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

United Airlines, JetBlue, and American 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 September 2025.

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.

$190 Cheap Flights from the Cayman Islands to Massachusetts in 2025/26

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Find the cheapest flights from the Cayman Islands to Massachusetts

Round-trip

One-way

Direct

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

5:30 pm - 11:42 pmGCM-BOS

6h 12m1 stop

5:30 am - 1:15 pmBOS-GCM

31h 45m2 stops

$261United Airlines

Find Deal

Sat, Nov 8 - Sat, Nov 15

1:35 pm - 11:44 pmGCM-BOS

9h 09m1 stop

6:00 am - 12:15 pmBOS-GCM

7h 15m1 stop

$270United Airlines

Find Deal

Sun, Oct 19 - Sun, Oct 26

12:55 pm - 11:16 pmGCM-BOS

9h 21m1 stop

5:40 am - 11:40 amBOS-GCM

7h 00m1 stop

$314Delta

Find Deal

Thu, Oct 23 - Thu, Oct 30

12:54 pm - 5:05 pmGCM-BOS

4h 11mnonstop

7:26 am - 11:54 amBOS-GCM

4h 28mnonstop

$315JetBlue

Find Deal

Sat, Nov 8 - Sat, Nov 15

8:25 am - 4:12 pmGCM-BOS

6h 47m1 stop

9:46 am - 7:20 pmBOS-GCM

10h 34m2 stops

$334American Airlines

Find Deal

Thu, Oct 23 - Thu, Oct 30

12:54 pm - 5:05 pmGCM-BOS

4h 11mnonstop

5:40 am - 2:31 pmBOS-GCM

8h 51m1 stop

$367JetBlue

Find Deal

Sat, Nov 8 - Sat, Nov 15

1:35 pm - 11:02 amGCM-BOS

20h 27m2 stops

7:38 pm - 3:30 pmBOS-GCM

20h 52m2 stops

$371United Airlines

Find Deal

Sun, Oct 19 - Sun, Oct 26

12:10 pm - 11:30 pmGCM-BOS

10h 20m1 stop

6:00 am - 11:25 amBOS-GCM

6h 25m1 stop

$385American Airlines

Find Deal

Wed, Oct 15 - Sun, Oct 26

6:10 pm - 11:26 amGCM-BOS

40h 16m2 stops

11:44 am - 11:35 amBOS-GCM

24h 51m1 stop

$553Multiple Airlines

Find Deal

Sun, Oct 19 - Sun, Oct 26

7:00 am - 11:11 pmGCM-BOS

15h 11m2 stops

2:15 pm - 9:15 pmBOS-GCM

32h 00m3 stops

$583Multiple Airlines

Find Deal

Thu, Oct 23 - Thu, Oct 30

United Airlines flights from Cayman Islands to Massachusetts

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

United Airlines

Nov 8

GCM5:30 pmGeorge Town Owen Roberts Intl

6h 12m

1 stop

BOS11:42 pmBoston Logan Intl

Nov 15

BOS5:30 amBoston Logan Intl

31h 45m

2 stops

GCM1:15 pmGeorge Town Owen Roberts Intl

$261

Find similar

United Airlines

Oct 19

GCM1:35 pmGeorge Town Owen Roberts Intl

9h 09m

1 stop

BOS11:44 pmBoston Logan Intl

Oct 26

BOS6:00 amBoston Logan Intl

7h 15m

1 stop

GCM12:15 pmGeorge Town Owen Roberts Intl

$270

Find similar

United Airlines

Oct 19

GCM1:35 pmGeorge Town Owen Roberts Intl

20h 27m

2 stops

BOS11:02 amBoston Logan Intl

Oct 26

BOS7:38 pmBoston Logan Intl

20h 52m

2 stops

GCM3:30 pmGeorge Town Owen Roberts Intl

$371

Find similar

American Airlines flights from Cayman Islands to Massachusetts

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

American Airlines

Oct 23

GCM8:25 amGeorge Town Owen Roberts Intl

6h 47m

1 stop

BOS4:12 pmBoston Logan Intl

Oct 30

BOS9:46 amBoston Logan Intl

10h 34m

2 stops

GCM7:20 pmGeorge Town Owen Roberts Intl

$334

Find similar

American Airlines

Oct 15

GCM12:10 pmGeorge Town Owen Roberts Intl

10h 20m

1 stop

BOS11:30 pmBoston Logan Intl

Oct 26

BOS6:00 amBoston Logan Intl

6h 25m

1 stop

GCM11:25 amGeorge Town Owen Roberts Intl

$385

Find similar

American Airlines

Oct 15

GCM12:10 pmGeorge Town Owen Roberts Intl

9h 09m

2 stops

BOS10:19 pmBoston Logan Intl

Oct 26

BOS6:00 amBoston Logan Intl

6h 25m

1 stop

GCM11:25 amGeorge Town Owen Roberts Intl

$389

Find similar

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

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 11/8

5:30 pm-11:42 pm

1 stop6h 12m

Boston Logan Intl

Sat 11/15

5:30 am-1:15 pm

2 stops31h 45m

$261

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 10/19

1:35 pm-11:44 pm

1 stop9h 09m

Boston Logan Intl

Sun 10/26

6:00 am-12:15 pm

1 stop7h 15m

$270

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 10/23

12:55 pm-11:16 pm

1 stop9h 21m

Boston Logan Intl

Thu 10/30

5:40 am-11:40 am

1 stop7h 00m

$314

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 11/8

12:54 pm-5:05 pm

Nonstop4h 11m

Boston Logan Intl

Sat 11/15

7:26 am-11:54 am

Nonstop4h 28m

$315

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 10/23

8:25 am-4:12 pm

1 stop6h 47m

Boston Logan Intl

Thu 10/30

9:46 am-7:20 pm

2 stops10h 34m

$334

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 11/8

12:54 pm-5:05 pm

Nonstop4h 11m

Boston Logan Intl

Sat 11/15

5:40 am-2:31 pm

1 stop8h 51m

$367

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 10/19

1:35 pm-11:02 am

2 stops20h 27m

Boston Logan Intl

Sun 10/26

7:38 pm-3:30 pm

2 stops20h 52m

$371

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 10/15

12:10 pm-11:30 pm

1 stop10h 20m

Boston Logan Intl

Sun 10/26

6:00 am-11:25 am

1 stop6h 25m

$385

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 10/19

6:10 pm-11:26 am

2 stops40h 16m

Boston Logan Intl

Sun 10/26

11:44 am-11:35 am

1 stop24h 51m

$553

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 10/23

7:00 am-11:11 pm

2 stops15h 11m

Boston Logan Intl

Thu 10/30

2:15 pm-9:15 pm

3 stops32h 00m

$583

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, November 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 $264. If you aren’t able to travel to Massachusetts during the month of November, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $281.

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 $330. 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 $453.

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 in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $320. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $330 on average. Flights to Massachusetts from Cayman Islands at noon 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 are 2 cabin classes 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 26% 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 10m
Direct flights	Sun
Airports in Massachusetts	1 airport

The fastest flight from Cayman Islands to Massachusetts takes 4h 10m

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

There is 1 airport near Massachusetts: Boston Logan Intl (BOS)

Search flight deals

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 September 2025.
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 33.33% of the total bookings. Other popular models include Boeing 737 MAX 8 with 16.67%, Airbus A321-100/200 with 16.67%, and Boeing 737 MAX 9 with 16.67%.

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 $182	Free Cancellation	Rating 7.2 2,911 reviews		Search JetBlue flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.2 10,000 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.

An easier way to manage your Massachusetts trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Find better results for your trip to Massachusetts

Popular cities in Massachusetts

Flights to New Yorkfrom $50

Flights to Los Angelesfrom $44

Flights to Miamifrom $49

Flights to Chicagofrom $65

Flights to Orlandofrom $56

Flights to Las Vegasfrom $44

Flights to San Franciscofrom $60

Flights to Washington, D.C.from $56

Flights to Bostonfrom $68

Flights to Atlantafrom $51

Flights to Dallasfrom $60

Flights to Seattlefrom $86

Cayman Islands flight routes

Flights from George Town Owen Roberts Intl to New York John F Kennedy Intl

Flights from George Town Owen Roberts Intl to Atlanta Hartsfield-Jackson

Flights from George Town Owen Roberts Intl to Houston George Bush Intcntl

Flights from George Town Owen Roberts Intl to Miami

Flights from George Town Owen Roberts Intl to Charlotte Douglas

Flights from George Town Owen Roberts Intl to Tampa

Cheap flights from the Cayman Islands to Massachusetts from $190

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from the Cayman Islands to Massachusetts

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

Recent one-way flight deals from the Cayman Islands to Massachusetts

Recent direct flight deals from the Cayman Islands to Massachusetts

United Airlines flights from Cayman Islands to Massachusetts

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

American Airlines flights from Cayman Islands to Massachusetts

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

momondo Fare Finder

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

See travel insights to Massachusetts from

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

What is the cheapest month to fly to Massachusetts?

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

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

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 are 2 cabin classes 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 26% on your flight if you consider stops on a Cayman Islands to Massachusetts flight.

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

United Airlines, JetBlue, and American Airlines are the most popular carriers operating from Cayman Islands to Massachusetts

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

Direct flights

Airports in Massachusetts

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

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

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

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

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

Best airlines flying from Cayman Islands to Massachusetts

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

Why use momondo?

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

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

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

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

An easier way to manage your Massachusetts trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Massachusetts

Popular cities in Massachusetts

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