$65 Find Cheap Flights from Caribbean to Maine

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Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$65
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from San Juan Airport to Boston

FAQs for booking flights from Caribbean to Maine

  • How does KAYAK find such low prices on flights from Caribbean to Maine?

    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 Caribbean to Maine.

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

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

    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 Caribbean to Maine 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 Caribbean to Maine?

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

  • What is the cheapest day to fly to Maine?

    Based on KAYAK data, the cheapest day to fly to Maine is Thursday where round-trip tickets can be as cheap as $505. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $634 on average.

  • What is the cheapest time of day to fly to Maine?

    The cheapest time of day to fly to Maine is generally at night, when round-trip flights cost $336 on average. The most expensive time of day to fly to Maine is generally in the morning, which is peak travel time and where the average cost of a ticket is $548.

  • How long is the flight to Maine?

    An average nonstop flight from Caribbean to Maine takes 8h 53m, covering a distance of 1763 miles. The shortest route is Santiago de los Caballeros (STI) to Boston (BOS) with an average flight time of 3h 53m.

  • What are the most popular destinations in Maine?

    Based on KAYAK flight searches, the most popular destination is Boston (100% of total searches to Maine). The next most popular destination is Portland (0%).

Reviews of the top 4 airlines serving from Caribbean to Maine

 
Need help choosing which airline to fly with from Caribbean to Maine? 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
DeltaOverall score based on 7958 reviews
7.9Entertainment
8.2Boarding
7.3Food
7.9Comfort
8.5Crew
Airline reviews

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

2.0 MediocreMaggie, Jul 2025LIS - JFK
Read more Delta reviews

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Our flight was canceled after several delays. No hotel vouchers offered, minimal help for resolution leave me ultimately to cancel and book on an other airline. Then waited to get bags for more than 3 hours This whole experience has been awful!!!

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

1.It will be better if sandwich is warm. 2.The food is too salty. 3.Breakfast needs some vegetables or fruits.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

I would have liked an opportunity to move to a different seat ( even would have checked in my hand luggage)as I had health issues where I didn't have to clamber over the passenger next to me to for toilet use/ movement [ She was a highly unpleasant neighbor to sit next to]. In addition, I found that my European phone plan had run out of data and so I was not receiving emails from yourselves on airport wifi to be able to check in online and verifications difficult as did not accept the ticket number I had. I asked for an extra blanket but was told there was none. Then I saw other passengers receiving them. I couldn't eat the food and asked for snacks : Stewardess said " on the way" but they did not bring. The best bit was the check in process in Lisbon. Very efficient. However, I did not understand why we had to collect our bags at Washington then go through customs again. It was not explained. I also with my leg and health issue had approximately mile walk to the gate ( which then changed) . There appeared to be no moving walkways or help provided.

More racist flight attandants maybe because i sm an attracticted darkskin latino man but once again bad flight attamdants they ignored me the whole flight even the woman sitting next to me notice how rude they were towards me i really never want to fly united or american airlines they alawsys have the rudesslt and racist flight attandants

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

Delayed flight, so I switched fights to SFO to Phoenix , Phoenix to DSM. Excellent service through American Airlines

I didn't like that my paid for seat was changed 2 hours before my flight.

The flight had a delay that made me being in a real rush to take the second flight. The delay was almost for 2 hours. They moved us from gate to gate in 4 times. Once I arrived to Philadelphia, I got to run thorough all the airport, as the train was already closed by that time. So I got sick with asthma for all the running I had to do. And I was the last one to board, when it was almost closed. So irresponsable with the people

Flight was delayed and after being in the airport for like seven hours, it was canceled.

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Book cheap flights from Caribbean to Maine

Recent round-trip flight deals

9/30Tue
2 stopsAmerican Airlines
12h 49mSJU-BOS
10/1Wed
1 stopAmerican Airlines
7h 00mBOS-SJU
$148
8/7Thu
1 stopSpirit Airlines
7h 16mSJU-BOS
8/10Sun
nonstopSpirit Airlines
4h 05mBOS-SJU
$174
8/13Wed
1 stop
18h 09mSJU-BOS
8/16Sat
1 stop
13h 23mBOS-SJU
$207
8/6Wed
1 stop
7h 00mSJU-BOS
8/10Sun
nonstop
4h 05mBOS-SJU
$215
8/15Fri
nonstopJetBlue
4h 07mSJU-BOS
8/23Sat
nonstopJetBlue
4h 02mBOS-SJU
$238
8/12Tue
nonstopJetBlue
4h 07mSJU-BOS
8/29Fri
nonstopJetBlue
4h 02mBOS-SJU
$241
8/14Thu
2 stopsUnited Airlines
16h 14mMBJ-BOS
8/26Tue
1 stopUnited Airlines
6h 43mBOS-MBJ
$294
8/2Sat
2 stopsUnited Airlines
19h 10mMBJ-BOS
8/30Sat
2 stopsUnited Airlines
23h 43mBOS-MBJ
$312
11/7Fri
1 stopDelta
11h 57mPUJ-BOS
11/11Tue
1 stopDelta
7h 23mBOS-PUJ
$365
9/23Tue
1 stopDelta
10h 35mSTT-BOS
9/30Tue
1 stopDelta
7h 58mBOS-STT
$405

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Recent one-way flight deals

7/31Thu
nonstopSpirit Airlines
4h 17mSJU-BOS
$65
7/24Thu
nonstopSpirit Airlines
4h 17mSJU-BOS
$67
7/25Fri
nonstopJetBlue
4h 05mSJU-BOS
$119
8/1Fri
nonstopJetBlue
4h 10mSJU-BOS
$120
8/7Thu
nonstopDelta
4h 14mSJU-BOS
$128
11/4Tue
1 stopAmerican Airlines
13h 39mSJU-BOS
$130
9/21Sun
nonstopDelta
4h 05mSJU-BOS
$137
9/15Mon
2 stopsAmerican Airlines
18h 48mSTT-BOS
$168
12/16Tue
2 stopsUnited Airlines
10h 26mSTT-BOS
$182
8/18Mon
2 stopsUnited Airlines
10h 07mMBJ-BOS
$192

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Last minute flights from Caribbean to Maine

Last minute flight, train and bus deals

7/20Sun
multi-stop
11h 05mSJU-BOS
7/27Sun
nonstop
4h 05mBOS-SJU
$216
7/20Sun
nonstopSpirit Airlines
4h 17mSJU-BOS
7/27Sun
nonstopSpirit Airlines
4h 05mBOS-SJU
$217
7/18Fri
nonstopJetBlue
4h 05mSJU-BOS
7/21Mon
nonstopJetBlue
4h 04mBOS-SJU
$247
7/20Sun
nonstopJetBlue
4h 07mSJU-BOS
7/20Sun
nonstopJetBlue
4h 06mBOS-SJU
$251
7/18Fri
multi-stopAmerican Airlines
8h 18mSJU-BOS
7/21Mon
multi-stopAmerican Airlines
13h 38mBOS-SJU
$265
7/22Tue
multi-stopUnited Airlines
21h 17mAUA-BOS
7/29Tue
multi-stopUnited Airlines
31h 35mBOS-AUA
$362
7/21Mon
multi-stopAmerican Airlines
8h 26mAUA-BOS
7/23Wed
multi-stopAmerican Airlines
7h 40mBOS-AUA
$377
7/19Sat
multi-stopUnited Airlines
6h 47mMBJ-BOS
7/21Mon
multi-stopUnited Airlines
23h 43mBOS-MBJ
$397
7/18Fri
multi-stopDelta
9h 06mPUJ-BOS
8/26Tue
multi-stopDelta
7h 34mBOS-PUJ
$422
7/18Fri
multi-stopDelta
9h 06mPUJ-BOS
8/26Tue
multi-stopDelta
8h 59mBOS-PUJ
$434

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Everything you need to know for your flight to Maine

Cabin class types available on flights to Caribbean

Cabin classes available on flights to Caribbean. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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