$205 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 11/17. 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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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, Jun 27 - Fri, Jul 3
United Airlines Logo
2:40 pm - 9:51 am
GCM
-
BOS
18h 11m
1 stop
United Airlines Logo
8:15 pm - 1:30 pm
BOS
-
GCM
18h 15m
1 stop
$326United Airlines
Sat, Jun 13 - Mon, Jun 15
Air Canada Logo
10:55 am - 9:45 am
GCM
-
BOS
21h 50m
2 stops
Air Canada Logo
5:10 am - 11:25 am
BOS
-
GCM
7h 15m
1 stop
$376Air Canada
Sat, Jun 27 - Fri, Jul 3
United Airlines Logo
2:40 pm - 9:51 am
GCM
-
BOS
18h 11m
1 stop
United Airlines Logo
3:08 pm - 12:30 pm
BOS
-
GCM
22h 22m
2 stops
$411United Airlines
Wed, Aug 12 - Tue, Aug 18
Delta Logo
1:04 pm - 1:25 am
GCM
-
BOS
11h 21m
1 stop
Delta Logo
5:30 am - 11:39 am
BOS
-
GCM
7h 09m
1 stop
$412Delta
Sat, Jun 13 - Mon, Jun 15
Air Canada Logo
10:55 am - 4:08 pm
GCM
-
BOS
28h 13m
1 stop
Air Canada Logo
5:10 am - 11:25 am
BOS
-
GCM
7h 15m
1 stop
$423Air Canada
Sat, Oct 10 - Sat, Oct 17
Air Canada Logo
12:25 pm - 9:55 am
GCM
-
BOS
20h 30m
1 stop
Air Canada Logo
6:50 pm - 11:30 am
BOS
-
GCM
41h 40m
2 stops
$446Air Canada
Fri, Jun 12 - Mon, Jun 15
United Airlines Logo
1:35 pm - 11:59 pm
GCM
-
BOS
33h 24m
2 stops
United Airlines Logo
7:27 pm - 12:30 pm
BOS
-
GCM
18h 03m
2 stops
$448United Airlines
Fri, Jun 12 - Mon, Jun 15
United Airlines Logo
1:35 pm - 11:19 pm
GCM
-
BOS
8h 44m
1 stop
United Airlines Logo
7:27 pm - 12:30 pm
BOS
-
GCM
18h 03m
2 stops
$457United Airlines
Wed, Aug 12 - Mon, Aug 17
Delta Logo
1:04 pm - 1:25 am
GCM
-
BOS
11h 21m
1 stop
Delta Logo
5:30 am - 11:39 am
BOS
-
GCM
7h 09m
1 stop
$462Delta
Sat, Oct 10 - Sat, Oct 17
United Airlines Logo
1:35 pm - 9:24 am
GCM
-
BOS
18h 49m
2 stops
United Airlines Logo
7:30 am - 12:30 pm
BOS
-
GCM
30h 00m
2 stops
$465United Airlines
Useful Info

Good to know

Low seasonJuly
Cheapest flight$205
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 32% 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.
7.1
American AirlinesOverall score based on 11629 reviews
7.2Comfort
7.9Crew
6.9Entertainment
7.5Boarding
6.4Food
Airline reviews

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

10.0 ExcellentIngrid, May 2026
ONT - DFW
Read more American Airlines reviews

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

The homeless eat better than what was served on that plane. Pretzels and ice cream? My last trip to Europe. Everything is small, but the bill.

On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!

Flight did not have onboard charging and TV screen flickering.

I was seated next to an autistic child who was out of control and had a child behind me kicking my seat for most of the trip. I will never fly JetBlue again. Ever. I don't care how cheap it is. It's terrible.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

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