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Pensacola

$87+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PNS
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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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 November 20, 2025.

This Breeze Airways deal was found by Cheapflights users on 11/18. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/107:00 amBDL - PNS
1 stop10h 04mBreeze Airways
Sat 12/134:44 pmPNS - BDL
1 stop6h 13mBreeze Airways
Deal found 11/18$158
This Breeze Airways deal was found by Cheapflights users on 11/19. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:00 amBDL - PNS
1 stop10h 04mBreeze Airways
Wed 12/174:44 pmPNS - BDL
1 stop6h 13mBreeze Airways
Deal found 11/19$177
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/105:45 amBOS - PNS
1 stop8h 28mSpirit Airlines
Fri 12/127:09 pmPNS - BOS
1 stop27h 47mSpirit Airlines
Deal found 11/19$224
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/105:45 amBOS - PNS
1 stop8h 28mMultiple Airlines
Fri 12/127:54 pmPNS - BOS
2 stops27h 02mMultiple Airlines
Deal found 11/19$225
This Mytrip deal was found by Cheapflights users on 11/19. 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 12/105:45 amBOS - PNS
1 stop8h 28mSpirit Airlines
Thu 12/117:09 pmPNS - BOS
2 stops22h 57mSpirit Airlines
Deal found 11/19$233
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/105:45 amBOS - PNS
1 stop8h 28mMultiple Airlines
Tue 12/301:58 pmPNS - BOS
2 stops34h 16mMultiple Airlines
Deal found 11/19$236
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/107:00 amBDL - PNS
1 stop10h 04mMultiple Airlines
Sat 12/134:44 pmPNS - BDL
2 stops17h 46mMultiple Airlines
Deal found 11/18$242
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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 12/105:45 amBOS - PNS
1 stop8h 28mSpirit Airlines
Tue 12/301:58 pmPNS - BOS
1 stop8h 59mSpirit Airlines
Deal found 11/19$243
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/37:00 amBDL - PNS
1 stop10h 04mMultiple Airlines
Thu 12/47:09 pmPNS - BDL
2 stops16h 15mMultiple Airlines
Deal found 11/18$267
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 12/212:44 pmBOS - PNS
2 stops29h 15mMultiple Airlines
Sat 12/64:44 pmPNS - BOS
1 stop18h 18mMultiple Airlines
Deal found 11/20$272
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 12/58:28 amBOS - PNS
2 stops34h 46mMultiple Airlines
Mon 12/87:09 pmPNS - BOS
1 stop27h 47mMultiple Airlines
Deal found 11/20$276
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/45:45 amBOS - PNS
1 stop13h 29mMultiple Airlines
Sat 12/134:44 pmPNS - BOS
1 stop18h 18mMultiple Airlines
Deal found 11/19$278

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 November 20, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$158
(Breeze Airways)

One-way from

$87
(Cheapflightsfares)

Popular in

April

Cheapest in

September

Average price

$439
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. 5% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 20, 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

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Wed 12/10

7:00 am-4:04 pm

1 stop10h 04m

Pensacola

Sat 12/13

4:44 pm-11:57 pm

1 stop6h 13m

$158

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sun 2/1

7:00 am-4:37 pm

1 stop10h 37m

Pensacola

Thu 2/5

4:03 pm-11:57 pm

1 stop6h 54m

$225

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sat 1/31

7:00 am-4:37 pm

1 stop10h 37m

Pensacola

Sat 2/7

5:33 pm-1:13 am

2 stops30h 40m

$230

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Mon 1/19

10:00 am-4:37 pm

2 stops31h 37m

Pensacola

Sat 1/24

5:33 pm-8:41 am

1 stop14h 08m

$249

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Wed 12/10

5:45 am-1:13 pm

1 stop8h 28m

Pensacola

Fri 12/12

7:54 pm-11:56 pm

2 stops27h 02m

$251

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Mon 1/19

6:00 pm-11:13 pm

1 stop6h 13m

Pensacola

Sat 1/24

7:00 am-1:24 pm

1 stop5h 24m

$305

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Wed 2/4

5:40 am-2:56 pm

2 stops10h 16m

Pensacola

Wed 2/11

9:23 am-4:48 pm

1 stop6h 25m

$310

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Thu 1/22

1:30 pm-5:18 pm

1 stop4h 48m

Pensacola

Tue 1/27

7:00 am-2:20 pm

1 stop6h 20m

$317

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Wed 1/21

6:00 am-12:14 pm

1 stop7h 14m

Pensacola

Wed 1/28

7:00 am-2:20 pm

1 stop6h 20m

$317

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 1/6

3:30 pm-7:58 pm

1 stop5h 28m

Pensacola

Tue 1/13

8:00 am-4:15 pm

1 stop7h 15m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 51 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 $255). 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 November 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Massachusetts to Pensacola in the evening. If you’re flexible enough to do this you can expect to save up to 73% on your trip compared to booking a flight in the afternoon.

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

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

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

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 $305, Breeze Airways can have you in Pensacola from Massachusetts in 6h 13m. 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 $99. Spirit Airlines flights start at $108 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 $255). 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

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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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$143Average$251FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$283Average$418FlexibilityNo cancel feeOn-time71%
DeltaCheapest$302Average$452FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$312Average$453FlexibilityNo cancel feeOn-time63%

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