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

Delta, United Airlines, and JetBlue 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 5 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 October 2026, there are 5 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.

$129 Cheap Flights from Boston to the Cayman Islands in 2026/27

Discover deals from 900+ travel sites with momondo.

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.

5:45 am - 12:10 pmBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

30h 25m1 stop Toronto Pearson Intl

1:10 pm - 10:37 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

9h 27m1 stop Toronto Pearson Intl

$378Air Canada

Wed, Dec 2 - Wed, Dec 9

11:15 am - 12:10 pmBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

24h 55m1 stop Toronto Pearson Intl

1:10 pm - 10:22 amGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

21h 12m1 stop Toronto Pearson Intl

$379Air Canada

Tue, Dec 1 - Tue, Dec 8

5:45 am - 2:00 pmBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

8h 15m1 stop New York John F Kennedy Intl

3:10 pm - 11:48 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

8h 38m1 stop New York John F Kennedy Intl

$412JetBlue

Fri, Jan 8 - Thu, Jan 14

5:40 am - 12:05 pmBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

6h 25m1 stop Charlotte Douglas

12:21 pm - 9:01 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

8h 40m2 stops Charlotte Douglas Philadelphia

$423American Airlines

Sat, Nov 28 - Sat, Dec 5

6:00 am - 2:40 pmBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

8h 40m2 stops Philadelphia Miami

8:15 am - 3:56 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

7h 41m1 stop Miami

$424American Airlines

Sat, Nov 28 - Sat, Dec 5

6:45 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 25mnonstop

3:10 pm - 11:47 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

8h 37m1 stop New York John F Kennedy Intl

$425JetBlue

Sat, Dec 12 - Fri, Dec 18

6:00 am - 4:35 pmBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

10h 35m2 stops Washington, D.C. Dulles Intl Houston George Bush Intcntl

5:45 pm - 12:35 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

18h 50m1 stop Houston George Bush Intcntl

$432United Airlines

Thu, Feb 18 - Mon, Feb 22

7:15 pm - 1:15 pmBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

18h 00m2 stops Washington, D.C. Dulles Intl Newark

5:10 pm - 11:59 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

6h 49m1 stop Washington, D.C. Dulles Intl

$432United Airlines

Sat, Jan 30 - Sat, Feb 6

8:15 pm - 12:40 pmBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

16h 25m1 stop Atlanta Hartsfield-Jackson

2:15 pm - 7:24 amGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

17h 09m1 stop New York John F Kennedy Intl

$432Delta

Sun, Feb 21 - Sat, Feb 27

8:59 pm - 12:25 pmBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

15h 26m1 stop Atlanta Hartsfield-Jackson

1:40 pm - 1:08 amGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

11h 28m1 stop Atlanta Hartsfield-Jackson

$432Delta

Mon, Nov 9 - Wed, Nov 18

Cheap direct flights

Enter your travel dates to find the best prices.

6:45 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 25mnonstop

12:20 pm - 4:25 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

4h 05mnonstop

$499JetBlue

Sat, Nov 28 - Sat, Dec 12

6:45 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 25mnonstop

12:20 pm - 4:30 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

4h 10mnonstop

$499JetBlue

Sat, Nov 28 - Sat, Dec 5

6:45 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 25mnonstop

12:20 pm - 4:30 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

4h 10mnonstop

$503JetBlue

Sat, Nov 28 - Sat, Dec 5

6:45 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 25mnonstop

12:20 pm - 4:30 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

4h 10mnonstop

$506JetBlue

Sat, Nov 28 - Sat, Dec 5

6:45 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 25mnonstop

12:20 pm - 4:30 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

4h 10mnonstop

$523JetBlue

Sat, Nov 28 - Sat, Dec 5

6:45 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 25mnonstop

12:20 pm - 4:25 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

4h 05mnonstop

$524JetBlue

Sat, Dec 12 - Sat, Dec 19

6:45 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 25mnonstop

12:20 pm - 4:25 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

4h 05mnonstop

$527JetBlue

Sat, Dec 12 - Sat, Dec 19

6:45 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 25mnonstop

12:20 pm - 4:25 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

4h 05mnonstop

$567JetBlue

Sat, Dec 19 - Sat, Dec 26

6:50 am - 11:10 amBOS Boston Logan Intl-GCM George Town Owen Roberts Intl

4h 20mnonstop

12:20 pm - 4:25 pmGCM George Town Owen Roberts Intl-BOS Boston Logan Intl

4h 05mnonstop

$589JetBlue

Sat, Dec 5 - Sat, Dec 12

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Air Canada flights from Boston to Cayman Islands

Our best Air Canada deals on Boston to Cayman Islands flight tickets

Air Canada

Dec 2

BOS5:45 amBoston Logan Intl

30h 25m

1 stop

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 9

GCM1:10 pmGeorge Town Owen Roberts Intl

9h 27m

1 stop

BOS10:37 pmBoston Logan Intl

$378

Air Canada

Dec 1

BOS11:15 amBoston Logan Intl

24h 55m

1 stop

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 8

GCM1:10 pmGeorge Town Owen Roberts Intl

21h 12m

1 stop

BOS10:22 amBoston Logan Intl

$379

Air Canada

Dec 2

BOS5:45 amBoston Logan Intl

30h 25m

1 stop

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 9

GCM1:10 pmGeorge Town Owen Roberts Intl

44h 38m

2 stops

BOS9:48 amBoston Logan Intl

$381

American Airlines flights from Boston to Cayman Islands

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

American Airlines

Nov 28

BOS5:40 amBoston Logan Intl

6h 25m

1 stop

GCM12:05 pmGeorge Town Owen Roberts Intl

Dec 5

GCM12:21 pmGeorge Town Owen Roberts Intl

8h 40m

2 stops

BOS9:01 pmBoston Logan Intl

$423

American Airlines

Nov 28

BOS6:00 amBoston Logan Intl

8h 40m

2 stops

GCM2:40 pmGeorge Town Owen Roberts Intl

Dec 5

GCM12:21 pmGeorge Town Owen Roberts Intl

8h 40m

2 stops

BOS9:01 pmBoston Logan Intl

$424

American Airlines

Nov 28

BOS6:00 amBoston Logan Intl

8h 40m

2 stops

GCM2:40 pmGeorge Town Owen Roberts Intl

Dec 5

GCM8:15 amGeorge Town Owen Roberts Intl

7h 41m

1 stop

BOS3:56 pmBoston Logan Intl

$426

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Wed 12/2

5:45 am-12:10 pm

1 stop30h 25m

George Town Owen Roberts Intl

Wed 12/9

1:10 pm-10:37 pm

1 stop9h 27m

$378

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Tue 12/1

11:15 am-12:10 pm

1 stop24h 55m

George Town Owen Roberts Intl

Tue 12/8

1:10 pm-10:22 am

1 stop21h 12m

$379

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Fri 1/8

5:45 am-2:00 pm

1 stop8h 15m

George Town Owen Roberts Intl

Thu 1/14

3:10 pm-11:48 pm

1 stop8h 38m

$412

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Sat 11/28

5:40 am-12:05 pm

1 stop6h 25m

George Town Owen Roberts Intl

Sat 12/5

12:21 pm-9:01 pm

2 stops8h 40m

$423

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Sat 11/28

6:00 am-2:40 pm

2 stops8h 40m

George Town Owen Roberts Intl

Sat 12/5

8:15 am-3:56 pm

1 stop7h 41m

$424

Quickest round-trip

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Sat 12/12

6:45 am-11:10 am

Nonstop4h 25m

George Town Owen Roberts Intl

Fri 12/18

3:10 pm-11:47 pm

1 stop8h 37m

$425

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Thu 2/18

6:00 am-4:35 pm

2 stops10h 35m

George Town Owen Roberts Intl

Mon 2/22

5:45 pm-12:35 pm

1 stop18h 50m

$432

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Sat 1/30

7:15 pm-1:15 pm

2 stops18h 00m

George Town Owen Roberts Intl

Sat 2/6

5:10 pm-11:59 pm

1 stop6h 49m

$432

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Sun 2/21

8:15 pm-12:40 pm

1 stop16h 25m

George Town Owen Roberts Intl

Sat 2/27

2:15 pm-7:24 am

1 stop17h 09m

$432

BostonGeorge Town

BOS Boston Logan Intl - GCM George Town Owen Roberts Intl

BOSGCM

Boston Logan Intl

Mon 11/9

8:59 pm-12:25 pm

1 stop15h 26m

George Town Owen Roberts Intl

Wed 11/18

1:40 pm-1:08 am

1 stop11h 28m

$432

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

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $420.

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 from Boston to the Cayman Islands?

You are more likely to see cheaper flights to Cayman Islands from Boston when booking week ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $539 when searching week 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 $425 on momondo.

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

There is only 1 cabin class available to choose from on Boston 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 3% 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	$129
Fastest flight time	4h 25m
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 $129. The best round-trip flight deal from Boston to Cayman Islands found on momondo in the last 72 hours is $378.

The fastest flight from Boston to Cayman Islands takes 4h 25m

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

There are 6 airports in Cayman Islands. From Boston there are direct flights to George Town Owen Roberts Intl (GCM).

Search flight deals

Frequently asked questions about flying from Boston to the 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 2026, there are 5 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 50.00% of the total bookings. Other popular models include Airbus A320-100/200 with 27.78%, Airbus A220 with 16.67%, and Airbus A321-100/200 with 5.56%.

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 $72	Free Cancellation	Rating 7.8 8,667 reviews	Search Delta flights
United Airlines	PriceFrom $197	Free Cancellation	Rating 7.3 10,414 reviews	Search United Airlines flights
JetBlue	PriceFrom $281	Free Cancellation	Rating 7.1 3,063 reviews	Search JetBlue flights
American Airlines	PriceFrom $335	Free Cancellation	Rating 7.0 12,189 reviews	Search American Airlines flights
Southwest	PriceFrom $559	Free Cancellation	Rating 7.9 4,211 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.

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Complete your trip

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Popular cities in the Cayman Islands

Flights to George Townfrom $268

Flights to Cayman Bracfrom $322

Flights to Little Caymanfrom $387

Cheap flights from Boston to the Cayman Islands from $129

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 11/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Boston to the Cayman Islands

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Air Canada flights from Boston to Cayman Islands

Our best Air Canada 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

What is the cheapest month to fly to Cayman Islands?

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

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

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

Can stopping save me money on Boston to Cayman Islands flights?

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

What airlines fly to Cayman Islands?

Cheap Boston to Cayman Islands flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Cayman Islands

Frequently asked questions about flying from Boston to the 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?

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

Boston flight routes

According to popular flight searches on momondo this year

Cayman Islands flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to the Cayman Islands

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to the Cayman Islands

List of cabin classes available on flights landing in the Cayman Islands. Availability may vary depending on flight origin and airline.

Complete your trip to the Cayman Islands

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According to popular flight searches on momondo this year