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

United Airlines and Delta 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 April 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.

$195 Cheap Flights from the Cayman Islands to Massachusetts in 2026

Discover deals from 900+ travel sites with momondo.

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

Find the cheapest flights from the Cayman Islands to Massachusetts

Round-trip

One-way

Last minute

Direct

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

Enter your travel dates to find the best prices.

1:50 pm - 9:25 am

GCM

BOS

18h 35m

1 stop

5:45 am - 3:05 pm

BOS

GCM

10h 20m

1 stop

$293United Airlines

Sat, Apr 18 - Sat, Apr 25

4:10 pm - 9:25 am

GCM

BOS

16h 15m

2 stops

7:30 pm - 12:45 pm

BOS

GCM

18h 15m

2 stops

$298United Airlines

Sat, Apr 18 - Sat, Apr 25

1:50 pm - 9:25 am

GCM

BOS

18h 35m

1 stop

6:00 am - 12:35 pm

BOS

GCM

7h 35m

1 stop

$300United Airlines

Sat, Apr 18 - Sat, Apr 25

1:35 pm - 10:04 am

GCM

BOS

19h 29m

2 stops

6:00 am - 12:35 pm

BOS

GCM

7h 35m

1 stop

$305United Airlines

Sat, Apr 18 - Sat, Apr 25

1:35 pm - 9:25 am

GCM

BOS

18h 50m

2 stops

9:20 am - 12:30 pm

BOS

GCM

28h 10m

2 stops

$328United Airlines

Tue, May 12 - Tue, May 19

12:35 pm - 10:14 pm

GCM

BOS

8h 39m

1 stop

6:20 pm - 11:00 am

BOS

GCM

17h 40m

1 stop

$369American Airlines

Tue, May 12 - Tue, May 19

12:35 pm - 11:12 am

GCM

BOS

21h 37m

1 stop

10:51 am - 11:31 am

BOS

GCM

25h 40m

1 stop

$370American Airlines

Sat, Apr 18 - Sat, Apr 25

12:35 pm - 11:52 pm

GCM

BOS

10h 17m

2 stops

9:15 pm - 1:10 pm

BOS

GCM

16h 55m

2 stops

$376American Airlines

Tue, Apr 21 - Sun, Apr 26

4:15 pm - 10:20 am

GCM

BOS

17h 05m

2 stops

6:00 am - 12:35 pm

BOS

GCM

7h 35m

1 stop

$389United Airlines

Sat, May 16 - Sat, May 23

12:55 pm - 11:59 pm

GCM

BOS

10h 04m

2 stops

7:00 am - 12:30 pm

BOS

GCM

30h 30m

2 stops

$400United Airlines

Tue, Apr 14 - Thu, Apr 16

American Airlines flights from Cayman Islands to Massachusetts

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

American Airlines

May 12

GCM12:35 pmGeorge Town Owen Roberts Intl

8h 39m

1 stop

BOS10:14 pmBoston Logan Intl

May 19

BOS6:20 pmBoston Logan Intl

17h 40m

1 stop

GCM11:00 amGeorge Town Owen Roberts Intl

$369

American Airlines

Apr 18

GCM12:35 pmGeorge Town Owen Roberts Intl

21h 37m

1 stop

BOS11:12 amBoston Logan Intl

Apr 25

BOS10:51 amBoston Logan Intl

25h 40m

1 stop

GCM11:31 amGeorge Town Owen Roberts Intl

$370

American Airlines

Apr 21

GCM12:35 pmGeorge Town Owen Roberts Intl

10h 17m

2 stops

BOS11:52 pmBoston Logan Intl

Apr 26

BOS9:15 pmBoston Logan Intl

16h 55m

2 stops

GCM1:10 pmGeorge Town Owen Roberts Intl

$376

United Airlines flights from Cayman Islands to Massachusetts

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

United Airlines

Apr 18

GCM1:50 pmGeorge Town Owen Roberts Intl

18h 35m

1 stop

BOS9:25 amBoston Logan Intl

Apr 25

BOS5:45 amBoston Logan Intl

10h 20m

1 stop

GCM3:05 pmGeorge Town Owen Roberts Intl

$293

United Airlines

Apr 18

GCM4:10 pmGeorge Town Owen Roberts Intl

16h 15m

2 stops

BOS9:25 amBoston Logan Intl

Apr 25

BOS7:30 pmBoston Logan Intl

18h 15m

2 stops

GCM12:45 pmGeorge Town Owen Roberts Intl

$298

United Airlines

Apr 18

GCM1:50 pmGeorge Town Owen Roberts Intl

18h 35m

1 stop

BOS9:25 amBoston Logan Intl

Apr 25

BOS6:00 amBoston Logan Intl

7h 35m

1 stop

GCM12:35 pmGeorge Town Owen Roberts Intl

$300

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

Sat 4/18

1:50 pm-9:25 am

1 stop18h 35m

Boston Logan Intl

Sat 4/25

5:45 am-3:05 pm

1 stop10h 20m

$293

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/18

4:10 pm-9:25 am

2 stops16h 15m

Boston Logan Intl

Sat 4/25

7:30 pm-12:45 pm

2 stops18h 15m

$298

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/18

1:50 pm-9:25 am

1 stop18h 35m

Boston Logan Intl

Sat 4/25

6:00 am-12:35 pm

1 stop7h 35m

$300

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/18

1:35 pm-10:04 am

2 stops19h 29m

Boston Logan Intl

Sat 4/25

6:00 am-12:35 pm

1 stop7h 35m

$305

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 5/12

1:35 pm-9:25 am

2 stops18h 50m

Boston Logan Intl

Tue 5/19

9:20 am-12:30 pm

2 stops28h 10m

$328

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 5/12

12:35 pm-10:14 pm

1 stop8h 39m

Boston Logan Intl

Tue 5/19

6:20 pm-11:00 am

1 stop17h 40m

$369

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/18

12:35 pm-11:12 am

1 stop21h 37m

Boston Logan Intl

Sat 4/25

10:51 am-11:31 am

1 stop25h 40m

$370

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 4/21

12:35 pm-11:52 pm

2 stops10h 17m

Boston Logan Intl

Sun 4/26

9:15 pm-1:10 pm

2 stops16h 55m

$376

Quickest round-trip

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 5/16

4:15 pm-10:20 am

2 stops17h 05m

Boston Logan Intl

Sat 5/23

6:00 am-12:35 pm

1 stop7h 35m

$389

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 4/14

12:55 pm-11:59 pm

2 stops10h 04m

Boston Logan Intl

Thu 4/16

7:00 am-12:30 pm

2 stops30h 30m

$400

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, February 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 $302. If you aren’t able to travel to Massachusetts during the month of February, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $305.

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

According to our data, Saturday is the cheapest day to fly to Massachusetts from Cayman Islands. The lowest ticket price found for a Saturday departure recently was $327. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Cayman Islands because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,402.

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 $327. 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 34% 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	4h 15m
Direct flights	Sun
Airports in Massachusetts	140 airports

The fastest flight from Cayman Islands to Massachusetts takes 4h 15m

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 2 operators available for flights from Cayman Islands to Massachusetts as of April 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 89.29% of the total bookings. Other popular models include Boeing 737 MAX 8 with 3.57%, Boeing 737 MAX 9 with 3.57%, and Airbus A320-100/200 with 3.57%.

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 2,908 reviews		Search JetBlue flights
American Airlines	PriceFrom $302	Free Cancellation	Rating 7.1 11,545 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.