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Pensacola

$81+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PNS
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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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 December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:37 pmALB - PNS
1 stop6h 44mAmerican Airlines
Wed 12/312:33 pmPNS - ALB
1 stop6h 54mAmerican Airlines
Deal found 12/11$345
This Delta deal was found by Cheapflights users on 12/11. 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.
Wed 12/243:57 pmBOS - PNS
1 stop6h 50mDelta
Mon 12/297:16 pmPNS - BOS
1 stop4h 51mDelta
Deal found 12/11$384
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/178:11 pmBOS - PNS
2 stops23h 03mMultiple Airlines
Wed 12/244:44 pmPNS - BOS
1 stop17h 43mMultiple Airlines
Deal found 12/10$386
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/157:45 amBDL - PNS
2 stops12h 29mBreeze Airways
Thu 12/181:14 pmPNS - BDL
1 stop22h 31mBreeze Airways
Deal found 12/10$406
This Mytrip deal was found by Cheapflights users on 12/10. 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.
Sun 12/148:11 pmBOS - PNS
2 stops23h 03mSpirit Airlines
Tue 12/162:08 pmPNS - BOS
1 stop8h 48mSpirit Airlines
Deal found 12/10$425
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/1811:55 amBOS - PNS
1 stop7h 19mSpirit Airlines
Sun 12/217:09 pmPNS - BOS
1 stop14h 41mSpirit Airlines
Deal found 12/10$427
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/1811:55 amBOS - PNS
1 stop7h 19mMultiple Airlines
Sun 12/217:09 pmPNS - BOS
2 stops29h 10mMultiple Airlines
Deal found 12/10$435
This United Airlines deal was found by Cheapflights users on 12/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:22 pmBOS - PNS
1 stop7h 49mUnited Airlines
Thu 1/16:45 amPNS - BOS
1 stop7h 29mUnited Airlines
Deal found 12/10$437
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/1212:17 pmBOS - PNS
2 stops28h 47mMultiple Airlines
Mon 12/157:09 pmPNS - BOS
1 stop27h 47mMultiple Airlines
Deal found 12/10$438
This Expedia deal was found by Cheapflights users on 12/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2111:55 amBOS - PNS
1 stop7h 19mSpirit Airlines
Wed 12/241:58 pmPNS - BOS
1 stop8h 59mSpirit Airlines
Deal found 12/9$452
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/137:00 amBDL - PNS
1 stop10h 04mMultiple Airlines
Sat 12/207:09 pmPNS - BDL
2 stops27h 29mMultiple Airlines
Deal found 12/10$453
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/1810:56 amBOS - PNS
2 stops32h 18mSpirit Airlines
Sun 12/287:09 pmPNS - BOS
1 stop27h 48mSpirit Airlines
Deal found 12/11$456

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 December 12, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$149
(Mytrip)

One-way from

$81
(Expedia)

Popular in

November

Cheapest in

September

Average price

$495
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. 15% potential increase in price ($75 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 December 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 December 12, 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

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sat 1/24

7:00 am-4:37 pm

1 stop10h 37m

Pensacola

Tue 1/27

5:33 pm-2:38 pm

1 stop20h 05m

$171

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Mon 1/19

5:56 pm-4:37 pm

1 stop23h 41m

Pensacola

Wed 1/28

5:33 pm-7:36 pm

1 stop25h 03m

$172

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Thu 1/8

5:34 am-3:08 pm

1 stop10h 34m

Pensacola

Thu 1/15

5:33 pm-12:49 pm

2 stops18h 16m

$194

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Thu 1/15

11:46 am-4:37 pm

2 stops29h 51m

Pensacola

Wed 1/28

5:33 pm-7:36 pm

1 stop25h 03m

$223

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Fri 2/6

5:34 am-3:08 pm

1 stop10h 34m

Pensacola

Mon 2/9

4:03 pm-11:57 pm

1 stop6h 54m

$232

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sun 1/25

5:34 am-3:08 pm

1 stop10h 34m

Pensacola

Sun 2/1

4:03 pm-11:57 pm

1 stop6h 54m

$247

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Thu 1/22

5:34 am-4:37 pm

2 stops12h 03m

Pensacola

Thu 1/29

4:03 pm-2:38 pm

3 stops21h 35m

$259

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Thu 1/29

8:31 pm-4:37 pm

1 stop21h 06m

Pensacola

Mon 2/2

5:33 pm-6:11 pm

2 stops23h 38m

$260

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Tue 1/6

9:05 am-1:03 pm

2 stops28h 58m

Pensacola

Sat 1/10

11:18 am-5:23 pm

1 stop5h 05m

$272

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Tue 1/20

2:49 pm-6:42 pm

1 stop4h 53m

Pensacola

Wed 1/28

7:00 am-1:42 pm

1 stop5h 42m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 47 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 December 12, 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 $308, Spirit Airlines can have you in Pensacola from Massachusetts in 4h 53m. 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 $61. 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

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Alternative routes for Massachusetts to Pensacola

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$145Average$253FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$281Average$417FlexibilityNo cancel feeOn-time71%
DeltaCheapest$302Average$463FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$312Average$458FlexibilityNo cancel feeOn-time63%

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