$232 Find Cheap Flights from Jamaica to Boston - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Boston departing on 10/31. 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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Cheap Flights from Jamaica to Boston

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

Sat, Oct 31 - Sat, Nov 7
Air Canada Logo
5:20 pm - 11:17 am
MBJ
-
BOS
16h 57m
1 stop
Air Canada Logo
3:30 pm - 1:25 pm
BOS
-
MBJ
21h 55m
1 stop
$377Air Canada
Sat, Oct 31 - Sat, Nov 7
Air Canada Logo
5:20 pm - 3:53 pm
MBJ
-
BOS
21h 33m
2 stops
Air Canada Logo
3:30 pm - 1:25 pm
BOS
-
MBJ
21h 55m
1 stop
$381Air Canada
Sat, Sep 26 - Sat, Oct 3
Delta Logo
12:59 pm - 11:10 pm
MBJ
-
BOS
9h 11m
1 stop
Delta Logo
6:05 am - 11:33 am
BOS
-
MBJ
6h 28m
1 stop
$387Delta
Sat, Sep 12 - Sat, Sep 26
Delta Logo
12:59 pm - 11:10 pm
MBJ
-
BOS
9h 11m
1 stop
Delta Logo
7:55 am - 3:44 pm
BOS
-
MBJ
8h 49m
1 stop
$387Delta
Sat, Aug 29 - Sat, Sep 26
United Airlines Logo
2:40 pm - 5:29 pm
MBJ
-
BOS
25h 49m
1 stop
United Airlines Logo
8:25 pm - 11:43 am
BOS
-
MBJ
16h 18m
1 stop
$392United Airlines
Sat, Aug 29 - Sat, Sep 26
United Airlines Logo
2:40 pm - 12:24 pm
MBJ
-
BOS
20h 44m
1 stop
United Airlines Logo
5:01 pm - 1:30 pm
BOS
-
MBJ
21h 29m
2 stops
$392United Airlines
Thu, Nov 19 - Sun, Dec 6
American Airlines Logo
1:19 pm - 8:56 pm
MBJ
-
BOS
7h 37m
1 stop
American Airlines Logo
6:00 pm - 1:20 pm
BOS
-
MBJ
19h 20m
1 stop
$406American Airlines
Sat, Oct 3 - Sat, Oct 17
JetBlue Logo
11:50 am - 5:01 pm
MBJ
-
BOS
4h 11mnonstop
JetBlue Logo
5:35 am - 1:51 pm
BOS
-
MBJ
9h 16m
1 stop
$408JetBlue
Sat, Sep 5 - Sat, Sep 19
JetBlue Logo
3:46 pm - 9:00 pm
MBJ
-
BOS
4h 14mnonstop
JetBlue Logo
7:29 am - 10:50 am
BOS
-
MBJ
4h 21mnonstop
$409JetBlue
Thu, Aug 27 - Sat, Sep 26
American Airlines Logo
5:08 pm - 8:44 am
MBJ
-
BOS
14h 36m
2 stops
American Airlines Logo
5:56 pm - 11:03 am
BOS
-
MBJ
18h 07m
2 stops
$411American Airlines
Booking Insights

KAYAK's insights & trends for flights to Boston

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

What is the cheapest flight to Boston?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

In the last 5 days, the cheapest flight deal to Boston was found on the route from Montego Bay, at $377 return. The most popular connection is from Kingston to Boston and KAYAK users have found round-trip deals for as low as $420 in the last 5 days.

What is the cheapest day to fly to Boston?

The average price of all round-trip flights to Boston clicked on KAYAK for each day over the last 12 months.

Based on KAYAK data, the cheapest day to fly to Boston is Tuesday where round-trip tickets can be as cheap as $339. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $474 on average.

What is the cheapest month to fly to Boston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights to Boston, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Boston is January, where tickets cost $358 on average for return flights. On the other hand, the most expensive months are July and October, where the average cost of tickets from Jamaica is $562 and $548 respectively. For one-way flights, the best month to travel is June with an average price of $272.

What is the cheapest time of day to fly to Boston?

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

The cheapest time of day to fly to Boston is generally in the morning, when round-trip flights cost $402 on average. The most expensive time of day to fly to Boston is generally in the evening, which is peak travel time and where the average cost of a ticket is $418.

What is a good deal for flights to Boston?

If you’re looking for cheap airfare to Boston, 25% of our users found tickets to Boston for the following prices or less: From Montego Bay $456 round-trip.

How far in advance should I book a flight to Boston?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Boston, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 2 weeks before departure, which saves you about 48% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low season

January

Cheapest flight

$232
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Montego Bay to Boston

FAQs - booking Boston flights

  • What is the cheapest flight to Boston?

    In the last 5 days, the cheapest flight deal to Boston was found on the route from Montego Bay, at $377 return. The most popular connection is from Kingston to Boston and KAYAK users have found round-trip deals for as low as $420 in the last 5 days.

  • How far is Boston Logan Intl Airport from central Boston?

    Central Boston is 3 miles away from Boston Logan Intl Airport.

  • What is the name of Boston’s airport?

    When flying to Boston, you'll arrive at Boston Logan Intl Airport (BOS). The airport is also known as Boston Logan, General Edward Lawrence Logan Intl, or Logan Intl.

  • How much is a flight to Boston?

    On average, a flight to Boston costs $531. The cheapest price found on KAYAK in the last 2 weeks cost $229 and departed from Montego Bay Sangster Intl Airport.

  • How does KAYAK find such low prices on flights 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 to Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Boston are there each week?

    Each week there are around 10,714 direct flights from within Jamaica to Boston. The most common day for departures is Sunday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Boston

  • Looking for cheap airfare to Boston? 25% of our users found round-trip tickets to Boston for the following prices or less: From Montego Bay $376
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Boston flight deals.

Reviews of the top 5 airlines serving from Jamaica to Boston

 
See real verified KAYAK customer reviews for airlines flying to Boston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Jamaica to Boston. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with 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.
8.0
SouthwestOverall score based on 4229 reviews
7.5Entertainment
8.1Boarding
8.0Comfort
7.0Food
8.6Crew
Airline reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

10.0 ExcellentDenis, Aug 2026
MDW - ATL
Read more Southwest reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

No wifi, seems to be very common with Southwest currently. Everything else was normal.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

The flight was fine. Seats were very comfortable. Attendants were very friendly -

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

It was good. Last flight was delayed but I always say that is in God's plan

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Overall good, just screaming kids in the area the whole flight.

Take off and landing were quite smooth. Very good flight!

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

If you cant travel Delta One, Comfort Class is the next best thing!

Arrived early, comfortable seats (Comfort+). Mediocre food, poor wifi (intermittent).

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The most unprofessional and disorganized experience I’ve ever had with an airlines. After the flight was diverted on the runway and we returned to the gate, there was no communication about the plans and it took an additional 5 hours to get set up with a hotel and a new flight, information that was not readily given to the passengers and mostly gotten second hand from what other passengers heard from each other. Based on this experience I cannot recommend flying delta again

I missed my flight and had to buy new tickets Rome- Boston

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

Super friendly with lots of drink options an entertainment. Friendly crew.

I like flying first class, and United has a nice one

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

I was forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

Excellent staff helping my 96 year old senior promptly with her oxygen needs

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.

Plane features were VERY old and outdated. footrest cushion was completely lose, plane felt dirty and a bit grimy. i was in business class. the lead flight attendant, Mary made a few announcements that didn't seem to put the cabin at ease (it didn't necessarily bother me, but could have bothered others). she said "the seat cushions aren't FDA approved, so you have to put them on after we take flight." everyone had already applied the seat cushions, and saying something isn't approved for flight may cause alarm. she also said at one point over the announcement ... "we can't get up because we are too afraid of the jet stream impacts" -- again, not helpful to those who are nervous fliers.

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

Very hard to beat a British Airways international flight…the crews are always so amazing! One flight attendant that really stood out was Emma…she was very personable and accommodating with any request we had!!

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.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

Flight was delayed. But my finances flight with JetBlue a week before same route was extra delayed and then cancelled at 2am when his flight was suppose to take off at 7pm was never provided a hotel or anything. Came back to airport and his rescheduled flight was cancelled again for 2 days later. Was told since it was a weather issue they don’t do refunds. But that’s a lie because I booked him on another airline at the same time and they were able to take off perfectly fine

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

For whatever reason, I could not check in online. Kept getting the "It's not you it's us" message. Even when we tried the kiosk at the airport - same results. The check-in person had a very difficult time getting our boarding passes together despite the fact that we could show confirmation on the jetblue website. After a very long time we finally got boarding passes. The only other issue is, my vegetarian meal featured chicken.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Traveling to a place near Boston?

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Everything you need to know for your flight to Boston

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