$59 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 8/6. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Massachusetts.
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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
Bostonnonstop$137
Albany
Albany1 stop$237
Boston
Bostonnonstop$137
Albany
Albany1 stop$237

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, Aug 27 - Wed, Sep 3
Breeze Airways Logo
8:24 pm - 10:50 pmJAX-BDL
2h 26mnonstop
Breeze Airways Logo
6:00 am - 8:53 amBDL-JAX
2h 53mnonstop
$118Breeze Airways
Find Deal
Wed, Aug 20 - Fri, Aug 22
Breeze Airways Logo
8:24 pm - 10:50 pmJAX-BDL
2h 26mnonstop
Breeze Airways Logo
7:05 am - 11:09 amBDL-JAX
4h 04m1 stop
$125Breeze Airways
Find Deal
Wed, Oct 1 - Wed, Oct 8
JetBlue Logo
5:50 pm - 8:39 pmJAX-BOS
2h 49mnonstop
JetBlue Logo
2:00 pm - 4:52 pmBOS-JAX
2h 52mnonstop
$137JetBlue
Find Deal
Wed, Oct 1 - Wed, Oct 8
Delta Logo
7:45 pm - 10:36 pmJAX-BOS
2h 51mnonstop
Delta Logo
5:40 am - 10:22 amBOS-JAX
4h 42m1 stop
$147Delta
Find Deal
Sat, Aug 30 - Sun, Aug 31
JetBlue Logo
8:49 pm - 11:30 pmJAX-BOS
2h 41mnonstop
JetBlue Logo
4:50 pm - 7:52 pmBOS-JAX
3h 02mnonstop
$156JetBlue
Find Deal
Wed, Oct 1 - Wed, Oct 8
American Airlines Logo
7:14 am - 11:34 amJAX-BOS
4h 20m1 stop
American Airlines Logo
6:00 am - 11:14 amBOS-JAX
5h 14m1 stop
$159American Airlines
Find Deal
Thu, Oct 30 - Wed, Nov 5
Southwest Logo
6:15 pm - 11:55 pmJAX-BOS
5h 40m1 stop
Southwest Logo
9:05 am - 1:30 pmBOS-JAX
4h 25m1 stop
$162Southwest
Find Deal
Wed, Aug 20 - Sun, Aug 24
Delta Logo
6:07 am - 12:20 pmJAX-BOS
6h 13m1 stop
Delta Logo
7:10 pm - 10:14 pmBOS-JAX
3h 04mnonstop
$167Delta
Find Deal
Wed, Aug 20 - Sat, Aug 23
American Airlines Logo
10:32 am - 4:04 pmJAX-BOS
5h 32m1 stop
American Airlines Logo
6:15 pm - 11:49 pmBOS-JAX
5h 34m1 stop
$177American Airlines
Find Deal
Sat, Aug 30 - Sun, Aug 31
Southwest Logo
11:50 am - 9:30 pmJAX-BOS
9h 40m1 stop
Southwest Logo
6:15 am - 11:05 amBOS-JAX
4h 50m1 stop
$182Southwest
Find Deal
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.

What is the cheapest Jacksonville to Massachusetts flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Jacksonville to Massachusetts.

The cheapest ticket to Massachusetts from Jacksonville found in the last 72 hours was to Boston, at $81 round-trip. The most popular route is from Jacksonville (JAX) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $81.

Can I save money by flying with a layover from Jacksonville to Massachusetts?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $497 on average.

What is the cheapest month to fly from Jacksonville to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Jacksonville to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Jacksonville to Massachusetts is February, when tickets cost $187 (return) on average. On the other hand, the most expensive months are April and July, when the average cost of round-trip tickets is $277 and $277 respectively.

What’s the cheapest day of the week to fly from Jacksonville to Massachusetts?

The average price of all round-trip flights from Jacksonville to Massachusetts clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Massachusetts on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Jacksonville to Massachusetts. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

How far in advance should I book a flight from Jacksonville to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Jacksonville to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Jacksonville to Massachusetts, you should book around 3 weeks before departure, which saves you about 43% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.


Good to know

Low seasonJanuary
Cheapest flight$59
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Jacksonville to Hartford

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.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally at night, when round-trip flights cost $222 on average. Morning departures are around 35% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $609.

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Jacksonville to the following destinations at these prices or less: Boston $120 one-way - $168 round-trip

Reviews of the top 5 airlines serving 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.
8.0
SouthwestOverall score based on 4241 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

Easy to book and to get check in and get on and off.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

My flight was delayed a very short period of time but they did not hold my connecting flight to San Diego, also through United. So they closed the doors before we got off our plane. They would only have to help the door open for another five to ten minutes. So I missed a court deadline for a manditory mediation settlement conference for my client. I had to get an associate to be there in person and be on the phone with him relaying what he needs to do the entire time. The court was very upset with me and so was my client. United cannot be trusted.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Multiple delays and not straight answer from the United team

Food and flight attendents with positive dispositions and friendly behavior, more professional attitudes

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

I liked all the informational texts. I always knew where to go and when .

Liked the hospitality . The ight took us 6 hrs to get from fort myers to ewr.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

Awful. Worst airline I have ever been on. Crew were among the rudest people I have ever dealt with. United staff members were rude and disrespectful. My flight was delayed, causing me to miss a connecting flight. I understand things happen, but when staff start lying about what actually happened, that is when I have an issue. Just be honest, really it isn’t that hard. I’m being very honest with this review and I don’t find this difficult what so ever. In fact, because of United Airlines, my Christmas holiday was off to a really rocky start. As someone who has traveled across the world, it has only been United that I have had a truly awful experience.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Crew professional. Easy bag drop off. On time. Good entertainment.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

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