$217 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 11/22. 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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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

Fri, Dec 12 - Sun, Jan 11
United Airlines Logo
5:45 pm - 11:15 pmGCM-BOS
29h 30m1 stop
United Airlines Logo
6:00 am - 1:15 pmBOS-GCM
7h 15m1 stop
$328United Airlines
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Mon, Jan 12 - 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
$335United Airlines
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Tue, Jan 13 - Thu, Jan 22
Delta Logo
2:00 pm - 12:59 amGCM-BOS
10h 59m1 stop
Delta Logo
5:40 am - 12:35 pmBOS-GCM
6h 55m1 stop
$345Delta
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Wed, Jan 14 - Wed, Jan 21
United Airlines Logo
2:25 pm - 2:17 pmGCM-BOS
23h 52m2 stops
United Airlines Logo
4:15 pm - 1:45 pmBOS-GCM
21h 30m1 stop
$353United Airlines
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Thu, Sep 11 - Mon, Sep 15
Air Canada Logo
12:50 pm - 9:30 amGCM-BOS
19h 40m2 stops
Air Canada Logo
6:00 am - 11:55 amBOS-GCM
6h 55m1 stop
$363Air Canada
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Tue, Sep 9 - Tue, Sep 30
American Airlines Logo
12:10 pm - 8:33 amGCM-BOS
19h 23m2 stops
American Airlines Logo
7:30 pm - 11:25 amBOS-GCM
16h 55m2 stops
$390American Airlines
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Tue, Jan 13 - Sat, Jan 24
Delta Logo
2:00 pm - 12:59 amGCM-BOS
10h 59m1 stop
Delta Logo
6:00 am - 12:50 pmBOS-GCM
6h 50m1 stop
$434Delta
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Tue, Sep 9 - Tue, Sep 30
American Airlines Logo
12:10 pm - 12:59 amGCM-BOS
11h 49m1 stop
American Airlines Logo
5:10 pm - 11:25 amBOS-GCM
19h 15m1 stop
$441American Airlines
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Tue, Jan 13 - Sat, Jan 24
 Logo
11:30 am - 5:22 pmGCM-BOS
29h 52m1 stop
 Logo
6:00 am - 4:05 pmBOS-GCM
10h 05m2 stops
Tue, Jan 13 - Fri, Jan 23
 Logo
5:25 pm - 12:40 amGCM-BOS
31h 15m2 stops
 Logo
9:27 am - 9:15 pmBOS-GCM
11h 48m1 stop
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Good to know

Low seasonMarch
Cheapest flight$217
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 5% 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 10000 reviews
6.9Entertainment
6.5Food
7.2Comfort
7.5Boarding
8.0Crew
Airline reviews

There was no TV's on the plane? I tried to activated the WiFi multiple times before the plane took off but it wasn't work well.

8.0 ExcellentRobert, Aug 2025CUN - JFK
Read more American Airlines reviews

There was no TV's on the plane? I tried to activated the WiFi multiple times before the plane took off but it wasn't work well.

Staff's did their best to make everyone comfortable and I appreciate them for it

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

The AA staff person who checked our bags was curt and almost rude. The FA also seemed unhappy doing her job. Overall it was like riding the school bus back in grade school.

Air Marco’s fleet of airplanes are old and pathetic. The seats are torn and stained. The monitors don’t work properly. If this wasn’t a business trip and I had control of booking the flight, I would not travel on this carrier.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Good service, friendly staff. Food was average for airlines and the seats were small.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

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.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Traveling to a place near Boston?

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Everything you need to know for your flight to Boston

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