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 51% 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?

United Airlines is the most popular carrier 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 November 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.

$93 Cheap Flights from Boston to the Cayman Islands in 2025/26

1 adult

0 bags

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 Boston to the Cayman Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:05 am - 12:38 pmBOS-GCM

6h 33m1 stop

12:45 pm - 10:18 pmGCM-BOS

9h 33m1 stop

$248Delta

Find Deal

sáb., ene. 3 - sáb., ene. 10

6:00 am - 1:15 pmBOS-GCM

7h 15m1 stop

2:25 pm - 9:52 pmGCM-BOS

7h 27m1 stop

$270United Airlines

Find Deal

sáb., ene. 10 - lun., ene. 12

7:07 pm - 1:15 pmBOS-GCM

18h 08m2 stops

2:25 pm - 10:36 amGCM-BOS

20h 11m2 stops

$275United Airlines

Find Deal

mié., ene. 21 - mié., ene. 28

6:00 am - 1:15 pmBOS-GCM

7h 15m1 stop

2:50 pm - 10:52 amGCM-BOS

20h 02m1 stop

$277United Airlines

Find Deal

mar., ene. 6 - dom., ene. 11

5:20 am - 4:35 pmBOS-GCM

11h 15m1 stop

5:30 pm - 11:49 pmGCM-BOS

6h 19m1 stop

$295United Airlines

Find Deal

sáb., ene. 3 - sáb., ene. 10

5:28 am - 1:38 pmBOS-GCM

8h 10m1 stop

2:34 pm - 11:57 pmGCM-BOS

9h 23m1 stop

$303Spirit Airlines

Find Deal

sáb., ene. 10 - sáb., ene. 17

5:35 am - 12:40 pmBOS-GCM

7h 05m1 stop

1:54 pm - 10:43 pmGCM-BOS

8h 49m1 stop

$311Delta

Find Deal

mié., feb. 4 - vie., feb. 13

5:35 am - 12:40 pmBOS-GCM

7h 05m1 stop

3:40 pm - 10:43 pmGCM-BOS

7h 03m1 stop

$312Delta

Find Deal

mié., feb. 4 - sáb., feb. 14

5:35 am - 12:40 pmBOS-GCM

7h 05m1 stop

12:25 pm - 8:32 pmGCM-BOS

8h 07m1 stop

$313Delta

Find Deal

mié., feb. 4 - sáb., feb. 14

5:35 am - 12:40 pmBOS-GCM

7h 05m1 stop

3:40 pm - 10:43 pmGCM-BOS

7h 03m1 stop

$314Delta

Find Deal

mié., feb. 4 - sáb., feb. 14

Delta flights from Boston to Cayman Islands

Our best Delta deals on Boston to Cayman Islands flight tickets

Delta

Jan 3

BOS6:05 amBoston Logan Intl

6h 33m

1 stop

GCM12:38 pmGeorge Town Owen Roberts Intl

Jan 10

GCM12:45 pmGeorge Town Owen Roberts Intl

9h 33m

1 stop

BOS10:18 pmBoston Logan Intl

$248

Find similar

Delta

Feb 5

BOS8:20 pmBoston Logan Intl

16h 20m

1 stop

GCM12:40 pmGeorge Town Owen Roberts Intl

Feb 14

GCM3:40 pmGeorge Town Owen Roberts Intl

9h 29m

1 stop

BOS1:09 amBoston Logan Intl

$311

Find similar

Delta

Feb 5

BOS8:20 pmBoston Logan Intl

16h 20m

1 stop

GCM12:40 pmGeorge Town Owen Roberts Intl

Feb 14

GCM2:26 pmGeorge Town Owen Roberts Intl

8h 21m

1 stop

BOS10:47 pmBoston Logan Intl

$312

Find similar

United Airlines flights from Boston to Cayman Islands

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

United Airlines

Jan 10

BOS6:00 amBoston Logan Intl

7h 15m

1 stop

GCM1:15 pmGeorge Town Owen Roberts Intl

Jan 12

GCM2:25 pmGeorge Town Owen Roberts Intl

7h 27m

1 stop

BOS9:52 pmBoston Logan Intl

$270

Find similar

United Airlines

Jan 7

BOS7:07 pmBoston Logan Intl

18h 08m

2 stops

GCM1:15 pmGeorge Town Owen Roberts Intl

Jan 12

GCM2:25 pmGeorge Town Owen Roberts Intl

9h 24m

2 stops

BOS11:49 pmBoston Logan Intl

$275

Find similar

United Airlines

Jan 6

BOS6:00 amBoston Logan Intl

7h 15m

1 stop

GCM1:15 pmGeorge Town Owen Roberts Intl

Jan 11

GCM2:50 pmGeorge Town Owen Roberts Intl

20h 02m

1 stop

BOS10:52 amBoston Logan Intl

$277

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 1/3

6:05 am-12:38 pm

1 stop6h 33m

George Town Owen Roberts Intl

sáb. 1/10

12:45 pm-10:18 pm

1 stop9h 33m

$248

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 1/10

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

lun. 1/12

2:25 pm-9:52 pm

1 stop7h 27m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 1/21

7:07 pm-1:15 pm

2 stops18h 08m

George Town Owen Roberts Intl

mié. 1/28

2:25 pm-10:36 am

2 stops20h 11m

$275

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 1/6

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

dom. 1/11

2:50 pm-10:52 am

1 stop20h 02m

$277

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 1/3

5:20 am-4:35 pm

1 stop11h 15m

George Town Owen Roberts Intl

sáb. 1/10

5:30 pm-11:49 pm

1 stop6h 19m

$295

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 1/10

5:28 am-1:38 pm

1 stop8h 10m

George Town Owen Roberts Intl

sáb. 1/17

2:34 pm-11:57 pm

1 stop9h 23m

$303

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 2/4

5:35 am-12:40 pm

1 stop7h 05m

George Town Owen Roberts Intl

vie. 2/13

1:54 pm-10:43 pm

1 stop8h 49m

$311

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 2/4

5:35 am-12:40 pm

1 stop7h 05m

George Town Owen Roberts Intl

sáb. 2/14

3:40 pm-10:43 pm

1 stop7h 03m

$312

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 2/4

5:35 am-12:40 pm

1 stop7h 05m

George Town Owen Roberts Intl

sáb. 2/14

12:25 pm-8:32 pm

1 stop8h 07m

$313

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 2/4

5:35 am-12:40 pm

1 stop7h 05m

George Town Owen Roberts Intl

sáb. 2/14

3:40 pm-10:43 pm

1 stop7h 03m

$314

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 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

Other information

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of March, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $402.

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

Our data shows that Wednesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $373. 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 $544.

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 $484 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 $504 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 $369 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 55% 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	$344
Fastest flight time	4h 22m
Direct flights	Sun
Airports in Cayman Islands	1 airport

The best flight deal from Boston to Cayman Islands found on momondo in the last 72 hours is $344

The fastest flight from Boston to Cayman Islands takes 4h 22m

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

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 November 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 A220-300, making up 56.93% of the total bookings. Other popular models include Airbus A320-100/200 with 38.69%, Boeing 737-900 with 2.19%, and Boeing 737 MAX 8 with 0.73%.

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 7,998 reviews	Search Delta flights
United Airlines	PriceFrom $270	Free Cancellation	Rating 7.4 9,046 reviews	Search United Airlines flights
JetBlue	PriceFrom $288	Free Cancellation	Rating 7.2 2,905 reviews	Search JetBlue flights
American Airlines	PriceFrom $347	Free Cancellation	Rating 7.2 11,038 reviews	Search American Airlines flights
Air Canada	PriceFrom $457	Free Cancellation	Rating 7.1 10,476 reviews	Search Air Canada flights
Southwest	PriceFrom $469	Free Cancellation	Rating 8.0 4,254 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

Find my bookings

Get notified when prices go down

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

1 adult

vie. 12/26

vie. 1/2

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Flights to George Townfrom $183

Flights to Cayman Bracfrom $298

Flights to Little Caymanfrom $336

Boston flight routes

Flights from Boston Logan Intl to Cleveland Hopkins Intl

Flights from Boston Logan Intl to Raleigh-Durham

Flights from Boston Logan Intl to Presque Isle

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

Flights from Boston Logan Intl to Philadelphia

Flights from Boston Logan Intl to Detroit Metropolitan Wayne County

Cheap flights from Boston to the Cayman Islands from $93

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 2/7. 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

Delta flights from Boston to Cayman Islands

Our best Delta deals on Boston to Cayman Islands flight tickets

United Airlines flights from Boston to Cayman Islands

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

momondo Fare Finder

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 March, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $402.

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 55% 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?

United Airlines is the most popular carrier 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