What airlines fly to Pensacola?

American Airlines, Delta and Spirit Airlines are the top three most popular airlines that fly to Pensacola from Massachusetts according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Pensacola. Keep in mind that there are 6 different airlines that fly to Pensacola on a routine basis, so you have a few additional options to choose from.

How long does it take to fly to Pensacola?

Flight times vary depending on what airport in Massachusetts you fly out of and what airport in Pensacola you fly into. For example, flying from Boston to Pensacola takes 3h 29m on average. On the other hand, flying from Worcester to Pensacola takes 8h 49m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.

What is the cheapest airline that flies from Massachusetts to Pensacola?

Breeze Airways, Spirit Airlines, and United Airlines are the most popular carriers operating from Massachusetts to Pensacola

When did momondo last update prices for flights from Massachusetts to Pensacola Airport?

Prices for flights from Massachusetts to Pensacola Airport were last updated today.

How many operators does momondo search for flights from Massachusetts to Pensacola Airport?

There are 5 operators available for flights from Massachusetts to Pensacola Airport as of October 2025.

How old do you have to be to fly from Massachusetts to Pensacola Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Pensacola Airport.

What documentation or ID do you need to fly to Pensacola Airport?

The necessary travel and health documents for your Pensacola Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$99 Cheap Flights from Massachusetts to Pensacola in 2025/26

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Find the cheapest flights from Massachusetts to Pensacola

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One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 am - 4:04 pmBDL-PNS

10h 04m1 stop

4:44 pm - 11:57 pmPNS-BDL

6h 13m1 stop

$184Breeze Airways

Find Deal

Sat, Nov 15 - Wed, Nov 19

5:45 am - 3:36 pmBOS-PNS

10h 51m1 stop

4:41 pm - 12:40 amPNS-BOS

6h 59m1 stop

$225Spirit Airlines

Find Deal

Thu, Jan 22 - Sun, Jan 25

7:00 am - 4:04 pmBDL-PNS

10h 04m1 stop

8:16 pm - 11:06 pmPNS-BDL

25h 50m2 stops

$234Multiple Airlines

Find Deal

Sat, Nov 15 - Wed, Nov 19

6:16 am - 7:11 pmBOS-PNS

13h 55m1 stop

4:44 pm - 9:58 amPNS-BOS

16h 14m1 stop

$253Multiple Airlines

Find Deal

Tue, Nov 4 - Sat, Nov 8

6:33 pm - 10:36 pmBDL-PNS

5h 03m1 stop

6:17 am - 11:42 amPNS-BDL

4h 25m1 stop

$277American Airlines

Find Deal

Tue, Oct 28 - Thu, Oct 30

5:05 pm - 11:14 pmBOS-PNS

7h 09m1 stop

11:46 am - 6:14 pmPNS-BOS

5h 28m1 stop

$279Delta

Find Deal

Thu, Nov 27 - Wed, Dec 10

6:03 am - 12:37 pmALB-PNS

7h 34m1 stop

6:00 am - 1:16 pmPNS-ALB

6h 16m1 stop

$279Delta

Find Deal

Tue, Oct 28 - Fri, Oct 31

6:10 am - 1:15 pmBDL-PNS

8h 05m1 stop

9:00 am - 11:59 pmPNS-BDL

13h 59m2 stops

$282United Airlines

Find Deal

Tue, Oct 28 - Thu, Oct 30

6:10 am - 4:16 pmBDL-PNS

11h 06m2 stops

2:17 pm - 11:59 pmPNS-BDL

8h 42m2 stops

$304United Airlines

Find Deal

Sat, Nov 15 - Wed, Nov 19

5:19 am - 11:11 amALB-PNS

6h 52m2 stops

1:52 pm - 11:50 pmPNS-ALB

8h 58m2 stops

$307American Airlines

Find Deal

Wed, Nov 5 - Wed, Nov 12

American Airlines flights from Massachusetts to Pensacola

Our best American Airlines deals on Massachusetts to Pensacola flight tickets

American Airlines

Oct 28

BDL6:33 pmHartford Bradley Intl

5h 03m

1 stop

PNS10:36 pmPensacola

Oct 30

PNS6:17 amPensacola

4h 25m

1 stop

BDL11:42 amHartford Bradley Intl

$277

Find similar

American Airlines

Nov 5

ALB5:19 amAlbany Intl

6h 52m

2 stops

PNS11:11 amPensacola

Nov 12

PNS1:52 pmPensacola

8h 58m

2 stops

ALB11:50 pmAlbany Intl

$307

Find similar

American Airlines

Feb 23

BDL5:35 amHartford Bradley Intl

6h 53m

1 stop

PNS11:28 amPensacola

Mar 2

PNS3:55 pmPensacola

6h 09m

1 stop

BDL11:04 pmHartford Bradley Intl

$317

Find similar

United Airlines flights from Massachusetts to Pensacola

Our best United Airlines deals on Massachusetts to Pensacola flight tickets

United Airlines

Oct 28

BDL6:10 amHartford Bradley Intl

8h 05m

1 stop

PNS1:15 pmPensacola

Oct 30

PNS9:00 amPensacola

13h 59m

2 stops

BDL11:59 pmHartford Bradley Intl

$282

Find similar

United Airlines

Nov 15

BDL6:10 amHartford Bradley Intl

11h 06m

2 stops

PNS4:16 pmPensacola

Nov 19

PNS2:17 pmPensacola

8h 42m

2 stops

BDL11:59 pmHartford Bradley Intl

$304

Find similar

United Airlines

Oct 29

BOS1:32 pmBoston Logan Intl

8h 50m

1 stop

PNS9:22 pmPensacola

Nov 1

PNS2:17 pmPensacola

6h 32m

1 stop

BOS9:49 pmBoston Logan Intl

$312

Find similar

Fly from

Fly to

Route

Depart

Return

Price

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sat 11/15

7:00 am-4:04 pm

1 stop10h 04m

Pensacola

Wed 11/19

4:44 pm-11:57 pm

1 stop6h 13m

$184

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Thu 1/22

5:45 am-3:36 pm

1 stop10h 51m

Pensacola

Sun 1/25

4:41 pm-12:40 am

1 stop6h 59m

$225

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sat 11/15

7:00 am-4:04 pm

1 stop10h 04m

Pensacola

Wed 11/19

8:16 pm-11:06 pm

2 stops25h 50m

$234

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 11/4

6:16 am-7:11 pm

1 stop13h 55m

Pensacola

Sat 11/8

4:44 pm-9:58 am

1 stop16h 14m

$253

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Tue 10/28

6:33 pm-10:36 pm

1 stop5h 03m

Pensacola

Thu 10/30

6:17 am-11:42 am

1 stop4h 25m

$277

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Thu 11/27

5:05 pm-11:14 pm

1 stop7h 09m

Pensacola

Wed 12/10

11:46 am-6:14 pm

1 stop5h 28m

$279

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Tue 10/28

6:03 am-12:37 pm

1 stop7h 34m

Pensacola

Fri 10/31

6:00 am-1:16 pm

1 stop6h 16m

$279

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Tue 10/28

6:10 am-1:15 pm

1 stop8h 05m

Pensacola

Thu 10/30

9:00 am-11:59 pm

2 stops13h 59m

$282

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sat 11/15

6:10 am-4:16 pm

2 stops11h 06m

Pensacola

Wed 11/19

2:17 pm-11:59 pm

2 stops8h 42m

$304

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Wed 11/5

5:19 am-11:11 am

2 stops6h 52m

Pensacola

Wed 11/12

1:52 pm-11:50 pm

2 stops8h 58m

$307

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Massachusetts to Pensacola

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Pensacola?

The cheapest month to fly to Pensacola from Massachusetts is in September. Flight prices, which tend to average around $290, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Pensacola from Massachusetts during January instead. Flights to Pensacola in January, while not as cheap as those in September, still average around $376.

What is the cheapest day to depart on your flight to Pensacola?

On average, the least expensive day to fly to Pensacola from Massachusetts is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $370. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Saturday is the most expensive day to depart from Massachusetts because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $789.

What is the cheapest time of day to depart on your flight to Pensacola?

The cheapest time of day to fly to Pensacola is in the evening when flights can be purchased for as low as $181. Flights to Pensacola are more costly in the morning, with an average ticket price of $669. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Massachusetts to Pensacola flight route?

Fly from Boston Logan Intl to Pensacola for the best Massachusetts - Pensacola flight prices

How far in advance should I book a flight to Pensacola?

You are more likely to see cheaper flights to Pensacola from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Pensacola for around $403 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pensacola from Massachusetts for as low as $343 on momondo.

What cabin class options are available on Massachusetts to Pensacola flights?

There is only 1 cabin class available to choose from on Massachusetts to Pensacola flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Massachusetts to Pensacola flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Pensacola

Direct flights	None

There are no direct flights from Massachusetts to Pensacola. There are no popular flight routes from Massachusetts to Pensacola.

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When did momondo last update prices for flights from Massachusetts to Pensacola Airport?
Prices for flights from Massachusetts to Pensacola Airport were last updated today.
How many operators does momondo search for flights from Massachusetts to Pensacola Airport?
There are 5 operators available for flights from Massachusetts to Pensacola Airport as of October 2025.
How old do you have to be to fly from Massachusetts to Pensacola Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Pensacola Airport.
What documentation or ID do you need to fly to Pensacola Airport?
The necessary travel and health documents for your Pensacola Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Massachusetts to Pensacola?
Based on momondo bookings for flights between Massachusetts and Pensacola, the leading plane model is Embraer 175, making up 80.00% of the total bookings. Other popular models include Airbus A319 with 20.00%.

Best airlines flying from Massachusetts to Pensacola

Compare and see reviews for airlines that fly from Massachusetts to Pensacola with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $143	Free Cancellation	Rating 6.3 8,088 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $282	Free Cancellation	Rating 7.2 11,043 reviews	Search American Airlines flights
Delta	PriceFrom $302	Free Cancellation	Rating 7.9 7,969 reviews	Search Delta flights
Southwest	PriceFrom $312	Free Cancellation	Rating 8.0 4,237 reviews	Search Southwest flights

Orange Beach

Pensacola Beach

Foley

Perdido Key

Navarre Beach

Navarre

Milton

Atmore

Gulf Breeze

Warrington

Evergreen

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Pensacola?

Finding the right flight to Pensacola from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Pensacola quick and easy, saving you time and money.

Can I find flights from Massachusetts to Pensacola with flexible booking policies on momondo?

momondo does allow users to show only those flights to Pensacola from Massachusetts which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Massachusetts to Pensacola?

momondo helps you find the best flight between Massachusetts and Pensacola by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Massachusetts to Pensacola right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Pensacola from Massachusetts. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.