Fri 11/146:11 pmALB - PNS
2 stops26h 00mMultiple Airlines
Deal found 10/31$366

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 October 31, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$210
(Kiwi.com)

One-way from

$109
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$352
Provider with most accurate pricing for Pensacola-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pensacola-Boston Logan Intl flights.
Search Deals
From Pensacola to Massachusetts
Search Deals
One-way flight from Pensacola to Massachusetts
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 31, 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

Thu 11/13

11:17 am-8:28 am

1 stop20h 11m

Boston Logan Intl

Mon 11/17

6:16 am-7:11 pm

1 stop13h 55m

$242

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Wed 11/26

5:54 pm-4:50 pm

1 stop21h 56m

Boston Logan Intl

Mon 12/1

9:54 pm-7:11 pm

2 stops46h 17m

$282

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Wed 12/24

6:00 am-1:52 pm

1 stop6h 52m

Boston Logan Intl

Thu 1/1

5:30 am-10:17 am

1 stop5h 47m

$291

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Thu 12/25

7:15 am-2:52 pm

1 stop6h 37m

Boston Logan Intl

Wed 12/31

5:30 am-10:17 am

1 stop5h 47m

$291

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Wed 11/26

5:54 pm-8:49 pm

2 stops25h 55m

Boston Logan Intl

Mon 12/1

9:54 pm-7:11 pm

2 stops22h 17m

$301

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Fri 12/26

5:31 pm-11:11 pm

1 stop4h 40m

Boston Logan Intl

Wed 12/31

5:30 am-10:17 am

1 stop5h 47m

$349

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Wed 12/24

8:20 am-1:52 pm

1 stop4h 32m

Boston Logan Intl

Sun 1/4

6:40 am-12:37 pm

1 stop6h 57m

$349

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Fri 12/26

5:31 pm-11:11 pm

1 stop4h 40m

Boston Logan Intl

Thu 1/1

5:30 am-10:17 am

1 stop5h 47m

$349

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Thu 12/25

6:00 am-12:35 pm

1 stop5h 35m

Boston Logan Intl

Sun 1/4

6:40 am-12:37 pm

1 stop6h 57m

$349

PensacolaBoston

PNS - BOS

PNSBOS

Pensacola

Fri 12/5

7:09 pm-10:03 am

3 stops37h 54m

Boston Logan Intl

Tue 12/9

10:56 am-1:13 pm

3 stops27h 17m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 57 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, March is the cheapest month in which you can book a flight from Pensacola to Massachusetts (average of $82). Flying from Pensacola to Massachusetts in August is currently the most expensive (average of $296). 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 October 31, 2025.

When flying from Pensacola to Massachusetts, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 17% versus a flight in the morning.

What is the cheapest day to fly from Pensacola to Massachusetts?

Use this chart to determine the cheapest time to fly round-trip from Pensacola to Massachusetts. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Pensacola to Massachusetts flight should consider departing on Wednesday mornings when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 31, 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
4,245 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

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
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

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
7.9
Good
7,996 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

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
11,031 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

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
8,120 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

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 Delta, Spirit Airlines, and American Airlines fly from Pensacola to Massachusetts in about 6h 33m. The time it takes to get you to your destination can typically vary by up to 19h 22m. There are 1123 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 $113. Users have also found prices from $121 and $164 on Spirit Airlines and Delta, 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, March is the cheapest month in which you can book a flight from Pensacola to Massachusetts (average of $82). Flying from Pensacola to Massachusetts in August is currently the most expensive (average of $296). 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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$177Average$243FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$266Average$396FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$284Average$389FlexibilityNo cancel feeOn-time71%
DeltaCheapest$284Average$396FlexibilityNo cancel feeOn-timeN/A

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