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$79+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PNS
feb. 5 — feb. 121
jue. 2/5
jue. 2/12
1 adult, Economy
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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 enero 6, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$161
(Cheapflightsfares)

One-way from

$79
(Orbitz)

Popular in

November

Cheapest in

September

Average price

$400
Provider with most accurate pricing for Boston Logan Intl-Pensacola flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Pensacola flights.
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From Massachusetts to Pensacola
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One-way flight from Massachusetts to Pensacola
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Highest demand for flights based on searches. 15% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 enero 6, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/4. 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.
lun. 1/265:34 amBOS - PNS
1 stop10h 34mSpirit Airlines
jue. 1/294:03 pmPNS - BOS
1 stop6h 54mSpirit Airlines
Deal found 1/4$161
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
sáb. 1/318:01 pmBDL - PNS
1 stop21h 36mMultiple Airlines
lun. 2/95:33 pmPNS - BDL
1 stop16h 51mMultiple Airlines
Deal found 1/6$174
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
lun. 2/27:13 pmBDL - PNS
2 stops22h 24mMultiple Airlines
vie. 2/65:33 pmPNS - BDL
1 stop24h 33mMultiple Airlines
Deal found 1/5$177
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
mar. 1/208:05 amBDL - PNS
1 stop27h 33mBreeze Airways
sáb. 1/2411:18 amPNS - BDL
1 stop5h 05mBreeze Airways
Deal found 1/5$179
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
mar. 2/37:00 amBOS - PNS
1 stop10h 37mSpirit Airlines
vie. 2/64:03 pmPNS - BOS
1 stop23h 45mSpirit Airlines
Deal found 1/4$184
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
lun. 2/25:34 amBOS - PNS
1 stop10h 34mSpirit Airlines
vie. 2/64:03 pmPNS - BOS
1 stop23h 45mSpirit Airlines
Deal found 1/4$186
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
sáb. 2/75:23 pmBOS - PNS
1 stop22h 45mMultiple Airlines
mié. 2/1111:18 amPNS - BOS
1 stop22h 32mMultiple Airlines
Deal found 1/4$187
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
mar. 2/37:00 amBOS - PNS
1 stop10h 37mSpirit Airlines
lun. 2/95:33 pmPNS - BOS
1 stop20h 05mSpirit Airlines
Deal found 1/4$189
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
dom. 2/18:31 pmBDL - PNS
1 stop21h 06mMultiple Airlines
sáb. 2/711:18 amPNS - BDL
1 stop5h 05mMultiple Airlines
Deal found 1/6$190
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
lun. 2/25:34 amBOS - PNS
1 stop10h 34mSpirit Airlines
lun. 2/95:33 pmPNS - BOS
1 stop20h 05mSpirit Airlines
Deal found 1/4$191
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
mar. 1/201:30 pmALB - PNS
1 stop22h 08mBreeze Airways
sáb. 1/2411:18 amPNS - ALB
1 stop23h 03mBreeze Airways
Deal found 1/5$191
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
jue. 2/57:00 amBOS - PNS
1 stop10h 37mSpirit Airlines
lun. 2/95:33 pmPNS - BOS
1 stop20h 05mSpirit Airlines
Deal found 1/4$193

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 enero 6, 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

mar. 2/24

9:49 am-3:54 pm

2 stops31h 05m

Pensacola

mar. 3/10

6:37 pm-3:05 pm

1 stop19h 28m

$252

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

lun. 1/12

8:19 pm-4:37 pm

1 stop21h 18m

Pensacola

jue. 1/15

1:18 pm-10:04 pm

1 stop7h 46m

$259

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

vie. 1/23

7:45 am-10:38 am

1 stop27h 53m

Pensacola

dom. 1/25

1:18 pm-10:04 pm

1 stop7h 46m

$262

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

dom. 1/18

7:00 am-1:53 pm

2 stops7h 53m

Pensacola

mar. 1/20

6:00 am-11:55 am

1 stop4h 55m

$286

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

sáb. 1/17

4:52 pm-9:43 pm

1 stop5h 51m

Pensacola

mar. 1/20

6:42 am-4:23 pm

2 stops8h 41m

$286

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

mar. 2/24

5:30 am-3:15 pm

2 stops10h 45m

Pensacola

mar. 3/10

10:05 am-9:10 pm

2 stops10h 05m

$286

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

sáb. 1/17

6:50 am-12:14 pm

1 stop6h 24m

Pensacola

dom. 1/18

6:00 am-2:02 pm

2 stops7h 02m

$286

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

sáb. 1/31

8:05 am-4:37 pm

1 stop9h 32m

Pensacola

dom. 2/1

1:18 pm-10:04 pm

1 stop7h 46m

$297

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

mié. 3/11

7:20 am-7:35 am

2 stops25h 15m

Pensacola

mié. 3/18

11:18 am-5:23 pm

1 stop5h 05m

$303

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

jue. 3/12

2:19 pm-7:43 pm

1 stop6h 24m

Pensacola

mié. 3/18

7:05 am-1:14 pm

1 stop5h 09m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 55 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.

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 enero 6, 2026.

When flying from Massachusetts to Pensacola, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 $286, Breeze Airways can have you in Pensacola from Massachusetts in 5h 51m. Airlines will cover a distance of 1128 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 $75. 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
Perdido Key
Navarre Beach
Warrington

Browse thousands of different options on Cheapflights for your next trip

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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 enero 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$145Average$255FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$279Average$417FlexibilityNo cancel feeOn-time71%
DeltaCheapest$302Average$480FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$312Average$455FlexibilityNo cancel feeOn-time63%

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