$190 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 11/18. 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

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Everything you should know

Cheapest round-trip
$275
Typical prices: $319-$423
United Airlines
Mon 12/8Sun 12/14
GCM - BOS • 1 stop
Cheapest non-stop
$571
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

Mon, Dec 8 - Sun, Dec 14
United Airlines Logo
5:45 pm - 5:43 pmGCM-BOS
23h 58m1 stop
United Airlines Logo
5:30 am - 4:30 pmBOS-GCM
11h 00m2 stops
$275United Airlines
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Thu, Dec 18 - Sat, Jan 3
Delta Logo
1:50 pm - 1:27 amGCM-BOS
11h 37m1 stop
Delta Logo
7:25 pm - 12:36 pmBOS-GCM
17h 11m1 stop
$276Delta
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Thu, Dec 4 - Thu, Dec 11
American Airlines Logo
12:50 pm - 8:53 pmGCM-BOS
8h 03m1 stop
American Airlines Logo
7:30 am - 2:24 pmBOS-GCM
6h 54m1 stop
$280American Airlines
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Thu, Dec 4 - Thu, Dec 11
American Airlines Logo
1:25 pm - 10:52 pmGCM-BOS
9h 27m2 stops
American Airlines Logo
5:25 am - 2:24 pmBOS-GCM
8h 59m1 stop
$285American Airlines
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Thu, Dec 11 - Sun, Dec 14
United Airlines Logo
5:45 pm - 10:49 amGCM-BOS
17h 04m2 stops
United Airlines Logo
5:30 am - 4:30 pmBOS-GCM
11h 00m2 stops
$289United Airlines
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Mon, Dec 15 - Sat, Jan 3
JetBlue Logo
3:40 pm - 12:03 amGCM-BOS
8h 23m1 stop
JetBlue Logo
8:17 am - 12:49 pmBOS-GCM
4h 32mnonstop
$344JetBlue
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Sat, Dec 13 - Sat, Dec 20
JetBlue Logo
3:55 pm - 11:11 pmGCM-BOS
7h 16m1 stop
JetBlue Logo
8:17 am - 12:49 pmBOS-GCM
4h 32mnonstop
$345JetBlue
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Thu, Dec 18 - Sun, Jan 4
Multiple Airlines Logo
2:40 pm - 11:42 pmGCM-BOS
9h 02m1 stop
Multiple Airlines Logo
6:00 am - 11:35 amBOS-GCM
29h 35m2 stops
$459Multiple Airlines
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Sun, Dec 14 - Thu, Jan 1
Multiple Airlines Logo
2:40 pm - 11:57 pmGCM-BOS
9h 17m1 stop
Multiple Airlines Logo
6:00 am - 11:35 amBOS-GCM
29h 35m2 stops
$477Multiple Airlines
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Tue, Dec 9 - Sat, Dec 13
Air Canada Logo
1:30 pm - 10:37 pmGCM-BOS
9h 07m1 stop
Air Canada Logo
6:15 am - 12:25 pmBOS-GCM
30h 10m1 stop
$570Air Canada
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Useful Info

Good to know

Low seasonMarch
Cheapest flight$190
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 27% 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 11028 reviews
6.9Entertainment
7.2Comfort
8.0Crew
7.5Boarding
6.4Food
Airline reviews

Typically flights with AA are good. The staff are pleasant, welcoming, and efficient.

8.0 ExcellentChristina, Oct 2025BTV - CLT
Read more American Airlines reviews

Typically flights with AA are good. The staff are pleasant, welcoming, and efficient.

A couple ladies from the crew were so rude and nasty. Thought they were mad at having to be there especially if you asked a question. This will make me think twice next time if I book a flight with you.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

Poor seat in rear of aircraft Food at Admiral’s Club Terminal D at DFW inedible

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Flight was delayed because of a bird strike. They had another plane available within 45 minutes.

The business class seats are dated and uncomfortable. The space is bare minimum and there is absolutely no privacy. For $4K, this is not what I expect.

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

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.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Hampton
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Warwick
Middletown
Everett
Gloucester
Concord
York Beach
Woburn
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Revere
West Yarmouth
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Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston

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