$195 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 5/6. 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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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

Thu, May 21 - Thu, May 28
American Airlines Logo
5:12 pm - 12:59 am
GCM
-
BOS
6h 47m
1 stop
American Airlines Logo
6:00 am - 11:30 am
BOS
-
GCM
6h 30m
1 stop
$371American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 2:21 pm
GCM
-
BOS
20h 09m
1 stop
American Airlines Logo
8:00 am - 4:08 pm
BOS
-
GCM
9h 08m
1 stop
$375American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 2:21 pm
GCM
-
BOS
20h 09m
1 stop
American Airlines Logo
6:03 pm - 11:01 am
BOS
-
GCM
17h 58m
1 stop
$376American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 2:21 pm
GCM
-
BOS
20h 09m
1 stop
American Airlines Logo
6:03 pm - 11:01 am
BOS
-
GCM
17h 58m
1 stop
$377American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 10:06 am
GCM
-
BOS
15h 54m
1 stop
American Airlines Logo
6:00 am - 4:08 pm
BOS
-
GCM
11h 08m
2 stops
$379American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 2:21 pm
GCM
-
BOS
20h 09m
1 stop
American Airlines Logo
6:00 am - 4:08 pm
BOS
-
GCM
11h 08m
2 stops
$380American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 10:06 am
GCM
-
BOS
15h 54m
1 stop
American Airlines Logo
6:00 am - 4:08 pm
BOS
-
GCM
11h 08m
2 stops
$381American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 2:21 pm
GCM
-
BOS
20h 09m
1 stop
American Airlines Logo
6:00 am - 4:08 pm
BOS
-
GCM
11h 08m
2 stops
$382American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 12:59 am
GCM
-
BOS
6h 47m
1 stop
American Airlines Logo
6:00 am - 4:08 pm
BOS
-
GCM
11h 08m
2 stops
$385American Airlines
Fri, May 22 - Fri, May 29
United Airlines Logo
1:35 pm - 9:56 pm
GCM
-
BOS
31h 21m
2 stops
United Airlines Logo
7:00 pm - 3:10 pm
BOS
-
GCM
21h 10m
2 stops
$388United Airlines
Useful Info

Good to know

Low seasonMay
Cheapest flight$195
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 34% 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
JetBlueOverall score based on 2926 reviews
6.6Food
7.2Entertainment
7.5Comfort
7.9Crew
7.3Boarding
Airline reviews

I had a great experience flying with JetBlue and would always choose JetBlue over the other airlines. I am also very bummed that they will discontinue flying to Belize very soon. SAD

10.0 ExcellentAnonymous, Apr 2026
BZE - JFK
Read more JetBlue reviews

I had a great experience flying with JetBlue and would always choose JetBlue over the other airlines. I am also very bummed that they will discontinue flying to Belize very soon. SAD

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

Everything was excellent and I enjoyed myself. Thank for everything

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Didn't make it back on American Airlines due to a maintenance issue. The communication and updates were terrible. I ended up returning on Aero Mexico which had a much nicer aircraft with a large entertainment screen with movies and shows AND they had a nice inflight meal. That was a treat after being delayed 26 hours! I think some additional flight miles, or something should be offered for that long of a delay ---it was not pleasant at all---very physical and emotional experience.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

Buying ticket from kayak instant booking was a huge mistake, never to be repeated again! The Kayak didn’t book the tickets directly, it handed it off to a third party Underpricer, that booked a code shared American Airlines flight operated by Cathay Pacific!! When managing the booking American Airlines would recognize the itinerary but wouldn’t let me do anything stating, the flight is operated by Cathay Pacific so go to their website. Cathay Pacific would recognize the itinerary, neither by reservation ID or ticket number…asking to reach out to the third party Underpricer….calling Underpricer resulted in no help like seat requests, mileage number or upgrade request, 15hr layover accommodation voucher guidance…so net in net avoid booking through three layers of intermediaries

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

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