$59+ Cheap flights from Jacksonville (JAX) to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — BOS
Oct 14 — Oct 211
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Massachusetts with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Jacksonville to MassachusettsExplore the most affordable flight options available from Jacksonville to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2026.
Explore the most affordable flight options available from Jacksonville to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 12/49:26 pm -
Nonstop2h 18m
Mon 12/76:00 am -
Nonstop2h 53m
Deal found 9/11![Breeze Airways logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 12/58:42 pm -
Nonstop2h 26m
Mon 12/76:00 am -
Nonstop2h 53m
Deal found 9/11![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 12/49:26 pm -
Nonstop2h 18m
Tue 12/87:05 am -
1 stop9h 21m
Deal found 9/11![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 9/268:42 pm -
Nonstop2h 26m
Wed 9/306:05 am -
Nonstop2h 54m
Deal found 9/9![Breeze Airways logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 12/49:26 pm -
Nonstop2h 18m
Sun 12/67:15 am -
1 stop10h 30m
Deal found 9/11![Breeze Airways logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 12/28:42 pm -
Nonstop2h 26m
Wed 12/96:05 am -
Nonstop2h 54m
Deal found 9/11![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 12/312:54 pm -
1 stop10h 37m
Mon 12/76:00 am -
Nonstop2h 53m
Deal found 9/11![Breeze Airways logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Fri 9/259:26 pm -
Nonstop2h 18m
Wed 9/306:05 am -
Nonstop2h 54m
Deal found 9/9![Breeze Airways logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 12/49:26 pm -
Nonstop2h 18m
Sat 12/56:05 am -
Nonstop2h 54m
Deal found 9/11![Breeze Airways logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 10/137:46 pm -
1 stop16h 06m
Wed 10/2112:57 pm -
1 stop5h 49m
Deal found 9/9![Frontier logo]()
$247
This deal was found by Cheapflights users on 9/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:40 am -
1 stop6h 41m
Sun 10/48:00 am -
Nonstop2h 51m
Deal found 9/11![JetBlue logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/127:46 pm -
1 stop16h 06m
Wed 10/2112:57 pm -
1 stop5h 49m
Deal found 9/9![Frontier logo]()
$252
Best flights from Jacksonville to MassachusettsDiscover carefully curated flight deals from Jacksonville to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
Discover carefully curated flight deals from Jacksonville to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:42 pm -
Nonstop2h 26m
Wed 10/146:05 am -
Nonstop2h 54m
Deal found 9/10![Breeze Airways logo]()
$208
This JetBlue deal was found by Cheapflights users on 9/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:10 pm -
1 stop7h 23m
Mon 10/261:00 pm -
1 stop5h 19m
Deal found 9/10![JetBlue logo]()
$268
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 10/243:42 pm -
2 stops8h 17m
Sat 11/149:00 am -
1 stop5h 27m
Deal found 9/9![United Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/68:41 pm -
2 stops20h 08m
Tue 10/135:16 pm -
2 stops17h 36m
Deal found 9/11![American Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:40 pm -
Nonstop2h 47m
Sun 12/138:10 pm -
Nonstop3h 10m
Deal found 9/11![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:30 am -
2 stops10h 35m
Sun 12/64:20 pm -
1 stop5h 55m
Deal found 9/13![Southwest logo]()
$315
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:42 pm -
Nonstop2h 26m
Mon 10/126:00 am -
Nonstop2h 53m
Deal found 9/10![Breeze Airways logo]()
$243
This Delta deal was found by Cheapflights users on 9/9. 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 12/45:00 am -
1 stop5h 08m
Tue 12/88:00 am -
1 stop5h 24m
Deal found 9/9![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:45 pm -
1 stop6h 00m
Mon 12/78:20 am -
1 stop4h 55m
Deal found 9/13![Southwest logo]()
$321
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 10/103:42 pm -
2 stops8h 02m
Sat 10/1712:45 pm -
1 stop6h 24m
Deal found 9/9![United Airlines logo]()
$344
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:00 pm -
1 stop4h 59m
Fri 10/161:00 pm -
1 stop5h 10m
Deal found 9/14![JetBlue logo]()
$345
This Delta deal was found by Cheapflights users on 9/13. 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 12/117:59 pm -
1 stop5h 17m
Sun 12/138:10 pm -
Nonstop3h 10m
Deal found 9/13![Delta logo]()
$317
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:35 am -
1 stop10h 14m
Tue 10/135:16 pm -
1 stop17h 36m
Deal found 9/11![American Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 11/411:10 am -
2 stops10h 40m
Mon 11/93:30 pm -
1 stop8h 10m
Deal found 9/9![Southwest logo]()
$342
This JetBlue deal was found by Cheapflights users on 9/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:46 pm -
1 stop6h 41m
Sun 11/151:00 pm -
1 stop5h 19m
Deal found 9/12![JetBlue logo]()
$346
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:35 am -
1 stop10h 14m
Wed 10/145:16 pm -
1 stop17h 36m
Deal found 9/11![American Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 9/12. 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 10/3012:26 pm -
Nonstop2h 49m
Sat 10/314:00 pm -
Nonstop3h 01m
Deal found 9/12![Delta logo]()
$332
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 12/117:10 pm -
1 stop4h 38m
Mon 12/216:00 am -
1 stop4h 37m
Deal found 9/9![United Airlines logo]()
$373
This KAYAK deal was found by Cheapflights users on 9/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:20 pm -
1 stop20h 49m
Sat 11/287:30 am -
1 stop12h 00m
Deal found 9/9![Multiple Airlines logo]()
$839
This Southwest deal was found by Cheapflights users on 9/11. 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.
Mon 10/197:35 pm -
1 stop4h 35m
Wed 10/2111:45 am -
2 stops9h 25m
Deal found 9/11![Southwest logo]()
$357
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:49 am -
1 stop7h 00m
Mon 10/125:16 pm -
1 stop17h 36m
Deal found 9/11![American Airlines logo]()
$362
This JetBlue deal was found by Cheapflights users on 9/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:00 pm -
1 stop4h 46m
Wed 10/148:00 am -
1 stop8h 14m
Deal found 9/13![JetBlue logo]()
$376
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/203:42 pm -
2 stops8h 02m
Fri 10/2312:45 pm -
1 stop6h 24m
Deal found 9/10![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 9/11. 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.
Thu 12/1010:45 am -
2 stops10h 55m
Sun 12/135:10 pm -
1 stop4h 55m
Deal found 9/11![Southwest logo]()
$357
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/87:05 am -
1 stop9h 44m
Mon 10/125:16 pm -
1 stop17h 36m
Deal found 9/12![American Airlines logo]()
$382
This JetBlue deal was found by Cheapflights users on 9/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:10 pm -
1 stop6h 48m
Thu 10/158:00 am -
1 stop8h 14m
Deal found 9/13![JetBlue logo]()
$407
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Sat 10/313:40 pm -
2 stops8h 19m
Sun 11/16:00 am -
2 stops8h 20m
Deal found 9/11![United Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:36 pm -
1 stop4h 56m
Mon 10/126:00 am -
1 stop5h 53m
Deal found 9/11![Delta logo]()
$425
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Sun 9/278:24 pm -
2 stops20h 25m
Thu 10/15:16 pm -
1 stop17h 43m
Deal found 9/12![American Airlines logo]()
$392
This Southwest deal was found by Cheapflights users on 9/11. 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.
Sat 10/246:35 am -
2 stops7h 45m
Tue 10/2712:45 pm -
2 stops9h 20m
Deal found 9/11![Southwest logo]()
$415
Last-minute flights from Jacksonville to MassachusettsDiscover last-minute flight deals from Jacksonville to Massachusetts. Data last updated September 14, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Massachusetts. Data last updated September 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Fri 9/259:26 pm -
Nonstop2h 18m
Wed 9/306:05 am -
Nonstop2h 54m
Deal found 9/9![Breeze Airways logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/259:26 pm -
Nonstop2h 18m
Tue 9/297:05 am -
1 stop9h 21m
Deal found 9/10![Breeze Airways logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 9/268:42 pm -
Nonstop2h 26m
Wed 9/306:05 am -
Nonstop2h 54m
Deal found 9/9![Breeze Airways logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 10/38:42 pm -
Nonstop2h 26m
Mon 10/56:00 am -
Nonstop2h 53m
Deal found 9/11![Breeze Airways logo]()
$178
This Breeze Airways deal was found by Cheapflights users on 9/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:42 pm -
Nonstop2h 26m
Wed 10/146:05 am -
Nonstop2h 54m
Deal found 9/11![Breeze Airways logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/108:42 pm -
Nonstop2h 26m
Sat 10/176:05 am -
Nonstop2h 54m
Deal found 9/12![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/108:42 pm -
Nonstop2h 26m
Tue 10/137:05 am -
1 stop9h 21m
Deal found 9/9![Breeze Airways logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 10/137:46 pm -
1 stop16h 06m
Wed 10/2112:57 pm -
1 stop5h 49m
Deal found 9/9![Frontier logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/178:42 pm -
Nonstop2h 26m
Mon 10/196:00 am -
Nonstop2h 53m
Deal found 9/12![Breeze Airways logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/178:42 pm -
Nonstop2h 26m
Wed 10/216:05 am -
Nonstop2h 54m
Deal found 9/14![Breeze Airways logo]()
$192
This Expedia deal was found by Cheapflights users on 9/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:26 pm -
Nonstop2h 18m
Sun 11/17:00 am -
1 stop10h 23m
Deal found 9/11![Breeze Airways logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 10/239:26 pm -
Nonstop2h 18m
Sun 11/17:05 am -
2 stops35h 03m
Deal found 9/11![Multiple Airlines logo]()
$203
One-way flights from Jacksonville to MassachusettsSearch for one-way flight options from Jacksonville to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
Search for one-way flight options from Jacksonville to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 12/49:26 pm -
Nonstop2h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Breeze Airways logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 10/309:26 pm -
Nonstop2h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Breeze Airways logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/99:26 pm -
Nonstop2h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Breeze Airways logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/178:42 pm -
Nonstop2h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 12/28:42 pm -
Nonstop2h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/108:42 pm -
Nonstop2h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Breeze Airways logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Wed 10/288:42 pm -
Nonstop2h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Breeze Airways logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/112:54 pm -
1 stop10h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 10/103:55 pm -
1 stop19h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 9/263:50 pm -
1 stop18h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Fri 10/307:03 pm -
2 stops41h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/57:03 pm -
2 stops38h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$129
Find flight deals from Jacksonville to Massachusetts
Keep the following information in mind while searching for Jacksonville to Massachusetts flight deals. Data was last updated September 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Kiwi.com) |
One-way from | $59 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $310 |
Good round-trip deal | $288 or less |
Good one-way deal | $181 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jacksonville 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 7,457,451 searches. Data last updated September 14, 2026.
Use the filters below to find and compare flights from Jacksonville to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonvilleHartford
JAX Jacksonville - BDL Hartford Bradley Intl
JAXBDL
Jacksonville
Mon 10/26
7:46 pm-10:33 pm
2 stops26h 47m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
JacksonvilleBoston
JAX Jacksonville - BOS Boston Logan Intl
JAXBOS
Jacksonville
Wed 10/14
5:10 pm-12:33 am
1 stop7h 23m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
JacksonvilleBoston
JAX Jacksonville - BOS Boston Logan Intl
JAXBOS
Jacksonville
Tue 10/6
7:25 pm-10:15 pm
Nonstop2h 50m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
JacksonvilleBoston
JAX Jacksonville - BOS Boston Logan Intl
JAXBOS
Jacksonville
Wed 10/28
7:05 am-2:22 pm
1 stop7h 17m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
JacksonvilleBoston
JAX Jacksonville - BOS Boston Logan Intl
JAXBOS
Jacksonville
Mon 11/9
7:15 pm-11:49 pm
1 stop4h 34m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$144
JacksonvilleHartford
JAX Jacksonville - BDL Hartford Bradley Intl
JAXBDL
Jacksonville
Thu 11/5
3:00 pm-11:00 am
2 stops20h 00m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$153
JacksonvilleBoston
JAX Jacksonville - BOS Boston Logan Intl
JAXBOS
Jacksonville
Mon 11/2
3:35 pm-10:24 pm
1 stop6h 49m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$154
JacksonvilleWorcester
JAX Jacksonville - ORH Worcester
JAXORH
Jacksonville
Wed 10/28
6:10 am-3:27 pm
2 stops9h 17m
Worcester
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
JacksonvilleWorcester
JAX Jacksonville - ORH Worcester
JAXORH
Jacksonville
Tue 11/24
6:00 am-5:21 pm
2 stops11h 21m
Worcester
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
JacksonvilleWorcester
JAX Jacksonville - ORH Worcester
JAXORH
Jacksonville
Sun 11/1
6:10 am-3:27 pm
2 stops9h 17m
Worcester
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Jacksonville to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Jacksonville with our price prediction graph.
JAX-BDL
JAX-BOS
JAX-ORH
JAX-ALB
JAX-PVC
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 Jacksonville to Massachusetts
JAX-USMA
JAX-BDL
JAX-BOS
JAX-ORH
JAX-ALB
What is the cheapest month to book a flight from Jacksonville to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Jacksonville to Massachusetts (average of $232). Flying from Jacksonville to Massachusetts in July is currently the most expensive (average of $326). 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.
What is the cheapest time of day to fly from JAX to MA?
Find hourly flight availability from Jacksonville to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 14, 2026.
When flying from Jacksonville to Massachusetts, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 48% versus a flight at noon.
Weekly flight availability from Jacksonville to Massachusetts
Explore weekly flight availability from Jacksonville to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 14, 2026.
The most flights from JAX to USMA are scheduled on a Friday (25 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (16 on average).
How much does it cost to fly round-trip from Jacksonville to Massachusetts?
Airfare is below average for this route at the moment.
Jacksonville to Massachusetts flights typically cost between $257 and $397 in October.The cheapest round-trip price found within the last 5 days was $247 on Frontier (Oct 13-Oct 21).
How far ahead should I book a flight from Jacksonville to Massachusetts?
To ensure you get the cheapest price possible for a flight from Jacksonville to Massachusetts, you should look to book at least 52 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Jacksonville to Massachusetts?
Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Massachusetts. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Jacksonville to Massachusetts flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 September 14, 2026.
Read through reviews of airlines operating flights from Jacksonville to Massachusetts, such as Southwest,Delta, andUnited Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Jacksonville 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 Jacksonville to Massachusetts
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Complete your trip
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Jacksonville and Massachusetts flights
Browse other Jacksonville and Massachusetts flight options. Last updated on September 14, 2026.
Popular flight searches
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Jacksonville to Massachusetts flights
Consider these flights traveling from Jacksonville to Massachusetts.
Top 6 airlines flying from Jacksonville to Massachusetts
Discover the top 6 airlines that operate flights from Jacksonville 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 7,457,451 searches. Data last updated September 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$78 | Average$318 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$107 | Average$288 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$112 | Average$280 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$150 | Average$334 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$158 | Average$269 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$301 | FlexibilityNo cancel fee | On-time69% |