$144+ Cheap flights from Massachusetts to Jacksonville, NC (OAJ)
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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAJ
Mar 7 — Mar 141
1 adult, Economy
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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 Massachusetts to JacksonvilleExplore the most affordable flight options available from Massachusetts to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.
Explore the most affordable flight options available from Massachusetts to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.
This Delta deal was found by Cheapflights users on 2/5. 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.
Thu 9/36:55 am
BOS
- OAJ
1 stop6h 47m
Delta
Mon 9/76:25 pm
OAJ
- BOS
1 stop5h 31m
Delta
Deal found 2/5![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/205:35 am
BOS
- OAJ
1 stop8h 05m
Delta
Mon 3/236:51 pm
OAJ
- BOS
1 stop6h 22m
Delta
Deal found 2/3![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 8/105:45 am
BOS
- OAJ
1 stop7h 57m
Delta
Sat 8/156:25 pm
OAJ
- BOS
1 stop6h 41m
Delta
Deal found 2/2![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:45 am
BOS
- OAJ
1 stop7h 55m
Delta
Thu 7/96:25 pm
OAJ
- BOS
1 stop6h 38m
Delta
Deal found 2/4![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/109:05 am
BOS
- OAJ
1 stop5h 49m
Delta
Tue 3/34:00 pm
OAJ
- BOS
1 stop6h 43m
Delta
Deal found 2/4![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/109:05 am
BOS
- OAJ
1 stop5h 49m
Delta
Fri 2/272:15 pm
OAJ
- BOS
1 stop6h 19m
Delta
Deal found 2/4![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 8/56:00 am
ALB
- OAJ
1 stop7h 40m
Delta
Wed 8/126:25 pm
OAJ
- ALB
1 stop5h 13m
Delta
Deal found 2/3![Delta logo]()
$367
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 2/201:55 pm
BDL
- OAJ
1 stop5h 31m
American Airlines
Sun 2/227:55 pm
OAJ
- BDL
1 stop4h 30m
American Airlines
Deal found 2/4![American Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/285:30 pm
BOS
- OAJ
1 stop6h 25m
American Airlines
Wed 3/47:18 am
OAJ
- BOS
1 stop7h 39m
American Airlines
Deal found 2/2![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:45 am
BOS
- OAJ
1 stop7h 55m
Delta
Fri 7/106:25 pm
OAJ
- BOS
1 stop5h 31m
Delta
Deal found 2/4![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/108:00 am
BOS
- OAJ
1 stop6h 54m
Delta
Thu 2/266:40 pm
OAJ
- BOS
1 stop6h 29m
Delta
Deal found 2/4![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/165:40 am
BOS
- OAJ
1 stop8h 00m
Delta
Sun 4/196:49 pm
OAJ
- BOS
1 stop5h 09m
Delta
Deal found 2/2![Delta logo]()
$403
Best flights from Massachusetts to JacksonvilleDiscover carefully curated flight deals from Massachusetts to Jacksonville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
Discover carefully curated flight deals from Massachusetts to Jacksonville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/205:35 am
BOS
- OAJ
1 stop8h 05m
Delta
Mon 3/236:51 pm
OAJ
- BOS
1 stop6h 22m
Delta
Deal found 2/3![Delta logo]()
$287
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 2/201:55 pm
BDL
- OAJ
1 stop5h 31m
American Airlines
Sun 2/227:55 pm
OAJ
- BDL
1 stop4h 30m
American Airlines
Deal found 2/4![American Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:45 am
BOS
- OAJ
1 stop7h 55m
Delta
Thu 7/96:25 pm
OAJ
- BOS
1 stop6h 38m
Delta
Deal found 2/4![Delta logo]()
$343
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/285:30 pm
BOS
- OAJ
1 stop6h 25m
American Airlines
Wed 3/47:18 am
OAJ
- BOS
1 stop7h 39m
American Airlines
Deal found 2/2![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:45 am
BOS
- OAJ
1 stop7h 55m
Delta
Fri 7/106:25 pm
OAJ
- BOS
1 stop5h 31m
Delta
Deal found 2/4![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/165:40 am
BOS
- OAJ
1 stop8h 00m
Delta
Sun 4/196:49 pm
OAJ
- BOS
1 stop5h 09m
Delta
Deal found 2/2![Delta logo]()
$403
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/266:10 am
ALB
- OAJ
1 stop7h 30m
Delta
Mon 3/306:51 pm
OAJ
- ALB
1 stop5h 08m
Delta
Deal found 2/4![Delta logo]()
$407
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/202:12 pm
BOS
- OAJ
1 stop5h 14m
American Airlines
Mon 3/234:11 pm
OAJ
- BOS
2 stops7h 12m
American Airlines
Deal found 2/3![American Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/136:03 am
BDL
- OAJ
1 stop4h 30m
American Airlines
Sun 3/157:55 pm
OAJ
- BDL
1 stop4h 33m
American Airlines
Deal found 2/2![American Airlines logo]()
$572
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/195:35 am
BOS
- OAJ
1 stop8h 05m
Delta
Sun 3/226:51 pm
OAJ
- BOS
1 stop6h 22m
Delta
Deal found 2/3![Delta logo]()
$483
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/265:28 pm
ALB
- OAJ
1 stop6h 27m
American Airlines
Mon 3/305:00 am
OAJ
- ALB
1 stop7h 19m
American Airlines
Deal found 2/4![American Airlines logo]()
$599
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/266:00 am
ALB
- OAJ
1 stop7h 40m
Delta
Sun 6/286:25 pm
OAJ
- ALB
1 stop5h 13m
Delta
Deal found 2/4![Delta logo]()
$503
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 5/216:00 am
ALB
- OAJ
1 stop5h 06m
Delta
Mon 5/256:47 pm
OAJ
- ALB
1 stop5h 11m
Delta
Deal found 2/1![Delta logo]()
$541
Last-minute flights from Massachusetts to JacksonvilleDiscover last-minute flight deals from Massachusetts to Jacksonville. Data last updated February 5, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Jacksonville. Data last updated February 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/109:05 am
BOS
- OAJ
1 stop5h 49m
Delta
Tue 3/34:00 pm
OAJ
- BOS
1 stop6h 43m
Delta
Deal found 2/4![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/109:05 am
BOS
- OAJ
1 stop5h 49m
Delta
Fri 2/272:15 pm
OAJ
- BOS
1 stop6h 19m
Delta
Deal found 2/4![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/108:00 am
BOS
- OAJ
1 stop6h 54m
Delta
Thu 2/266:40 pm
OAJ
- BOS
1 stop6h 29m
Delta
Deal found 2/4![Delta logo]()
$387
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Tue 2/106:39 am
BOS
- OAJ
1 stop4h 32m
American Airlines
Wed 2/252:03 pm
OAJ
- BOS
2 stops8h 21m
American Airlines
Deal found 2/4![American Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/109:05 am
BOS
- OAJ
1 stop5h 49m
Delta
Sun 3/16:40 pm
OAJ
- BOS
1 stop6h 29m
Delta
Deal found 2/4![Delta logo]()
$477
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Tue 2/103:45 pm
BOS
- OAJ
2 stops7h 13m
American Airlines
Thu 2/265:00 am
OAJ
- BOS
1 stop5h 05m
American Airlines
Deal found 2/4![American Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1010:00 am
BOS
- OAJ
2 stops11h 42m
Delta
Mon 3/26:40 pm
OAJ
- BOS
1 stop6h 29m
Delta
Deal found 2/4![Delta logo]()
$500
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 2/201:55 pm
BDL
- OAJ
1 stop5h 31m
American Airlines
Sun 2/227:55 pm
OAJ
- BDL
1 stop4h 30m
American Airlines
Deal found 2/4![American Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/285:30 pm
BOS
- OAJ
1 stop6h 25m
American Airlines
Wed 3/47:18 am
OAJ
- BOS
1 stop7h 39m
American Airlines
Deal found 2/2![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/136:03 am
BDL
- OAJ
1 stop4h 30m
American Airlines
Sun 3/157:55 pm
OAJ
- BDL
1 stop4h 33m
American Airlines
Deal found 2/2![American Airlines logo]()
$572
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/205:35 am
BOS
- OAJ
1 stop8h 05m
Delta
Mon 3/236:51 pm
OAJ
- BOS
1 stop6h 22m
Delta
Deal found 2/3![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/266:10 am
ALB
- OAJ
1 stop7h 30m
Delta
Mon 3/306:51 pm
OAJ
- ALB
1 stop5h 08m
Delta
Deal found 2/4![Delta logo]()
$407
One-way flights from Massachusetts to JacksonvilleSearch for one-way flight options from Massachusetts to Jacksonville. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
Search for one-way flight options from Massachusetts to Jacksonville. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/225:35 am
BOS
- OAJ
1 stop5h 32m
Delta
Deal found 2/3![Delta logo]()
$144
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/225:24 pm
BDL
- OAJ
1 stop6h 31m
American Airlines
Deal found 2/3![American Airlines logo]()
$159
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/1212:07 pm
BOS
- OAJ
1 stop7h 17m
American Airlines
Deal found 2/2![American Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/116:00 am
ALB
- OAJ
1 stop5h 04m
Delta
Deal found 2/2![Delta logo]()
$351
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/226:00 am
BOS
- OAJ
2 stops6h 38m
American Airlines
Deal found 2/3![American Airlines logo]()
$353
Find flight deals from Massachusetts to Jacksonville
Keep the following information in mind while searching for Massachusetts to Jacksonville flight deals. Data was last updated February 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $287 (Delta) |
One-way from | $144 (Delta) |
Popular in | December |
Cheapest in | April |
Average price | $334 |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Jacksonville 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 February 5, 2026.
Use the filters below to find and compare flights from Massachusetts to Jacksonville that are best for you.
Fly from
Massachusetts
Fly to
Jacksonville
Route
Depart
Return
Price
BostonJacksonville
BOS - OAJ
BOSOAJ
Boston Logan Intl
Fri 3/20
5:35 am-1:40 pm
1 stop8h 05m
Jacksonville Albert J Ellis
Mon 3/23
6:51 pm-1:13 am
1 stop6h 22m
$287
BostonJacksonville
BOS - OAJ
BOSOAJ
Boston Logan Intl
Mon 6/29
5:45 am-1:40 pm
1 stop7h 55m
Jacksonville Albert J Ellis
Thu 7/9
6:25 pm-1:03 am
1 stop6h 38m
$343
HartfordJacksonville
BDL - OAJ
BDLOAJ
Hartford Bradley Intl
Fri 2/20
1:55 pm-7:26 pm
1 stop5h 31m
Jacksonville Albert J Ellis
Sun 2/22
7:55 pm-12:25 am
1 stop4h 30m
$368
BostonJacksonville
BOS - OAJ
BOSOAJ
Boston Logan Intl
Sat 2/28
5:30 pm-11:55 pm
1 stop6h 25m
Jacksonville Albert J Ellis
Wed 3/4
7:18 am-2:57 pm
1 stop7h 39m
$377
BostonJacksonville
BOS - OAJ
BOSOAJ
Boston Logan Intl
Mon 6/29
5:45 am-1:40 pm
1 stop7h 55m
Jacksonville Albert J Ellis
Fri 7/10
6:25 pm-11:56 pm
1 stop5h 31m
$379
BostonJacksonville
BOS - OAJ
BOSOAJ
Boston Logan Intl
Thu 4/16
5:40 am-1:40 pm
1 stop8h 00m
Jacksonville Albert J Ellis
Sun 4/19
6:49 pm-11:58 pm
1 stop5h 09m
$403
AlbanyJacksonville
ALB - OAJ
ALBOAJ
Albany Intl
Thu 3/26
6:10 am-1:40 pm
1 stop7h 30m
Jacksonville Albert J Ellis
Mon 3/30
6:51 pm-11:59 pm
1 stop5h 08m
$407
BostonJacksonville
BOS - OAJ
BOSOAJ
Boston Logan Intl
Thu 3/19
5:35 am-1:40 pm
1 stop8h 05m
Jacksonville Albert J Ellis
Sun 3/22
6:51 pm-1:13 am
1 stop6h 22m
$483
AlbanyJacksonville
ALB - OAJ
ALBOAJ
Albany Intl
Fri 6/26
6:00 am-1:40 pm
1 stop7h 40m
Jacksonville Albert J Ellis
Sun 6/28
6:25 pm-11:38 pm
1 stop5h 13m
$503
BostonJacksonville
BOS - OAJ
BOSOAJ
Boston Logan Intl
Fri 3/20
2:12 pm-7:26 pm
1 stop5h 14m
Jacksonville Albert J Ellis
Mon 3/23
4:11 pm-11:23 pm
2 stops7h 12m
$530
Showing 1-10 of 18 results
Best time to book a flight from Massachusetts to Jacksonville
Have a flexible travel schedule? Discover the best time to fly to Jacksonville from Massachusetts with our price prediction graph.
BOS-OAJ
BDL-OAJ
ALB-OAJ
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 Massachusetts to Jacksonville
USMA-OAJ
BOS-OAJ
BDL-OAJ
ALB-OAJ
What is the cheapest month to book a flight from Massachusetts to Jacksonville, North Carolina?
Currently, September is the cheapest month in which you can book a flight from Massachusetts to Jacksonville, North Carolina (average of $79). Flying from Massachusetts to Jacksonville, North Carolina in December is currently the most expensive (average of $191). 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.
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Find useful and relevant information for your journey from Massachusetts to Jacksonville. 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 Massachusetts to Jacksonville
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Complete your trip
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Other flights to Jacksonville
Explore flights to Jacksonville departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 5, 2026.
Massachusetts and Jacksonville flights
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Massachusetts to Jacksonville flights
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Top 2 airlines flying from Massachusetts to Jacksonville
Discover the top 2 airlines that operate flights from Massachusetts to Jacksonville. 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 February 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$458 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$236 | Average$356 | FlexibilityNo cancel fee | On-time71% |