$93 Find Cheap Flights from Caribbean to Maine

1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Maine

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Useful Info

Good to know

Low seasonMarch
High seasonJuly
Cheapest flight$93
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 8% increase in price.
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 9h 07m, 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 54m.

  • 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 7982 reviews
7.3Food
7.9Comfort
8.2Boarding
7.9Entertainment
8.5Crew
Airline reviews

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

4.0 OkayMrs., Jul 2025LAX - RDU
Read more Delta reviews

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

After all the weather issues at least they got me to my destination the next day

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

From Atlanta to Savannah - flight connection was way to short (we weren't even late landing ) and flight was already boarding when we landed - we were told we were the last on board and so we had to gate check our bags. Once we got on the plane, there were at least seven open bag spots so that was unnecessary delay. There should be better communication between the gate agent and the crew.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

The way BCN airport handled boarding was a huge improvement over our trip to Spain from JFK. Instead of gate-mosquitos edging in before their zone was called, in BCN they had clearly marked lines for Zones 1-8 and people just lined up correctly. The flight itself was uneventful. The meal (curried chicken and rice) was one of the better meals we've had on Delta. Entertainment options were plentiful, power chargers were available in Main Cabin, and seats were decent. Flight staff were very friendly and positive throughout the 8 hour flight.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

Boarded plane and then delayed 1.5 hours while on the plane

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Survey sent before we actually left. Delay after delay. Now a crew problem.

I love flying with United. Unfortunately, I flew on an older plane with minimal upgraded technology (no Bluetooth functionality or handy charging ports). Otherwise, the flight was great and even arrived early.

They changed my seats after I checked in and I was stressed from the time I saw that information until just before boarding, when the gate attendant fixed it, but it shouldn't have happened. And if it couldn't be prevented, then the people on the phone I spoke with should have done something to help, which they did not, nor did they offer me compensation, just meaningless apologies.

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

My flight was delayed a very short period of time but they did not hold my connecting flight to San Diego, also through United. So they closed the doors before we got off our plane. They would only have to help the door open for another five to ten minutes. So I missed a court deadline for a manditory mediation settlement conference for my client. I had to get an associate to be there in person and be on the phone with him relaying what he needs to do the entire time. The court was very upset with me and so was my client. United cannot be trusted.

Very rough getting into denver. my kid threw up it was so rough.

We were given vouchers we couldn’t use with a 5.5 hour delay

We had a very long diversion and our food voucher didn’t work because the restaurants were closed

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.

Ground crew gave me interference about carrying a laptop and a small shoulder bag, even though I told them I traveled with them all the time. I then placed my laptop bag in my carryon and took out a medical device, and ground crew still tried to give interference. I had to remind them that medical devices don't count towards luggage limits. It was quite annoying and unne

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

I flew Business Class. Rory, one of the Cabin stewards, was attentive, explained the menu, provided appropriate drinks. was

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

This flight never occurred because AA couldn’t get their act together.

Terrible. Cancelled my original flight. It made getting a boarding pass difficult. The AA employee (in a loud voice, so everyone around could hear) griped at me for not getting a boarding pass 24 hours before. I asked how I was supposed to do that when I had no idea what flight I was going to be on. She said (loudly), “Talk to AA customer service, not me!” I could certainly tell serving customers was not important to her. Our new flight was set to a completely different city. We had to change our rental car, and the price went way up. It took 2-1/2 hours to get checked in. By then our new flight had left. We ended up on stand by and had to split up the family to get to our destination. It cost us the whole first day of the trip. AA needs to employ people who actually care about doing a good job. I suppose those people are getting harder to find, but atleast try.

A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm

Book cheap flights from Caribbean to Maine

Recent round-trip flight deals

8/6Wed
1 stopSpirit Airlines
7h 16mSJU-BOS
8/10Sun
nonstopSpirit Airlines
4h 05mBOS-SJU
$174
7/14Mon
1 stopAmerican Airlines
9h 50mSJU-BOS
7/15Tue
2 stopsAmerican Airlines
8h 40mBOS-SJU
$175
8/2Sat
1 stop
7h 43mSJU-BOS
8/10Sun
nonstop
4h 05mBOS-SJU
$212
7/14Mon
1 stop
7h 00mSJU-BOS
8/26Tue
1 stop
8h 20mBOS-SJU
$229
8/15Fri
2 stopsUnited Airlines
19h 40mMBJ-BOS
8/22Fri
2 stopsUnited Airlines
18h 03mBOS-MBJ
$320
8/16Sat
1 stopUnited Airlines
8h 27mGCM-BOS
8/23Sat
1 stopUnited Airlines
8h 30mBOS-GCM
$332
7/31Thu
nonstopJetBlue
4h 15mMBJ-BOS
8/7Thu
1 stopJetBlue
12h 05mBOS-MBJ
$337
7/24Thu
nonstopJetBlue
4h 15mMBJ-BOS
8/25Mon
1 stopJetBlue
6h 13mBOS-MBJ
$338
10/1Wed
1 stopDelta
8h 17mPUJ-BOS
10/31Fri
1 stopDelta
6h 32mBOS-PUJ
$353
12/20Sat
nonstopDelta
4h 15mMBJ-BOS
1/3Sat
nonstopDelta
4h 37mBOS-MBJ
$396

Search by stops

Search by airline

Search by price

Recent one-way flight deals

9/2Tue
1 stopSpirit Airlines
11h 37mSJU-BOS
$93
8/26Tue
1 stopSpirit Airlines
11h 37mSJU-BOS
$97
10/16Thu
1 stopUnited Airlines
8h 05mSJU-BOS
$137
7/25Fri
1 stopJetBlue
9h 57mSJU-BOS
$165
7/17Thu
1 stopAmerican Airlines
17h 48mSTT-BOS
$168
12/13Sat
1 stopJetBlue
5h 50mSTT-BOS
$177
11/8Sat
1 stopDelta
9h 05mPUJ-BOS
$205
9/9Tue
2 stopsUnited Airlines
20h 49mPUJ-BOS
$207
10/18Sat
2 stopsAmerican Airlines
14h 42mPUJ-BOS
$220
11/21Fri
1 stopDelta
10h 58mGCM-BOS
$223

Search by stops

Search by airline

Search by price

Last minute flights from Caribbean to Maine

Last minute flight, train and bus deals

7/7Mon
multi-stop
10h 15mSJU-BOS
7/13Sun
multi-stop
14h 59mBOS-SJU
$250
7/7Mon
multi-stop
7h 00mSJU-BOS
9/2Tue
multi-stop
8h 20mBOS-SJU
$283
7/8Tue
multi-stopAmerican Airlines
6h 40mSJU-BOS
9/2Tue
multi-stopAmerican Airlines
10h 05mBOS-SJU
$360
7/8Tue
nonstopJetBlue
4h 05mSJU-BOS
9/2Tue
nonstopJetBlue
4h 06mBOS-SJU
$379
7/8Tue
multi-stopJetBlue
6h 22mSJU-BOS
9/2Tue
nonstopJetBlue
4h 02mBOS-SJU
$386
7/8Tue
multi-stopAmerican Airlines
8h 16mSJU-BOS
9/2Tue
multi-stopAmerican Airlines
10h 11mBOS-SJU
$397
7/5Sat
multi-stopDelta
10h 41mSJU-BOS
7/30Wed
nonstopDelta
4h 06mBOS-SJU
$414
7/4Fri
nonstopDelta
4h 11mSJU-BOS
7/30Wed
nonstopDelta
4h 06mBOS-SJU
$429
7/4Fri
multi-stopUnited Airlines
13h 33mSDQ-BOS
9/3Wed
multi-stopUnited Airlines
8h 10mBOS-SDQ
$442
7/4Fri
multi-stopUnited Airlines
13h 33mSDQ-BOS
9/3Wed
multi-stopUnited Airlines
16h 07mBOS-SDQ
$472

Search by stops

Search by airline

Search by price

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.