$185 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 8/25. 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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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

Thu, Jun 25 - Fri, Jul 10
Delta Logo
12:40 pm - 10:47 pm
GCM
-
BOS
9h 07m
1 stop
Delta Logo
5:45 am - 11:26 am
BOS
-
GCM
6h 41m
1 stop
$271Delta
Tue, Mar 24 - Tue, Mar 31
American Airlines Logo
2:44 pm - 12:05 am
GCM
-
BOS
8h 21m
1 stop
American Airlines Logo
5:00 am - 11:09 am
BOS
-
GCM
7h 09m
1 stop
$273American Airlines
Tue, Mar 24 - Tue, Mar 31
American Airlines Logo
12:05 pm - 12:05 am
GCM
-
BOS
11h 00m
2 stops
American Airlines Logo
7:00 am - 1:30 pm
BOS
-
GCM
7h 30m
1 stop
$278American Airlines
Tue, Jun 30 - Sun, Jul 12
Delta Logo
12:40 pm - 1:03 am
GCM
-
BOS
11h 23m
1 stop
Delta Logo
5:45 am - 11:26 am
BOS
-
GCM
6h 41m
1 stop
$300Delta
Fri, Jun 26 - Mon, Jul 13
Delta Logo
12:40 pm - 10:47 pm
GCM
-
BOS
9h 07m
1 stop
Delta Logo
5:45 am - 11:26 am
BOS
-
GCM
6h 41m
1 stop
$307Delta
Wed, Apr 8 - Wed, Apr 15
United Airlines Logo
1:35 pm - 11:01 am
GCM
-
BOS
20h 26m
2 stops
United Airlines Logo
11:17 am - 12:45 pm
BOS
-
GCM
26h 28m
2 stops
$316United Airlines
Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
4:10 pm - 10:04 am
GCM
-
BOS
16h 54m
1 stop
United Airlines Logo
6:00 am - 12:35 pm
BOS
-
GCM
7h 35m
1 stop
$325United 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
7:30 pm - 12:30 pm
BOS
-
GCM
18h 00m
2 stops
$330United 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 - 11:31 am
BOS
-
GCM
17h 38m
1 stop
$346American Airlines
Tue, Jun 23 - Mon, Aug 17
American Airlines Logo
5:11 pm - 12:59 am
GCM
-
BOS
6h 48m
1 stop
American Airlines Logo
8:29 pm - 11:10 am
BOS
-
GCM
15h 41m
2 stops
$351American Airlines
Useful Info

Good to know

Low seasonMarch
Cheapest flight$185
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 11357 reviews
6.4Food
6.9Entertainment
8.0Crew
7.2Comfort
7.5Boarding
Airline reviews

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

10.0 ExcellentPatricia, Feb 2026
LAS - PDX
Read more American Airlines reviews

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Smooth flight. From the early boarding and all were on board before departure time and arrived early in ONT. Great crew. Thank you!!!!

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Lack of gluten free options in food service. I have Celiac disease and it appears you no longer offer special meals for people with dietary restrictions. I am a frequent flyer traveling into and out of Omaha airport. I have noticed over the course of several months that although our flight typically arrives ahead of schedule (awesome job AA!) - we typically sit on the runway for several minutes waiting for the ground crew to get in place. Not sure if it is a ground crew issue or a gate availability issue (due to construction at this airport). Seems to be more of a ground crew being on time issue.

Arrived early picked up my bag in a few minutes- great trip - thank you

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

Boarding is always an ordeal. Less dogs on flights. I am highly allergic to dogs and cats. Why are there so many animals these days?

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

Massimo, flight attendant was very authentic, attentive - wonderful. Food/wrap was just okay.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

It was a pretty smooth flight, I tend to get mini anxiety attacks during flights, however, this time was pretty smooth and I was able to relax. The only thing, I was having issues to connect to the Flyfi internet. I was not able to connect at all, I turned off my phone a couple times and didnt work.

Both flights were significantly delayed. The flight experience itself was great.

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.

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