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

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

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.

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 August 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.

$118 Cheap Flights from Boston to the Cayman Islands in 2025

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Find the cheapest flights from Boston to the Cayman Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

7:26 am - 11:54 amBOS-GCM

4h 28mnonstop

1:52 pm - 6:02 pmGCM-BOS

4h 10mnonstop

$315JetBlue

Find Deal

sáb., nov. 15 - sáb., nov. 22

7:00 am - 2:58 pmBOS-GCM

7h 58m1 stop

1:00 pm - 12:46 amGCM-BOS

11h 46m1 stop

$330American Airlines

Find Deal

sáb., nov. 8 - mar., nov. 11

6:00 am - 12:06 pmBOS-GCM

6h 06m1 stop

8:45 am - 12:46 amGCM-BOS

16h 01m1 stop

$332American Airlines

Find Deal

sáb., nov. 8 - mar., nov. 11

5:43 pm - 11:10 amBOS-GCM

18h 27m2 stops

12:25 pm - 8:25 pmGCM-BOS

7h 00m1 stop

$334American Airlines

Find Deal

jue., sep. 4 - lun., sep. 8

8:30 pm - 4:30 pmBOS-GCM

20h 00m2 stops

2:25 pm - 9:34 pmGCM-BOS

7h 09m1 stop

$365United Airlines

Find Deal

jue., nov. 13 - dom., nov. 16

8:30 pm - 4:30 pmBOS-GCM

20h 00m2 stops

2:25 pm - 9:34 pmGCM-BOS

7h 09m1 stop

$366United Airlines

Find Deal

jue., nov. 13 - dom., nov. 16

5:40 am - 12:35 pmBOS-GCM

6h 55m1 stop

2:00 pm - 12:59 amGCM-BOS

10h 59m1 stop

$382Delta

Find Deal

mié., feb. 4 - lun., feb. 9

5:15 am - 10:45 amBOS-GCM

6h 30m1 stop

11:50 am - 4:59 pmGCM-BOS

4h 09mnonstop

$388JetBlue

Find Deal

sáb., oct. 25 - sáb., nov. 1

6:20 pm - 1:00 pmBOS-GCM

18h 40m2 stops

1:30 pm - 8:05 amGCM-BOS

18h 35m2 stops

$414Southwest

Find Deal

vie., nov. 7 - mié., nov. 12

5:35 am - 11:31 amBOS-GCM

6h 56m1 stop

12:52 pm - 1:18 amGCM-BOS

11h 26m1 stop

$455Delta

Find Deal

lun., sep. 8 - dom., sep. 14

JetBlue flights from Boston to Cayman Islands

Our best JetBlue deals on Boston to Cayman Islands flight tickets

JetBlue

Nov 15

BOS7:26 amBoston Logan Intl

4h 28m

GCM11:54 amGeorge Town Owen Roberts Intl

Nov 22

GCM1:52 pmGeorge Town Owen Roberts Intl

4h 10m

BOS6:02 pmBoston Logan Intl

$315

Find similar

JetBlue

Oct 25

BOS5:15 amBoston Logan Intl

6h 30m

1 stop

GCM10:45 amGeorge Town Owen Roberts Intl

Nov 1

GCM11:50 amGeorge Town Owen Roberts Intl

4h 09m

BOS4:59 pmBoston Logan Intl

$388

Find similar

JetBlue

Nov 15

BOS5:11 amBoston Logan Intl

9h 20m

1 stop

GCM2:31 pmGeorge Town Owen Roberts Intl

Nov 22

GCM1:52 pmGeorge Town Owen Roberts Intl

4h 10m

BOS6:02 pmBoston Logan Intl

$390

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 8

BOS7:00 amBoston Logan Intl

7h 58m

1 stop

GCM2:58 pmGeorge Town Owen Roberts Intl

Nov 11

GCM1:00 pmGeorge Town Owen Roberts Intl

11h 46m

1 stop

BOS12:46 amBoston Logan Intl

$330

Find similar

American Airlines

Nov 8

BOS6:00 amBoston Logan Intl

6h 06m

1 stop

GCM12:06 pmGeorge Town Owen Roberts Intl

Nov 11

GCM8:45 amGeorge Town Owen Roberts Intl

16h 01m

1 stop

BOS12:46 amBoston Logan Intl

$332

Find similar

American Airlines

Sep 4

BOS5:43 pmBoston Logan Intl

18h 27m

2 stops

GCM11:10 amGeorge Town Owen Roberts Intl

Sep 8

GCM12:25 pmGeorge Town Owen Roberts Intl

7h 00m

1 stop

BOS8:25 pmBoston Logan Intl

$334

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 11/15

7:26 am-11:54 am

Nonstop4h 28m

George Town Owen Roberts Intl

sáb. 11/22

1:52 pm-6:02 pm

Nonstop4h 10m

$315

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 11/8

7:00 am-2:58 pm

1 stop7h 58m

George Town Owen Roberts Intl

mar. 11/11

1:00 pm-12:46 am

1 stop11h 46m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 11/8

6:00 am-12:06 pm

1 stop6h 06m

George Town Owen Roberts Intl

mar. 11/11

8:45 am-12:46 am

1 stop16h 01m

$332

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 9/4

5:43 pm-11:10 am

2 stops18h 27m

George Town Owen Roberts Intl

lun. 9/8

12:25 pm-8:25 pm

1 stop7h 00m

$334

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 11/13

8:30 pm-4:30 pm

2 stops20h 00m

George Town Owen Roberts Intl

dom. 11/16

2:25 pm-9:34 pm

1 stop7h 09m

$365

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 11/13

8:30 pm-4:30 pm

2 stops20h 00m

George Town Owen Roberts Intl

dom. 11/16

2:25 pm-9:34 pm

1 stop7h 09m

$366

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 2/4

5:40 am-12:35 pm

1 stop6h 55m

George Town Owen Roberts Intl

lun. 2/9

2:00 pm-12:59 am

1 stop10h 59m

$382

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 10/25

5:15 am-10:45 am

1 stop6h 30m

George Town Owen Roberts Intl

sáb. 11/1

11:50 am-4:59 pm

Nonstop4h 09m

$388

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

vie. 11/7

6:20 pm-1:00 pm

2 stops18h 40m

George Town Owen Roberts Intl

mié. 11/12

1:30 pm-8:05 am

2 stops18h 35m

$414

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

lun. 9/8

5:35 am-11:31 am

1 stop6h 56m

George Town Owen Roberts Intl

dom. 9/14

12:52 pm-1:18 am

1 stop11h 26m

$455

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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 $406.

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 $295. 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 $542.

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 $455 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 $495 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 $377 on momondo.

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

There are 1 cabin classes 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?

No. A direct flight is the cheapest option for a flight between Boston 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	$118
Fastest flight time	4h 28m
Direct flights	Sun
Airports in Cayman Islands	2 airports

The best one-way flight to Cayman Islands from Boston in the past 72 hours is $118. The best round-trip flight deal from Boston to Cayman Islands found on momondo in the last 72 hours is $315.

The fastest flight from Boston to Cayman Islands takes 4h 28m

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

There are 2 airports near Cayman Islands: George Town Owen Roberts Intl (GCM), Cayman Brac Gerrard-Smith (CYB)

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 August 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 66.67% of the total bookings. Other popular models include Airbus A220-300 with 19.05%, Boeing 737-900 with 7.14%, and Boeing 737 MAX 8 with 2.38%.

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 8.0 7,980 reviews	Search Delta flights
JetBlue	PriceFrom $261	Free Cancellation	Rating 7.2 2,914 reviews	Search JetBlue flights
United Airlines	PriceFrom $270	Free Cancellation	Rating 7.4 8,916 reviews	Search United Airlines flights
American Airlines	PriceFrom $318	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Air Canada	PriceFrom $457	Free Cancellation	Rating 7.1 9,949 reviews	Search Air Canada flights
Southwest	PriceFrom $469	Free Cancellation	Rating 8.0 4,244 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 $247

Flights to Cayman Bracfrom $368

Flights to Little Caymanfrom $377

Cheap flights from Boston to the Cayman Islands from $118

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 11/15. 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

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Boston to the Cayman Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from Boston to Cayman Islands

Our best JetBlue 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 $406.

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 are 1 cabin classes 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?

No. A direct flight is the cheapest option for a flight between Boston to Cayman Islands.

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

JetBlue, Delta, and American 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