Find cheap flights from Maine to Grand Cayman

Find cheap flights from Maine to Grand Cayman

Search hundreds of travel sites at once for deals on flights to Grand Cayman

Round-trip
Economy
Boston (BOS)
Grand Cayman
Fri 5/7
Fri 5/14
Any month
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Good to know

Low season

AugustBest time to beat the crowds with an average 4% drop in price.

High season

DecemberMost popular time to fly with an average 7% increase in price.

Average price round-trip

$640(avg. price over the last 2 weeks)

Good deal round-trip

$361or less

Good deal one-way

$179or less

FAQs for booking flights from Maine to Grand Cayman

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Top airlines flying from Maine to Grand Cayman

Scores according to KAYAK customer reviews

7.2
American Airlines
Overall score based on 45,481 reviews
7.5
Boarding
7.1
Comfort
7.8
Crew
6.9
Entertainment
6.7
Food
Airline reviews

Cons: "IFE was not streaming movies, WiFi on but not loading"

Pros: "Crew members were okay"
Cons: "Wifi could be better"

Pros: "Very friendly and accommodating."
Cons: "tv screens on the back of seats"

Cons: "A bigger plane."

Pros: "American Airlines officially has the most uncomfortable seats. The seats barely recline at all, the cushions on the seats are thin and they simply pack too many seats on the plane to not feel like you’re packed in a can of sardines."
Cons: "Re-design the seating on your planes. It sucks at this point."

Pros: "We finally got here"
Cons: "Actually leave and arrive on time."

Cons: "Baggage handler lost my bag, grabbed it off plane cabin, never found"

Pros: "The crew was fantastic and very nicely got us into an earlier flight and allowed my wife and I to sit together for our 10th anniversary"
Cons: "The entertainment apps were difficult to use"

Pros: "Clean airplane. Friendly crew."
Cons: "Leg room is too small"

Pros: "WiFi entertainment system."
Cons: "Hard seats, no arm padding. No power to recharge phone and iPad."

Cons: "Great flight"

Cons: "Flight currently delayed 3 hours! No help booking another flight or compensation or way of getting back to NYC in time."

Pros: "Crew was great. Seats could be a bit wider"

Pros: "Great crew. Easily accessible."
Cons: "Several delays."

Pros: "Crew was great. Boarding was easy."
Cons: "Easier option for entertainment."

Pros: "the food was great, and they served dinner right away so passengers could get some sleep before arrival"

Cons: "Flight delayed, interior of aircraft was deteriorating"

Pros: "Must wider seats on this aircraft"
Cons: "Inflight monitor broken"

Pros: "We got to our destination aver 12 hours late."
Cons: "In addition to being rebooked approximately 12 hours after our original flight, this flight left about 40 minutes late."

Pros: "Arrived on time despite late departure"
Cons: "Bumpy ride in CLT but uncontrollable"

Pros: "Arrived slightly early. The crew was efficient and friendly. The interior and seats looked new."
Cons: "Nothing was negative."

Pros: "WiFi was on the flight. Free with TMobile."
Cons: "Easy and fast flight"

Cons: "Coach seating is too tight"

Pros: "Flight crew very friendly."
Cons: "No entertainment so 1 star rating. Kind passenger switched seats so I could sit with my husband and son. Would have had to sit behind them if not for her. Paying extra for isle seats was a surprise."

Cons: "Wish they had told me there was a shuttle to other side of airport. Had not been to this airport in many years."

Pros: "We arrived on time."
Cons: "These planes feel like they are made of Legos. They are absurdly tiny and uncomfortable (and I am a small woman). Hot and stinky when boarding and no room for you or your carry on luggage. The days of glamorous air travel seem very far away."

Cons: "Boarding chaos at Miami airport."

Pros: "Good flight attendant. Flight landed earlier than anticipated."
Cons: "They nearly took my carry on with the other checked bags when leaving the flight. It clearly had a carry on tag. Unforced error!"

Cons: "Their customer service was no help and didn't know why. So o scrambled to buy a last minute ticket home from the Netherlands."

Pros: "Shabby Cramped"
Cons: "Cramped Uncomfortable"

Pros: "Cabin baggage allowance."
Cons: "No food, only purchasable snacks payable only with a card not cash. That incurs charges for those that are not US card holders! And extortionate prices. Wifi based entertainment so you need your own tablet/phone. Great if the wifi works - it didn't. Neither on the outward or return journeys."

Pros: "Other passengers were friendly?"
Cons: "I was traveling alone with my tired, cranky 13 month old. I get that it's no fun for anyone, including me, to have a tired toddler on the flight! But from the moment we boarded the flight attendant was unfriendly and unhelpful. I asked for help putting a heavy bag in the overhead compartment. She half-heartedly tried and then told me it "didn't fit". By simply turning it on its side, I was able to easily make it fit, but it was uncomfortable for me to have to do so while also holding my baby! The flight attendant then commented that I couldn't have the child in a carrier during the flight (something I am well aware of!). She also neglected to offer us a snack later on. Overall, she was rude and inconsiderate and made a difficult trip more unpleasant."

Cons: "a little delay in the departure connection flight ."

Pros: "The PWM airport, ALMOST makes air travel tolerable. Great little airport. Crew was pleasant, Seemed to enjoy their work. That, alone makes a huge difference in an industry that truly doesn't put customer service anywhere NEAR the top of the priority list."

Pros: "The crew was very helpful at each stop even though they weren't responsible for the disasters."
Cons: "Initially we thought we were flying with British Airways. We then had to do some digging to realize it was all out of American Airlines. Then we couldn't get proper boarding passes and luggage tags until one of the crew members spent a significant amount of time untangling each leg of our trip so they were in the proper order. We got delayed by 4 hours in Chicago and missed our connection in Manchester. We had another 5 hour wait there. By the time we got to Dublin, our bags didn't also arrive. After almost 24 hours of travel, we arrived but without all of our stuff."

Pros: "Punctuality"
Cons: "Small plane with no leg room"

Pros: "Fabulous crew and service, absolutely fantastic."
Cons: "Having to get off!"

Pros: "Everything"
Cons: "Nothing"

Cons: "Flight was good until, after arriving 30 minutes early to PWM, our plane had to wait about that much time for our gate to open. Once pulling to the gate we waited another 15 minutes for someone to figure out the walkway and open the door tom the plane-- all with no communication from the crew."

Pros: "Efficient boarding. Plane clean. Seats lean back far but that being said the individual in front of you ends up in your lap."
Cons: "As night went on a couple of the flight attendants in the premium cabin seats with standard legroom appeared grumpy and short with patrons. No gluten free options. In flight entertainment and reading lights not working for my dad or I. A long flight for that to be out."

Pros: "Chairs were very comfy and wider than some airlines."
Cons: "Crew not overly friendly and not very attentive, and there were lots of empty seats so there wasn't much excuse. Also, I had an issue with the plane. I think no screens on a cross-country flight is not good business. Not everyone is savvy with go-go inflight. And if there are no screens, could there at least be outlets? I was so tired after my Paris flight and wanted to chill with some go-go entertainment, but my battery was low and there were no outlets. I know not all flights can have these luxuries, but if the flight is over five hours, I think it should be better equipped."

Cons: "i decided to purchase a separate direct flight at a different time instead of changing my flight, only to be informed later when i tried to hop on the back end of my original flight, that they had canceled my ticket since i hadnt boarded on the front end of that flight. i had spoken to a customer service rep about my option before purchasing the extra ticket, and she did not mention that this would be an issue. then i had to pay extra to get back on my original flight."

Pros: "Quick and easy"

Pros: "American Airlines is my favorite Airlines to fly. There is a little more leg room and the seats are a little wider. The staff is very professional and courteous."

Cons: "My flight date was changed because of a medical issue with my grandson, and I was outraged by the amount of the change fee."

Pros: "Entertainment was free."
Cons: "Had to wait for mechanical issues so we were delayed."

Pros: "Not applicable"

Cons: "3 hours late."

Pros: "Boarding was smooth. Flight was on time. Some weather en route but pilot was able to avoid the turbulence. Overall a good flight."
Cons: "Unrelated to the flight- but immigration and customs in Grand Cayman was slow. 200+ people arrived on this plane and there ware 4 immigration agents although they had more stations. We spent about a half hour in line in each- immigration and then customs. Rental cars is another situation to be aware of regarding insurance."

Pros: "the crew was nice"
Cons: "We had to sit on the tarmac and deplane just to get onto another flight where I no longer had any power to charge my devices"

Pros: "Crew was very accommodating in light of the maintenance delay. Especially for those of us with small children."
Cons: "Look, delays suck. We fly about only once a year, and we ALWAYS have a delay. ALWAYS. Air traffic control at Newark will delay a flight for a hangnail."

Pros: "Very friendly crew."
Cons: "This is a small airplane. I would like to see United insist that people check large bags."

Pros: "Amenities. And courteous crew"
Cons: "Choice of Vegeterian options"

Pros: "It’s existance. Informative capt."
Cons: "Late almost 3 hours. Sketchy bev service. 50 seat RJ."

Pros: "Nothing"
Cons: "Flight got cancelled again and again then call customer service but he doesn’t know anything about information. Totally ruined my day"

Cons: "3 hour mechanical delay"

Pros: "An early departure!"

Pros: "Nothing was good about this airline with the exception of the baggage crew that finally helped me in Washington Ronald Regan Airport"
Cons: "My flight out of Portland was canceled and it took hours to rebook. I had to fly American Airline to Washington DCA where I roamed the airport at 9pm looking for someone from United. The crew in Portland ME told me the gate person would have a hotel for me.... The baggage crew had to help me."

Cons: "I only made it as far as Chicago, and my bag was fairly comprehensively lost as I did so"

Pros: "Ok"

Cons: "Person at ticket counter was rude did not want to wait in us when we was 1st in line. Did not greet and say good morning"

Pros: "AT THE TERMINAL IN PORTLAND THE ATTENDANTS WERE SUPER HELPFUL AS I WAS CONFUSED ABOUT GETTING MY TICKETS."
Cons: "JUST BEFORE BOARDING THOSE OF US PASSENGERS NOT ALREADY BOARDED WERE TOLD WE COULD NOT BRING OUR CARRY ONS WITH US AS THERE WAS NOT ENOUGH SPACE TO STOW THEM OVERHEAD. SO WE WERE TOLD TO SEND THEM DIRECTLY TO OUR FINAL DESTINATION. WHEN I BOARDED THE PLANE I COUNTED 7 OVERHEAD STORAGE BINS ON THE OPPOSITE SIDE TO MY AISLE WHERE I WAS SEATED WERE NOT FILLED AND THERE WERE SEVERAL SUCH BINS ON MY SIDE OF THE AISLE (I DID NOT HAVE TIME TO COUNT THEM BEFORE I SAT DOWN). I ASKED AN ATTENDANT WHY THIS WAS SO GIVEN WE WERE TOLD THE BINS WERE FILLED JUST AS WE BOARDING FROM THE DEPARTURE AREA. SHE WAS POLITE AND SAID SHE WASN'T SURE ABOUT WHO MADE THE ANNOUNCEMENT IN THE TERMINAL BUT THAT IN ANY EVENT MY CARRY ON WOULD ARRIVE SAFE AND SOUND IN VANCOUVER - IT DID BUT WITH MY BOOK FOOD SNACK WHICH i HAD INTENDED TO USE WHILE ON MY WAY TO CHI. AND VAN."

Pros: "First time first class flyer. It was great!"
Cons: "Being separated from my wife in seating when we booked before others that we talked to!"

Pros: "The flight attendants. Especially Meagan and Heather. Amber was a,sweetheart too. I had the same attendants 3 out of 4 of my flights that weekend. So cool. When they realized it was me again they spoiled me rotten. So good I feel like unless I have those 3 as my attendants I won't fly United again"
Cons: "No food options. No free food"

Cons: "Really awful, disorganized and unapologetic."

Pros: "Got through sucurity ar PNR barely in time to make flight."
Cons: "Even though I am a frequent flyer with a Global Access card, I was select for enhanced security check. I paid for the Global Accessmcard especially sofas to avoid this. United said it was a TSA thing while TSA said it was at the prerogative of the airline. Why did this happen? So much for TSA Pre or Global Access."

Pros: "Apologies and attitude of crew They got me on another carrier so I could get to my destination"
Cons: "Not enough people on hand to reroute customers. Some picky customers took too much time. After an hour they handed out phone number to call and make our own arrangements"

Pros: "In general crew is awsome, the things I didn't like are from the airlines administration."
Cons: "First of all I have to pay for my first bag even If it's an international flight?!?! It was a one and a half hour flight just to cross the border, the ticket cost over $300 and still I get charged for my first suitcase... Second of all, SINCE WHEN PEOPLE HAVE TO PAY TAXES JUST TO BRING THEIR BABY IN THE LAP?!?! C'mon!!!! And the worst, you don't let people now about this so at least we can pay it in advanced since we don't have a choice, but it is anoying that someone leave USA without paying extra just to bring your baby with you and then flying in the same aerline you are not aware you have to pay for him without notice and been inform in advanced. Third and last ... I NEVER GOT MY BOARDING PASS TO PRINT AT HOME by email, either any information or update about my flight...."

Pros: "Usual United Corp mentality Overbook flites change your itinary leave you stranded with no connection spend nite in airport"
Cons: "See above"

Cons: "Our flight was an hour and a half late. The seats are very new on this configuration is perfect. The entertainment system is old and you pay for everything."

Cons: "5 minutes before we boarded they tried to change my seat without informing me.... luckily it popped up on my phone that my seat had changed I reserved an aisle seat when I made my reservations five days before the flight. All of a sudden they put me in the middle seat ...so I went to the counter and the person at the counter tried to tell me that I just changed to the aisle seat that I had which I actually have had for 5 days and she tried to tell me that I was lying to her I was not very pleased with United at all!!! I made it very clear and even showed her the email from 5 days ago where I had that seats all along the aisle seat that she took away from me and put me in the middle somewhere so three minutes later she told me to look at my phone and she changed me back but that's after she basically called me a liar and said I didn't know what I was talking about!! Worst US AIRLINE!!"

Pros: "Arrived early"
Cons: "The plane dropped during decent."

Pros: "The flight was ok."
Cons: "It took a long time to hook up to the jetway once we taxied in to EWR. Pilot even commented that he didn't know what the heck she was doing out there."

Pros: "We made up late departure and arrival was close to ontime."
Cons: "Tight seating and luggage overhead bin storage too small. Our bins were already full with others bags when we boarded. Wonder why the bins above your assigned seat would be used by other passengers."

Pros: "Flight did not happen"

Pros: "I liked when Delta stepped up and had us booked on one of their flights within seconds, after United abandoned us at their own terminal."
Cons: "Flight delayed 3 times due to maintenance, total of 5 hours. After final arrival time came and went with no plane or even announcement, I had to go back through security to front desk to find a rep and remind United that they had forgotten about us. They handed us off to the Delta counter with no apology (except the "new girl" apologized)"

Pros: "Absolutely nothing!!!"
Cons: "I never got to make the flight. I was unable to take the flight because it was cancelled by United without my consent. I still needed the flight too. I'll never use priceline or United airlines for travel EVER again, and I'll be sure to spread the word. No matter who I talked to, I was blamed for the problem. I've never had a bigger waste of money. $550+"

Pros: "Not a single thing!"
Cons: "Arrived late"

Pros: "Will never use united."

Cons: "Kayak did not provide me with confirming email for flight in either direction and I missed my first flight to LA from Portland This is the second time I was not contacted via email from Kayak on flight reservations"

Pros: "The crew was nice and the area was clean."
Cons: "I didn't like the fact that before boarding they offered to check peoples bags for free because so many people were trying to take ridiculous sized bags onto the plane. I always pay to check my bag . That process took for ever but we did still arrive on time."

Pros: "nothing"
Cons: "it took me three days to get home. the first plane had a mechanical error. the second flight united booked me on was over booked so i didnt get a seat. the third flight they tried to send me on was also over booked. luckily someone volunteered to give up their seat."

Pros: "We stood in line forever to then be told the clerk couldn't ch we ck us in. When we tried the kiosk it didn’t work. Long story short we missed our flight due to their poor organization of the line and crowd."
Cons: "The confusion caused by lack of direction from the staff."

Cons: "Seating next to the bathroom is gross"

Pros: "Friendly and polite! Crew."
Cons: "Middle seat. Space too small."

Pros: "The food was delicious."
Cons: "The in-seat TV had one channel that was blacked out initially but eventually was viewable, and one channel that worked fine at first but then blacked out for the rest of the flight. As far as options for an 8.5 hour flight? Very poor. 5 movies, 2 of which were multiple years old. The reclining seat seemed over-exaggerated; I had never been on a flight where the seat in front of me came so close to my face. The boarding process was pretty good and streamlined but we still took off about an hour late."

Pros: "Couldn't really figure out your Wi-Fi system so I just read a book"
Cons: "It's not really easy to set up your Wi-Fi system through the United app"

Pros: "It use to be, I could put up with the lack of comfort and services because the cost savings made it bearable. But thes days, the basic ticket costs are high and increasing despite ala Carter pricing. The flights are always full and the number of flights are down. Airline profits are at a peak yet very little is flowing back to improve the flying experience."

Cons: "No agent to check in when I arrived at airport. Only at gate. No advance check in or advance seating. Allowed passengers to have more than 2 bags. Flight was late. No help getting to next gate or holding aircraft. Absolutely uncomfortable sitting."

Cons: "I was on a super late flight to Chicago and for some reason was placed in Boarding Group 5 (I have a United cc, so I thought that came with the perks). I got over that part. But then they made me check my roller-board claiming they were full up. When I boarded, there was PLENTY of overhead bin space. So I had to go to baggage claim after midnight for no reason. Bummer."

Pros: "That I got a refund, although that should be a given"
Cons: "Had to purchase new flight day of, as I was told of flight cancellation 5 hours before leaving to the airport. I then had to spend $500 on a new flight, and one of the connections refused to let me on the plane. Stil not home."

Pros: "Pleasant crew"

Pros: "made good time."
Cons: "they lost our luggage on the way back,Didn't make it to Portland. But it was brought to our house at 7:45. I think for 1600.00 for tickets you should provide pretzels. That would be great. Thanks"

Cons: "Canceled flight, booked me an impossible connection, put on stayby when I get the tickets months in advance. Offered no vouchers and made me fly out on a diffrent day. Hs aircraft delays on all flights"

Pros: "Nothing."
Cons: "Never flying United again. On my way to the airport in Portland I got a text from United that my flight to Newark had been cancelled and there was no way to fly me out of Portland to San Diego that day. My sister had to drive me to Boston so I could catch a flight to San Francisco, which took 6.5 hours because it flew over most of Canada for some reason AND had three babies that cried from start to finish. Oh and because I was a late addition, I had a middle seat. The second I turned my phone on after we landed I had another yet another text from United saying that my connection to San Diego had been delayed three hours and wouldn't take off until 11:15 pm."

Cons: "Tried to get assistance at the United desk where my gate was located at and they could not answer any of my questions and would not assist me or many others who had the same issues."

Pros: "Nothing"
Cons: "Payed to upgrade seat was not comfortable and person next to me kept moving onto my side. Flight was 2 hours late so I missed my connection and had a terrible time to find a flight home. United staff was not helpful and kept telling me to go somewhere else for help. No food was served only tiny packet of way too spicy pretzels. Sat on the runway for an hour. Flight crew said 15 min and it was much longer. Crew seemed to be really confused."

Pros: "getting there"
Cons: "getting there late"

Pros: "I like the fact that the crew is very attentive and helped us to get on board on time."
Cons: "There is not a single thing that I dislike."

Read more about American Airlines
COVID-19 information

Safety measures for airlines flying from Maine to Grand Cayman

Airlines flying from Maine to Grand Cayman have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Maine to Grand Cayman

Mandatory masks

Masks required on board, masks provided on flights from Maine to Grand Cayman

Social distancing seating

Middle seats unavailable to book on flights from Maine to Grand Cayman

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Maine to Grand Cayman

Book cheap flights from Maine to Grand Cayman

Recent round-trip flight deals

10/31
Sun
1 stop
United Airlines
16h 19m
PWM - GCM
11/10
Wed
1 stop
United Airlines
10h 22m
GCM - PWM
9/11
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1 stop
American Airlines
8h 12m
PWM - GCM
9/13
Mon
2 stops
American Airlines
18h 26m
GCM - PWM
10/31
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2 stops
American Airlines
18h 05m
PWM - GCM
11/9
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American Airlines
7h 49m
GCM - PWM
10/31
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United Airlines
6h 15m
PWM - GCM
11/10
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United Airlines
15h 41m
GCM - PWM
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American Airlines
23h 19m
PWM - GCM
6/12
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American Airlines
21h 36m
GCM - PWM
9/11
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American Airlines
8h 12m
PWM - GCM
9/13
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American Airlines
15h 52m
GCM - PWM
6/5
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Multiple Airlines
51h 59m
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6/12
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Multiple Airlines
24h 17m
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6/5
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51h 59m
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