What airlines fly to Cayman Islands?

American Airlines, JetBlue and United Airlines are the top three most popular airlines that fly to Cayman Islands from Boston according to our data. American Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 6 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Boston Logan Intl to Cayman Islands?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Boston Logan Intl to Cayman Islands

When did momondo last update prices for flights from Boston Logan Intl Airport to Cayman Islands?

Prices for flights from Boston Logan Intl Airport to Cayman Islands are refreshed on a daily basis.

How many operators does momondo search for flights from Boston Logan Intl Airport to Cayman Islands?

As of October 2025, there are 6 operators available to choose from for flights from Boston Logan Intl Airport to Cayman Islands.

How old do you have to be to fly from Boston Logan Intl Airport 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 Boston Logan Intl Airport to Cayman Islands.

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

The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$88 Cheap Flights from Boston to the Cayman Islands in 2025/26

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5:30 am - 4:30 pmBOS-GCM

11h 00m2 stops

5:45 pm - 12:21 pmGCM-BOS

18h 36m1 stop

$270United Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

5:30 am - 4:30 pmBOS-GCM

11h 00m2 stops

5:45 pm - 12:28 pmGCM-BOS

18h 43m2 stops

$275United Airlines

Find Deal

Wed, Nov 12 - Wed, Nov 19

5:40 am - 11:34 amBOS-GCM

5h 54m1 stop

1:25 pm - 8:56 pmGCM-BOS

7h 31m1 stop

$280American Airlines

Find Deal

Sat, Nov 29 - Sat, Dec 6

5:45 am - 12:01 pmBOS-GCM

6h 16m1 stop

3:15 pm - 9:57 amGCM-BOS

18h 42m1 stop

$281American Airlines

Find Deal

Sat, Dec 13 - Sat, Dec 20

8:30 pm - 12:35 pmBOS-GCM

16h 05m1 stop

2:00 pm - 10:41 pmGCM-BOS

8h 41m1 stop

$284Delta

Find Deal

Wed, Feb 18 - Wed, Feb 25

7:26 am - 11:54 amBOS-GCM

4h 28mnonstop

1:55 pm - 6:05 pmGCM-BOS

4h 10mnonstop

$316JetBlue

Find Deal

Sat, Nov 15 - Sat, Nov 22

8:00 pm - 12:50 pmBOS-GCM

16h 50m1 stop

2:00 pm - 12:59 amGCM-BOS

10h 59m1 stop

$330Delta

Find Deal

Fri, Jan 30 - Tue, Feb 3

8:30 am - 2:41 pmBOS-GCM

6h 11m1 stop

6:15 pm - 10:25 pmGCM-BOS

4h 10mnonstop

$340JetBlue

Find Deal

Sat, Dec 13 - Sat, Dec 20

6:15 am - 11:25 amBOS-GCM

30h 10m1 stop

1:30 pm - 10:37 pmGCM-BOS

9h 07m1 stop

$367Air Canada

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Wed, Oct 29 - Thu, Nov 6

5:30 am - 11:25 amBOS-GCM

30h 55m2 stops

1:30 pm - 9:32 amGCM-BOS

20h 02m2 stops

$370Air Canada

Find Deal

Wed, Oct 29 - Fri, Nov 7

United Airlines flights from Boston to Cayman Islands

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

United Airlines

Dec 4

BOS5:30 amBoston Logan Intl

11h 00m

2 stops

GCM4:30 pmGeorge Town Owen Roberts Intl

Dec 8

GCM5:45 pmGeorge Town Owen Roberts Intl

18h 36m

1 stop

BOS12:21 pmBoston Logan Intl

$270

Find similar

United Airlines

Nov 12

BOS5:30 amBoston Logan Intl

11h 00m

2 stops

GCM4:30 pmGeorge Town Owen Roberts Intl

Nov 19

GCM5:45 pmGeorge Town Owen Roberts Intl

18h 43m

2 stops

BOS12:28 pmBoston Logan Intl

$275

Find similar

United Airlines

Nov 1

BOS7:00 amBoston Logan Intl

9h 00m

1 stop

GCM3:00 pmGeorge Town Owen Roberts Intl

Nov 4

GCM5:45 pmGeorge Town Owen Roberts Intl

18h 41m

1 stop

BOS12:26 pmBoston Logan Intl

$277

Find similar

American Airlines flights from Boston to Cayman Islands

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

American Airlines

Nov 29

BOS5:40 amBoston Logan Intl

5h 54m

1 stop

GCM11:34 amGeorge Town Owen Roberts Intl

Dec 6

GCM1:25 pmGeorge Town Owen Roberts Intl

7h 31m

1 stop

BOS8:56 pmBoston Logan Intl

$280

Find similar

American Airlines

Dec 13

BOS5:45 amBoston Logan Intl

6h 16m

1 stop

GCM12:01 pmGeorge Town Owen Roberts Intl

Dec 20

GCM3:15 pmGeorge Town Owen Roberts Intl

18h 42m

1 stop

BOS9:57 amBoston Logan Intl

$281

Find similar

American Airlines

Nov 29

BOS5:40 amBoston Logan Intl

5h 54m

1 stop

GCM11:34 amGeorge Town Owen Roberts Intl

Dec 6

GCM1:25 pmGeorge Town Owen Roberts Intl

9h 19m

2 stops

BOS10:44 pmBoston Logan Intl

$285

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 12/4

5:30 am-4:30 pm

2 stops11h 00m

George Town Owen Roberts Intl

Mon 12/8

5:45 pm-12:21 pm

1 stop18h 36m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 11/12

5:30 am-4:30 pm

2 stops11h 00m

George Town Owen Roberts Intl

Wed 11/19

5:45 pm-12:28 pm

2 stops18h 43m

$275

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/29

5:40 am-11:34 am

1 stop5h 54m

George Town Owen Roberts Intl

Sat 12/6

1:25 pm-8:56 pm

1 stop7h 31m

$280

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 12/13

5:45 am-12:01 pm

1 stop6h 16m

George Town Owen Roberts Intl

Sat 12/20

3:15 pm-9:57 am

1 stop18h 42m

$281

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 2/18

8:30 pm-12:35 pm

1 stop16h 05m

George Town Owen Roberts Intl

Wed 2/25

2:00 pm-10:41 pm

1 stop8h 41m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/15

7:26 am-11:54 am

Nonstop4h 28m

George Town Owen Roberts Intl

Sat 11/22

1:55 pm-6:05 pm

Nonstop4h 10m

$316

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 1/30

8:00 pm-12:50 pm

1 stop16h 50m

George Town Owen Roberts Intl

Tue 2/3

2:00 pm-12:59 am

1 stop10h 59m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 12/13

8:30 am-2:41 pm

1 stop6h 11m

George Town Owen Roberts Intl

Sat 12/20

6:15 pm-10:25 pm

Nonstop4h 10m

$340

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 10/29

6:15 am-11:25 am

1 stop30h 10m

George Town Owen Roberts Intl

Thu 11/6

1:30 pm-10:37 pm

1 stop9h 07m

$367

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 10/29

5:30 am-11:25 am

2 stops30h 55m

George Town Owen Roberts Intl

Fri 11/7

1:30 pm-9:32 am

2 stops20h 02m

$370

Flights are sorted by cheapest round-trip flights first.

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How to get the cheapest flight ticket from Boston 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

Prices

Airlines

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 March is also cheap. Prices for this month can be found on momondo for an average of $395.

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

Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $315. 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 $534.

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 Boston 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 $457 on average. Flights to Cayman Islands from Boston in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Boston Logan Intl to Cayman Islands flight route?

Fly from Boston Logan Intl to George Town Owen Roberts Intl for the best Boston Logan Intl - 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 Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $503 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cayman Islands from Boston for as low as $378 on momondo.

What cabin class options are available on Boston Logan Intl to Cayman Islands flights?

There is only 1 cabin class available to choose from on Boston Logan Intl to Cayman Islands 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 Boston to Cayman Islands flights?

You could potentially save up to 24% on your flight if you consider stops on a Boston to Cayman Islands flight.

Cheap Boston to Cayman Islands flight deals and tips

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

Best Price Found	$173
Fastest flight time	4h 27m
Direct flights	Sun
Airports in Cayman Islands	1 airport

The best one-way flight to Cayman Islands from Boston in the past 72 hours is $173. The best round-trip flight deal from Boston to Cayman Islands found on momondo in the last 72 hours is $425.

The fastest flight from Boston to Cayman Islands takes 4h 27m

Direct flights go from Boston to Cayman Islands on Sunday. The only airline offering direct flights is JetBlue.

There is 1 airport near Cayman Islands: George Town Owen Roberts Intl (GCM)

Search flight deals

When did momondo last update prices for flights from Boston Logan Intl Airport to Cayman Islands?
Prices for flights from Boston Logan Intl Airport to Cayman Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Boston Logan Intl Airport to Cayman Islands?
As of October 2025, there are 6 operators available to choose from for flights from Boston Logan Intl Airport to Cayman Islands.
How old do you have to be to fly from Boston Logan Intl Airport 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 Boston Logan Intl Airport to Cayman Islands.
What documentation or ID do you need to fly to Cayman Islands?
The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Boston to Cayman Islands?
Based on momondo bookings for flights between Boston and Cayman Islands, the leading plane model is Airbus A320-100/200, making up 53.61% of the total bookings. Other popular models include Airbus A220-300 with 40.21%, Boeing 737-900 with 3.09%, and Boeing 737 MAX 8 with 1.03%.

Best airlines flying from Boston to Cayman Islands

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $214	Free Cancellation	Rating 7.9 7,973 reviews	Search Delta flights
JetBlue	PriceFrom $264	Free Cancellation	Rating 7.2 2,905 reviews	Search JetBlue flights
United Airlines	PriceFrom $270	Free Cancellation	Rating 7.4 8,975 reviews	Search United Airlines flights
American Airlines	PriceFrom $329	Free Cancellation	Rating 7.2 11,043 reviews	Search American Airlines flights
Air Canada	PriceFrom $457	Free Cancellation	Rating 7.1 10,291 reviews	Search Air Canada flights
Southwest	PriceFrom $469	Free Cancellation	Rating 8.0 4,235 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Boston 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 Boston.

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

Flights from Boston to Cayman Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Cayman Islands from Boston.

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

Yes momondo offers price alerts on flights to Cayman Islands from Boston. 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.

An easier way to manage your Cayman Islands 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 the Cayman Islands

Popular cities in the Cayman Islands

Flights to George Townfrom $227

Flights to Cayman Bracfrom $342

Flights to Little Caymanfrom $374

Boston flight routes

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Flights from Boston Logan Intl to Grand Rapids Gerald R. Ford Intl

Cheap flights from Boston to the Cayman Islands from $88

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to the Cayman Islands departing on 11/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

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Find the cheapest flights from Boston to the Cayman Islands

Cheap round-trip flights

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United Airlines flights from Boston to Cayman Islands

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

American Airlines flights from Boston to Cayman Islands

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

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

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Boston 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 March is also cheap. Prices for this month can be found on momondo for an average of $395.

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

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

What is the cheapest Boston Logan Intl to Cayman Islands flight route?

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

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

What cabin class options are available on Boston Logan Intl to Cayman Islands flights?

There is only 1 cabin class available to choose from on Boston Logan Intl to Cayman Islands 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 Boston to Cayman Islands flights?

You could potentially save up to 24% on your flight if you consider stops on a Boston to Cayman Islands flight.

What is the cheapest airline that flies from Boston Logan Intl to Cayman Islands?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Boston Logan Intl to Cayman Islands

What airlines fly to Cayman Islands?

Cheap Boston to Cayman Islands flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Cayman Islands

When did momondo last update prices for flights from Boston Logan Intl Airport to Cayman Islands?

How many operators does momondo search for flights from Boston Logan Intl Airport to Cayman Islands?

How old do you have to be to fly from Boston Logan Intl Airport to Cayman Islands?

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

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

Best airlines flying from Boston to Cayman Islands

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

Why use momondo?

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

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

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

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

An easier way to manage your Cayman Islands 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 the Cayman Islands

Popular cities in the Cayman Islands

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