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

Spirit Airlines, United Airlines, and Delta 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 49% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 4 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 January 2026, there are 4 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.

$57 Cheap Flights from Boston to the Cayman Islands in 2026

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Find the cheapest flights from Boston to the Cayman Islands

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5:34 am - 1:53 pm

BOS

GCM

8h 19m

1 stop

2:34 pm - 11:57 pm

GCM

BOS

9h 23m

1 stop

$273Spirit Airlines

Thu, Jan 29 - Sat, Jan 31

5:34 am - 1:53 pm

BOS

GCM

8h 19m

1 stop

2:49 pm - 11:44 pm

GCM

BOS

8h 55m

1 stop

$280Spirit Airlines

Sun, Feb 8 - Thu, Feb 12

5:30 am - 3:25 pm

BOS

GCM

9h 55m

1 stop

3:35 pm - 11:59 pm

GCM

BOS

8h 24m

1 stop

$285American Airlines

Wed, Feb 18 - Tue, Feb 24

8:35 am - 8:15 pm

BOS

GCM

11h 40m

2 stops

1:05 pm - 11:59 pm

GCM

BOS

10h 54m

2 stops

$290American Airlines

Wed, Feb 18 - Wed, Feb 25

5:27 am - 1:43 pm

BOS

GCM

8h 16m

1 stop

2:49 pm - 11:44 pm

GCM

BOS

8h 55m

1 stop

$295Spirit Airlines

Sun, Feb 22 - Thu, Feb 26

5:27 pm - 1:38 pm

BOS

GCM

20h 11m

1 stop

2:49 pm - 11:57 pm

GCM

BOS

9h 08m

1 stop

$302Spirit Airlines

Fri, Jan 30 - Thu, Feb 5

10:55 am - 8:20 pm

BOS

GCM

9h 25m

1 stop

12:16 pm - 8:33 pm

GCM

BOS

8h 17m

1 stop

$303American Airlines

Wed, Feb 4 - Mon, Feb 9

6:30 am - 2:35 pm

BOS

GCM

8h 05m

1 stop

3:35 pm - 11:59 pm

GCM

BOS

8h 24m

1 stop

$305American Airlines

Wed, Feb 18 - Wed, Feb 25

11:00 am - 8:20 pm

BOS

GCM

9h 20m

2 stops

12:16 pm - 10:56 pm

GCM

BOS

10h 40m

2 stops

$308American Airlines

Wed, Feb 4 - Mon, Feb 9

6:10 am - 5:50 pm

BOS

CYB

12h 40m

2 stops

8:30 am - 7:43 am

CYB

BOS

22h 13m

2 stops

$625Multiple Airlines

Mon, Mar 9 - Sun, Mar 15

American Airlines flights from Boston to Cayman Islands

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

American Airlines

Feb 18

BOS6:30 amBoston Logan Intl

8h 05m

1 stop

GCM2:35 pmGeorge Town Owen Roberts Intl

Feb 25

GCM12:58 pmGeorge Town Owen Roberts Intl

9h 17m

1 stop

BOS10:15 pmBoston Logan Intl

$285

American Airlines

Feb 18

BOS8:35 amBoston Logan Intl

11h 40m

2 stops

GCM8:15 pmGeorge Town Owen Roberts Intl

Feb 25

GCM1:05 pmGeorge Town Owen Roberts Intl

10h 54m

2 stops

BOS11:59 pmBoston Logan Intl

$290

American Airlines

Feb 4

BOS10:55 amBoston Logan Intl

9h 25m

1 stop

GCM8:20 pmGeorge Town Owen Roberts Intl

Feb 9

GCM12:16 pmGeorge Town Owen Roberts Intl

8h 17m

1 stop

BOS8:33 pmBoston Logan Intl

$303

Spirit Airlines flights from Boston to Cayman Islands

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

Spirit Airlines

Jan 29

BOS5:34 amBoston Logan Intl

8h 19m

1 stop

GCM1:53 pmGeorge Town Owen Roberts Intl

Jan 31

GCM2:34 pmGeorge Town Owen Roberts Intl

9h 23m

1 stop

BOS11:57 pmBoston Logan Intl

$273

Spirit Airlines

Feb 8

BOS5:34 amBoston Logan Intl

8h 19m

1 stop

GCM1:53 pmGeorge Town Owen Roberts Intl

Feb 12

GCM2:49 pmGeorge Town Owen Roberts Intl

8h 55m

1 stop

BOS11:44 pmBoston Logan Intl

$280

Spirit Airlines

Feb 22

BOS5:27 amBoston Logan Intl

8h 16m

1 stop

GCM1:43 pmGeorge Town Owen Roberts Intl

Feb 26

GCM2:49 pmGeorge Town Owen Roberts Intl

8h 55m

1 stop

BOS11:44 pmBoston Logan Intl

$295

Fly from

Fly to

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 1/29

5:34 am-1:53 pm

1 stop8h 19m

George Town Owen Roberts Intl

Sat 1/31

2:34 pm-11:57 pm

1 stop9h 23m

$273

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 2/8

5:34 am-1:53 pm

1 stop8h 19m

George Town Owen Roberts Intl

Thu 2/12

2:49 pm-11:44 pm

1 stop8h 55m

$280

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 2/18

5:30 am-3:25 pm

1 stop9h 55m

George Town Owen Roberts Intl

Tue 2/24

3:35 pm-11:59 pm

1 stop8h 24m

$285

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 2/18

8:35 am-8:15 pm

2 stops11h 40m

George Town Owen Roberts Intl

Wed 2/25

1:05 pm-11:59 pm

2 stops10h 54m

$290

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 2/22

5:27 am-1:43 pm

1 stop8h 16m

George Town Owen Roberts Intl

Thu 2/26

2:49 pm-11:44 pm

1 stop8h 55m

$295

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 1/30

5:27 pm-1:38 pm

1 stop20h 11m

George Town Owen Roberts Intl

Thu 2/5

2:49 pm-11:57 pm

1 stop9h 08m

$302

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 2/4

10:55 am-8:20 pm

1 stop9h 25m

George Town Owen Roberts Intl

Mon 2/9

12:16 pm-8:33 pm

1 stop8h 17m

$303

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 2/18

6:30 am-2:35 pm

1 stop8h 05m

George Town Owen Roberts Intl

Wed 2/25

3:35 pm-11:59 pm

1 stop8h 24m

$305

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 2/4

11:00 am-8:20 pm

2 stops9h 20m

George Town Owen Roberts Intl

Mon 2/9

12:16 pm-10:56 pm

2 stops10h 40m

$308

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Mon 3/9

6:10 am-5:50 pm

2 stops12h 40m

Cayman Brac Gerrard-Smith

Sun 3/15

8:30 am-7:43 am

2 stops22h 13m

$625

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

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 $408.

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 $371. 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 $537.

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 $505 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 $409 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 9% 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	$164
Fastest flight time	4h 20m
Direct flights	Sun
Airports in Cayman Islands	6 airports

The best one-way flight to Cayman Islands from Boston in the past 72 hours is $164. The best round-trip flight deal from Boston to Cayman Islands found on momondo in the last 72 hours is $390.

The fastest flight from Boston to Cayman Islands takes 4h 20m

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

There are 6 airports in Cayman Islands. From Boston there are direct flights to 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 January 2026, there are 4 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 62.10% of the total bookings. Other popular models include Airbus A320-100/200 with 33.06%, Boeing 737-900 with 2.42%, and Boeing 737 MAX 8 with 0.81%.

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 $128	Free Cancellation	Rating 7.9 8,040 reviews	Search Delta flights
United Airlines	PriceFrom $212	Free Cancellation	Rating 7.4 9,156 reviews	Search United Airlines flights
JetBlue	PriceFrom $292	Free Cancellation	Rating 7.2 2,884 reviews	Search JetBlue flights
American Airlines	PriceFrom $363	Free Cancellation	Rating 7.2 11,119 reviews	Search American Airlines 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.

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Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Flights to George Townfrom $185

Flights to Cayman Bracfrom $304

Flights to Little Caymanfrom $304

Cheap flights from Boston to the Cayman Islands from $57

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 1/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Boston to the Cayman Islands

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American Airlines flights from Boston to Cayman Islands

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

Spirit Airlines flights from Boston to Cayman Islands

Our best Spirit 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

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 $408.

What is the cheapest 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 9% 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?

Spirit Airlines, United Airlines, and Delta 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