$240 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 4/13. 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

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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Best Massachusetts Flight Deals from Jacksonville

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Boston1 stop$323

Cheap Flights from Jacksonville to Massachusetts

 
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.

Recent round-trip flight deals from Jacksonville to Massachusetts

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Jacksonville to Massachusetts.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Delta Logo
7:12 pm - 1:17 amOAJ-BOS
6h 05m1 stop
Delta Logo
6:55 am - 2:37 pmBOS-OAJ
7h 42m1 stop
$323Delta
Find Deal
Fri, May 23 - Mon, May 26
Delta Logo
12:35 pm - 6:00 pmOAJ-BDL
5h 25m1 stop
Delta Logo
4:59 pm - 10:54 pmBDL-OAJ
5h 55m1 stop
$332Delta
Find Deal
Wed, Apr 23 - Mon, Apr 28
American Airlines Logo
5:11 am - 11:40 amOAJ-BDL
6h 29m2 stops
American Airlines Logo
7:43 pm - 11:57 pmBDL-OAJ
4h 14m1 stop
$337American Airlines
Find Deal
Wed, Apr 23 - Mon, Apr 28
Delta Logo
7:12 pm - 11:59 pmOAJ-BDL
4h 47m1 stop
Delta Logo
6:00 am - 12:00 pmBDL-OAJ
6h 00m1 stop
$377Delta
Find Deal
Fri, May 23 - Mon, May 26
Delta Logo
11:53 am - 6:06 pmOAJ-BDL
6h 13m1 stop
Delta Logo
8:00 am - 1:44 pmBDL-OAJ
5h 44m1 stop
$402Delta
Find Deal
Mon, Jun 30 - Mon, Jul 7
American Airlines Logo
5:11 am - 11:40 amOAJ-BDL
6h 29m2 stops
American Airlines Logo
5:17 pm - 11:57 pmBDL-OAJ
6h 40m2 stops
$412American Airlines
Find Deal
Wed, Apr 23 - Mon, Apr 28
Delta Logo
12:35 pm - 5:40 pmOAJ-BOS
5h 05m1 stop
Delta Logo
6:40 am - 11:52 amBOS-OAJ
5h 12m1 stop
$517Delta
Find Deal
Wed, Apr 16 - Sun, Apr 20
Delta Logo
5:45 am - 10:22 amOAJ-BDL
4h 37m1 stop
Delta Logo
4:59 pm - 10:54 pmBDL-OAJ
5h 55m1 stop
$568Delta
Find Deal
Thu, Apr 17 - Mon, Apr 21
American Airlines Logo
5:11 am - 12:37 pmOAJ-BOS
7h 26m2 stops
American Airlines Logo
6:00 am - 12:36 pmBOS-OAJ
6h 36m1 stop
$569American Airlines
Find Deal
Wed, Apr 16 - Sun, Apr 20
American Airlines Logo
4:25 pm - 11:44 pmOAJ-BOS
7h 19m2 stops
American Airlines Logo
5:15 am - 12:36 pmBOS-OAJ
7h 21m2 stops
$614American Airlines
Find Deal
Wed, Apr 16 - Sun, Apr 20

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 time of day to fly to Massachusetts?

The average price for all round-trip flights from Jacksonville to Massachusetts depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
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.

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 season

March

High season

September

Cheapest flight

$240
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly and prices are also 39% 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.

See more FAQs

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
7.5Boarding
7.2Comfort
8.0Crew
6.5Food
6.9Entertainment
Airline reviews

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.

6.0 GoodAnonymous, Mar 2025CLT - LAS
Read more American Airlines reviews

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.

At least it was a short flight. Greyhound with wings.

One of the best flights I’ve had. So smooth.

This flight didn’t happen because AA agents didn’t let us board the flight

Checking in at the counter was very disappointing. The lady had a very bad attitude and smart at me. She had no smile, did not greet me by name, or acknowledge me as a valued customer. Poor reflection of the airline.

First class flight attendant was rude and lacked any customer service skills.

Paid for a window and was assigned to a middle seat with 2 very large people on each side of me. Flight was sold out and I feel I need to be refunded foe paying for a window seat and being put in a middle one..

Would have been good to have a meal since it was a 5.5 hour flight

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

Flight was late and TSA had shut down so (almost) no passengers could get to the gate. American failed to inform TSA to stay open! Needed to get back home so we had to rent a car & drive 13 hours all through the night. It was bad.

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

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