$195 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 5/19. 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 24% 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, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 10:06 am
GCM
-
BOS
15h 54m
1 stop
American Airlines Logo
6:03 pm - 11:01 am
BOS
-
GCM
17h 58m
1 stop
$375American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 2:21 pm
GCM
-
BOS
20h 09m
1 stop
American Airlines Logo
6:03 pm - 11:01 am
BOS
-
GCM
17h 58m
1 stop
$376American Airlines
Thu, Jul 2 - Tue, Jul 7
Air Canada Logo
12:25 pm - 6:22 pm
GCM
-
BOS
28h 57m
1 stop
Air Canada Logo
10:40 am - 11:25 am
BOS
-
GCM
49h 45m
2 stops
$398Air Canada
Sat, Jul 11 - Sun, Aug 9
Air Canada Logo
10:55 am - 9:50 am
GCM
-
BOS
21h 55m
2 stops
Air Canada Logo
3:35 pm - 11:25 am
BOS
-
GCM
20h 50m
2 stops
$402Air Canada
Mon, Jul 6 - Sat, Jul 11
Air Canada Logo
12:25 pm - 9:53 am
GCM
-
BOS
20h 28m
1 stop
Air Canada Logo
6:50 pm - 11:25 am
BOS
-
GCM
41h 35m
2 stops
$408Air Canada
Thu, Jul 2 - Tue, Jul 7
American Airlines Logo
5:12 pm - 8:38 am
GCM
-
BOS
14h 26m
2 stops
American Airlines Logo
6:00 am - 4:08 pm
BOS
-
GCM
11h 08m
2 stops
$417American Airlines
Sat, Jul 11 - Sat, Aug 8
Air Canada Logo
10:55 am - 10:38 pm
GCM
-
BOS
10h 43m
1 stop
Air Canada Logo
6:50 pm - 11:25 am
BOS
-
GCM
41h 35m
2 stops
$418Air Canada
Fri, Jul 3 - Wed, Jul 8
American Airlines Logo
5:12 pm - 9:21 am
GCM
-
BOS
15h 09m
2 stops
American Airlines Logo
6:00 am - 4:08 pm
BOS
-
GCM
11h 08m
2 stops
$422American Airlines
Thu, Jun 25 - Sun, Jun 28
Air Canada Logo
12:25 pm - 10:38 pm
GCM
-
BOS
9h 13m
1 stop
Air Canada Logo
10:50 am - 11:25 am
BOS
-
GCM
25h 35m
1 stop
$430Air Canada
Thu, Jul 2 - Tue, Jul 7
American Airlines Logo
5:12 pm - 10:07 am
GCM
-
BOS
15h 55m
1 stop
American Airlines Logo
5:00 am - 4:08 pm
BOS
-
GCM
12h 08m
1 stop
$432American Airlines
Useful Info

Good to know

Low seasonMay
Cheapest flight$195
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 33% 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
JetBlueOverall score based on 2954 reviews
7.5Comfort
7.2Entertainment
7.3Boarding
6.6Food
7.9Crew
Airline reviews

Flight was smooth, amenities (entertainment options and power outlets) were good, sears decent)

8.0 ExcellentAnonymous, Apr 2026
SJU - PVD
Read more JetBlue reviews

Flight was smooth, amenities (entertainment options and power outlets) were good, sears decent)

Flight team was very courteous only complaint wS the boarding process and mandatory bag check

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

It was a great flight got here on time wish they would give headphones out for free

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

My experience with Jet Blue was wonderful. My experience with Kayak sucked and will never use again.

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Entertainment and wifi were very sub-par - audio issues and no wifi

They forced me to check my hand luggage at the gate.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

On time departure and early arrival. Flight attendant very nice.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

Overall a good experience, however Wifi was not working on the flight.

Airlines should be prohibited from using the seats they get away with.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

Traveling to a place near Boston?

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

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston