$214 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 12/12. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
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

Sun, Nov 15 - Sun, Nov 22
Air Canada Logo
1:10 pm - 9:57 am
GCM
-
BOS
20h 47m
1 stop
Air Canada Logo
4:40 pm - 12:00 pm
BOS
-
GCM
19h 20m
1 stop
$465Air Canada
Sun, Nov 15 - Sun, Nov 22
Air Canada Logo
1:10 pm - 9:57 am
GCM
-
BOS
20h 47m
1 stop
Air Canada Logo
3:20 pm - 12:00 pm
BOS
-
GCM
20h 40m
2 stops
$468Air Canada
Sun, Nov 15 - Sun, Nov 22
Air Canada Logo
1:10 pm - 9:37 am
GCM
-
BOS
20h 27m
2 stops
Air Canada Logo
5:40 pm - 12:00 pm
BOS
-
GCM
18h 20m
2 stops
$471Air Canada
Fri, Oct 16 - Mon, Oct 19
American Airlines Logo
12:40 pm - 10:24 pm
GCM
-
BOS
8h 44m
1 stop
American Airlines Logo
7:00 am - 12:35 pm
BOS
-
GCM
6h 35m
1 stop
$558American Airlines
Fri, Oct 16 - Mon, Oct 19
American Airlines Logo
9:25 am - 10:09 pm
GCM
-
BOS
11h 44m
2 stops
American Airlines Logo
7:42 am - 12:35 pm
BOS
-
GCM
5h 53m
1 stop
$617American Airlines
Fri, Jul 3 - Mon, Jul 6
American Airlines Logo
5:10 pm - 11:08 am
GCM
-
BOS
16h 58m
2 stops
American Airlines Logo
6:55 pm - 11:25 am
BOS
-
GCM
17h 30m
1 stop
$681American Airlines
Thu, Jul 2 - Tue, Jul 7
American Airlines Logo
5:10 pm - 12:59 am
GCM
-
BOS
6h 49m
1 stop
American Airlines Logo
8:00 am - 4:10 pm
BOS
-
GCM
9h 10m
1 stop
$735American Airlines
Fri, Jul 3 - Mon, Jul 6
Southwest Logo
12:50 pm - 8:05 am
GCM
-
BOS
18h 15m
2 stops
Southwest Logo
10:25 pm - 11:55 am
BOS
-
GCM
14h 30m
2 stops
$739Southwest
Fri, Jul 3 - Mon, Jul 6
American Airlines Logo
5:10 pm - 10:06 am
GCM
-
BOS
15h 56m
1 stop
American Airlines Logo
6:55 pm - 11:25 am
BOS
-
GCM
17h 30m
1 stop
$740American Airlines
Fri, Jul 3 - Mon, Jul 6
Southwest Logo
12:50 pm - 8:05 am
GCM
-
BOS
18h 15m
2 stops
Southwest Logo
10:25 pm - 11:55 am
BOS
-
GCM
14h 30m
2 stops
$809Southwest
Useful Info

Good to know

Low seasonNovember
Cheapest flight$214
Best time to beat the crowds but there is an average 32% increase in price.
Most popular time to fly and prices are also 37% 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 11722 reviews
7.5Boarding
6.8Entertainment
7.9Crew
7.2Comfort
6.4Food
Airline reviews

My entertainment unit kept locking up and had to be restarted multiple times. Also those commercials for Budapest and Ralph Laureen. Come on those were stuff only those who can afford the outrageous fees of first and business class would be interested in.. And the fact you have no military discount is not good either,

6.0 GoodJohn, Jun 2026
LHR - CLT
Read more American Airlines reviews

My entertainment unit kept locking up and had to be restarted multiple times. Also those commercials for Budapest and Ralph Laureen. Come on those were stuff only those who can afford the outrageous fees of first and business class would be interested in.. And the fact you have no military discount is not good either,

I was not clear if food was offered or not.

Flight cancelled. Twice. And no communication. No gate agent. Went past boarding time and had to go and see email from AA. Airport communication was bad

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

It was awful. The communication between corporate and the crew on the ground left more to be desired. The crew even said that Corporate was waiting on answers because they themselves didn't know. Every hour, there was a new excuse. I also understood that passengers were angry, but the crew should have done a better job at crowd control. There was a racial exchange between passengers that could've been avoided has the crew acted sooner.

Delayed and horrible communication and sat on flight for an hour before taking off

I was a Wheelchair Assist’ passenger on a London Heathrow to PHL flight yesterday. The process of getting me and my carry-on bag from the ticket counter to the gate was not good at all. It was the worst in my 5 years of experience using this service offered by American. The Philadelphia ‘Wheelchair Assist’ service was, and always has been Excellent! Not so at Heathrow. I was handed off to three different wheelchair drivers; had to sit in a very dingy holding area for 30 minutes while waiting for our gate change announcement; got crammed into a overloaded service vehicle to take me from the holding area to the gate ; was dumped at the end of the line of already-boarding passengers with my heavy carryon and no one helped me up the ramp way at the gate to board the plane. Overall it was a miserable experience!

Flight was delayed three times and we had an international connecting flight which we would’ve missed but AA manage to find us a flight that allowed us to catch and we made our international flight. However, due to the flight change, I’m in Amman, Jordan missing all 4 bags. It’s been a nightmare. Been waiting since June 17 and today is June 20th. Still without luggage. Customer service wait times are two hours and I get disconnected while waiting. I’ll update when/if my luggage arrives. Every day is costing money in a hotel in Amman. I can’t continue my trip to Palestine until the luggage arrives. Then, I will be updating my review.

They did not offer coffee on a 7am flight…awful!!

Plane temperature was so hot that everyone on the plane was sweating. Departure gates changed 3 times in the hour before the flight. Internet service was so poor in the terminal that updates weren't always being received.

For whatever reason, I could not check in online. Kept getting the "It's not you it's us" message. Even when we tried the kiosk at the airport - same results. The check-in person had a very difficult time getting our boarding passes together despite the fact that we could show confirmation on the jetblue website. After a very long time we finally got boarding passes. The only other issue is, my vegetarian meal featured chicken.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Hampton
Warwick
Waltham
Wells
Everett
Middletown
Plymouth
Gloucester
Concord
Woburn
Brookline
Revere
York Beach
Burlington
South Portland
Braintree
West Yarmouth
Danvers
Somerville

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston