$260 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 5/3. 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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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$343
Albany
Albany1 stop$417

Good to know

Low season

February

High season

September

Cheapest flight

$260
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 40% 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 tips for finding cheap flights to Massachusetts

  • High season is considered to be May, June and July. The cheapest month to fly from Jacksonville is September.
  • Morning departure is around 9% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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
8.0Crew
6.5Food
7.0Entertainment
7.5Boarding
7.2Comfort
Airline reviews

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

4.0 OkayAnonymous, Jan 2025CLT - LAS
Read more American Airlines reviews

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.

The flight was on time and everything went very smoothly.

I was in a wheelchair and went from international to domestic. I was transferred to several different modes of transport and expected to give a tip at each transfer. I was, although, grateful to get to the gate in time for my flight.

My flight got delayed for almost 4hrs and then it thankfully went to only 2hrs. Then we were told that there were no space for carry on bags and I had to get it checked... well I counted at least 8 spaces that weren't used and I was one of the few left that actually had one. There was definitely enough space and either the crew can't count or just genuinely are so lazy they don't want to do their jobs correctly and make sure that there ACTUALLY is no space.

The experience was good! I did not try any food, or in house entertainment. I don’t believe there were any tvs. Nothing major that stood out, but low key and good! Thanks!!

Missed our connector because our first flight was delayed, it was a miracle that we managed to get a second flight. Luggage was lost. People were rude. Flight was delayed and overbooked. Terrible experience. Worst flight I’ve ever had out of hundreds of domestic and international flights. I’ve been on a more comfortable 20 hour flight from Guam than the two hours it took NC TO FL.

Book cheap flights from Jacksonville to Massachusetts

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Jacksonville to Massachusetts found on KAYAK in the last 72 hours.
2/20Thu
1 stopDelta
7h 56mOAJ-BOS
2/23Sun
1 stopDelta
8h 07mBOS-OAJ
$343
2/13Thu
1 stopAmerican Airlines
5h 58mOAJ-BOS
2/17Mon
1 stopAmerican Airlines
5h 47mBOS-OAJ
$393
2/13Thu
1 stopAmerican Airlines
5h 58mOAJ-BOS
2/17Mon
2 stopsAmerican Airlines
6h 54mBOS-OAJ
$398
2/13Thu
2 stopsAmerican Airlines
7h 28mOAJ-BOS
2/17Mon
2 stopsAmerican Airlines
8h 09mBOS-OAJ
$403
2/15Sat
1 stopAmerican Airlines
4h 34mOAJ-BOS
2/18Tue
2 stopsAmerican Airlines
7h 50mBOS-OAJ
$407
2/15Sat
1 stopDelta
6h 40mOAJ-BOS
2/18Tue
1 stopDelta
5h 36mBOS-OAJ
$408
2/15Sat
2 stopsAmerican Airlines
7h 11mOAJ-BOS
2/18Tue
2 stopsAmerican Airlines
7h 46mBOS-OAJ
$412
3/14Fri
1 stopDelta
5h 28mOAJ-ALB
3/23Sun
1 stopDelta
5h 34mALB-OAJ
$417
3/14Fri
1 stopDelta
5h 28mOAJ-ALB
3/23Sun
2 stopsDelta
8h 13mALB-OAJ
$422
2/16Sun
1 stopAmerican Airlines
4h 19mOAJ-ALB
2/19Wed
1 stopAmerican Airlines
4h 40mALB-OAJ
$427

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Jacksonville to Massachusetts found on KAYAK in the last 72 hours.
5/3Sat
1 stopAmerican Airlines
4h 26mOAJ-BOS
$260
5/3Sat
2 stopsAmerican Airlines
8h 42mOAJ-BOS
$265

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Last minute flights from Jacksonville to Massachusetts

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Jacksonville to Massachusetts that are departing in the next 10 days.
2/2Sun
multi-stopDelta
6h 25mOAJ-BOS
2/4Tue
multi-stopDelta
6h 08mBOS-OAJ
$372
2/2Sun
multi-stopAmerican Airlines
4h 27mOAJ-BOS
2/3Mon
multi-stopAmerican Airlines
6h 21mBOS-OAJ
$377
2/2Sun
multi-stopAmerican Airlines
7h 26mOAJ-BOS
2/3Mon
multi-stopAmerican Airlines
5h 49mBOS-OAJ
$382

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

Information on your arrival and departure airports

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