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Cheap flights from Massachusetts to the Cayman Islands from $89

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to the Cayman Islands departing on 3/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Massachusetts to the Cayman Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Massachusetts to the Cayman Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Massachusetts to the Cayman Islands.

Cheap last minute flights

Planning a quick getaway from Massachusetts to the Cayman Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to the Cayman Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Massachusetts to the Cayman Islands

Find recent round-trip train or bus tickets from Massachusetts to the Cayman Islands.

All round-trip flight deals to the Cayman Islands

The cheapest plane tickets to the Cayman Islands found on KAYAK recently.
9:47 am - 1:16 pmBOS-GCM
4h 29mnonstop
2:40 pm - 7:50 pmGCM-BOS
4h 10mnonstop
$277JetBlue
Find Deal
Mon, Mar 24 - Wed, Apr 2
9:03 am - 1:32 pmBOS-GCM
4h 29mnonstop
2:37 pm - 6:45 pmGCM-BOS
4h 08mnonstop
$287JetBlue
Find Deal
Wed, Feb 26 - Wed, Mar 5
5:40 am - 12:38 pmBOS-GCM
6h 58m1 stop
2:04 pm - 12:58 amGCM-BOS
10h 54m1 stop
$292Delta
Find Deal
Fri, Jan 31 - Wed, Feb 5
7:36 pm - 12:00 pmBOS-GCM
16h 24m2 stops
1:40 pm - 10:26 pmGCM-BOS
8h 46m2 stops
$296American Airlines
Find Deal
Mon, Jan 20 - Mon, Jan 27
6:20 pm - 12:45 pmBOS-GCM
19h 25m1 stop
12:55 pm - 10:32 pmGCM-BOS
8h 37m1 stop
$298United Airlines
Find Deal
Mon, Mar 24 - Tue, Apr 1
7:30 am - 4:20 pmBOS-GCM
8h 50m1 stop
3:20 pm - 1:41 pmGCM-BOS
22h 21m1 stop
$299American Airlines
Find Deal
Tue, Feb 25 - Mon, Mar 3
5:45 am - 4:50 pmBOS-GCM
11h 05m2 stops
5:45 pm - 10:20 amGCM-BOS
16h 35m1 stop
$301United Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
5:40 am - 11:25 amBOS-GCM
6h 45m1 stop
12:50 pm - 1:10 amGCM-BOS
11h 20m1 stop
$356Delta
Find Deal
Tue, Mar 25 - Thu, Apr 3
6:10 am - 2:00 pmBOS-GCM
8h 50m1 stop
3:00 pm - 3:57 pmGCM-BOS
23h 57m1 stop
$430Air Canada
Find Deal
Fri, Mar 14 - Fri, Mar 28
6:10 am - 1:40 pmBOS-GCM
8h 30m1 stop
2:40 pm - 2:57 pmGCM-BOS
23h 17m2 stops
$434Air Canada
Find Deal
Sun, Mar 23 - Sun, Mar 30
9:47 am - 1:16 pmBOS-GCM
4h 29mnonstop
$89JetBlue
Find Deal
Mon, Mar 10
6:00 am - 12:15 pmBOS-GCM
7h 15m1 stop
$94United Airlines
Find Deal
Mon, Mar 10
6:39 pm - 12:00 pmBOS-GCM
17h 21m2 stops
$100American Airlines
Find Deal
Sun, Feb 9
5:20 am - 12:35 pmBOS-GCM
7h 15m1 stop
$103American Airlines
Find Deal
Sun, Feb 9
5:40 am - 12:38 pmBOS-GCM
6h 58m1 stop
$158Delta
Find Deal
Thu, Feb 6
11:33 am - 4:10 pmBOS-GCM
28h 37m1 stop
Tue, Feb 25
7:25 pm - 12:25 pmBOS-GCM
18h 00m1 stop
$166Air Canada
Find Deal
Mon, Apr 7
10:24 am - 9:20 pmBOS-GCM
10h 56m1 stop
Fri, Jan 24
5:35 am - 2:35 pmBOS-GCM
9h 00m1 stop
$188Delta
Find Deal
Fri, Jan 17
3:40 pm - 1:40 pmBOS-GCM
22h 00m2 stops
$231Air Canada
Find Deal
Wed, Feb 12
5:35 am - 2:35 pmBOS-GCM
9h 00m1 stop
2:04 pm - 12:58 amGCM-BOS
10h 54m1 stop
$372Delta
Find Deal
Sat, Jan 11 - Sat, Jan 18
6:31 am - 1:15 pmBOS-GCM
6h 44m1 stop
5:45 pm - 9:55 amGCM-BOS
16h 10m1 stop
$382United Airlines
Find Deal
Sun, Jan 12 - Sat, Jan 18
6:31 am - 1:15 pmBOS-GCM
6h 44m1 stop
6:00 pm - 3:41 pmGCM-BOS
21h 41m2 stops
$386United Airlines
Find Deal
Sun, Jan 12 - Sat, Jan 18
5:57 pm - 12:00 pmBOS-GCM
18h 03m2 stops
3:45 pm - 9:40 amGCM-BOS
17h 55m2 stops
$390American Airlines
Find Deal
Sun, Jan 12 - Sat, Jan 18
6:40 pm - 12:35 pmBOS-GCM
17h 55m2 stops
3:15 pm - 8:40 amGCM-BOS
17h 25m2 stops
$425American Airlines
Find Deal
Wed, Jan 15 - Wed, Jan 22
9:50 am - 2:20 pmBOS-GCM
4h 30mnonstop
3:40 pm - 7:40 pmGCM-BOS
4h 00mnonstop
$446JetBlue
Find Deal
Sat, Jan 11 - Sat, Jan 18
5:05 am - 12:10 pmBOS-GCM
7h 05m1 stop
3:40 pm - 7:40 pmGCM-BOS
4h 00mnonstop
$506JetBlue
Find Deal
Sun, Jan 12 - Sat, Jan 18
7:25 pm - 1:40 pmBOS-GCM
18h 15m1 stop
4:00 pm - 9:42 amGCM-BOS
17h 42m1 stop
$535Air Canada
Find Deal
Wed, Jan 15 - Sun, Jan 19
11:31 am - 4:10 pmBOS-GCM
28h 39m3 stops
11:30 am - 3:27 pmGCM-BOS
27h 57m3 stops
Tue, Jan 14 - Tue, Jan 21
12:55 pm - 4:10 pmBOS-GCM
27h 15m2 stops
11:30 am - 3:27 pmGCM-BOS
27h 57m3 stops
$1,182
Find Deal
Tue, Jan 14 - Tue, Jan 21
9:47 am - 1:16 pmBOS-GCM
4h 29mnonstop
2:40 pm - 7:50 pmGCM-BOS
4h 10mnonstop
$277JetBlue
Find Deal
Mon, Mar 24 - Wed, Apr 2
9:03 am - 1:32 pmBOS-GCM
4h 29mnonstop
2:37 pm - 6:45 pmGCM-BOS
4h 08mnonstop
$287JetBlue
Find Deal
Wed, Feb 26 - Wed, Mar 5
9:03 am - 1:32 pmBOS-GCM
4h 29mnonstop
2:21 pm - 7:30 pmGCM-BOS
4h 09mnonstop
$311JetBlue
Find Deal
Wed, Mar 5 - Mon, Mar 10
9:50 am - 2:20 pmBOS-GCM
4h 30mnonstop
3:15 pm - 7:22 pmGCM-BOS
4h 07mnonstop
$320JetBlue
Find Deal
Sat, Feb 8 - Wed, Feb 19
9:50 am - 2:20 pmBOS-GCM
4h 30mnonstop
3:15 pm - 7:22 pmGCM-BOS
4h 07mnonstop
$345JetBlue
Find Deal
Sat, Feb 8 - Mon, Feb 17
9:47 am - 1:16 pmBOS-GCM
4h 29mnonstop
2:40 pm - 7:50 pmGCM-BOS
4h 10mnonstop
$371JetBlue
Find Deal
Mon, Mar 24 - Mon, Mar 31
9:47 am - 1:16 pmBOS-GCM
4h 29mnonstop
1:52 pm - 6:59 pmGCM-BOS
4h 07mnonstop
$406JetBlue
Find Deal
Sat, Mar 22 - Wed, Mar 26
9:40 am - 2:09 pmBOS-GCM
4h 29mnonstop
3:21 pm - 7:28 pmGCM-BOS
4h 07mnonstop
$416JetBlue
Find Deal
Mon, Feb 24 - Mon, Mar 3
10:13 am - 1:34 pmBOS-GCM
4h 21mnonstop
2:40 pm - 7:50 pmGCM-BOS
4h 10mnonstop
$465JetBlue
Find Deal
Mon, Apr 14 - Wed, Apr 23
10:13 am - 1:34 pmBOS-GCM
4h 21mnonstop
2:40 pm - 7:50 pmGCM-BOS
4h 10mnonstop
$496JetBlue
Find Deal
Wed, Apr 9 - Mon, Apr 21

JetBlue flights from Massachusetts to Cayman Islands

Our best JetBlue deals on Massachusetts to Cayman Islands flight tickets
JetBlue
Mar 24
BOS9:47 amBoston Logan Intl
4h 29m
GCM1:16 pmGeorge Town Owen Roberts Intl
Apr 2
GCM2:40 pmGeorge Town Owen Roberts Intl
4h 10m
BOS7:50 pmBoston Logan Intl
JetBlue
Feb 26
BOS9:03 amBoston Logan Intl
4h 29m
GCM1:32 pmGeorge Town Owen Roberts Intl
Mar 5
GCM2:37 pmGeorge Town Owen Roberts Intl
4h 08m
BOS6:45 pmBoston Logan Intl
JetBlue
Mar 5
BOS9:03 amBoston Logan Intl
4h 29m
GCM1:32 pmGeorge Town Owen Roberts Intl
Mar 10
GCM2:21 pmGeorge Town Owen Roberts Intl
4h 09m
BOS7:30 pmBoston Logan Intl

United Airlines flights from Massachusetts to Cayman Islands

Our best United Airlines deals on Massachusetts to Cayman Islands flight tickets
United Airlines
Jan 18
BOS7:28 pmBoston Logan Intl
17h 47m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Jan 25
GCM5:45 pmGeorge Town Owen Roberts Intl
6h 14m
1 stop
BOS11:59 pmBoston Logan Intl
United Airlines
Mar 24
BOS6:20 pmBoston Logan Intl
19h 25m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
Apr 1
GCM12:55 pmGeorge Town Owen Roberts Intl
8h 37m
1 stop
BOS10:32 pmBoston Logan Intl
United Airlines
Feb 8
BOS5:45 amBoston Logan Intl
11h 05m
2 stops
GCM4:50 pmGeorge Town Owen Roberts Intl
Feb 15
GCM5:45 pmGeorge Town Owen Roberts Intl
16h 35m
1 stop
BOS10:20 amBoston Logan Intl

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Massachusetts to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of January, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $401.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Wednesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $431. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Saturday is $589.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the afternoon. momondo users have found flights departing from Massachusetts to Cayman Islands in the afternoon for as low as $305. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $497 on average. Flights to Cayman Islands from Massachusetts in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Massachusetts to Cayman Islands flight route?

Fly from Boston Logan Intl to George Town Owen Roberts Intl for the best Massachusetts - Cayman Islands flight prices

How far in advance should I book a flight to Cayman Islands?

You are more likely to see cheaper flights to Cayman Islands from Massachusetts when booking 7 days ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $495 when searching 7 days out. Keep in mind that you might also find cheap flights to Cayman Islands outside of this time window. In fact, momondo users recently found flights from Massachusetts to Cayman Islands for $347.

What cabin class options are available on Massachusetts to Cayman Islands flights?

There are 1 cabin classes available to choose from on Massachusetts to Cayman Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Massachusetts to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Cayman Islands

Best Price Found

$89

Fastest flight time

4h 21m

Direct flights

Tue, Thu and Sun

Airports in Cayman Islands

1 airport
The best one-way flight to Cayman Islands from Massachusetts in the past 72 hours is $89. The best round-trip flight deal from Massachusetts to Cayman Islands found on momondo in the last 72 hours is $277.
The fastest flight from Massachusetts to Cayman Islands takes 4h 21m
Direct flights go from Massachusetts to Cayman Islands on Tuesday, Thursday and Sunday. The only airline offering direct flights is JetBlue.
There is 1 airport near Cayman Islands: George Town Owen Roberts Intl (GCM)

  • When did momondo last update prices for flights from Massachusetts to Cayman Islands?

    Prices for flights from Massachusetts to Cayman Islands refresh daily.

  • How many operators does momondo search for flights from Massachusetts to Cayman Islands?

  • How old do you have to be to fly from Massachusetts to Cayman Islands?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Massachusetts to Cayman Islands?


Best airlines flying from Massachusetts to Cayman Islands

Compare and see reviews for airlines that fly from Massachusetts to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $261Free CancellationRating
7.4
3,191 reviews
Search JetBlue flights
United AirlinesPriceFrom $279Free CancellationRating
7.4
8,942 reviews
Search United Airlines flights
DeltaPriceFrom $290Free CancellationRating
8.0
8,501 reviews
Search Delta flights
American AirlinesPriceFrom $304Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $343Free CancellationRating
7.0
8,516 reviews
Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Cayman Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Cayman Islands from Massachusetts.

Can I find flights from Massachusetts to Cayman Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Massachusetts to Cayman Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Massachusetts to Cayman Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Massachusetts to Cayman Islands.

I’m not ready to book a flight from Massachusetts to Cayman Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cayman Islands from Massachusetts. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo