What airlines fly to Massachusetts?

JetBlue, American Airlines and Delta are the top three most popular airlines that fly to Massachusetts from Cayman Islands according to our data. JetBlue is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 3 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

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

United Airlines and Air Canada 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 3 operators available for flights from Cayman Islands to Massachusetts as of July 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.

$220 Cheap Flights from the Cayman Islands to Massachusetts in 2026

Discover deals from 900+ travel sites with momondo.

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.

1:04 pm - 10:25 pm

GCM

BOS

8h 21m

1 stop

7:20 pm - 11:39 am

BOS

GCM

17h 19m

1 stop

$336Delta

Thu, Aug 13 - Thu, Aug 20

4:45 pm - 12:28 pm

GCM

BOS

18h 43m

1 stop

5:45 am - 3:10 pm

BOS

GCM

10h 25m

1 stop

$343United Airlines

Sat, Aug 1 - Sat, Aug 8

1:50 pm - 11:21 pm

GCM

BOS

8h 31m

1 stop

6:00 am - 3:10 pm

BOS

GCM

10h 10m

2 stops

$381United Airlines

Sat, Aug 1 - Sat, Aug 8

12:25 pm - 9:55 am

GCM

BOS

20h 30m

1 stop

12:30 pm - 11:10 am

BOS

GCM

23h 40m

1 stop

$489Air Canada

Sat, Oct 17 - Sat, Oct 24

12:25 pm - 10:40 pm

GCM

BOS

9h 15m

1 stop

6:50 pm - 11:10 am

BOS

GCM

17h 20m

2 stops

$492Air Canada

Sat, Oct 17 - Sat, Oct 24

1:04 pm - 1:25 am

GCM

BOS

11h 21m

1 stop

5:30 am - 11:39 am

BOS

GCM

7h 09m

1 stop

$502Delta

Mon, Aug 17 - Mon, Aug 24

12:30 pm - 10:13 pm

GCM

BOS

8h 43m

1 stop

6:00 am - 1:10 pm

BOS

GCM

8h 10m

2 stops

$538American Airlines

Thu, Aug 13 - Thu, Aug 20

12:00 pm - 9:58 pm

GCM

BOS

8h 58m

1 stop

6:00 am - 11:30 am

BOS

GCM

6h 30m

1 stop

$545American Airlines

Fri, Oct 16 - Mon, Oct 19

12:00 pm - 12:59 am

GCM

BOS

11h 59m

1 stop

10:14 am - 7:00 pm

BOS

GCM

9h 46m

2 stops

$550American Airlines

Fri, Oct 16 - Mon, Oct 19

8:00 am - 8:49 pm

GCM

BOS

11h 49m

2 stops

9:30 am - 7:00 pm

BOS

GCM

10h 30m

2 stops

$563American Airlines

Fri, Oct 16 - Mon, Oct 19

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Air Canada flights from Cayman Islands to Massachusetts

Our best Air Canada deals on Cayman Islands to Massachusetts flight tickets

Air Canada

Oct 17

GCM12:25 pmGeorge Town Owen Roberts Intl

20h 30m

1 stop

BOS9:55 amBoston Logan Intl

Oct 24

BOS12:30 pmBoston Logan Intl

23h 40m

1 stop

GCM11:10 amGeorge Town Owen Roberts Intl

$489

Air Canada

Oct 17

GCM12:25 pmGeorge Town Owen Roberts Intl

9h 15m

1 stop

BOS10:40 pmBoston Logan Intl

Oct 24

BOS6:50 pmBoston Logan Intl

17h 20m

2 stops

GCM11:10 amGeorge Town Owen Roberts Intl

$492

United Airlines flights from Cayman Islands to Massachusetts

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

United Airlines

Aug 1

GCM4:45 pmGeorge Town Owen Roberts Intl

18h 43m

1 stop

BOS12:28 pmBoston Logan Intl

Aug 8

BOS5:45 amBoston Logan Intl

10h 25m

1 stop

GCM3:10 pmGeorge Town Owen Roberts Intl

$343

United Airlines

Aug 1

GCM1:50 pmGeorge Town Owen Roberts Intl

8h 31m

1 stop

BOS11:21 pmBoston Logan Intl

Aug 8

BOS6:00 amBoston Logan Intl

10h 10m

2 stops

GCM3:10 pmGeorge Town Owen Roberts Intl

$381

United Airlines

Oct 17

GCM1:35 pmGeorge Town Owen Roberts Intl

18h 58m

2 stops

BOS9:33 amBoston Logan Intl

Oct 24

BOS6:43 pmBoston Logan Intl

21h 47m

2 stops

GCM3:30 pmGeorge Town Owen Roberts Intl

$568

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

Thu 8/13

1:04 pm-10:25 pm

1 stop8h 21m

Boston Logan Intl

Thu 8/20

7:20 pm-11:39 am

1 stop17h 19m

$336

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 8/1

4:45 pm-12:28 pm

1 stop18h 43m

Boston Logan Intl

Sat 8/8

5:45 am-3:10 pm

1 stop10h 25m

$343

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 8/1

1:50 pm-11:21 pm

1 stop8h 31m

Boston Logan Intl

Sat 8/8

6:00 am-3:10 pm

2 stops10h 10m

$381

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 10/17

12:25 pm-9:55 am

1 stop20h 30m

Boston Logan Intl

Sat 10/24

12:30 pm-11:10 am

1 stop23h 40m

$489

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 10/17

12:25 pm-10:40 pm

1 stop9h 15m

Boston Logan Intl

Sat 10/24

6:50 pm-11:10 am

2 stops17h 20m

$492

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 8/17

1:04 pm-1:25 am

1 stop11h 21m

Boston Logan Intl

Mon 8/24

5:30 am-11:39 am

1 stop7h 09m

$502

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 8/13

12:30 pm-10:13 pm

1 stop8h 43m

Boston Logan Intl

Thu 8/20

6:00 am-1:10 pm

2 stops8h 10m

$538

Quickest round-trip

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 10/16

12:00 pm-9:58 pm

1 stop8h 58m

Boston Logan Intl

Mon 10/19

6:00 am-11:30 am

1 stop6h 30m

$545

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 10/16

12:00 pm-12:59 am

1 stop11h 59m

Boston Logan Intl

Mon 10/19

10:14 am-7:00 pm

2 stops9h 46m

$550

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 10/16

8:00 am-8:49 pm

2 stops11h 49m

Boston Logan Intl

Mon 10/19

9:30 am-7:00 pm

2 stops10h 30m

$563

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

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

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

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	8h 21m
Direct flights	Sun
Airports in Massachusetts	140 airports

The fastest flight from Cayman Islands to Massachusetts takes 8h 21m

Direct flights go from Cayman Islands to Massachusetts on Sunday. There are no airlines offering direct flights.

There are 140 airports in Massachusetts. From Cayman Islands there are direct flights to Boston Logan Intl (BOS).

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 3 operators available for flights from Cayman Islands to Massachusetts as of July 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
Delta	PriceFrom $264	Free Cancellation	Rating 7.8 8,450 reviews	Search Delta flights
JetBlue	PriceFrom $265	Free Cancellation	Rating 7.1 3,011 reviews	Search JetBlue flights
American Airlines	PriceFrom $302	Free Cancellation	Rating 7.1 11,783 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.