$129+ Cheap flights from Jacksonville, NC (OAJ) 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.
OAJ — BOS
May 9 — May 161
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
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
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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 April 9, 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 April 9, 2026.
This Delta deal was found by Cheapflights users on 4/5. 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 5/512:05 pm
OAJ
- BDL
1 stop4h 49m
Delta
Tue 5/126:00 am
BDL
- OAJ
1 stop5h 06m
Delta
Deal found 4/5![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 4/5. 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 5/56:49 pm
OAJ
- BOS
1 stop6h 26m
Delta
Tue 5/122:00 pm
BOS
- OAJ
1 stop8h 04m
Delta
Deal found 4/5![Delta logo]()
$277
This American Airlines deal was found by Cheapflights users on 4/5. 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 4/287:09 pm
OAJ
- BDL
1 stop4h 20m
American Airlines
Mon 5/46:00 am
BDL
- OAJ
1 stop4h 26m
American Airlines
Deal found 4/5![American Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 4/5. 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 9/95:40 am
OAJ
- BOS
1 stop7h 01m
Delta
Wed 9/165:45 am
BOS
- OAJ
1 stop7h 57m
Delta
Deal found 4/5![Delta logo]()
$311
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/56:00 am
OAJ
- BOS
2 stops8h 19m
American Airlines
Tue 5/125:27 am
BOS
- OAJ
1 stop4h 22m
American Airlines
Deal found 4/5![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 4/5. 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 9/912:18 pm
OAJ
- BOS
2 stops6h 41m
American Airlines
Wed 9/166:00 am
BOS
- OAJ
2 stops6h 17m
American Airlines
Deal found 4/5![American Airlines logo]()
$321
This Delta deal was found by Cheapflights users on 4/5. 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 8/262:25 pm
OAJ
- BOS
1 stop5h 07m
Delta
Thu 9/36:55 am
BOS
- OAJ
1 stop6h 47m
Delta
Deal found 4/5![Delta logo]()
$324
This American Airlines deal was found by Cheapflights users on 4/5. 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 8/266:04 pm
OAJ
- BOS
1 stop4h 31m
American Airlines
Thu 9/37:50 am
BOS
- OAJ
2 stops6h 26m
American Airlines
Deal found 4/5![American Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:47 pm
OAJ
- BOS
1 stop6h 36m
Delta
Wed 5/132:00 pm
BOS
- OAJ
1 stop8h 04m
Delta
Deal found 4/7![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 4/7. 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 8/76:44 pm
OAJ
- BOS
1 stop5h 15m
Delta
Tue 8/1112:45 pm
BOS
- OAJ
1 stop5h 07m
Delta
Deal found 4/7![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 4/7. 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 8/76:44 pm
OAJ
- BOS
1 stop6h 36m
Delta
Mon 8/175:45 am
BOS
- OAJ
1 stop7h 57m
Delta
Deal found 4/7![Delta logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/57:09 pm
OAJ
- BDL
1 stop4h 20m
American Airlines
Tue 5/1210:53 am
BDL
- OAJ
2 stops7h 51m
American Airlines
Deal found 4/5![American Airlines logo]()
$358
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 April 9, 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 April 9, 2026.
This Delta deal was found by Cheapflights users on 4/5. 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 5/512:05 pm
OAJ
- BDL
1 stop4h 49m
Delta
Tue 5/126:00 am
BDL
- OAJ
1 stop5h 06m
Delta
Deal found 4/5![Delta logo]()
$257
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/57:09 pm
OAJ
- BDL
1 stop4h 20m
American Airlines
Tue 5/1210:53 am
BDL
- OAJ
2 stops7h 51m
American Airlines
Deal found 4/5![American Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 4/5. 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 5/56:49 pm
OAJ
- BOS
1 stop6h 26m
Delta
Tue 5/122:00 pm
BOS
- OAJ
1 stop8h 04m
Delta
Deal found 4/5![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 4/5. 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 9/95:40 am
OAJ
- BOS
1 stop7h 01m
Delta
Wed 9/165:45 am
BOS
- OAJ
1 stop7h 57m
Delta
Deal found 4/5![Delta logo]()
$311
This Delta deal was found by Cheapflights users on 4/5. 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 8/262:25 pm
OAJ
- BOS
1 stop5h 07m
Delta
Thu 9/36:55 am
BOS
- OAJ
1 stop6h 47m
Delta
Deal found 4/5![Delta logo]()
$324
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/71:27 pm
OAJ
- BOS
1 stop4h 36m
American Airlines
Thu 5/146:53 pm
BOS
- OAJ
1 stop5h 04m
American Airlines
Deal found 4/7![American Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:47 pm
OAJ
- BOS
1 stop6h 36m
Delta
Wed 5/132:00 pm
BOS
- OAJ
1 stop8h 04m
Delta
Deal found 4/7![Delta logo]()
$337
This American Airlines deal was found by Cheapflights users on 4/6. 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 6/125:00 am
OAJ
- BOS
1 stop4h 22m
American Airlines
Sun 6/148:00 am
BOS
- OAJ
1 stop4h 49m
American Airlines
Deal found 4/6![American Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 4/7. 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 8/76:44 pm
OAJ
- BOS
1 stop5h 15m
Delta
Tue 8/1112:45 pm
BOS
- OAJ
1 stop5h 07m
Delta
Deal found 4/7![Delta logo]()
$344
This American Airlines deal was found by Cheapflights users on 4/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/141:55 pm
OAJ
- ALB
2 stops9h 29m
American Airlines
Sun 5/35:30 am
ALB
- OAJ
2 stops7h 31m
American Airlines
Deal found 4/9![American Airlines logo]()
$468
This Delta deal was found by Cheapflights users on 4/7. 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 8/76:44 pm
OAJ
- BDL
1 stop5h 10m
Delta
Mon 8/178:00 am
BDL
- OAJ
1 stop5h 42m
Delta
Deal found 4/7![Delta logo]()
$391
This Delta deal was found by Cheapflights users on 4/9. 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 8/146:25 pm
OAJ
- BOS
1 stop5h 31m
Delta
Sun 8/168:00 am
BOS
- OAJ
1 stop5h 42m
Delta
Deal found 4/9![Delta logo]()
$402
This American Airlines deal was found by Cheapflights users on 4/4. 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 7/25:00 am
OAJ
- BDL
1 stop4h 27m
American Airlines
Fri 7/317:37 am
BDL
- OAJ
1 stop6h 55m
American Airlines
Deal found 4/4![American Airlines logo]()
$577
This Delta deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:32 pm
OAJ
- BOS
1 stop5h 51m
Delta
Wed 5/133:00 pm
BOS
- OAJ
1 stop7h 04m
Delta
Deal found 4/7![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 4/9. 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.
Tue 4/146:49 pm
OAJ
- ALB
1 stop5h 10m
Delta
Sun 5/36:00 am
ALB
- OAJ
1 stop7h 40m
Delta
Deal found 4/9![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/226:44 pm
OAJ
- BDL
1 stop5h 29m
Delta
Thu 6/255:19 pm
BDL
- OAJ
1 stop5h 11m
Delta
Deal found 4/6![Delta logo]()
$603
This Delta deal was found by Cheapflights users on 4/5. 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 6/2012:11 pm
OAJ
- BDL
1 stop6h 12m
Delta
Tue 6/238:00 am
BDL
- OAJ
1 stop7h 54m
Delta
Deal found 4/5![Delta logo]()
$609
Last-minute flights from Jacksonville to MassachusettsDiscover last-minute flight deals from Jacksonville to Massachusetts. Data last updated April 9, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Massachusetts. Data last updated April 9, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/8. 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.
Fri 4/1011:58 am
OAJ
- BDL
1 stop6h 06m
Delta
Tue 4/146:00 am
BDL
- OAJ
1 stop5h 18m
Delta
Deal found 4/8![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 4/9. 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.
Tue 4/146:49 pm
OAJ
- ALB
1 stop5h 10m
Delta
Sun 5/36:00 am
ALB
- OAJ
1 stop7h 40m
Delta
Deal found 4/9![Delta logo]()
$447
This American Airlines deal was found by Cheapflights users on 4/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/141:55 pm
OAJ
- ALB
2 stops9h 29m
American Airlines
Sun 5/35:30 am
ALB
- OAJ
2 stops7h 31m
American Airlines
Deal found 4/9![American Airlines logo]()
$468
This Delta deal was found by Cheapflights users on 4/6. 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 4/176:49 pm
OAJ
- BOS
1 stop5h 09m
Delta
Mon 4/204:00 pm
BOS
- OAJ
1 stop6h 51m
Delta
Deal found 4/6![Delta logo]()
$573
This American Airlines deal was found by Cheapflights users on 4/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:10 am
OAJ
- BOS
1 stop4h 51m
American Airlines
Mon 4/275:40 am
BOS
- OAJ
1 stop7h 21m
American Airlines
Deal found 4/8![American Airlines logo]()
$550
This American Airlines deal was found by Cheapflights users on 4/5. 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 4/287:09 pm
OAJ
- BDL
1 stop4h 20m
American Airlines
Mon 5/46:00 am
BDL
- OAJ
1 stop4h 26m
American Airlines
Deal found 4/5![American Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 4/5. 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 5/512:05 pm
OAJ
- BDL
1 stop4h 49m
Delta
Tue 5/126:00 am
BDL
- OAJ
1 stop5h 06m
Delta
Deal found 4/5![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 4/5. 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 5/56:49 pm
OAJ
- BOS
1 stop6h 26m
Delta
Tue 5/122:00 pm
BOS
- OAJ
1 stop8h 04m
Delta
Deal found 4/5![Delta logo]()
$277
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/56:00 am
OAJ
- BOS
2 stops8h 19m
American Airlines
Tue 5/125:27 am
BOS
- OAJ
1 stop4h 22m
American Airlines
Deal found 4/5![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/57:09 pm
OAJ
- BDL
1 stop4h 20m
American Airlines
Tue 5/1210:53 am
BDL
- OAJ
2 stops7h 51m
American Airlines
Deal found 4/5![American Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/71:27 pm
OAJ
- BOS
1 stop4h 36m
American Airlines
Thu 5/146:53 pm
BOS
- OAJ
1 stop5h 04m
American Airlines
Deal found 4/7![American Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:47 pm
OAJ
- BOS
1 stop6h 36m
Delta
Wed 5/132:00 pm
BOS
- OAJ
1 stop8h 04m
Delta
Deal found 4/7![Delta logo]()
$337
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 April 9, 2026.
Search for one-way flight options from Jacksonville to Massachusetts. Find affordable one-way fares based on user searches. Data last updated April 9, 2026.
This Delta deal was found by Cheapflights users on 4/9. 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.
Wed 5/136:47 pm
OAJ
- BDL
1 stop5h 46m
Delta
Deal found 4/9![Delta logo]()
$129
This Delta deal was found by Cheapflights users on 4/8. 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.
Sun 5/36:49 pm
OAJ
- ALB
1 stop5h 10m
Delta
Deal found 4/8![Delta logo]()
$254
This American Airlines deal was found by Cheapflights users on 4/4. 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 5/315:00 am
OAJ
- ALB
1 stop5h 53m
American Airlines
Deal found 4/4![American Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:47 pm
OAJ
- ALB
1 stop5h 11m
Delta
Deal found 4/6![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:49 pm
OAJ
- BOS
1 stop6h 33m
Delta
Deal found 4/6![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 4/6. 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 5/212:08 pm
OAJ
- BOS
1 stop5h 31m
Delta
Deal found 4/6![Delta logo]()
$360
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/175:45 am
OAJ
- ALB
2 stops7h 47m
Delta
Deal found 4/6![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/192:20 pm
OAJ
- BDL
1 stop7h 56m
Delta
Deal found 4/6![Delta logo]()
$420
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Sat 5/24:17 pm
OAJ
- BOS
2 stops7h 13m
American Airlines
Deal found 4/6![American Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/35:10 am
OAJ
- BOS
2 stops7h 16m
American Airlines
Deal found 4/6![American Airlines logo]()
$542
This American Airlines deal was found by Cheapflights users on 4/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:10 am
OAJ
- BOS
1 stop4h 51m
American Airlines
Deal found 4/9![American Airlines logo]()
$681
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 April 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $257 (Delta) |
One-way from | $129 (Delta) |
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 2,558,603 searches. Data last updated April 9, 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
OAJ - BDL
OAJBDL
Jacksonville Albert J Ellis
Tue 5/5
12:05 pm-4:54 pm
1 stop4h 49m
Hartford Bradley Intl
Tue 5/12
6:00 am-11:06 am
1 stop5h 06m
$257
JacksonvilleBoston
OAJ - BOS
OAJBOS
Jacksonville Albert J Ellis
Tue 5/5
6:49 pm-1:15 am
1 stop6h 26m
Boston Logan Intl
Tue 5/12
2:00 pm-10:04 pm
1 stop8h 04m
$277
JacksonvilleBoston
OAJ - BOS
OAJBOS
Jacksonville Albert J Ellis
Wed 9/9
5:40 am-12:41 pm
1 stop7h 01m
Boston Logan Intl
Wed 9/16
5:45 am-1:42 pm
1 stop7h 57m
$311
JacksonvilleBoston
OAJ - BOS
OAJBOS
Jacksonville Albert J Ellis
Wed 8/26
2:25 pm-7:32 pm
1 stop5h 07m
Boston Logan Intl
Thu 9/3
6:55 am-1:42 pm
1 stop6h 47m
$324
JacksonvilleBoston
OAJ - BOS
OAJBOS
Jacksonville Albert J Ellis
Mon 5/11
6:47 pm-1:23 am
1 stop6h 36m
Boston Logan Intl
Wed 5/13
2:00 pm-10:04 pm
1 stop8h 04m
$337
JacksonvilleBoston
OAJ - BOS
OAJBOS
Jacksonville Albert J Ellis
Fri 8/7
6:44 pm-11:59 pm
1 stop5h 15m
Boston Logan Intl
Tue 8/11
12:45 pm-5:52 pm
1 stop5h 07m
$344
JacksonvilleHartford
OAJ - BDL
OAJBDL
Jacksonville Albert J Ellis
Tue 5/5
7:09 pm-11:29 pm
1 stop4h 20m
Hartford Bradley Intl
Tue 5/12
10:53 am-6:44 pm
2 stops7h 51m
$358
JacksonvilleHartford
OAJ - BDL
OAJBDL
Jacksonville Albert J Ellis
Fri 8/7
6:44 pm-11:54 pm
1 stop5h 10m
Hartford Bradley Intl
Mon 8/17
8:00 am-1:42 pm
1 stop5h 42m
$391
JacksonvilleBoston
OAJ - BOS
OAJBOS
Jacksonville Albert J Ellis
Thu 5/7
1:27 pm-6:03 pm
1 stop4h 36m
Boston Logan Intl
Thu 5/14
6:53 pm-11:57 pm
1 stop5h 04m
$402
JacksonvilleBoston
OAJ - BOS
OAJBOS
Jacksonville Albert J Ellis
Fri 8/14
6:25 pm-11:56 pm
1 stop5h 31m
Boston Logan Intl
Sun 8/16
8:00 am-1:42 pm
1 stop5h 42m
$402
Showing 1-10 of 27 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.
OAJ-BDL
OAJ-ALB
OAJ-BOS
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
OAJ-USMA
OAJ-BDL
OAJ-ALB
OAJ-BOS
What is the cheapest month to book a flight from Jacksonville, North Carolina to Massachusetts?
Currently, May is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Massachusetts (average of $120). Flying from Jacksonville, North Carolina to Massachusetts in April is currently the most expensive (average of $198). 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.
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 April 9, 2026.
Get a feel of what it's like to fly with American Airlines from Jacksonville to Massachusetts by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.5
Comfort
7.2
Food
6.4
Overall
7.1
Entertainment
6.9
Crew
7.9
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
Boarding
7.5
Comfort
7.2
Food
6.4
Overall
7.1
Entertainment
6.9
Crew
7.9
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
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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Jacksonville and Massachusetts flights
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Jacksonville to Massachusetts flights
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Top airline flying from Jacksonville to Massachusetts
Discover the top airline 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 2,558,603 searches. Data last updated April 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$221 | Average$380 | FlexibilityNo cancel fee | On-time71% |