$297 Find Cheap Flights from Jacksonville to Massachusetts

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jacksonville to Massachusetts departing on 2/18. 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
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Flight 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$327
Albany
Albany1 stop$297
Boston
Boston1 stop$327
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, Feb 18 - Sat, Feb 21
Delta Logo
4:00 pm - 11:36 pmOAJ-ALB
7h 36m1 stop
Delta Logo
6:00 am - 11:10 amALB-OAJ
5h 10m1 stop
$297Delta
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Wed, Feb 18 - Sat, Feb 21
Delta Logo
5:40 am - 1:20 pmOAJ-ALB
7h 40m2 stops
Delta Logo
6:00 am - 11:10 amALB-OAJ
5h 10m1 stop
$302Delta
Find Deal
Wed, Feb 18 - Sat, Feb 21
Delta Logo
5:40 am - 12:01 pmOAJ-ALB
6h 21m1 stop
Delta Logo
6:00 am - 11:10 amALB-OAJ
5h 10m1 stop
$327Delta
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Mon, Feb 2 - Tue, Feb 3
Delta Logo
6:25 pm - 12:59 amOAJ-BOS
6h 34m1 stop
Delta Logo
1:55 pm - 10:14 pmBOS-OAJ
8h 19m1 stop
$327Delta
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Mon, Feb 2 - Tue, Feb 3
Delta Logo
11:06 am - 6:56 pmOAJ-BOS
7h 50m1 stop
Delta Logo
1:55 pm - 10:14 pmBOS-OAJ
8h 19m1 stop
$337Delta
Find Deal
Mon, Feb 2 - Tue, Feb 3
Delta Logo
6:25 pm - 12:59 amOAJ-BOS
6h 34m1 stop
Delta Logo
8:45 pm - 11:10 amBOS-OAJ
14h 25m2 stops
$340Delta
Find Deal
Mon, Feb 2 - Tue, Feb 3
Delta Logo
6:25 pm - 12:59 amOAJ-BOS
6h 34m1 stop
Delta Logo
8:45 pm - 11:10 amBOS-OAJ
14h 25m2 stops
$350Delta
Find Deal
Wed, Feb 18 - Sat, Feb 21
Delta Logo
5:40 am - 4:12 pmOAJ-ALB
10h 32m2 stops
Delta Logo
6:00 am - 11:10 amALB-OAJ
5h 10m1 stop
$352Delta
Find Deal
Wed, Feb 18 - Sat, Feb 21
American Airlines Logo
5:00 am - 11:48 amOAJ-ALB
6h 48m2 stops
American Airlines Logo
1:43 pm - 11:42 pmALB-OAJ
9h 59m2 stops
$377American Airlines
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Fri, Oct 24 - Sun, Oct 26
American Airlines Logo
6:19 am - 3:45 pmOAJ-BDL
9h 26m2 stops
American Airlines Logo
7:44 pm - 11:59 pmBDL-OAJ
4h 15m1 stop
$422American Airlines
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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.

Find deals

Good to know

Low seasonOctober
Cheapest flight$297
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Jacksonville to Albany

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
7.5Boarding
8.0Crew
7.2Comfort
6.4Food
6.9Entertainment
Airline reviews

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

4.0 OkayAnonymous, Aug 2025PHX - BOS
Read more American Airlines reviews

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

Sat on the ground in Cincinnati for 50 minutes before deplaning

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

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.

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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