$187 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 3/12. 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
$310
Typical prices: $281-$425
American Airlines
Sat 4/18Sat 4/25
GCM - BOS • 1 stop
Cheapest non-stop
$432
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

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 - 11:32 am
BOS
-
GCM
17h 39m
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
Thu, Feb 19 - Tue, Feb 24
United Airlines Logo
2:50 pm - 12:53 pm
GCM
-
BOS
22h 03m
2 stops
United Airlines Logo
6:00 am - 1:15 pm
BOS
-
GCM
7h 15m
1 stop
$322United 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
$331Spirit Airlines
Thu, Feb 19 - Tue, Feb 24
Multiple Airlines Logo
2:49 pm - 11:44 pm
GCM
-
BOS
8h 55m
1 stop
Multiple Airlines Logo
7:15 am - 1:55 pm
BOS
-
GCM
6h 40m
1 stop
$340Multiple 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
$376American 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 - 12:45 pm
BOS
-
GCM
18h 15m
2 stops
$394United 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
$432JetBlue
Fri, Feb 13 - Mon, Feb 16
American Airlines Logo
12:53 pm - 10:40 pm
GCM
-
BOS
9h 47m
1 stop
American Airlines Logo
6:52 pm - 12:08 pm
BOS
-
GCM
17h 16m
1 stop
$449American Airlines
Fri, Feb 13 - Mon, Feb 16
American Airlines Logo
12:53 pm - 10:48 pm
GCM
-
BOS
9h 55m
2 stops
American Airlines Logo
10:00 am - 8:15 pm
BOS
-
GCM
10h 15m
2 stops
$454American Airlines
Useful Info

Good to know

Low seasonMarch
Cheapest flight$187
Best time to beat the crowds with an average 15% 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 11213 reviews
7.5Boarding
6.4Food
8.0Crew
7.2Comfort
6.9Entertainment
Airline reviews

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

2.0 MediocreManikandan, Jan 2026
DFW - ORD
Read more American Airlines reviews

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

Crew was clearly not loving their jobs at any point of the entire trip. Flight back from Mexico, I asked if they had food for sale for the 2.5+hr flight and they did not have any. The business class trip to Mexico also had noted that the catering company forgot to load food. The last leg of trip back had a similarly unhappy crew, a broken toilet, and my seat was broken (reclining would not lock which made landing a crossfit like event). This was a bad week for AA.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

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.

Our flight was delayed 5 hours, very disorganized, bad communication, confusion. Only good thing was the crew.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

we were delayed because of some safety check that wasn't done or available

Qatar Airways only had spicy meals on the menu in economy class. You might want to get food in the airport before boarding.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

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