$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 6/17. 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.
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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$257
Albany
Albany1 stop$311
Boston
Boston1 stop$257
Albany
Albany1 stop$311

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.
Delta Logo
5:55 am - 10:47 amOAJ-BOS
4h 52m1 stop
Delta Logo
3:00 pm - 10:10 pmBOS-OAJ
7h 10m1 stop
$257Delta
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Tue, May 20 - Sat, May 24
American Airlines Logo
6:45 am - 11:06 amOAJ-BOS
4h 21m1 stop
American Airlines Logo
5:07 pm - 12:05 amBOS-OAJ
6h 58m2 stops
$262American Airlines
Find Deal
Tue, May 20 - Sat, May 24
American Airlines Logo
5:00 am - 11:24 amOAJ-BOS
6h 24m2 stops
American Airlines Logo
5:07 pm - 12:05 amBOS-OAJ
6h 58m2 stops
$267American Airlines
Find Deal
Tue, May 20 - Sat, May 24
American Airlines Logo
5:25 am - 11:43 amOAJ-BOS
6h 18m2 stops
American Airlines Logo
5:49 am - 12:51 pmBOS-OAJ
7h 02m2 stops
$308American Airlines
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Fri, Jun 13 - Mon, Jun 16
American Airlines Logo
5:00 am - 11:10 amOAJ-ALB
6h 10m1 stop
American Airlines Logo
5:12 pm - 12:05 amALB-OAJ
6h 53m1 stop
$311American Airlines
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Sat, May 24 - Sat, May 31
American Airlines Logo
7:43 pm - 12:58 amOAJ-ALB
5h 15m1 stop
American Airlines Logo
4:23 pm - 12:05 amALB-OAJ
7h 42m2 stops
$316American Airlines
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Sat, May 24 - Sat, May 31
Delta Logo
5:50 am - 10:43 amOAJ-BDL
4h 53m1 stop
Delta Logo
8:10 am - 2:46 pmBDL-OAJ
6h 36m1 stop
$317Delta
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Wed, Jul 23 - Wed, Jul 30
American Airlines Logo
5:00 am - 2:26 pmOAJ-ALB
9h 26m2 stops
American Airlines Logo
2:56 pm - 9:53 pmALB-OAJ
6h 57m2 stops
$321American Airlines
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Sat, May 24 - Sat, May 31
American Airlines Logo
6:59 am - 2:47 pmOAJ-BDL
7h 48m2 stops
American Airlines Logo
5:55 am - 12:57 pmBDL-OAJ
7h 02m1 stop
$322American Airlines
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Wed, Jul 23 - Wed, Jul 30
Delta Logo
7:12 pm - 11:59 pmOAJ-BDL
4h 47m1 stop
Delta Logo
9:50 am - 3:28 pmBDL-OAJ
5h 38m1 stop
$327Delta
Find Deal
Wed, May 28 - Sat, May 31
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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.

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Good to know

Low seasonMarch
High seasonSeptember
Cheapest flight$159
Best time to beat the crowds with an average 43% drop in price.
Most popular time to fly and prices are also 38% 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 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.

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

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.

2.0 MediocrePaul, Apr 2025CLT - DEN
Read more American Airlines reviews

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.

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

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

Information on your arrival and departure airports

Jacksonville (OAJ)

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