$216 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 3/17. 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

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

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

Save 23% 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.

Everything you should know

Cheapest round-trip
$322
Overall average: $380
United Airlines
Tue 3/31Tue 4/7
GCM - BOS • 1 stop
Cheapest non-stop
$402
JetBlue
Sat 4/18Sat 4/25
GCM - BOS • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
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 31 - Tue, Apr 7
United Airlines Logo
1:50 pm - 12:46 pm
GCM
-
BOS
21h 56m
1 stop
United Airlines Logo
4:53 pm - 12:30 pm
BOS
-
GCM
20h 37m
1 stop
$322United 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
$333American 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
$338American Airlines
Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
4:10 pm - 10:15 am
GCM
-
BOS
17h 05m
2 stops
United Airlines Logo
7:30 pm - 12:30 pm
BOS
-
GCM
18h 00m
2 stops
$340United 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
$353American Airlines
Fri, Apr 24 - Wed, Apr 29
Air Canada Logo
11:10 am - 9:49 am
GCM
-
BOS
21h 39m
2 stops
Air Canada Logo
10:45 am - 11:10 am
BOS
-
GCM
25h 25m
1 stop
$367Air Canada
Sat, Mar 28 - Sun, Mar 29
Multiple Airlines Logo
1:15 pm - 11:59 pm
GCM
-
BOS
9h 44m
1 stop
Multiple Airlines Logo
10:45 am - 10:15 am
BOS
-
GCM
24h 30m
1 stop
$368Multiple Airlines
Fri, Apr 24 - Wed, Apr 29
Air Canada Logo
11:10 am - 9:49 am
GCM
-
BOS
21h 39m
2 stops
Air Canada Logo
6:40 pm - 11:10 am
BOS
-
GCM
17h 30m
2 stops
$370Air Canada
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
$386American 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
$402JetBlue
Useful Info

Good to know

Low seasonMarch
Cheapest flight$216
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 11294 reviews
6.4Food
7.2Comfort
6.9Entertainment
7.5Boarding
8.0Crew
Airline reviews

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

6.0 GoodDavid, Feb 2026
LAX - DEN
Read more American Airlines reviews

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

The smell from the bathroom kept wafting through the cabin. It made people sick.

The flight was really crowded. Flight attendants were just ok.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

The flight was fine, once we got underway. It was more than hour delayed

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

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?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Hampton
Waltham
Warwick
Wells
Plymouth
Everett
Middletown
Gloucester
Concord
Woburn
York Beach
Revere
Brookline
Burlington
West Yarmouth
Danvers
South Portland
Braintree
Quincy

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston