$159 Find Cheap Flights from Jacksonville to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jacksonville to Massachusetts departing on 5/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Massachusetts, as well as popular online travel agencies
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Cheap Flights from Jacksonville to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$321
Albany
Albany1 stop$406
Boston
Boston1 stop$321
Albany
Albany1 stop$406

Book Cheap Jacksonville to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jacksonville to Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jacksonville to Massachusetts

Wed, May 27 - Sat, May 30
American Airlines Logo
5:00 am - 9:27 am
OAJ
-
BDL
4h 27m
1 stop
American Airlines Logo
5:24 pm - 10:15 pm
BDL
-
OAJ
4h 51m
1 stop
$304American Airlines
Wed, May 27 - Sat, May 30
American Airlines Logo
5:00 am - 2:17 pm
OAJ
-
BDL
9h 17m
2 stops
American Airlines Logo
7:35 am - 2:35 pm
BDL
-
OAJ
7h 00m
1 stop
$309American Airlines
Wed, May 27 - Sat, May 30
American Airlines Logo
6:41 am - 2:17 pm
OAJ
-
BDL
7h 36m
2 stops
American Airlines Logo
6:00 am - 2:35 pm
BDL
-
OAJ
8h 35m
2 stops
$314American Airlines
Tue, Jun 9 - Tue, Jun 23
Delta Logo
6:40 pm - 1:31 am
OAJ
-
BOS
6h 51m
1 stop
Delta Logo
5:30 am - 11:21 am
BOS
-
OAJ
5h 51m
1 stop
$321Delta
Thu, May 28 - Sat, May 30
Delta Logo
4:07 pm - 10:18 pm
OAJ
-
BDL
6h 11m
1 stop
Delta Logo
6:00 am - 11:05 am
BDL
-
OAJ
5h 05m
1 stop
$339Delta
Thu, Jun 4 - Sat, Jun 13
Delta Logo
6:47 pm - 12:33 am
OAJ
-
BDL
5h 46m
1 stop
Delta Logo
4:30 pm - 10:30 pm
BDL
-
OAJ
6h 00m
1 stop
$346Delta
Wed, Jun 3 - Tue, Jun 23
Delta Logo
6:47 pm - 1:28 am
OAJ
-
BOS
6h 41m
1 stop
Delta Logo
5:30 am - 11:21 am
BOS
-
OAJ
5h 51m
1 stop
$354Delta
Thu, Jun 4 - Tue, Jun 23
Delta Logo
6:47 pm - 1:28 am
OAJ
-
BOS
6h 41m
1 stop
Delta Logo
5:30 am - 11:21 am
BOS
-
OAJ
5h 51m
1 stop
$379Delta
Tue, May 19 - Sat, May 23
American Airlines Logo
10:14 am - 4:17 pm
OAJ
-
BOS
6h 03m
1 stop
American Airlines Logo
10:13 am - 5:46 pm
BOS
-
OAJ
7h 33m
1 stop
$382American Airlines
Tue, May 19 - Sat, May 23
American Airlines Logo
10:14 am - 4:17 pm
OAJ
-
BOS
6h 03m
1 stop
American Airlines Logo
10:52 am - 5:46 pm
BOS
-
OAJ
6h 54m
2 stops
$387American Airlines
Booking Insights

KAYAK's insights & trends for Jacksonville to Massachusetts flights

Get data-powered insights and trends into flights from Jacksonville to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Jacksonville to Massachusetts?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Jacksonville to Massachusetts were found on American Airlines ($314) and Delta ($339).

Find deals

Good to know

Cheapest flight$159
Flight from Jacksonville to Albany

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Jacksonville to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Jacksonville to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jacksonville to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Jacksonville to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Jacksonville to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Jacksonville to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Jacksonville to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Jacksonville to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Jacksonville to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Jacksonville to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Jacksonville to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11667 reviews
6.9Entertainment
7.2Comfort
6.4Food
7.5Boarding
7.9Crew
Airline reviews

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

6.0 GoodSarah, Apr 2026
ILM - CLT
Read more American Airlines reviews

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

Airlines should be prohibited from using the seats they get away with.

Got home at 3am after deboarding the plane. No compensation offered by American

The "on the ground" A/C was not working. It was so hot while waiting to get in the air, a passenger from the rear of the plan declared "I just can't!" and waited in the gangway until time to close the doors. It was miserable. But the crew were champs and had an amazing attitude. I know they were as miserable as we were but didn't let that affect their performance.

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

Cleared standby and gave up my seat. Terrible policy and boarding experience

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Ceiling fell down and had to have maintenance come and duct tape it up. No WiFi on the flight.

Everything you need to know for your flight from Jacksonville to Massachusetts

Information on your arrival and departure airports

Jacksonville (OAJ)