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Cheap flights from Massachusetts to Pensacola from $78

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Pensacola departing on 5/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Massachusetts to Pensacola

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:07 am - 3:53 pm
BOS
-
PNS
6h 46m
1 stop
Multiple Airlines Logo
4:48 pm - 9:12 am
PNS
-
BOS
15h 24m
1 stop
$192Multiple Airlines
Tue, May 5 - Tue, May 12
Multiple Airlines Logo
7:00 am - 1:59 pm
BOS
-
PNS
7h 59m
1 stop
Multiple Airlines Logo
1:46 pm - 11:54 pm
PNS
-
BOS
9h 08m
1 stop
$199Multiple Airlines
Sun, May 17 - Sat, May 23
Breeze Airways Logo
6:00 am - 12:45 pm
BDL
-
PNS
7h 45m
1 stop
Breeze Airways Logo
10:30 am - 11:42 pm
PNS
-
BDL
12h 12m
1 stop
$199Breeze Airways
Sat, Sep 19 - Sat, Sep 26
Spirit Airlines Logo
9:20 am - 3:53 pm
BOS
-
PNS
7h 33m
1 stop
Spirit Airlines Logo
1:46 pm - 11:54 pm
PNS
-
BOS
9h 08m
1 stop
$204Spirit Airlines
Tue, May 19 - Sat, May 23
Spirit Airlines Logo
5:45 am - 12:46 pm
BOS
-
PNS
8h 01m
1 stop
Spirit Airlines Logo
1:46 pm - 11:54 pm
PNS
-
BOS
9h 08m
1 stop
$209Spirit Airlines
Sat, May 16 - Sat, May 23
Breeze Airways Logo
6:15 am - 7:00 pm
BDL
-
PNS
13h 45m
2 stops
Breeze Airways Logo
10:30 am - 11:42 pm
PNS
-
BDL
12h 12m
1 stop
$277Breeze Airways
Sat, Sep 19 - Sat, Sep 26
American Airlines Logo
2:39 pm - 10:16 am
ORH
-
PNS
20h 37m
1 stop
American Airlines Logo
7:24 pm - 4:53 pm
PNS
-
ORH
20h 29m
2 stops
$405American Airlines
Tue, May 19 - Tue, May 26
American Airlines Logo
2:39 pm - 3:41 pm
ORH
-
PNS
26h 02m
2 stops
American Airlines Logo
7:24 pm - 4:53 pm
PNS
-
ORH
20h 29m
2 stops
$410American Airlines
Tue, May 19 - Tue, May 26
Delta Logo
12:04 pm - 6:23 pm
MVY
-
PNS
7h 19m
2 stops
Delta Logo
6:00 am - 3:22 pm
PNS
-
MVY
8h 22m
2 stops
$571Delta
Fri, May 29 - Sun, May 31
Delta Logo
11:42 am - 6:25 pm
MVY
-
PNS
7h 43m
2 stops
Delta Logo
7:00 am - 2:59 pm
PNS
-
MVY
6h 59m
2 stops
$623Delta
Thu, Jul 9 - Sun, Jul 12

American Airlines flights from Massachusetts to Pensacola

Our best American Airlines deals on Massachusetts to Pensacola flight tickets
American Airlines
May 26
BDL2:46 pmHartford Bradley Intl
7h 21m
1 stop
PNS9:07 pmPensacola
Jun 3
PNS4:41 pmPensacola
6h 18m
1 stop
BDL11:59 pmHartford Bradley Intl
$351
American Airlines
May 26
BDL2:46 pmHartford Bradley Intl
7h 21m
1 stop
PNS9:07 pmPensacola
Jun 3
PNS4:41 pmPensacola
6h 13m
2 stops
BDL11:54 pmHartford Bradley Intl
$365
American Airlines
May 9
BDL2:47 pmHartford Bradley Intl
7h 24m
1 stop
PNS9:11 pmPensacola
May 16
PNS4:24 pmPensacola
6h 35m
1 stop
BDL11:59 pmHartford Bradley Intl
$377

Delta flights from Massachusetts to Pensacola

Our best Delta deals on Massachusetts to Pensacola flight tickets
Delta
Aug 18
ALB6:00 amAlbany Intl
5h 44m
1 stop
PNS10:44 amPensacola
Aug 24
PNS6:00 amPensacola
5h 00m
1 stop
ALB12:00 pmAlbany Intl
$399
Delta
Aug 18
ALB6:00 amAlbany Intl
7h 49m
2 stops
PNS12:49 pmPensacola
Aug 24
PNS6:15 pmPensacola
4h 23m
1 stop
ALB11:38 pmAlbany Intl
$404
Delta
Aug 18
ALB1:59 pmAlbany Intl
9h 02m
2 stops
PNS10:01 pmPensacola
Aug 21
PNS1:59 pmPensacola
8h 07m
2 stops
ALB11:06 pmAlbany Intl
$409

momondo 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, momondo users made 832,500 searches. Data last updated April 20, 2026.
Use the filters below to find and compare flights from Massachusetts to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 5/5

10:07 am-3:53 pm

1 stop6h 46m

Pensacola

Tue 5/12

4:48 pm-9:12 am

1 stop15h 24m

$192

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sun 5/17

7:00 am-1:59 pm

1 stop7h 59m

Pensacola

Sat 5/23

1:46 pm-11:54 pm

1 stop9h 08m

$199

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sat 9/19

6:00 am-12:45 pm

1 stop7h 45m

Pensacola

Sat 9/26

10:30 am-11:42 pm

1 stop12h 12m

$199

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 5/19

9:20 am-3:53 pm

1 stop7h 33m

Pensacola

Sat 5/23

1:46 pm-11:54 pm

1 stop9h 08m

$204

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sat 5/16

5:45 am-12:46 pm

1 stop8h 01m

Pensacola

Sat 5/23

1:46 pm-11:54 pm

1 stop9h 08m

$209

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Sat 9/19

6:15 am-7:00 pm

2 stops13h 45m

Pensacola

Sat 9/26

10:30 am-11:42 pm

1 stop12h 12m

$277

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Tue 5/19

2:39 pm-10:16 am

1 stop20h 37m

Pensacola

Tue 5/26

7:24 pm-4:53 pm

2 stops20h 29m

$405

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Tue 5/19

2:39 pm-3:41 pm

2 stops26h 02m

Pensacola

Tue 5/26

7:24 pm-4:53 pm

2 stops20h 29m

$410

West TisburyPensacola

MVY - PNS

MVYPNS

West Tisbury Martha's Vineyard

Fri 5/29

12:04 pm-6:23 pm

2 stops7h 19m

Pensacola

Sun 5/31

6:00 am-3:22 pm

2 stops8h 22m

$571
Quickest round-trip

West TisburyPensacola

MVY - PNS

MVYPNS

West Tisbury Martha's Vineyard

Thu 7/9

11:42 am-6:25 pm

2 stops7h 43m

Pensacola

Sun 7/12

7:00 am-2:59 pm

2 stops6h 59m

$623

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Pensacola from

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

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 $293, 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 February instead. Flights to Pensacola in February, 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 Saturday. momondo users have found tickets for Saturday departures for as low as $789. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday 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 $879.

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 $432 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 $330 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.

Can stopping save me money on Massachusetts to Pensacola flights?

You could potentially save up to 23% on your flight if you consider stops on a Massachusetts to Pensacola flight.

Cheap Massachusetts to Pensacola flight deals and tips

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

Best Price Found

$819

Fastest flight time

3h 31m

Direct flights

None
The best flight deal from Massachusetts to Pensacola found on momondo in the last 72 hours is $819
The fastest flight from Massachusetts to Pensacola takes 3h 31m
There are no direct flights from Massachusetts to Pensacola. Popular non-direct route for this connection is Boston Logan Intl Airport - Pensacola Airport.
Search flight deals

Frequently asked questions about flying 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?

  • 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?

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 AirlinesPriceFrom $180Free CancellationRating
6.3
8,629 reviews
Search Spirit Airlines flights
DeltaPriceFrom $258Free CancellationRating
7.9
8,429 reviews
Search Delta flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,331 reviews
Search Southwest flights
American AirlinesPriceFrom $276Free CancellationRating
7.1
11,641 reviews
Search American Airlines flights

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Pensacola Beach
Orange Beach
Foley
Perdido Key
Navarre
Navarre Beach
Atmore
Milton
Gulf Breeze
Evergreen
Warrington

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.

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