$205 Find Cheap Flights from Grand Cayman to Boston

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 5/9. 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

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Everything you should know

Cheapest round-trip
$295
Overall average: $380
American Airlines
Tue 3/10Tue 3/17
GCM - BOS • 1 stop
Cheapest non-stop
$431
JetBlue
Sat 4/18Sat 4/25
GCM - BOS • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Grand Cayman to Boston

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

Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
2:44 pm - 12:05 am
GCM
-
BOS
8h 21m
1 stop
American Airlines Logo
6:00 am - 7:15 pm
BOS
-
GCM
14h 15m
1 stop
$295American Airlines
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
12:00 pm - 10:15 pm
GCM
-
BOS
9h 15m
1 stop
American Airlines Logo
9:59 am - 7:15 pm
BOS
-
GCM
10h 16m
2 stops
$300American Airlines
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
4:03 pm - 10:01 am
GCM
-
BOS
16h 58m
1 stop
American Airlines Logo
6:53 pm - 11:33 am
BOS
-
GCM
17h 40m
1 stop
$320American Airlines
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
4:03 pm - 10:01 am
GCM
-
BOS
16h 58m
1 stop
American Airlines Logo
7:32 pm - 11:00 am
BOS
-
GCM
16h 28m
2 stops
$325American Airlines
Sat, Apr 18 - Sat, Apr 25
Spirit Airlines Logo
1:40 pm - 11:59 pm
GCM
-
BOS
9h 19m
1 stop
Spirit Airlines Logo
5:40 am - 12:43 pm
BOS
-
GCM
8h 03m
1 stop
$330Spirit Airlines
Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
4:10 pm - 9:25 am
GCM
-
BOS
16h 15m
2 stops
United Airlines Logo
5:45 am - 3:05 pm
BOS
-
GCM
10h 20m
1 stop
$340United Airlines
Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
1:35 pm - 9:25 am
GCM
-
BOS
18h 50m
2 stops
United Airlines Logo
7:30 pm - 12:45 pm
BOS
-
GCM
18h 15m
2 stops
$363United Airlines
Sat, Mar 28 - Sat, Apr 4
Spirit Airlines Logo
1:15 pm - 11:59 pm
GCM
-
BOS
9h 44m
1 stop
Spirit Airlines Logo
5:49 pm - 12:57 pm
BOS
-
GCM
20h 08m
1 stop
$373Spirit Airlines
Sat, Apr 18 - Sat, Apr 25
JetBlue Logo
5:00 pm - 10:15 pm
GCM
-
BOS
4h 15mnonstop
JetBlue Logo
12:20 pm - 3:40 pm
BOS
-
GCM
4h 20mnonstop
$431JetBlue
Sat, Mar 28 - Sat, Apr 4
Spirit Airlines Logo
1:15 pm - 11:59 pm
GCM
-
BOS
9h 44m
1 stop
Spirit Airlines Logo
7:14 pm - 12:57 pm
BOS
-
GCM
18h 43m
2 stops
$432Spirit Airlines
Useful Info

Good to know

Low seasonMarch
Cheapest flight$205
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 31% lower on average.
Flight from George Town to Boston

FAQs for booking flights from Grand Cayman to Boston

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Grand Cayman 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 Grand Cayman 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 Grand Cayman with another airline.

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

Reviews of the top airlines flying from Grand Cayman to Boston

 
Need help choosing which airline to fly with from Grand Cayman 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.
7.2
American AirlinesOverall score based on 11271 reviews
8.0Crew
7.5Boarding
7.2Comfort
6.4Food
6.9Entertainment
Airline reviews

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

8.0 ExcellentGail, Feb 2026
ATL - DCA
Read more American Airlines reviews

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

Flight was on time and the meal and service were good.

Food was bad, sandwiche with cold cut meat was not labeled and and none of the flight attendants could tell what kind of meat it was (beef, pork or turkey). People have dietary and religious restrictions and "I dont know" is simply unacceptable. One flight attendant was extremely rude and unprofessional. Filed an formal complaint withAA regarding his behavior

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

This was a horrible experience. I’ve experienced several delays at this point and still not home. I was supposed to be home by 8:30 last night and here I sit at 7 am on a plane STILL unable to go home because of American Airlines.

Generally good. Flight left on time and the seats are comfortable. Plenty of space in front if you in you choose a comfort plus seat, completely worth spending the extra money given the amount of hours the flight lasts. The food tastes good but I would say it’s a the amount is too little. The crew was friendly and efficient. There was a some turbulence at different points into the flight. American Airlines has good deals to NZ if you book with plenty of time before you plan on going.

the plane was so hot!! the air-conditioning was barely blowing. The flight was delayed, and we had to sit on the hot plane before take off for an extended amount of time, waiting on international passengers. Would not have been so bad if it was not so hot. They said it would get better after take off, but it did not.

They are always late and seats was also not having working charger

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Very smooth flight, good legroom with the "even more room" seats. Entertainment choice was excellent, wifi on board, plane was modern. Pilot got a round of applause for a smooth landing in very blustery conditions. Love flying with them. Check in was OK too. We were too early so we had to wait until groundstaff showed up 3hrs before the flight.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

They initially informed us that the flight was delayed, but only after waiting an hour for updates. In any event, the flight was canceled, but the way it was handled was really poor and egregious. I feel they handled the situation of informing travelers very irresponsibly. I sat in a wheelchair at the airport for over four hours before finally being told that the flight was canceled.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Traveling to a place near Boston?

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Everything you need to know for your flight to Boston

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