OAJ - BOS

$321 Find Cheap Flights from Jacksonville to Boston - Compare and Save

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 Boston departing on 10/24. 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, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$321
Delta
Sat 10/24Tue 10/27
OAJ - BOS • 1 stop
Cheapest one-way
$710
Delta
Mon 9/7
OAJ - BOS • 1 stop
Top airlines
Delta
Cheapest • from $321 (round-trip)
American Airlines
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Jacksonville and Boston. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Atlanta (ATL)
Cheapest • Avg $358 (round-trip)
Charlotte (CLT)
Shortest trip • 4h 34m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Jacksonville to Boston (OAJ-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jacksonville to Boston 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 Boston

Sat, Oct 24 - Tue, Oct 27
Delta Logo
4:06 pm - 9:08 pmOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
5h 02m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:20 pm - 5:53 pmBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
5h 33m1 stop Atlanta Hartsfield-Jackson
$321Delta
Sat, Sep 5 - Wed, Sep 9
Delta Logo
4:15 pm - 12:38 amOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
8h 23m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:25 pm - 10:22 pmBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
5h 57m1 stop Atlanta Hartsfield-Jackson
$321Delta
Sat, Sep 12 - Tue, Sep 22
Delta Logo
4:15 pm - 10:33 pmOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
6h 18m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 1:41 pmBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
8h 11m1 stop Atlanta Hartsfield-Jackson
$321Delta
Sat, Sep 19 - Sat, Sep 26
Delta Logo
4:15 pm - 10:33 pmOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
6h 18m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 11:15 amBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
5h 45m1 stop Atlanta Hartsfield-Jackson
$321Delta
Sat, Sep 5 - Tue, Sep 8
Delta Logo
4:15 pm - 9:30 pmOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
5h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 11:15 amBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
5h 45m1 stop Atlanta Hartsfield-Jackson
$321Delta
Sat, Oct 24 - Tue, Oct 27
Delta Logo
4:06 pm - 11:14 pmOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
7h 08m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:15 pm - 10:22 pmBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
6h 07m1 stop Atlanta Hartsfield-Jackson
$321Delta
Wed, Sep 2 - Tue, Sep 8
Delta Logo
12:10 pm - 7:35 pmOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
7h 25m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 11:15 amBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
5h 45m1 stop Atlanta Hartsfield-Jackson
$359Delta
Tue, Sep 1 - Wed, Sep 9
Delta Logo
6:00 am - 12:45 pmOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
6h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:15 am - 3:22 pmBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
5h 07m1 stop Atlanta Hartsfield-Jackson
$359Delta
Sat, Oct 24 - Tue, Oct 27
American Airlines Logo
12:44 pm - 7:59 pmOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
7h 15m1 stop Charlotte Douglas
American Airlines Logo
7:00 am - 1:24 pmBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
6h 24m2 stops New York LaGuardia Charlotte Douglas
$389American Airlines
Sat, Sep 19 - Sat, Sep 26
American Airlines Logo
5:18 pm - 10:24 pmOAJ  Jacksonville Albert J Ellis-BOS Boston Logan Intl
5h 06m1 stop Charlotte Douglas
American Airlines Logo
4:04 pm - 10:44 pmBOS  Boston Logan Intl-OAJ Jacksonville Albert J Ellis
6h 40m2 stops New York LaGuardia Charlotte Douglas
$389American Airlines
Booking Insights

KAYAK's insights & trends for Jacksonville to Boston flights

Get data-powered insights and trends into flights from Jacksonville to Boston to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Jacksonville to Boston?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Jacksonville to Boston were found on Delta ($321) and American Airlines ($389).

Find deals

Good to know

Cheapest flight

$321
Flight from Jacksonville to Boston

When to book flights from Jacksonville to Boston

Are your dates flexible? Find out the best times to travel from Jacksonville to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Jacksonville to Boston

  • What is the cheapest flight from Jacksonville to Boston?

    In the last 5 days, the lowest price for a flight from Jacksonville to Boston was $321 for a round-trip ticket.

  • Do I need a passport to fly between Jacksonville and Boston?

    No

  • Which airports will I be using when flying from Jacksonville to Boston?

    Jacksonville airport is called Jacksonville Albert J Ellis and the only airport in Boston is Boston Logan Intl.

  • Which aircraft models fly most regularly from Jacksonville to Boston?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Jacksonville to Boston?

    oneworld is the only airline alliance operating flights between Jacksonville and Boston.

  • How does KAYAK find such low prices on flights from Jacksonville to Boston?

    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 Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jacksonville to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Jacksonville 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 Boston?

    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 to Boston with an airline and back to Jacksonville with another airline. Booking your flights between Jacksonville and BOS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Jacksonville to Boston?

    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 to Boston from Jacksonville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Jacksonville to Boston

 
See real verified KAYAK customer reviews for airlines flying from Jacksonville to Boston. 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 Boston? 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.
7.1
American AirlinesOverall score based on 11898 reviews
6.8Entertainment
7.9Crew
6.4Food
7.5Boarding
7.2Comfort
Airline reviews

Couldn't make the flight because connecting flight was canceled.

2.0 MediocrePeter, Aug 2026
Read more American Airlines reviews

Couldn't make the flight because connecting flight was canceled.

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

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

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!!

3.5 hour delay!!! No plane for hours, mechanical issues and poor communication from airline. Horrible! Supposed to land at 8:54, landed at 12:32!

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

Information on your arrival and departure airports

Jacksonville (OAJ)
Boston (BOS)