$113+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — BOS
Apr 26 — May 31
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Pensacola to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Pensacola to Massachusetts
Cheapest
Best
Last-minute
One-way
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 March 27, 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 March 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/134:48 pm
PNS
- BOS
1 stop15h 24m
Multiple Airlines
Tue 5/1910:07 am
BOS
- PNS
1 stop6h 46m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Thu 4/309:18 pm
PNS
- ALB
1 stop11h 44m
Multiple Airlines
Sun 5/36:41 pm
ALB
- PNS
1 stop28h 48m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$224
This Breeze Airways deal was found by Cheapflights users on 3/27. 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 3/27![Breeze Airways logo]()
$225
This Expedia deal was found by Cheapflights users on 3/23. 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.
Wed 5/66:36 am
PNS
- BOS
1 stop8h 11m
Spirit Airlines
Wed 5/134:42 pm
BOS
- PNS
1 stop6h 47m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$227
This CheapOair deal was found by Cheapflights users on 3/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/141:42 pm
PNS
- BOS
1 stop18h 30m
Multiple Airlines
Mon 5/1810:25 am
BOS
- PNS
1 stop6h 11m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Wed 4/2911:18 am
PNS
- BDL
1 stop5h 05m
Multiple Airlines
Sun 5/38:42 pm
BDL
- PNS
1 stop26h 47m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$233
This Travelocity deal was found by Cheapflights users on 3/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/163:25 pm
PNS
- BOS
1 stop17h 56m
Multiple Airlines
Thu 4/2312:57 pm
BOS
- PNS
1 stop9h 41m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/2911:18 am
PNS
- BDL
1 stop5h 05m
Breeze Airways
Mon 5/47:05 am
BDL
- PNS
2 stops12h 46m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/2911:18 am
PNS
- BDL
1 stop5h 05m
Multiple Airlines
Fri 5/17:13 pm
BDL
- PNS
2 stops27h 25m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:30 am
PNS
- BDL
1 stop6h 48m
Breeze Airways
Tue 9/227:05 am
BDL
- PNS
1 stop27h 45m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Wed 5/66:36 am
PNS
- BOS
1 stop25h 36m
Multiple Airlines
Wed 5/1310:07 am
BOS
- PNS
1 stop13h 22m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$247
This CheapOair deal was found by Cheapflights users on 3/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/134:48 pm
PNS
- BOS
1 stop27h 54m
Spirit Airlines
Sun 5/177:00 am
BOS
- PNS
1 stop9h 53m
Spirit Airlines
Deal found 3/25![Spirit Airlines logo]()
$248
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 March 27, 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 March 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Thu 4/304:31 pm
PNS
- ALB
2 stops16h 31m
Multiple Airlines
Sun 5/36:41 pm
ALB
- PNS
1 stop28h 48m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$255
This United Airlines deal was found by Cheapflights users on 3/26. 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 5/25:56 pm
PNS
- BOS
1 stop6h 03m
United Airlines
Mon 5/48:05 am
BOS
- PNS
1 stop6h 04m
United Airlines
Deal found 3/26![United Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:15 am
PNS
- BDL
2 stops8h 45m
Southwest
Sun 5/36:00 am
BDL
- PNS
2 stops11h 10m
Southwest
Deal found 3/25![Southwest logo]()
$361
This Delta deal was found by Cheapflights users on 3/23. 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.
Sat 4/1812:14 pm
PNS
- BOS
Nonstop3h 06m
Delta
Sun 4/265:30 pm
BOS
- PNS
1 stop6h 53m
Delta
Deal found 3/23![Delta logo]()
$377
This American Airlines deal was found by Cheapflights users on 3/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/293:50 pm
PNS
- ALB
1 stop6h 51m
American Airlines
Sat 6/62:42 pm
ALB
- PNS
2 stops9h 33m
American Airlines
Deal found 3/25![American Airlines logo]()
$457
This Southwest deal was found by Cheapflights users on 3/26. 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 6/511:55 am
PNS
- BOS
2 stops9h 55m
Southwest
Tue 6/95:35 am
BOS
- PNS
2 stops8h 50m
Southwest
Deal found 3/26![Southwest logo]()
$361
This United Airlines deal was found by Cheapflights users on 3/26. 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 5/25:56 pm
PNS
- BOS
1 stop6h 03m
United Airlines
Sun 5/37:30 am
BOS
- PNS
1 stop6h 39m
United Airlines
Deal found 3/26![United Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 3/27. 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 8/47:00 am
PNS
- BOS
1 stop5h 47m
Delta
Sat 8/156:55 am
BOS
- PNS
1 stop4h 49m
Delta
Deal found 3/27![Delta logo]()
$427
This United Airlines deal was found by Cheapflights users on 3/27. 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 5/132:11 pm
PNS
- ALB
1 stop6h 01m
United Airlines
Sun 5/176:00 am
ALB
- PNS
1 stop8h 09m
United Airlines
Deal found 3/27![United Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Mon 6/229:10 am
PNS
- ALB
1 stop8h 53m
Multiple Airlines
Mon 6/297:53 pm
ALB
- PNS
2 stops26h 13m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 3/27. 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 8/49:22 am
PNS
- BOS
1 stop4h 56m
Delta
Wed 8/1212:45 pm
BOS
- PNS
1 stop4h 48m
Delta
Deal found 3/27![Delta logo]()
$427
This Southwest deal was found by Cheapflights users on 3/23. 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.
Fri 9/117:45 am
PNS
- BDL
2 stops8h 55m
Southwest
Mon 9/1412:35 pm
BDL
- PNS
2 stops8h 25m
Southwest
Deal found 3/23![Southwest logo]()
$437
This United Airlines deal was found by Cheapflights users on 3/27. 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 6/22:04 pm
PNS
- ALB
1 stop6h 39m
United Airlines
Wed 6/36:10 am
ALB
- PNS
1 stop7h 52m
United Airlines
Deal found 3/27![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 3/27. 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 9/46:15 pm
PNS
- BOS
1 stop5h 51m
Delta
Sun 9/610:30 am
BOS
- PNS
1 stop4h 52m
Delta
Deal found 3/27![Delta logo]()
$427
This Southwest deal was found by Cheapflights users on 3/23. 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.
Thu 4/302:05 pm
PNS
- ALB
2 stops8h 10m
Southwest
Sun 5/36:00 am
ALB
- PNS
2 stops9h 30m
Southwest
Deal found 3/23![Southwest logo]()
$437
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:00 am
PNS
- BDL
2 stops13h 57m
United Airlines
Mon 8/316:09 am
BDL
- PNS
1 stop8h 08m
United Airlines
Deal found 3/23![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 3/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/23:05 pm
PNS
- BOS
1 stop7h 22m
Delta
Mon 7/67:15 pm
BOS
- PNS
1 stop5h 17m
Delta
Deal found 3/25![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:15 am
PNS
- BDL
2 stops8h 45m
Southwest
Wed 4/2912:25 pm
BDL
- PNS
2 stops7h 35m
Southwest
Deal found 3/25![Southwest logo]()
$442
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:11 pm
PNS
- BOS
2 stops8h 48m
United Airlines
Sat 5/99:20 am
BOS
- PNS
2 stops13h 39m
United Airlines
Deal found 3/23![United Airlines logo]()
$433
This Southwest deal was found by Cheapflights users on 3/24. 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.
Tue 6/235:30 pm
PNS
- BOS
1 stop5h 00m
Southwest
Sun 6/2810:05 pm
BOS
- PNS
1 stop12h 55m
Southwest
Deal found 3/24![Southwest logo]()
$452
This Delta deal was found by Cheapflights users on 3/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:59 pm
PNS
- BOS
Nonstop3h 06m
Delta
Mon 4/204:00 pm
BOS
- PNS
1 stop6h 59m
Delta
Deal found 3/25![Delta logo]()
$484
This United Airlines deal was found by Cheapflights users on 3/24. 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.
Fri 5/152:11 pm
PNS
- BDL
2 stops8h 33m
United Airlines
Mon 5/186:00 am
BDL
- PNS
1 stop8h 09m
United Airlines
Deal found 3/24![United Airlines logo]()
$453
This Southwest deal was found by Cheapflights users on 3/24. 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.
Thu 6/1111:00 am
PNS
- BOS
2 stops10h 50m
Southwest
Mon 6/159:10 am
BOS
- PNS
2 stops8h 10m
Southwest
Deal found 3/24![Southwest logo]()
$477
This United Airlines deal was found by Cheapflights users on 3/26. 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 4/222:15 pm
PNS
- ALB
1 stop6h 04m
United Airlines
Sat 4/256:05 am
ALB
- PNS
2 stops11h 05m
United Airlines
Deal found 3/26![United Airlines logo]()
$468
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:50 am
PNS
- ALB
2 stops9h 30m
Southwest
Mon 7/206:05 am
ALB
- PNS
2 stops10h 40m
Southwest
Deal found 3/25![Southwest logo]()
$477
This Delta deal was found by Cheapflights users on 3/27. 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 7/96:08 pm
PNS
- ALB
1 stop4h 49m
Delta
Sat 7/116:00 am
ALB
- PNS
2 stops13h 29m
Delta
Deal found 3/27![Delta logo]()
$562
Last-minute flights from Pensacola to MassachusettsDiscover last-minute flight deals from Pensacola to Massachusetts. Data last updated March 27, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Massachusetts. Data last updated March 27, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:00 am
PNS
- BOS
1 stop8h 54m
Spirit Airlines
Sun 4/125:45 am
BOS
- PNS
1 stop8h 31m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$272
This Travelocity deal was found by Cheapflights users on 3/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/163:25 pm
PNS
- BOS
1 stop17h 56m
Multiple Airlines
Thu 4/2312:57 pm
BOS
- PNS
1 stop9h 41m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/164:31 pm
PNS
- BOS
1 stop16h 50m
Multiple Airlines
Tue 4/218:16 pm
BOS
- PNS
2 stops37h 39m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$248
This Mytrip deal was found by Cheapflights users on 3/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:17 pm
PNS
- BOS
1 stop13h 58m
Spirit Airlines
Sun 4/263:27 pm
BOS
- PNS
1 stop7h 11m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Wed 4/226:36 am
PNS
- BOS
1 stop26h 45m
Multiple Airlines
Fri 4/246:00 am
BOS
- PNS
2 stops16h 38m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 3/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:57 pm
PNS
- BDL
1 stop4h 27m
American Airlines
Wed 4/296:00 am
BDL
- PNS
1 stop5h 16m
American Airlines
Deal found 3/25![American Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/274:31 pm
PNS
- BOS
2 stops32h 00m
Multiple Airlines
Thu 4/3012:57 pm
BOS
- PNS
1 stop9h 41m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Wed 4/2911:18 am
PNS
- BDL
1 stop5h 05m
Multiple Airlines
Sun 5/38:42 pm
BDL
- PNS
1 stop26h 47m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/2911:18 am
PNS
- BDL
1 stop5h 05m
Breeze Airways
Mon 5/47:05 am
BDL
- PNS
2 stops12h 46m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/2911:18 am
PNS
- BDL
1 stop5h 05m
Multiple Airlines
Fri 5/17:13 pm
BDL
- PNS
2 stops27h 25m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Thu 4/309:18 pm
PNS
- ALB
1 stop11h 44m
Multiple Airlines
Sun 5/36:41 pm
ALB
- PNS
1 stop28h 48m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:31 pm
PNS
- BOS
2 stops48h 02m
Multiple Airlines
Thu 5/710:07 am
BOS
- PNS
1 stop13h 22m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$266
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 March 27, 2026.
Search for one-way flight options from Pensacola to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 27, 2026.
This Breeze Airways deal was found by Cheapflights users on 3/27. 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 5/1310:26 am
PNS
- BDL
1 stop7h 26m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 4/156:36 am
PNS
- BOS
1 stop26h 40m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:36 am
PNS
- BOS
1 stop26h 45m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 3/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:18 pm
PNS
- BOS
1 stop11h 57m
Spirit Airlines
Deal found 3/26![Spirit Airlines logo]()
$119
This Priceline deal was found by Cheapflights users on 3/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:00 am
PNS
- BOS
1 stop8h 54m
Spirit Airlines
Deal found 3/24![Spirit Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/287:38 pm
PNS
- BOS
2 stops38h 28m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 5/196:36 am
PNS
- BOS
1 stop25h 36m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$127
This CheapOair deal was found by Cheapflights users on 3/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:17 pm
PNS
- BOS
1 stop17h 00m
Spirit Airlines
Deal found 3/25![Spirit Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 4/2010:12 am
PNS
- BOS
1 stop23h 17m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/296:36 am
PNS
- BOS
1 stop25h 53m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:36 am
PNS
- BOS
2 stops27h 47m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$135
This Delta deal was found by Cheapflights users on 3/26. 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 6/106:11 pm
PNS
- BDL
1 stop5h 02m
Delta
Deal found 3/26![Delta logo]()
$138
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 March 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $224 (Kiwi.com) |
One-way from | $113 (Breeze Airways) |
Popular in | March |
Cheapest in | October |
Average price | $463 |
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 March 27, 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 4/30
4:31 pm-10:02 am
2 stops16h 31m
Albany Intl
Sun 5/3
6:41 pm-10:29 pm
1 stop28h 48m
$255
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Sat 5/2
5:56 pm-12:59 am
1 stop6h 03m
Boston Logan Intl
Mon 5/4
8:05 am-1:09 pm
1 stop6h 04m
$333
PensacolaHartford
PNS - BDL
PNSBDL
Pensacola
Wed 4/29
6:15 am-4:00 pm
2 stops8h 45m
Hartford Bradley Intl
Sun 5/3
6:00 am-4:10 pm
2 stops11h 10m
$361
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Fri 6/5
11:55 am-10:50 pm
2 stops9h 55m
Boston Logan Intl
Tue 6/9
5:35 am-1:25 pm
2 stops8h 50m
$361
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Sat 4/18
12:14 pm-4:20 pm
Nonstop3h 06m
Boston Logan Intl
Sun 4/26
5:30 pm-11:23 pm
1 stop6h 53m
$377
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Sat 5/2
5:56 pm-12:59 am
1 stop6h 03m
Boston Logan Intl
Sun 5/3
7:30 am-1:09 pm
1 stop6h 39m
$380
PensacolaAlbany
PNS - ALB
PNSALB
Pensacola
Wed 5/13
2:11 pm-9:12 pm
1 stop6h 01m
Albany Intl
Sun 5/17
6:00 am-1:09 pm
1 stop8h 09m
$392
PensacolaAlbany
PNS - ALB
PNSALB
Pensacola
Tue 6/2
2:04 pm-9:43 pm
1 stop6h 39m
Albany Intl
Wed 6/3
6:10 am-1:02 pm
1 stop7h 52m
$405
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Tue 8/4
7:00 am-1:47 pm
1 stop5h 47m
Boston Logan Intl
Sat 8/15
6:55 am-10:44 am
1 stop4h 49m
$427
Quickest round-trip
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Tue 8/4
9:22 am-3:18 pm
1 stop4h 56m
Boston Logan Intl
Wed 8/12
12:45 pm-4:33 pm
1 stop4h 48m
$427
Showing 1-10 of 48 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-BOS
PNS-ORH
PNS-ALB
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-BOS
PNS-ORH
PNS-ALB
What is the cheapest month to book a flight from Pensacola to Massachusetts?
Currently, April is the cheapest month in which you can book a flight from Pensacola to Massachusetts (average of $112). Flying from Pensacola to Massachusetts in November is currently the most expensive (average of $284). 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?
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 March 27, 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.
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Pensacola to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pensacola to Massachusetts by cabin class
Find flights from Pensacola to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pensacola and Massachusetts flights
Browse other Pensacola and Massachusetts flight options. Last updated on March 27, 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 4 airlines flying from Pensacola to Massachusetts
Discover the top 4 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 March 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$201 | Average$244 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$266 | Average$482 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$284 | Average$396 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$284 | Average$417 | FlexibilityNo cancel fee | On-timeN/A |