$181 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 3/5. 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
$289
Overall average: $380
Spirit Airlines
Sat 3/28Sat 4/4
GCM - BOS • 1 stop
Cheapest non-stop
$431
JetBlue
Sat 4/18Sat 4/25
GCM - BOS • Non-stop
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Flight Deals
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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

Sat, Mar 28 - Sat, Apr 4
Spirit Airlines Logo
1:15 pm - 11:59 pm
GCM
-
BOS
9h 44m
1 stop
Spirit Airlines Logo
5:45 am - 12:20 pm
BOS
-
GCM
7h 35m
1 stop
$289Spirit 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
$310American 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 - 11:00 am
BOS
-
GCM
17h 07m
2 stops
$315American 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 - 12:30 pm
BOS
-
GCM
18h 00m
2 stops
$330United 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 - 12:30 pm
BOS
-
GCM
18h 00m
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
7:14 pm - 12:57 pm
BOS
-
GCM
18h 43m
2 stops
$390Spirit 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
6:01 am - 12:57 pm
BOS
-
GCM
31h 56m
3 stops
$439Spirit Airlines
Sat, Apr 18 - Sat, Apr 25
JetBlue Logo
2:10 pm - 12:14 am
GCM
-
BOS
9h 04m
1 stop
JetBlue Logo
12:20 pm - 3:40 pm
BOS
-
GCM
4h 20mnonstop
$441JetBlue
Sun, Mar 22 - Sun, Mar 29
Multiple Airlines Logo
1:52 pm - 11:41 am
GCM
-
BOS
20h 49m
2 stops
Multiple Airlines Logo
5:45 am - 12:57 pm
BOS
-
GCM
8h 12m
1 stop
$480Multiple Airlines
Useful Info

Good to know

Low seasonMarch
Cheapest flight$181
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 11249 reviews
8.0Crew
6.4Food
7.2Comfort
6.9Entertainment
7.5Boarding
Airline reviews

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.

4.0 OkayFrancisco, Feb 2026
LAX - SAF
Read more American Airlines reviews

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

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

did not have enough meal for first class passengers so offer us snack

Arrived 40 min early which was great - sat in runway for 35 min so no gain. Then waited for luggage 45 min. They need to staff accordingly knowing its one of the busiest week in Phx

My flight got rerouted due to crew rest. I was sent to Dallas customer service was not very polite. Was given a $40 room voucher for Motel 6 and $12 to eat with. It delayed me by a day. Where if I would have just stuck with my original flight Arizona was delayed to Cleveland and I could have made it home. They put me on a 9:00 flight out of Dallas to Cleveland without my knowledge or consent. When originally I was told it would be 8:45 a.m. on February 1st. I told them I could not take the 9:00 flight because I did not have anybody to pick me up from the airport at that time. I'm extremely disappointed in how I was treated. And I will not fly American Airlines again.

I am very appreciative of the help provided to me by Dennis and Whitney. I had lost my phone at EWR airport and they were very kind in assisting me. This included advice on how to file a report and also helping me connect with family. The pilot was also great about keeping passengers updated on the flight progress with regular communications over the system.

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

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

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