What is the cheapest airline that flies from Cayman Islands to Massachusetts?

Delta and United Airlines are the most popular carriers operating from Cayman Islands to Massachusetts

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

Prices for flights from Cayman Islands to Massachusetts were last updated today.

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

There are 2 operators available for flights from Cayman Islands to Massachusetts as of May 2026.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cayman Islands to Massachusetts.

What documentation or ID do you need to fly to Massachusetts?

The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$205 Cheap Flights from the Cayman Islands to Massachusetts in 2026

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Find the cheapest flights from the Cayman Islands to Massachusetts

Round-trip

One-way

Recent round-trip flight deals from the Cayman Islands to Massachusetts

Enter your travel dates to find the best prices.

1:35 pm - 9:24 am

GCM

BOS

18h 49m

2 stops

6:33 pm - 3:30 pm

BOS

GCM

21h 57m

2 stops

$430United Airlines

ש', אוק' 17 - ש', אוק' 24

12:25 pm - 9:55 am

GCM

BOS

20h 30m

1 stop

12:30 pm - 11:00 am

BOS

GCM

23h 30m

1 stop

$440Air Canada

ש', אוק' 17 - ש', אוק' 24

10:55 am - 10:38 pm

GCM

BOS

10h 43m

1 stop

6:50 pm - 11:25 am

BOS

GCM

41h 35m

2 stops

$512Air Canada

ש', יוני 20 - ג', יוני 30

5:11 pm - 12:59 am

GCM

BOS

6h 48m

1 stop

6:00 am - 4:11 pm

BOS

GCM

11h 11m

1 stop

$563American Airlines

ו', יוני 12 - א', יוני 14

1:35 pm - 4:29 pm

GCM

BOS

25h 54m

2 stops

8:20 pm - 12:30 pm

BOS

GCM

17h 10m

2 stops

$567United Airlines

ו', יוני 12 - א', יוני 14

5:11 pm - 12:59 am

GCM

BOS

6h 48m

1 stop

5:31 am - 4:11 pm

BOS

GCM

11h 40m

2 stops

$568American Airlines

ו', יוני 12 - א', יוני 14

4:45 pm - 3:15 pm

GCM

BOS

21h 30m

2 stops

5:45 am - 12:30 pm

BOS

GCM

31h 45m

2 stops

$588United Airlines

ש', יוני 20 - ג', יוני 30

10:55 am - 10:38 pm

GCM

BOS

10h 43m

1 stop

5:10 am - 12:45 pm

BOS

GCM

8h 35m

1 stop

$603Multiple Airlines

ש', יוני 20 - ג', יוני 30

9:25 am - 5:04 pm

GCM

BOS

6h 39m

1 stop

5:45 am - 10:45 am

BOS

GCM

6h 00m

1 stop

$771American Airlines

ו', אוק' 16 - ב', אוק' 19

1:25 pm - 8:43 pm

GCM

BOS

6h 18m

1 stop

5:57 am - 12:35 pm

BOS

GCM

7h 38m

2 stops

$776American Airlines

ו', אוק' 16 - ב', אוק' 19

American Airlines flights from Cayman Islands to Massachusetts

Our best American Airlines deals on Cayman Islands to Massachusetts flight tickets

American Airlines

Jun 12

GCM5:11 pmGeorge Town Owen Roberts Intl

6h 48m

1 stop

BOS12:59 amBoston Logan Intl

Jun 14

BOS6:00 amBoston Logan Intl

11h 11m

1 stop

GCM4:11 pmGeorge Town Owen Roberts Intl

$563

American Airlines

Jun 12

GCM5:11 pmGeorge Town Owen Roberts Intl

6h 48m

1 stop

BOS12:59 amBoston Logan Intl

Jun 14

BOS5:31 amBoston Logan Intl

11h 40m

2 stops

GCM4:11 pmGeorge Town Owen Roberts Intl

$568

American Airlines

Oct 16

GCM9:25 amGeorge Town Owen Roberts Intl

6h 39m

1 stop

BOS5:04 pmBoston Logan Intl

Oct 19

BOS5:45 amBoston Logan Intl

6h 00m

1 stop

GCM10:45 amGeorge Town Owen Roberts Intl

$771

United Airlines flights from Cayman Islands to Massachusetts

Our best United Airlines deals on Cayman Islands to Massachusetts flight tickets

United Airlines

Oct 17

GCM1:35 pmGeorge Town Owen Roberts Intl

18h 49m

2 stops

BOS9:24 amBoston Logan Intl

Oct 24

BOS6:33 pmBoston Logan Intl

21h 57m

2 stops

GCM3:30 pmGeorge Town Owen Roberts Intl

$430

United Airlines

Jun 12

GCM1:35 pmGeorge Town Owen Roberts Intl

25h 54m

2 stops

BOS4:29 pmBoston Logan Intl

Jun 14

BOS8:20 pmBoston Logan Intl

17h 10m

2 stops

GCM12:30 pmGeorge Town Owen Roberts Intl

$567

United Airlines

Jun 20

GCM4:45 pmGeorge Town Owen Roberts Intl

21h 30m

2 stops

BOS3:15 pmBoston Logan Intl

Jun 30

BOS5:45 amBoston Logan Intl

31h 45m

2 stops

GCM12:30 pmGeorge Town Owen Roberts Intl

$588

momondo Fare Finder

Use the filters below to find and compare flights from the Cayman Islands to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ש' 10/17

1:35 pm-9:24 am

2 stops18h 49m

Boston Logan Intl

ש' 10/24

6:33 pm-3:30 pm

2 stops21h 57m

$430

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ש' 10/17

12:25 pm-9:55 am

1 stop20h 30m

Boston Logan Intl

ש' 10/24

12:30 pm-11:00 am

1 stop23h 30m

$440

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ש' 6/20

10:55 am-10:38 pm

1 stop10h 43m

Boston Logan Intl

ג' 6/30

6:50 pm-11:25 am

2 stops41h 35m

$512

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ו' 6/12

5:11 pm-12:59 am

1 stop6h 48m

Boston Logan Intl

א' 6/14

6:00 am-4:11 pm

1 stop11h 11m

$563

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ו' 6/12

1:35 pm-4:29 pm

2 stops25h 54m

Boston Logan Intl

א' 6/14

8:20 pm-12:30 pm

2 stops17h 10m

$567

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ו' 6/12

5:11 pm-12:59 am

1 stop6h 48m

Boston Logan Intl

א' 6/14

5:31 am-4:11 pm

2 stops11h 40m

$568

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ש' 6/20

4:45 pm-3:15 pm

2 stops21h 30m

Boston Logan Intl

ג' 6/30

5:45 am-12:30 pm

2 stops31h 45m

$588

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ש' 6/20

10:55 am-10:38 pm

1 stop10h 43m

Boston Logan Intl

ג' 6/30

5:10 am-12:45 pm

1 stop8h 35m

$603

Quickest round-trip

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ו' 10/16

9:25 am-5:04 pm

1 stop6h 39m

Boston Logan Intl

ב' 10/19

5:45 am-10:45 am

1 stop6h 00m

$771

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

ו' 10/16

1:25 pm-8:43 pm

1 stop6h 18m

Boston Logan Intl

ב' 10/19

5:57 am-12:35 pm

2 stops7h 38m

$776

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

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

Prices

Airlines

What is the cheapest month to fly to Massachusetts?

In general, January is the cheapest month to fly from Cayman Islands to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $230. If you aren’t able to travel to Massachusetts during the month of January, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $243.

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

Our data shows that the cheapest Cayman Islands to Massachusetts flights are usually those with departure times at noon. Our users have found flights to Massachusetts at noon for as low as $305. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $1,732 on average. Flights to Massachusetts from Cayman Islands in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Cayman Islands to Massachusetts flight route?

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

Can stopping save me money on Cayman Islands to Massachusetts flights?

You could potentially save up to 33% on your flight if you consider stops on a Cayman Islands to Massachusetts flight.

Cheap Cayman Islands to Massachusetts flight deals and tips

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

Fastest flight time	26h 45m
Direct flights	None

The fastest flight from Cayman Islands to Massachusetts takes 26h 45m

There are no direct flights from Cayman Islands to Massachusetts. There are no popular flight routes from Cayman Islands to Massachusetts.

Search flight deals

Frequently asked questions about flying from the Cayman Islands to Massachusetts

When did momondo last update prices for flights from Cayman Islands to Massachusetts?
Prices for flights from Cayman Islands to Massachusetts were last updated today.
How many operators does momondo search for flights from Cayman Islands to Massachusetts?
There are 2 operators available for flights from Cayman Islands to Massachusetts as of May 2026.
How old do you have to be to fly from Cayman Islands to Massachusetts?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cayman Islands to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Cayman Islands to Massachusetts?
Based on momondo bookings for flights between Cayman Islands and Massachusetts, the leading plane model is Airbus A220-300, making up 50.00% of the total bookings. Other popular models include Airbus A320-100/200 with 50.00%.

Best airlines flying from Cayman Islands to Massachusetts

Compare and see reviews for airlines that fly from Cayman Islands to Massachusetts with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $265	Free Cancellation	Rating 7.2 2,983 reviews		Search JetBlue flights
American Airlines	PriceFrom $302	Free Cancellation	Rating 7.1 11,648 reviews		Search American Airlines flights

Why use momondo?

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

Finding the right flight to Massachusetts from Cayman Islands is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Massachusetts quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Massachusetts from Cayman Islands with this policy.

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

Once you have performed a search for Cayman Islands to Massachusetts flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Cayman Islands to Massachusetts flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.