$323+ Cheap flights from Jacksonville, NC (OAJ) 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — BOS
Nov 1 — Nov 81
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Massachusetts with Cheapflights
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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 October 2, 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 October 2, 2026.
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/146:00 am -
1 stop7h 42m
Tue 11/178:00 am -
1 stop5h 42m
Deal found 9/29![Delta logo]()
$341
This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/146:04 am -
2 stops6h 16m
Tue 11/1712:43 pm -
1 stop6h 00m
Deal found 9/29![American Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/2412:00 pm -
1 stop6h 02m
Tue 10/272:59 pm -
1 stop7h 23m
Deal found 9/28![Delta logo]()
$417
This American Airlines deal was found by Cheapflights users on 10/2. 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 12/251:27 pm -
1 stop7h 28m
Tue 12/298:00 am -
1 stop5h 01m
Deal found 10/2![American Airlines logo]()
$420
This American Airlines deal was found by Cheapflights users on 10/2. 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 11/138:52 am -
1 stop4h 57m
Sun 11/158:00 am -
1 stop6h 25m
Deal found 10/2![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/248:57 am -
1 stop6h 59m
Tue 10/277:00 am -
2 stops6h 24m
Deal found 9/30![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/135:13 pm -
1 stop5h 06m
Sat 10/177:00 am -
1 stop5h 17m
Deal found 9/28![American Airlines logo]()
$442
This American Airlines deal was found by Cheapflights users on 10/2. 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 10/304:56 pm -
1 stop6h 03m
Sun 11/18:00 am -
1 stop6h 25m
Deal found 10/2![American Airlines logo]()
$450
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 October 2, 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 October 2, 2026.
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/146:00 am -
1 stop7h 42m
Tue 11/178:00 am -
1 stop5h 42m
Deal found 9/29![Delta logo]()
$341
This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/146:04 am -
2 stops6h 16m
Tue 11/1712:43 pm -
1 stop6h 00m
Deal found 9/29![American Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/2412:00 pm -
1 stop6h 02m
Tue 10/272:59 pm -
1 stop7h 23m
Deal found 9/28![Delta logo]()
$417
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:57 am -
1 stop5h 07m
Tue 10/273:20 pm -
1 stop5h 59m
Deal found 10/1![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 10/2. 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 11/138:52 am -
1 stop4h 57m
Sun 11/158:00 am -
1 stop6h 25m
Deal found 10/2![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/135:13 pm -
1 stop5h 06m
Sat 10/177:00 am -
1 stop5h 17m
Deal found 9/28![American Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 10/1. 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 10/2212:00 pm -
1 stop6h 02m
Sun 10/255:30 am -
1 stop5h 39m
Deal found 10/1![Delta logo]()
$508
This American Airlines deal was found by Cheapflights users on 10/2. 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 10/304:56 pm -
1 stop6h 03m
Sun 11/18:00 am -
1 stop6h 25m
Deal found 10/2![American Airlines logo]()
$450
Last-minute flights from Jacksonville to MassachusettsDiscover last-minute flight deals from Jacksonville to Massachusetts. Data last updated October 2, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Massachusetts. Data last updated October 2, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/135:13 pm -
1 stop5h 06m
Sat 10/177:00 am -
1 stop5h 17m
Deal found 9/28![American Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/2412:00 pm -
1 stop6h 02m
Tue 10/272:59 pm -
1 stop7h 23m
Deal found 9/28![Delta logo]()
$417
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/248:57 am -
1 stop6h 59m
Tue 10/277:00 am -
2 stops6h 24m
Deal found 9/30![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 10/2. 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 10/304:56 pm -
1 stop6h 03m
Sun 11/18:00 am -
1 stop6h 25m
Deal found 10/2![American Airlines logo]()
$450
This American Airlines deal was found by Cheapflights users on 10/2. 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 11/138:52 am -
1 stop4h 57m
Sun 11/158:00 am -
1 stop6h 25m
Deal found 10/2![American Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/146:00 am -
1 stop7h 42m
Tue 11/178:00 am -
1 stop5h 42m
Deal found 9/29![Delta logo]()
$341
This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/146:04 am -
2 stops6h 16m
Tue 11/1712:43 pm -
1 stop6h 00m
Deal found 9/29![American Airlines logo]()
$398
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 October 2, 2026.
Search for one-way flight options from Jacksonville to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 2, 2026.
This American Airlines deal was found by Cheapflights users on 10/2. 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.
Mon 11/25:16 pm -
1 stop4h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![American Airlines logo]()
$323
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/224:36 pm -
1 stop6h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![American Airlines logo]()
$436
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 October 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $341 (Delta) |
One-way from | $323 (American Airlines) |
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 October 2, 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
Quickest round-trip
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Mon 11/2
5:16 pm-9:50 pm
1 stop4h 34m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$323
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Sat 11/14
6:00 am-1:42 pm
1 stop7h 42m
Boston Logan Intl
Tue 11/17
8:00 am-1:42 pm
1 stop5h 42m
$341
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Sat 11/14
6:04 am-12:20 pm
2 stops6h 16m
Boston Logan Intl
Tue 11/17
12:43 pm-6:43 pm
1 stop6h 00m
$398
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Sat 10/24
12:00 pm-6:02 pm
1 stop6h 02m
Boston Logan Intl
Tue 10/27
2:59 pm-10:22 pm
1 stop7h 23m
$417
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Sat 10/24
8:57 am-2:04 pm
1 stop5h 07m
Boston Logan Intl
Tue 10/27
3:20 pm-9:19 pm
1 stop5h 59m
$417
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Fri 11/13
8:52 am-1:49 pm
1 stop4h 57m
Boston Logan Intl
Sun 11/15
8:00 am-2:25 pm
1 stop6h 25m
$423
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Tue 12/22
4:36 pm-11:15 pm
1 stop6h 39m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$436
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Tue 10/13
5:13 pm-10:19 pm
1 stop5h 06m
Boston Logan Intl
Sat 10/17
7:00 am-12:17 pm
1 stop5h 17m
$442
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Fri 10/30
4:56 pm-10:59 pm
1 stop6h 03m
Boston Logan Intl
Sun 11/1
8:00 am-2:25 pm
1 stop6h 25m
$450
JacksonvilleBoston
OAJ Jacksonville Albert J Ellis - BOS Boston Logan Intl
OAJBOS
Jacksonville Albert J Ellis
Thu 10/22
12:00 pm-6:02 pm
1 stop6h 02m
Boston Logan Intl
Sun 10/25
5:30 am-11:09 am
1 stop5h 39m
$508
Sorted 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-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-BOS
No data available for this route at this time. Please check back soon.
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 October 2, 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.
Food
6.4
Crew
7.9
Boarding
7.4
Entertainment
6.8
Overall
7.0
Comfort
7.2
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
Food
6.4
Crew
7.9
Boarding
7.4
Entertainment
6.8
Overall
7.0
Comfort
7.2
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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Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
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Jacksonville and Massachusetts flights
Browse other Jacksonville and Massachusetts flight options. Last updated on October 2, 2026.
Popular flight searches
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Jacksonville to Massachusetts flights
Consider these flights traveling from Jacksonville to Massachusetts.
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 7,457,451 searches. Data last updated October 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$221 | Average$396 | FlexibilityNo cancel fee | On-time71% |