Cheap flights from Massachusetts to Pensacola from $81

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 2/26. 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.
Breeze Airways Logo
8:05 am - 10:38 am
BDL
-
PNS
27h 33m
1 stop
Breeze Airways Logo
11:18 am - 5:23 pm
PNS
-
BDL
5h 05m
1 stop
$179Breeze Airways
Tue, Jan 27 - Sat, Jan 31
Multiple Airlines Logo
7:00 am - 4:37 pm
BOS
-
PNS
10h 37m
1 stop
Multiple Airlines Logo
6:37 pm - 9:06 am
PNS
-
BOS
13h 29m
1 stop
$188Multiple Airlines
Tue, Feb 10 - Sat, Feb 14
Multiple Airlines Logo
5:34 am - 4:37 pm
BOS
-
PNS
12h 03m
2 stops
Multiple Airlines Logo
6:37 pm - 9:06 am
PNS
-
BOS
13h 29m
1 stop
$189Multiple Airlines
Tue, Feb 10 - Sat, Feb 14
Multiple Airlines Logo
7:00 am - 4:37 pm
BOS
-
PNS
10h 37m
1 stop
Multiple Airlines Logo
6:37 pm - 9:06 am
PNS
-
BOS
13h 29m
1 stop
$190Multiple Airlines
Tue, Feb 10 - Sat, Feb 14
Spirit Airlines Logo
12:43 pm - 5:42 pm
BOS
-
PNS
5h 59m
1 stop
Spirit Airlines Logo
7:00 am - 4:44 pm
PNS
-
BOS
8h 44m
1 stop
$191Spirit Airlines
Wed, Mar 11 - Wed, Mar 18
Spirit Airlines Logo
5:23 pm - 3:08 pm
BOS
-
PNS
22h 45m
1 stop
Spirit Airlines Logo
5:33 pm - 2:38 pm
PNS
-
BOS
20h 05m
1 stop
$195Spirit Airlines
Sat, Feb 7 - Tue, Feb 10
American Airlines Logo
5:00 am - 11:27 am
ALB
-
PNS
7h 27m
1 stop
American Airlines Logo
5:14 pm - 11:39 pm
PNS
-
ALB
5h 25m
1 stop
$335American Airlines
Wed, Feb 4 - Wed, Feb 11
American Airlines Logo
1:40 pm - 8:30 pm
ALB
-
PNS
7h 50m
1 stop
American Airlines Logo
6:00 am - 11:41 am
PNS
-
ALB
4h 41m
1 stop
$337American Airlines
Wed, Feb 4 - Wed, Feb 11
Delta Logo
4:16 pm - 11:13 pm
ORH
-
PNS
7h 57m
2 stops
Delta Logo
6:00 am - 3:36 pm
PNS
-
ORH
8h 36m
2 stops
$403Delta
Mon, Feb 2 - Wed, Feb 4
Delta Logo
4:16 pm - 11:13 pm
ORH
-
PNS
7h 57m
2 stops
Delta Logo
6:00 am - 3:36 pm
PNS
-
ORH
8h 36m
2 stops
$414Delta
Fri, Jan 30 - Mon, Feb 2

Breeze Airways flights from Massachusetts to Pensacola

Our best Breeze Airways deals on Massachusetts to Pensacola flight tickets
Breeze Airways
Jan 27
BDL8:05 amHartford Bradley Intl
27h 33m
1 stop
PNS10:38 amPensacola
Jan 31
PNS11:18 amPensacola
5h 05m
1 stop
BDL5:23 pmHartford Bradley Intl
$179
Breeze Airways
Jan 27
ALB1:30 pmAlbany Intl
22h 08m
1 stop
PNS10:38 amPensacola
Jan 31
PNS11:18 amPensacola
23h 03m
1 stop
ALB11:21 amAlbany Intl
$208
Breeze Airways
May 2
BDL3:59 pmHartford Bradley Intl
17h 56m
1 stop
PNS8:55 amPensacola
May 6
PNS10:26 amPensacola
7h 27m
1 stop
BDL6:53 pmHartford Bradley Intl
$269

American Airlines flights from Massachusetts to Pensacola

Our best American Airlines deals on Massachusetts to Pensacola flight tickets
American Airlines
Feb 4
ALB5:00 amAlbany Intl
7h 27m
1 stop
PNS11:27 amPensacola
Feb 11
PNS5:14 pmPensacola
5h 25m
1 stop
ALB11:39 pmAlbany Intl
$335
American Airlines
Feb 4
BDL5:00 amHartford Bradley Intl
7h 27m
1 stop
PNS11:27 amPensacola
Feb 7
PNS7:42 amPensacola
6h 15m
1 stop
BDL2:57 pmHartford Bradley Intl
$337
American Airlines
Feb 4
ALB1:40 pmAlbany Intl
5h 59m
1 stop
PNS6:39 pmPensacola
Feb 11
PNS11:29 amPensacola
10h 05m
2 stops
ALB10:34 pmAlbany Intl
$340

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 January 13, 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

HartfordPensacola

BDL - PNS

BDLPNS

Hartford Bradley Intl

Tue 1/27

8:05 am-10:38 am

1 stop27h 33m

Pensacola

Sat 1/31

11:18 am-5:23 pm

1 stop5h 05m

$179

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 2/10

7:00 am-4:37 pm

1 stop10h 37m

Pensacola

Sat 2/14

6:37 pm-9:06 am

1 stop13h 29m

$188

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 2/10

5:34 am-4:37 pm

2 stops12h 03m

Pensacola

Sat 2/14

6:37 pm-9:06 am

1 stop13h 29m

$189

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Tue 2/10

7:00 am-4:37 pm

1 stop10h 37m

Pensacola

Sat 2/14

6:37 pm-9:06 am

1 stop13h 29m

$190

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Wed 3/11

12:43 pm-5:42 pm

1 stop5h 59m

Pensacola

Wed 3/18

7:00 am-4:44 pm

1 stop8h 44m

$191

BostonPensacola

BOS - PNS

BOSPNS

Boston Logan Intl

Sat 2/7

5:23 pm-3:08 pm

1 stop22h 45m

Pensacola

Tue 2/10

5:33 pm-2:38 pm

1 stop20h 05m

$195

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Wed 2/4

5:00 am-11:27 am

1 stop7h 27m

Pensacola

Wed 2/11

5:14 pm-11:39 pm

1 stop5h 25m

$335

AlbanyPensacola

ALB - PNS

ALBPNS

Albany Intl

Wed 2/4

1:40 pm-8:30 pm

1 stop7h 50m

Pensacola

Wed 2/11

6:00 am-11:41 am

1 stop4h 41m

$337

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Mon 2/2

4:16 pm-11:13 pm

2 stops7h 57m

Pensacola

Wed 2/4

6:00 am-3:36 pm

2 stops8h 36m

$403

WorcesterPensacola

ORH - PNS

ORHPNS

Worcester

Fri 1/30

4:16 pm-11:13 pm

2 stops7h 57m

Pensacola

Mon 2/2

6:00 am-3:36 pm

2 stops8h 36m

$414

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 $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 June instead. Flights to Pensacola in June, while not as cheap as those in September, still average around $386.

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 Sunday. momondo users have found tickets for Sunday departures for as low as $669. 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 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 $417 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 $362 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

Fastest flight time

3h 29m

Direct flights

Sat and Sun

Airports in Pensacola

1 airport
The fastest flight from Massachusetts to Pensacola takes 3h 29m
Direct flights go from Massachusetts to Pensacola on Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Pensacola. From Massachusetts there are direct flights to Pensacola (PNS).
  • 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 $143Free CancellationRating
6.3
8,309 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $279Free CancellationRating
7.2
11,119 reviews
Search American Airlines flights
DeltaPriceFrom $302Free CancellationRating
7.9
8,040 reviews
Search Delta flights
SouthwestPriceFrom $312Free CancellationRating
8.0
4,257 reviews
Search Southwest flights

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Orange Beach
Pensacola 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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1 adult
Thu 2/12
Thu 2/19

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