$198 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 1/18. 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
$247
Overall average: $326
Spirit Airlines
Sat 1/24Sat 1/31
GCM - BOS • 1 stop
Cheapest non-stop
$441
JetBlue
Sat 1/24Sat 1/31
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, Jan 24 - Sat, Jan 31
Spirit Airlines Logo
2:34 pm - 11:57 pm
GCM
-
BOS
9h 23m1 stop
Spirit Airlines Logo
5:34 am - 1:38 pm
BOS
-
GCM
8h 04m1 stop
$247Spirit Airlines
Sat, Jan 24 - Sat, Jan 31
United Airlines Logo
5:30 pm - 12:46 pm
GCM
-
BOS
19h 16m2 stops
United Airlines Logo
9:30 am - 4:35 pm
BOS
-
GCM
7h 05m1 stop
$291United Airlines
Sat, Jan 24 - Sat, Jan 31
United Airlines Logo
5:45 pm - 1:13 pm
GCM
-
BOS
19h 28m2 stops
United Airlines Logo
6:00 am - 1:15 pm
BOS
-
GCM
7h 15m1 stop
$305United Airlines
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
11:30 am - 4:19 pm
GCM
-
BOS
28h 49m1 stop
Multiple Airlines Logo
7:00 am - 1:43 pm
BOS
-
GCM
30h 43m2 stops
$403Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
American Airlines Logo
8:50 am - 5:33 pm
GCM
-
BOS
8h 43m1 stop
American Airlines Logo
6:10 am - 2:35 pm
BOS
-
GCM
8h 25m1 stop
$405American Airlines
Sat, Jan 24 - Sat, Jan 31
Multiple Airlines Logo
2:30 pm - 6:40 pm
GCM
-
BOS
4h 10mnonstop
Multiple Airlines Logo
5:34 am - 1:38 pm
BOS
-
GCM
8h 04m1 stop
$409Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
American Airlines Logo
1:05 pm - 10:56 pm
GCM
-
BOS
9h 51m2 stops
American Airlines Logo
11:00 am - 8:20 pm
BOS
-
GCM
9h 20m2 stops
$410American Airlines
Sat, Jan 24 - Sat, Jan 31
JetBlue Logo
2:30 pm - 6:40 pm
GCM
-
BOS
4h 10mnonstop
JetBlue Logo
6:38 am - 1:55 pm
BOS
-
GCM
7h 17m1 stop
$423JetBlue
Sat, Apr 18 - Sat, Apr 25
Spirit Airlines Logo
1:40 pm - 11:59 pm
GCM
-
BOS
9h 19m1 stop
Spirit Airlines Logo
5:40 am - 12:43 pm
BOS
-
GCM
8h 03m1 stop
$433Spirit Airlines
Sat, Jan 24 - Sat, Jan 31
JetBlue Logo
2:30 pm - 6:40 pm
GCM
-
BOS
4h 10mnonstop
JetBlue Logo
8:50 am - 1:22 pm
BOS
-
GCM
4h 32mnonstop
$441JetBlue
Useful Info

Good to know

Low seasonMarch
Cheapest flight$198
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 29% 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 11050 reviews
6.9Entertainment
8.0Crew
7.5Boarding
6.4Food
7.2Comfort
Airline reviews

Great flight - friendly and attentive team! Seats in coach were comfy, but a little cramped - but that is the case with all airlines ;)

10.0 ExcellentPaul, Dec 2025
SEA - CLT
Read more American Airlines reviews

Great flight - friendly and attentive team! Seats in coach were comfy, but a little cramped - but that is the case with all airlines ;)

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

The pilot greased the landing and the crew was fantastic.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

delayed due to weather. Could not communicate with family since the wifi was broken

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was on time is the only good thing. Person loading the plane called 1-6 to board at the same time, made it chaotic. Plane was too small for even putting backpacks in overhead. Seat for normal sized people were too small. The WIFI didn't work. When we landed had to wait because not enough ground crew.

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

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.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

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

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

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