$112+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — BOS
Sep 12 — Sep 191
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 August 13, 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 August 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/172:11 pm -
1 stop23h 07m
Tue 9/227:05 am -
1 stop27h 45m
Deal found 8/11![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/143:15 pm -
1 stop16h 05m
Tue 10/2011:05 am -
1 stop28h 13m
Deal found 8/10![Frontier logo]()
$226
This Breeze Airways deal was found by Cheapflights users on 8/12. 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 -
1 stop6h 48m
Sat 9/126:00 am -
1 stop7h 45m
Deal found 8/12![Breeze Airways logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/273:59 pm -
1 stop18h 33m
Mon 8/3112:27 pm -
1 stop21h 08m
Deal found 8/11![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Wed 9/167:35 pm -
1 stop13h 50m
Sun 9/2011:15 am -
2 stops22h 03m
Deal found 8/11![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:30 am -
1 stop6h 48m
Tue 9/227:05 am -
1 stop27h 45m
Deal found 8/9![Breeze Airways logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/58:26 am -
1 stop5h 09m
Thu 9/103:16 pm -
1 stop22h 29m
Deal found 8/12![Multiple Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 8/12. 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 -
1 stop5h 27m
Wed 9/166:15 am -
1 stop7h 24m
Deal found 8/12![Delta logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Tue 9/228:48 am -
2 stops34h 42m
Sun 9/273:16 pm -
1 stop22h 58m
Deal found 8/11![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/143:15 pm -
1 stop16h 05m
Tue 10/2011:28 am -
2 stops21h 50m
Deal found 8/10![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 8/268:26 am -
1 stop5h 09m
Sun 8/307:02 am -
2 stops33h 12m
Deal found 8/8![Multiple Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 8/12. 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 9/97:55 am -
1 stop11h 15m
Wed 9/168:35 am -
2 stops10h 00m
Deal found 8/12![Southwest logo]()
$278
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 August 13, 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 August 13, 2026.
This Breeze Airways deal was found by Cheapflights users on 8/8. 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 -
1 stop6h 48m
Sat 9/126:00 am -
1 stop7h 45m
Deal found 8/8![Breeze Airways logo]()
$249
This Southwest deal was found by Cheapflights users on 8/12. 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 10/2112:35 pm -
2 stops8h 35m
Mon 10/265:15 am -
1 stop5h 35m
Deal found 8/12![Southwest logo]()
$286
This Delta deal was found by Cheapflights users on 8/13. 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 9/184:07 pm -
1 stop6h 50m
Tue 9/226:23 pm -
1 stop5h 58m
Deal found 8/13![Delta logo]()
$303
This American Airlines deal was found by Cheapflights users on 8/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:00 am -
2 stops9h 49m
Sun 9/275:16 pm -
2 stops19h 13m
Deal found 8/10![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 8/12. 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 9/235:18 pm -
1 stop6h 52m
Tue 9/296:00 am -
1 stop8h 34m
Deal found 8/12![United Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/141:10 pm -
1 stop8h 25m
Wed 9/1610:50 am -
2 stops7h 45m
Deal found 8/10![Southwest logo]()
$293
This Delta deal was found by Cheapflights users on 8/13. 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 9/166:00 am -
2 stops8h 37m
Tue 9/224:20 pm -
2 stops8h 01m
Deal found 8/13![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 8/12. 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 10/236:09 pm -
1 stop4h 41m
Mon 10/267:06 pm -
1 stop5h 24m
Deal found 8/12![Delta logo]()
$320
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Sat 9/267:00 am -
2 stops11h 22m
Wed 9/301:40 pm -
1 stop9h 30m
Deal found 8/12![United Airlines logo]()
$376
This United Airlines deal was found by Cheapflights users on 8/12. 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 9/159:00 am -
2 stops11h 30m
Sun 9/206:00 am -
1 stop8h 09m
Deal found 8/12![United Airlines logo]()
$388
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Thu 8/271:56 pm -
2 stops26h 02m
Mon 8/315:23 pm -
1 stop22h 13m
Deal found 8/12![American Airlines logo]()
$428
This Delta deal was found by Cheapflights users on 8/12. 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 10/215:40 pm -
1 stop5h 19m
Sun 10/257:11 pm -
1 stop5h 19m
Deal found 8/12![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 8/13. 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 9/97:00 am -
2 stops9h 43m
Sat 9/121:07 pm -
2 stops10h 11m
Deal found 8/13![United Airlines logo]()
$398
This Southwest deal was found by Cheapflights users on 8/12. 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 12/910:55 am -
2 stops10h 10m
Thu 12/178:25 am -
2 stops9h 55m
Deal found 8/12![Southwest logo]()
$447
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:00 am -
2 stops13h 29m
Mon 11/167:31 am -
1 stop6h 44m
Deal found 8/11![United Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 8/8. 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 11/106:20 am -
2 stops9h 50m
Sun 11/1512:55 pm -
2 stops8h 35m
Deal found 8/8![Southwest logo]()
$447
This Delta deal was found by Cheapflights users on 8/8. 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.
Sat 9/51:35 pm -
1 stop6h 55m
Mon 9/75:30 am -
1 stop6h 13m
Deal found 8/8![Delta logo]()
$419
This Southwest deal was found by Cheapflights users on 8/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:10 pm -
2 stops8h 10m
Thu 9/175:25 am -
2 stops9h 05m
Deal found 8/9![Southwest logo]()
$448
This United Airlines deal was found by Cheapflights users on 8/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:00 am -
2 stops13h 30m
Wed 9/166:00 am -
1 stop8h 09m
Deal found 8/9![United Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 8/8. 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.
Thu 12/38:05 am -
1 stop6h 59m
Thu 12/102:20 pm -
1 stop6h 25m
Deal found 8/8![Delta logo]()
$437
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 9/32:20 pm -
1 stop6h 16m
Sun 9/68:10 am -
1 stop5h 59m
Deal found 8/10![United Airlines logo]()
$424
This Southwest deal was found by Cheapflights users on 8/8. 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.
Thu 9/171:45 pm -
2 stops7h 35m
Mon 9/215:25 am -
2 stops8h 40m
Deal found 8/8![Southwest logo]()
$467
This Delta deal was found by Cheapflights users on 8/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:05 am -
1 stop7h 24m
Sun 10/255:30 am -
1 stop8h 04m
Deal found 8/9![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 8/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:55 am -
2 stops9h 20m
Wed 9/236:00 am -
2 stops9h 05m
Deal found 8/11![Southwest logo]()
$476
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:20 pm -
1 stop6h 16m
Mon 9/76:00 am -
1 stop8h 09m
Deal found 8/11![United Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 8/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/184:07 pm -
1 stop6h 50m
Mon 9/215:50 am -
1 stop6h 56m
Deal found 8/9![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 8/8. 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.
Thu 9/37:45 am -
2 stops8h 55m
Mon 9/75:55 am -
2 stops8h 10m
Deal found 8/8![Southwest logo]()
$477
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Fri 9/185:18 pm -
1 stop6h 52m
Mon 9/219:30 am -
2 stops11h 16m
Deal found 8/12![United Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:00 am -
2 stops13h 38m
Sun 9/276:00 am -
2 stops8h 14m
Deal found 8/11![United Airlines logo]()
$440
This Southwest deal was found by Cheapflights users on 8/8. 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 8/267:55 am -
2 stops8h 15m
Sun 8/309:00 am -
2 stops8h 00m
Deal found 8/8![Southwest logo]()
$497
Last-minute flights from Pensacola to MassachusettsDiscover last-minute flight deals from Pensacola to Massachusetts. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Massachusetts. Data last updated August 13, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 8/268:26 am -
1 stop5h 09m
Sun 8/307:02 am -
2 stops33h 12m
Deal found 8/8![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/273:59 pm -
1 stop18h 33m
Mon 8/3112:27 pm -
1 stop21h 08m
Deal found 8/11![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/58:26 am -
1 stop5h 09m
Thu 9/103:16 pm -
1 stop22h 29m
Deal found 8/12![Multiple Airlines logo]()
$267
This Breeze Airways deal was found by Cheapflights users on 8/12. 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 -
1 stop6h 48m
Sat 9/126:00 am -
1 stop7h 45m
Deal found 8/12![Breeze Airways logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:30 am -
1 stop6h 48m
Tue 9/227:05 am -
1 stop27h 45m
Deal found 8/9![Breeze Airways logo]()
$263
This Delta deal was found by Cheapflights users on 8/12. 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 -
1 stop5h 27m
Wed 9/166:15 am -
1 stop7h 24m
Deal found 8/12![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 8/12. 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 9/97:55 am -
1 stop11h 15m
Wed 9/168:35 am -
2 stops10h 00m
Deal found 8/12![Southwest logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/118:58 am -
2 stops13h 46m
Tue 9/157:05 am -
1 stop27h 45m
Deal found 8/10![Breeze Airways logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Wed 9/167:35 pm -
1 stop13h 50m
Sun 9/2011:15 am -
2 stops22h 03m
Deal found 8/11![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/172:11 pm -
1 stop23h 07m
Tue 9/227:05 am -
1 stop27h 45m
Deal found 8/11![Multiple Airlines logo]()
$224
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Mon 9/215:18 pm -
1 stop6h 52m
Sat 9/263:54 pm -
1 stop7h 16m
Deal found 8/10![United Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Tue 9/228:48 am -
2 stops34h 42m
Sun 9/273:16 pm -
1 stop22h 58m
Deal found 8/11![Multiple Airlines logo]()
$271
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 August 13, 2026.
Search for one-way flight options from Pensacola to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 8/2910:26 am -
1 stop7h 26m
Deal found 8/8![Breeze Airways logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 12/1210:30 am -
1 stop12h 12m
Deal found 8/13![Breeze Airways logo]()
$116
This Breeze Airways deal was found by Cheapflights users on 8/12. 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.
Sat 9/510:26 am -
1 stop7h 26m
Deal found 8/12![Breeze Airways logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Mon 9/282:11 pm -
2 stops25h 57m
Deal found 8/11![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/278:26 pm -
1 stop14h 06m
Deal found 8/10![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/12:07 pm -
2 stops21h 40m
Deal found 8/12![Multiple Airlines logo]()
$141
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Mon 9/215:18 pm -
1 stop6h 52m
Deal found 8/12![United Airlines logo]()
$141
This United Airlines deal was found by Cheapflights users on 8/10. 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 9/227:00 am -
2 stops9h 52m
Deal found 8/10![United Airlines logo]()
$146
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:06 am -
1 stop4h 46m
Deal found 8/10![Delta logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 8/283:59 pm -
2 stops31h 00m
Deal found 8/8![Multiple Airlines logo]()
$153
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:00 am -
2 stops10h 35m
Deal found 8/10![Southwest logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:25 pm -
2 stops15h 42m
Deal found 8/9![Multiple Airlines logo]()
$160
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 August 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $224 (Kiwi.com) |
One-way from | $112 (Kiwi.com) |
Popular in | November |
Cheapest in | October |
Average price | $398 |
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 August 13, 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
PensacolaHartford
PNS Pensacola - BDL Hartford Bradley Intl
PNSBDL
Pensacola
Wed 9/9
10:30 am-6:18 pm
1 stop6h 48m
Hartford Bradley Intl
Sat 9/12
6:00 am-12:45 pm
1 stop7h 45m
$249
PensacolaBoston
PNS Pensacola - BOS Boston Logan Intl
PNSBOS
Pensacola
Wed 10/21
12:35 pm-10:10 pm
2 stops8h 35m
Boston Logan Intl
Mon 10/26
5:15 am-9:50 am
1 stop5h 35m
$286
PensacolaBoston
PNS Pensacola - BOS Boston Logan Intl
PNSBOS
Pensacola
Mon 9/14
1:10 pm-10:35 pm
1 stop8h 25m
Boston Logan Intl
Wed 9/16
10:50 am-5:35 pm
2 stops7h 45m
$293
PensacolaAlbany
PNS Pensacola - ALB Albany Intl
PNSALB
Pensacola
Fri 9/18
4:07 pm-11:57 pm
1 stop6h 50m
Albany Intl
Tue 9/22
6:23 pm-11:21 pm
1 stop5h 58m
$303
PensacolaWorcester
PNS Pensacola - ORH Worcester
PNSORH
Pensacola
Wed 9/16
6:00 am-3:37 pm
2 stops8h 37m
Worcester
Tue 9/22
4:20 pm-11:21 pm
2 stops8h 01m
$315
Quickest round-trip
PensacolaAlbany
PNS Pensacola - ALB Albany Intl
PNSALB
Pensacola
Fri 10/23
6:09 pm-11:50 pm
1 stop4h 41m
Albany Intl
Mon 10/26
7:06 pm-11:30 pm
1 stop5h 24m
$320
PensacolaHartford
PNS Pensacola - BDL Hartford Bradley Intl
PNSBDL
Pensacola
Wed 10/21
5:40 pm-11:59 pm
1 stop5h 19m
Hartford Bradley Intl
Sun 10/25
7:11 pm-11:30 pm
1 stop5h 19m
$359
PensacolaWorcester
PNS Pensacola - ORH Worcester
PNSORH
Pensacola
Wed 9/23
6:00 am-4:49 pm
2 stops9h 49m
Worcester
Sun 9/27
5:16 pm-11:29 am
2 stops19h 13m
$369
PensacolaBoston
PNS Pensacola - BOS Boston Logan Intl
PNSBOS
Pensacola
Wed 9/23
5:18 pm-1:10 am
1 stop6h 52m
Boston Logan Intl
Tue 9/29
6:00 am-1:34 pm
1 stop8h 34m
$371
PensacolaBoston
PNS Pensacola - BOS Boston Logan Intl
PNSBOS
Pensacola
Sat 9/26
7:00 am-7:22 pm
2 stops11h 22m
Boston Logan Intl
Wed 9/30
1:40 pm-10:10 pm
1 stop9h 30m
$376
Showing 1-10 of 59 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-BDL
PNS-ALB
PNS-BOS
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-BDL
PNS-ALB
PNS-BOS
PNS-ORH
What is the cheapest month to book a flight from Pensacola to Massachusetts?
Currently, October is the cheapest month in which you can book a flight from Pensacola to Massachusetts (average of $352). Flying from Pensacola to Massachusetts in November is currently the most expensive (average of $495). 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?
Airfare is below average for this route at the moment.
Pensacola to Massachusetts flights typically cost between $370 and $446 in October.The cheapest round-trip price found within the last 5 days was $226 on Frontier (Oct 14-Oct 20).
How far ahead should I book a flight from Pensacola to Massachusetts?
The best time to book flights from Pensacola to Massachusetts is 58 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 August 13, 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.
Food
7.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
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 August 13, 2026.
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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 August 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$281 | Average$446 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$326 | Average$492 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$353 | Average$482 | FlexibilityNo cancel fee | On-time63% |