$131+ Cheap flights from Pensacola (PNS) to Massachusetts
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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — BOS
Jul 25 — Aug 11
Round-trip
1 adult, Economy
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Cheapest flights from Pensacola to MassachusettsExplore the most affordable flight options available from Pensacola to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 25, 2026.
Explore the most affordable flight options available from Pensacola to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 9/1210:30 am
PNS
- BDL
1 stop12h 12m
Breeze Airways
Tue 9/157:05 am
BDL
- PNS
1 stop27h 45m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$215
This Breeze Airways deal was found by Cheapflights users on 6/20. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:30 am
PNS
- BDL
1 stop6h 48m
Breeze Airways
Sat 9/126:00 am
BDL
- PNS
1 stop7h 45m
Breeze Airways
Deal found 6/20![Breeze Airways logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 8/133:34 pm
PNS
- ALB
1 stop26h 38m
Multiple Airlines
Mon 8/178:02 pm
ALB
- PNS
1 stop18h 25m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$249
This Expedia deal was found by Cheapflights users on 6/23. 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.
Sat 8/87:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Sat 8/1510:04 am
BOS
- PNS
1 stop9h 37m
Frontier
Deal found 6/23![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Tue 9/89:15 am
PNS
- BDL
2 stops24h 41m
Breeze Airways
Tue 9/157:05 am
BDL
- PNS
1 stop27h 45m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 8/103:32 pm
PNS
- BOS
1 stop16h 37m
Frontier
Thu 8/1310:04 am
BOS
- PNS
1 stop29h 43m
Frontier
Deal found 6/21![Frontier logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 8/54:29 pm
PNS
- BOS
1 stop15h 40m
Frontier
Thu 8/1310:04 am
BOS
- PNS
1 stop29h 43m
Frontier
Deal found 6/21![Frontier logo]()
$269
This Frontier deal was found by Cheapflights users on 6/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/24:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Tue 8/1110:04 am
BOS
- PNS
1 stop6h 42m
Frontier
Deal found 6/20![Frontier logo]()
$270
This Expedia deal was found by Cheapflights users on 6/20. 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.
Sat 7/187:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Sat 7/2510:04 am
BOS
- PNS
1 stop9h 37m
Frontier
Deal found 6/20![Frontier logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 8/103:32 pm
PNS
- BOS
1 stop16h 37m
Frontier
Sat 8/1510:04 am
BOS
- PNS
1 stop9h 37m
Frontier
Deal found 6/21![Frontier logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 8/54:29 pm
PNS
- BOS
1 stop15h 40m
Frontier
Tue 8/1110:04 am
BOS
- PNS
1 stop6h 42m
Frontier
Deal found 6/21![Frontier logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 8/54:29 pm
PNS
- BOS
1 stop15h 40m
Frontier
Sat 8/1510:04 am
BOS
- PNS
1 stop9h 37m
Frontier
Deal found 6/21![Frontier logo]()
$275
Best flights from Pensacola to MassachusettsDiscover carefully curated flight deals from Pensacola to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 25, 2026.
Discover carefully curated flight deals from Pensacola to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 8/133:34 pm
PNS
- ALB
1 stop26h 38m
Multiple Airlines
Mon 8/178:02 pm
ALB
- PNS
1 stop18h 25m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 9/111:25 pm
PNS
- BDL
1 stop20h 31m
Breeze Airways
Tue 9/157:05 am
BDL
- PNS
1 stop27h 45m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$294
This Delta deal was found by Cheapflights users on 6/20. 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 9/95:30 pm
PNS
- ALB
1 stop5h 25m
Delta
Wed 9/166:15 am
ALB
- PNS
1 stop7h 24m
Delta
Deal found 6/20![Delta logo]()
$333
This Southwest deal was found by Cheapflights users on 6/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:05 am
PNS
- BOS
1 stop7h 10m
Southwest
Tue 9/85:35 am
BOS
- PNS
2 stops9h 30m
Southwest
Deal found 6/23![Southwest logo]()
$338
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Wed 7/222:09 pm
PNS
- BOS
2 stops8h 50m
United Airlines
Wed 7/295:45 am
BOS
- PNS
2 stops8h 22m
United Airlines
Deal found 6/20![United Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 7/93:34 pm
PNS
- ALB
1 stop26h 29m
Multiple Airlines
Mon 7/137:53 pm
ALB
- PNS
1 stop18h 34m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 6/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:40 am
PNS
- BDL
2 stops10h 25m
Southwest
Tue 9/156:00 am
BDL
- PNS
2 stops10h 25m
Southwest
Deal found 6/24![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 6/22. 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.
Fri 7/3111:57 am
PNS
- BOS
1 stop5h 03m
Delta
Sat 8/158:55 am
BOS
- PNS
1 stop7h 19m
Delta
Deal found 6/22![Delta logo]()
$380
This Southwest deal was found by Cheapflights users on 6/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:00 am
PNS
- BOS
2 stops10h 35m
Southwest
Mon 9/285:00 am
BOS
- PNS
1 stop8h 10m
Southwest
Deal found 6/24![Southwest logo]()
$359
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Thu 8/137:00 am
PNS
- BOS
2 stops9h 52m
United Airlines
Sun 8/168:05 am
BOS
- PNS
1 stop6h 12m
United Airlines
Deal found 6/20![United Airlines logo]()
$406
This Delta deal was found by Cheapflights users on 6/24. 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.
Sun 7/266:00 am
PNS
- ALB
1 stop4h 22m
Delta
Wed 7/296:00 am
ALB
- PNS
1 stop5h 51m
Delta
Deal found 6/24![Delta logo]()
$380
This Southwest deal was found by Cheapflights users on 6/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:40 am
PNS
- ALB
2 stops10h 10m
Southwest
Tue 9/86:00 am
ALB
- PNS
2 stops9h 05m
Southwest
Deal found 6/24![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 6/20. 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 9/12:20 pm
PNS
- BDL
1 stop6h 18m
United Airlines
Wed 9/26:00 am
BDL
- PNS
1 stop8h 09m
United Airlines
Deal found 6/20![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 6/22. 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.
Mon 10/195:45 pm
PNS
- BOS
1 stop5h 03m
Delta
Fri 10/236:55 pm
BOS
- PNS
1 stop5h 32m
Delta
Deal found 6/22![Delta logo]()
$401
This United Airlines deal was found by Cheapflights users on 6/24. 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 8/257:00 am
PNS
- BOS
1 stop9h 29m
United Airlines
Wed 8/268:05 am
BOS
- PNS
1 stop6h 04m
United Airlines
Deal found 6/24![United Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 6/23. 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.
Tue 11/246:00 am
PNS
- ALB
1 stop4h 58m
Delta
Sat 11/286:00 am
ALB
- PNS
1 stop7h 51m
Delta
Deal found 6/23![Delta logo]()
$401
This Southwest deal was found by Cheapflights users on 6/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:50 am
PNS
- ALB
2 stops9h 30m
Southwest
Tue 7/286:00 am
ALB
- PNS
2 stops10h 15m
Southwest
Deal found 6/23![Southwest logo]()
$409
This United Airlines deal was found by Cheapflights users on 6/22. 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 11/102:13 pm
PNS
- ALB
1 stop6h 04m
United Airlines
Wed 11/116:00 am
ALB
- PNS
1 stop8h 07m
United Airlines
Deal found 6/22![United Airlines logo]()
$423
This Southwest deal was found by Cheapflights users on 6/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:50 am
PNS
- ALB
1 stop5h 35m
Southwest
Mon 7/206:05 am
ALB
- PNS
2 stops10h 40m
Southwest
Deal found 6/21![Southwest logo]()
$425
This United Airlines deal was found by Cheapflights users on 6/22. 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 9/12:20 pm
PNS
- BOS
1 stop8h 14m
United Airlines
Wed 9/212:27 pm
BOS
- PNS
2 stops10h 48m
United Airlines
Deal found 6/22![United Airlines logo]()
$428
This Southwest deal was found by Cheapflights users on 6/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1811:50 am
PNS
- BDL
2 stops8h 05m
Southwest
Sat 7/2512:45 pm
BDL
- PNS
1 stop7h 25m
Southwest
Deal found 6/20![Southwest logo]()
$428
This United Airlines deal was found by Cheapflights users on 6/25. 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 8/252:20 pm
PNS
- BDL
1 stop6h 18m
United Airlines
Thu 8/276:00 am
BDL
- PNS
1 stop8h 09m
United Airlines
Deal found 6/25![United Airlines logo]()
$439
This Southwest deal was found by Cheapflights users on 6/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:45 am
PNS
- BOS
2 stops8h 15m
Southwest
Sat 7/2512:35 pm
BOS
- PNS
2 stops9h 05m
Southwest
Deal found 6/23![Southwest logo]()
$430
This Southwest deal was found by Cheapflights users on 6/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2710:40 am
PNS
- BOS
1 stop7h 40m
Southwest
Thu 7/305:45 am
BOS
- PNS
2 stops8h 45m
Southwest
Deal found 6/23![Southwest logo]()
$432
Last-minute flights from Pensacola to MassachusettsDiscover last-minute flight deals from Pensacola to Massachusetts. Data last updated June 25, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Massachusetts. Data last updated June 25, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Tue 7/74:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Tue 7/1410:04 am
BOS
- PNS
1 stop6h 42m
Frontier
Deal found 6/22![Frontier logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Tue 7/74:41 pm
PNS
- BOS
1 stop15h 28m
Multiple Airlines
Mon 7/1310:04 am
BOS
- PNS
1 stop23h 31m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Tue 7/74:41 pm
PNS
- BOS
1 stop15h 28m
Multiple Airlines
Fri 7/108:41 am
BOS
- PNS
1 stop26h 05m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Tue 7/72:07 pm
PNS
- BDL
1 stop9h 34m
Breeze Airways
Fri 7/107:11 pm
BDL
- PNS
2 stops17h 58m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 7/84:29 pm
PNS
- BOS
1 stop15h 40m
Frontier
Tue 7/1410:04 am
BOS
- PNS
1 stop6h 42m
Frontier
Deal found 6/22![Frontier logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 7/93:34 pm
PNS
- ALB
1 stop26h 29m
Multiple Airlines
Mon 7/137:53 pm
ALB
- PNS
1 stop18h 34m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$298
This Booking.com deal was found by Cheapflights users on 6/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/144:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Fri 7/1710:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Deal found 6/22![Frontier logo]()
$306
This CheapOair deal was found by Cheapflights users on 6/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/174:11 pm
PNS
- BDL
1 stop26h 14m
Frontier
Mon 7/2012:27 pm
BDL
- PNS
1 stop28h 19m
Frontier
Deal found 6/23![Frontier logo]()
$279
This Expedia deal was found by Cheapflights users on 6/20. 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.
Sat 7/187:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Sat 7/2510:04 am
BOS
- PNS
1 stop9h 37m
Frontier
Deal found 6/20![Frontier logo]()
$272
This Expedia deal was found by Cheapflights users on 6/20. 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.
Sat 7/187:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Mon 7/2010:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Deal found 6/20![Frontier logo]()
$274
This Booking.com deal was found by Cheapflights users on 6/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/214:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Thu 7/3010:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Deal found 6/22![Frontier logo]()
$286
This CheapOair deal was found by Cheapflights users on 6/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/234:11 pm
PNS
- BDL
1 stop18h 21m
Frontier
Sun 8/912:27 pm
BDL
- PNS
1 stop27h 20m
Frontier
Deal found 6/23![Frontier logo]()
$289
One-way flights from Pensacola to MassachusettsSearch for one-way flight options from Pensacola to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 25, 2026.
Search for one-way flight options from Pensacola to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 25, 2026.
This Frontier deal was found by Cheapflights users on 6/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/44:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/22![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 7/204:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Deal found 6/20![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 8/1910:26 am
PNS
- BDL
1 stop7h 26m
Breeze Airways
Deal found 6/20![Breeze Airways logo]()
$133
This Frontier deal was found by Cheapflights users on 6/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Deal found 6/23![Frontier logo]()
$134
This Expedia deal was found by Cheapflights users on 6/21. 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.
Sat 8/17:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Deal found 6/21![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 7/84:29 pm
PNS
- BDL
1 stop7h 22m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$138
This CheapOair deal was found by Cheapflights users on 6/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:15 pm
PNS
- BDL
1 stop27h 45m
Frontier
Deal found 6/23![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 6/23. 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.
Tue 7/144:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/23![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 6/23. 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.
Tue 7/74:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/23![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Sun 8/168:26 pm
PNS
- BOS
1 stop11h 43m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 7/134:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Deal found 6/23![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 10/97:25 pm
PNS
- BOS
1 stop13h 04m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$150
Find flight deals from Pensacola to Massachusetts
Keep the following information in mind while searching for Pensacola to Massachusetts flight deals. Data was last updated June 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $215 (Kiwi.com) |
One-way from | $131 (Frontier) |
Popular in | June |
Cheapest in | October |
Average price | $484 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pensacola to Massachusetts 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 June 25, 2026.
Use the filters below to find and compare flights from Pensacola to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PensacolaAlbany
PNS - ALB
PNSALB
Pensacola
Thu 8/13
3:34 pm-7:12 pm
1 stop26h 38m
Albany Intl
Mon 8/17
8:02 pm-1:27 pm
1 stop18h 25m
$249
PensacolaHartford
PNS - BDL
PNSBDL
Pensacola
Fri 9/11
1:25 pm-10:56 am
1 stop20h 31m
Hartford Bradley Intl
Tue 9/15
7:05 am-9:50 am
1 stop27h 45m
$294
PensacolaAlbany
PNS - ALB
PNSALB
Pensacola
Thu 7/9
3:34 pm-7:03 pm
1 stop26h 29m
Albany Intl
Mon 7/13
7:53 pm-1:27 pm
1 stop18h 34m
$314
PensacolaAlbany
PNS - ALB
PNSALB
Pensacola
Wed 9/9
5:30 pm-11:55 pm
1 stop5h 25m
Albany Intl
Wed 9/16
6:15 am-12:39 pm
1 stop7h 24m
$333
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Sat 9/5
7:05 am-3:15 pm
1 stop7h 10m
Boston Logan Intl
Tue 9/8
5:35 am-2:05 pm
2 stops9h 30m
$338
PensacolaHartford
PNS - BDL
PNSBDL
Pensacola
Sat 9/12
9:40 am-9:05 pm
2 stops10h 25m
Hartford Bradley Intl
Tue 9/15
6:00 am-3:25 pm
2 stops10h 25m
$343
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Wed 9/16
7:00 am-6:35 pm
2 stops10h 35m
Boston Logan Intl
Mon 9/28
5:00 am-12:10 pm
1 stop8h 10m
$359
PensacolaAlbany
PNS - ALB
PNSALB
Pensacola
Sat 9/5
9:40 am-8:50 pm
2 stops10h 10m
Albany Intl
Tue 9/8
6:00 am-2:05 pm
2 stops9h 05m
$364
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Wed 7/22
2:09 pm-11:59 pm
2 stops8h 50m
Boston Logan Intl
Wed 7/29
5:45 am-1:07 pm
2 stops8h 22m
$367
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Fri 7/31
11:57 am-6:00 pm
1 stop5h 03m
Boston Logan Intl
Sat 8/15
8:55 am-3:14 pm
1 stop7h 19m
$380
Showing 1-10 of 54 resultsSorted by cheapest first
Best time to book a flight from Pensacola to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Pensacola with our price prediction graph.
PNS-BOS
PNS-BDL
PNS-ALB
PNS-ORH
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 Pensacola to Massachusetts
PNS-USMA
PNS-BOS
PNS-BDL
PNS-ALB
PNS-ORH
What is the cheapest month to book a flight from Pensacola to Massachusetts?
Currently, May is the cheapest month in which you can book a flight from Pensacola to Massachusetts (average of $149). Flying from Pensacola to Massachusetts in June is currently the most expensive (average of $377). 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.
How much does it cost to fly round-trip from Pensacola to Massachusetts?
How far ahead should I book a flight from Pensacola to Massachusetts?
The best time to book flights from Pensacola to Massachusetts is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated June 25, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Pensacola to Massachusetts have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Pensacola to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Pensacola to Massachusetts
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Complete your trip
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Pensacola and Massachusetts flights
Browse other Pensacola and Massachusetts flight options. Last updated on June 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Pensacola to Massachusetts flights
Consider these flights traveling from Pensacola to Massachusetts.
Top 3 airlines flying from Pensacola to Massachusetts
Discover the top 3 airlines that operate flights from Pensacola to Massachusetts. 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 June 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$266 | Average$482 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$281 | Average$446 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$296 | Average$418 | FlexibilityNo cancel fee | On-time71% |