$172 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 12/18. 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
$249
Overall average: $467
Delta
Wed 2/4Tue 2/10
GCM - BOS • 1 stop
Cheapest non-stop
$496
JetBlue
Sat 4/4Sat 4/11
GCM - BOS • Non-stop
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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

Wed, Feb 4 - Tue, Feb 10
Delta Logo
2:05 pm - 10:32 pmGCM-BOS
8h 27m1 stop
Delta Logo
5:35 am - 12:40 pmBOS-GCM
7h 05m1 stop
$249Delta
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Fri, Feb 13 - Wed, Feb 18
Delta Logo
2:00 pm - 10:32 pmGCM-BOS
8h 32m1 stop
Delta Logo
8:25 pm - 12:35 pmBOS-GCM
16h 10m1 stop
$269Delta
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Tue, Jan 13 - Tue, Jan 20
United Airlines Logo
2:25 pm - 11:49 pmGCM-BOS
9h 24m2 stops
United Airlines Logo
6:00 am - 1:15 pmBOS-GCM
7h 15m1 stop
$275United Airlines
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Wed, Dec 10 - Mon, Dec 15
United Airlines Logo
5:45 pm - 5:15 pmGCM-BOS
23h 30m2 stops
United Airlines Logo
6:23 pm - 4:30 pmBOS-GCM
22h 07m2 stops
$289United Airlines
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Sat, Feb 14 - Sun, Feb 22
United Airlines Logo
5:30 pm - 10:45 amGCM-BOS
17h 15m2 stops
United Airlines Logo
5:30 am - 1:15 pmBOS-GCM
31h 45m2 stops
$295United Airlines
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Thu, Dec 11 - Sat, Dec 13
Spirit Airlines Logo
2:40 pm - 11:56 pmGCM-BOS
9h 16m1 stop
Spirit Airlines Logo
8:11 pm - 1:45 pmBOS-GCM
17h 34m2 stops
$347Spirit Airlines
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Thu, Dec 11 - Mon, Dec 15
American Airlines Logo
3:45 pm - 12:59 amGCM-BOS
9h 14m1 stop
American Airlines Logo
5:23 pm - 11:59 amBOS-GCM
18h 36m1 stop
$369American Airlines
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Thu, Dec 11 - Sat, Dec 13
JetBlue Logo
3:25 pm - 11:11 pmGCM-BOS
7h 46m1 stop
JetBlue Logo
6:40 am - 1:55 pmBOS-GCM
7h 15m1 stop
$402JetBlue
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Thu, Jan 15 - Fri, Jan 16
JetBlue Logo
3:40 pm - 12:16 amGCM-BOS
8h 36m1 stop
JetBlue Logo
7:30 am - 2:35 pmBOS-GCM
7h 05m1 stop
$405JetBlue
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Thu, Apr 2 - Sun, Apr 12
American Airlines Logo
1:15 pm - 12:48 amGCM-BOS
10h 33m1 stop
American Airlines Logo
7:00 am - 12:45 pmBOS-GCM
6h 45m1 stop
$475American Airlines
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Useful Info

Good to know

Low seasonMarch
Cheapest flight$172
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 25% 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 11041 reviews
7.2Comfort
8.0Crew
7.5Boarding
6.4Food
6.9Entertainment
Airline reviews

We loved the steward on the plane. He made the night enjoyable

10.0 Excellentchloe, Nov 2025ORD - ATW
Read more American Airlines reviews

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

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.

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

Traveling to a place near Boston?

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