$134 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 9/10. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights Deals

Cheap Flights from Jacksonville to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$247
Albany
Albany1 stop$297
Boston
Boston1 stop$247
Albany
Albany1 stop$297

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
American Airlines Logo
8:01 am - 3:02 pmOAJ-BOS
7h 01m1 stop
American Airlines Logo
3:55 pm - 9:06 pmBOS-OAJ
5h 11m1 stop
$247American Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
American Airlines Logo
6:10 am - 10:36 amOAJ-BOS
4h 26m1 stop
American Airlines Logo
3:48 pm - 11:08 pmBOS-OAJ
7h 20m2 stops
$252American Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
American Airlines Logo
6:10 am - 12:23 pmOAJ-BOS
6h 13m2 stops
American Airlines Logo
10:30 am - 4:57 pmBOS-OAJ
6h 27m2 stops
$257American Airlines
Find Deal
Wed, Aug 20 - Thu, Aug 28
American Airlines Logo
8:01 am - 3:02 pmOAJ-BOS
7h 01m1 stop
American Airlines Logo
8:29 am - 2:16 pmBOS-OAJ
5h 47m1 stop
$262American Airlines
Find Deal
Wed, Aug 20 - Thu, Aug 28
American Airlines Logo
1:57 pm - 6:41 pmOAJ-BOS
4h 44m1 stop
American Airlines Logo
7:50 am - 2:16 pmBOS-OAJ
6h 26m2 stops
$267American Airlines
Find Deal
Wed, Aug 20 - Thu, Aug 28
American Airlines Logo
6:10 am - 12:23 pmOAJ-BOS
6h 13m2 stops
American Airlines Logo
7:50 am - 2:16 pmBOS-OAJ
6h 26m2 stops
$272American Airlines
Find Deal
Sat, Aug 23 - Wed, Aug 27
Delta Logo
4:30 pm - 11:59 pmOAJ-ALB
7h 29m1 stop
Delta Logo
6:00 am - 11:10 amALB-OAJ
5h 10m1 stop
$297Delta
Find Deal
Thu, Aug 28 - Wed, Sep 3
Delta Logo
5:55 am - 11:00 amOAJ-BDL
5h 05m1 stop
Delta Logo
2:31 pm - 9:59 pmBDL-OAJ
7h 28m1 stop
$298Delta
Find Deal
Sat, Aug 23 - Wed, Aug 27
Delta Logo
4:30 pm - 11:59 pmOAJ-ALB
7h 29m1 stop
Delta Logo
6:00 am - 3:47 pmALB-OAJ
9h 47m2 stops
$302Delta
Find Deal
Thu, Aug 28 - Wed, Sep 3
American Airlines Logo
7:00 am - 3:50 pmOAJ-BDL
8h 50m2 stops
American Airlines Logo
2:14 pm - 9:06 pmBDL-OAJ
6h 52m1 stop
$303American Airlines
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’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 you are looking for a flight deal from Jacksonville to Massachusetts, look for departures on Saturdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Massachusetts, Saturday is the cheapest day to fly and Friday is the most expensive.


Good to know

Low seasonAugust
Cheapest flight$134
Best time to beat the crowds with an average 48% drop in price.
Most popular time to fly and prices are also 30% lower on average.
Flight from Jacksonville to Boston

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 in the afternoon, when round-trip flights cost $286 on average. Morning departures are around 1% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $392.

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.
7.2
American AirlinesOverall score based on 10000 reviews
6.5Food
8.0Crew
7.5Boarding
6.9Entertainment
7.2Comfort
Airline reviews

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

6.0 GoodSonia, Jul 2025CLT - LGA
Read more American Airlines reviews

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

This flight never occurred because AA couldn’t get their act together.

Boarding was very efficient. Everyone got on board and we got on our way very quickly. It was frustrating that the entertainment app was not functioning properly. I was not able to activate some of the movies offered. The crew on this flight appears to be pretty grumpy. They had no smile on their faces. I felt like they were doing us a favor for being there.

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.

Delayed because of weather in Nashville. I think God or some higher power generally has cursed me when it comes to flying out of Charlotte on American. I'm delayed pretty much everytime. We need Team Cobra Kai types to come in and "sweep the leg(s)" of the Charlotte ops people on principle. Don't let the sweet southern rocking chairs fool you, Charlotte is a sinkhole

Long 5 hour and 45 min flight and only one drink service and cookie snack

Newark airport grounded inbound flight and only announced when the flight was about to start taxing.

Terrible. The flight was delayed two hours due to weather. Then when we got on the plane, the first pilot ended up timing out and we had to wait for a second pilot. Second pile came on board and we tax it out. Had to return back to the gate because of an unruly passenger. Then the copilot timed out. Had to wait for new copilot. Also had to wait for maintenance to check for fuel. Then found out the second pilot timed out and we had to wait for a third pilot. Was ready to go and then needed maintenance again for another issue. In the end, it was 2 o’clock in the morning when they announced that the flight couldn’t go because the third pilot and the second copilot had timed out.

American Airlines initially postponed the flight. Then they cancelled it an rescheduled us on a flight that would take over 24 hours with multiple stops. They then changed this flight to a reasonable alternative the next day which they later cancelled and replaced with a flight that would take off with an additional 16 hour delay. They blamed weather but I noticed (at 4am) that Delta had direct flights from Charlotte to Detroit. I went on line. Booked it and was in Detroit buy 9am. The interesting thing is they did a similar thing to a family member just 2 days earlier. I don't think I will fly American unless I have to.

I was a little disappointed of not having an android charger. Only one it was for an iPhone. I've flown American in the past and had access to one.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.