$170 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 2/7. 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
$241
Overall average: $305
Spirit Airlines
Sat 1/24Sat 1/31
GCM - BOS • 1 stop
Cheapest non-stop
$432
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

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
$241Spirit Airlines
Tue, Feb 17 - Tue, Feb 24
American Airlines Logo
3:45 pm - 12:59 am
GCM
-
BOS
9h 14m1 stop
American Airlines Logo
7:00 am - 2:45 pm
BOS
-
GCM
7h 45m1 stop
$285American Airlines
Tue, Feb 17 - Tue, Feb 24
American Airlines Logo
3:45 pm - 12:59 am
GCM
-
BOS
9h 14m1 stop
American Airlines Logo
6:00 am - 2:45 pm
BOS
-
GCM
8h 45m2 stops
$290American Airlines
Sat, Jan 24 - Sat, Jan 31
United Airlines Logo
5:45 pm - 2:17 pm
GCM
-
BOS
20h 32m2 stops
United Airlines Logo
4:05 pm - 1:45 pm
BOS
-
GCM
21h 40m2 stops
$306United Airlines
Sat, Jan 17 - Sat, Jan 24
Delta Logo
3:25 pm - 1:04 am
GCM
-
BOS
9h 39m1 stop
Delta Logo
6:55 am - 2:00 pm
BOS
-
GCM
7h 05m1 stop
$313Delta
Sat, Jan 17 - Sat, Jan 24
Spirit Airlines Logo
2:34 pm - 11:57 pm
GCM
-
BOS
9h 23m1 stop
Spirit Airlines Logo
7:00 am - 1:53 pm
BOS
-
GCM
30h 53m2 stops
$322Spirit Airlines
Tue, Feb 17 - Tue, Feb 24
American Airlines Logo
8:45 am - 8:55 pm
GCM
-
BOS
12h 10m2 stops
American Airlines Logo
10:59 am - 8:15 pm
BOS
-
GCM
9h 16m2 stops
$351American Airlines
Mon, Feb 16 - Mon, Feb 23
Multiple Airlines Logo
4:45 pm - 4:45 pm
GCM
-
BOS
24h 00m1 stop
Multiple Airlines Logo
5:50 pm - 4:05 pm
BOS
-
GCM
22h 15m1 stop
$363Multiple Airlines
Sat, Jan 17 - Sat, Jan 24
American Airlines Logo
12:50 pm - 10:22 pm
GCM
-
BOS
9h 32m2 stops
American Airlines Logo
7:00 am - 2:51 pm
BOS
-
GCM
7h 51m1 stop
$368American Airlines
Mon, Feb 16 - Mon, Feb 23
American Airlines Logo
3:45 pm - 10:02 am
GCM
-
BOS
18h 17m1 stop
American Airlines Logo
9:25 am - 8:15 pm
BOS
-
GCM
10h 50m2 stops
$370American Airlines
Useful Info

Good to know

Low seasonMarch
Cheapest flight$170
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 31% 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 11078 reviews
6.9Entertainment
8.0Crew
7.5Boarding
7.2Comfort
6.4Food
Airline reviews

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

8.0 ExcellentDavid, Jan 2026
MLI - DFW
Read more American Airlines reviews

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

After the door had been closed, the cockpit makes an announcement that catering is running late and it is not the airline's fault. It is their fault in the sense that we had to sit for 2 hours or more when we could have stayed in the terminal. Poor communications between catering and airline. This caused a young man to lose his temper and he went storming out hitting objects. He had complained to the gate agent that he had already waited at the gate 7 hours and when can the airplane leave? Airilnes do a poor job of explaining delays, maintenance issues, etc. whereas being truthful may gain more sympathy or understanding.

The captain brought my 6 year old son into the cockpit and allowed him to ask questions, sit in the captain’s chair and talk about all the gears and levers. Made the trip very special for him.

I take this flight about 6-8 times per year. It is convenient and saves an hour or two by skipping PDX, SEA, PHX, or ORD (but it takes longer to get bags to the carousel than Alaska Airlines). I wish the food service were better (but they might cut back on it because it is a red-eye). The WifI seems to go down about an hour out of Anchorage, and then comes back about an hour later...so be warned if this is an issue for you.

Our flight was delayed 5 hours, very disorganized, bad communication, confusion. Only good thing was the crew.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

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.

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Everything you need to know for your flight to Boston

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