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

Delta is the most popular carrier 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 March 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.

$79 Cheap Flights from Boston to the Cayman Islands in 2026

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.

5:45 am - 12:20 pm

BOS

GCM

7h 35m

1 stop

1:52 pm - 11:59 pm

GCM

BOS

9h 07m

1 stop

$330Spirit Airlines

Sat, Mar 21 - Thu, Mar 26

6:00 am - 1:35 pm

BOS

GCM

8h 35m

1 stop

2:15 pm - 10:40 pm

GCM

BOS

7h 25m

1 stop

$333American Airlines

Mon, Mar 23 - Thu, Mar 26

7:05 am - 12:35 pm

BOS

GCM

6h 30m

1 stop

1:35 pm - 12:16 pm

GCM

BOS

21h 41m

1 stop

$334United Airlines

Sat, Apr 25 - Fri, May 1

8:15 pm - 11:41 am

BOS

GCM

16h 26m

1 stop

12:56 pm - 1:06 am

GCM

BOS

11h 10m

1 stop

$335Delta

Thu, Aug 13 - Fri, Aug 21

7:15 am - 3:30 pm

BOS

GCM

9h 15m

1 stop

1:50 pm - 9:25 am

GCM

BOS

18h 35m

1 stop

$338United Airlines

Tue, Mar 24 - Wed, Apr 1

7:33 am - 7:15 pm

BOS

GCM

12h 42m

2 stops

2:44 pm - 9:54 am

GCM

BOS

18h 10m

1 stop

$339American Airlines

Wed, Mar 18 - Tue, Mar 31

5:47 am - 11:10 am

BOS

GCM

6h 23m

1 stop

2:15 pm - 10:40 pm

GCM

BOS

7h 25m

1 stop

$340American Airlines

Wed, Mar 18 - Thu, Mar 26

6:00 am - 1:10 pm

BOS

GCM

8h 10m

2 stops

12:35 pm - 12:25 am

GCM

BOS

10h 50m

2 stops

$341American Airlines

Tue, Apr 14 - Tue, Apr 28

6:55 pm - 5:50 pm

BOS

CYB

23h 55m

2 stops

6:20 pm - 4:08 pm

CYB

BOS

44h 48m

2 stops

$700Multiple Airlines

Fri, May 22 - Sun, May 31

5:00 pm - 3:25 pm

BOS

CYB

23h 25m

2 stops

6:20 pm - 9:54 am

CYB

BOS

38h 34m

2 stops

$783Multiple Airlines

Wed, May 6 - Wed, May 13

American Airlines flights from Boston to Cayman Islands

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

American Airlines

Mar 9

BOS9:25 amBoston Logan Intl

10h 50m

2 stops

GCM7:15 pmGeorge Town Owen Roberts Intl

Mar 12

GCM2:15 pmGeorge Town Owen Roberts Intl

7h 25m

1 stop

BOS10:40 pmBoston Logan Intl

$330

American Airlines

Mar 23

BOS6:00 amBoston Logan Intl

8h 35m

1 stop

GCM1:35 pmGeorge Town Owen Roberts Intl

Mar 26

GCM2:15 pmGeorge Town Owen Roberts Intl

7h 25m

1 stop

BOS10:40 pmBoston Logan Intl

$333

American Airlines

Mar 11

BOS9:00 amBoston Logan Intl

11h 15m

2 stops

GCM7:15 pmGeorge Town Owen Roberts Intl

Mar 18

GCM12:05 pmGeorge Town Owen Roberts Intl

9h 17m

2 stops

BOS10:22 pmBoston Logan Intl

$335

United Airlines flights from Boston to Cayman Islands

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

United Airlines

Apr 25

BOS7:05 amBoston Logan Intl

6h 30m

1 stop

GCM12:35 pmGeorge Town Owen Roberts Intl

May 1

GCM1:35 pmGeorge Town Owen Roberts Intl

21h 41m

1 stop

BOS12:16 pmBoston Logan Intl

$334

United Airlines

Mar 24

BOS7:15 amBoston Logan Intl

9h 15m

1 stop

GCM3:30 pmGeorge Town Owen Roberts Intl

Apr 1

GCM1:50 pmGeorge Town Owen Roberts Intl

18h 35m

1 stop

BOS9:25 amBoston Logan Intl

$338

United Airlines

Mar 24

BOS6:00 amBoston Logan Intl

7h 15m

1 stop

GCM12:15 pmGeorge Town Owen Roberts Intl

Apr 1

GCM1:35 pmGeorge Town Owen Roberts Intl

18h 50m

2 stops

BOS9:25 amBoston Logan Intl

$343

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 3/21

5:45 am-12:20 pm

1 stop7h 35m

George Town Owen Roberts Intl

Thu 3/26

1:52 pm-11:59 pm

1 stop9h 07m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 3/23

6:00 am-1:35 pm

1 stop8h 35m

George Town Owen Roberts Intl

Thu 3/26

2:15 pm-10:40 pm

1 stop7h 25m

$333

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 4/25

7:05 am-12:35 pm

1 stop6h 30m

George Town Owen Roberts Intl

Fri 5/1

1:35 pm-12:16 pm

1 stop21h 41m

$334

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 8/13

8:15 pm-11:41 am

1 stop16h 26m

George Town Owen Roberts Intl

Fri 8/21

12:56 pm-1:06 am

1 stop11h 10m

$335

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 3/24

7:15 am-3:30 pm

1 stop9h 15m

George Town Owen Roberts Intl

Wed 4/1

1:50 pm-9:25 am

1 stop18h 35m

$338

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 3/18

7:33 am-7:15 pm

2 stops12h 42m

George Town Owen Roberts Intl

Tue 3/31

2:44 pm-9:54 am

1 stop18h 10m

$339

Quickest round-trip

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 3/18

5:47 am-11:10 am

1 stop6h 23m

George Town Owen Roberts Intl

Thu 3/26

2:15 pm-10:40 pm

1 stop7h 25m

$340

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 4/14

6:00 am-1:10 pm

2 stops8h 10m

George Town Owen Roberts Intl

Tue 4/28

12:35 pm-12:25 am

2 stops10h 50m

$341

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Fri 5/22

6:55 pm-5:50 pm

2 stops23h 55m

Cayman Brac Gerrard-Smith

Sun 5/31

6:20 pm-4:08 pm

2 stops44h 48m

$700

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Wed 5/6

5:00 pm-3:25 pm

2 stops23h 25m

Cayman Brac Gerrard-Smith

Wed 5/13

6:20 pm-9:54 am

2 stops38h 34m

$783

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 January, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $416.

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 $305. 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 $535.

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 $507 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 $419 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?

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	$446
Fastest flight time	4h 24m
Direct flights	Sun
Airports in Cayman Islands	6 airports

The best flight deal from Boston to Cayman Islands found on momondo in the last 72 hours is $446

The fastest flight from Boston to Cayman Islands takes 4h 24m

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

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 March 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 60.94% of the total bookings. Other popular models include Airbus A320-100/200 with 26.56%, Airbus A321-100/200 with 4.69%, and Boeing 737-900 with 4.69%.

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 7.9 8,248 reviews	Search Delta flights
United Airlines	PriceFrom $193	Free Cancellation	Rating 7.4 9,388 reviews	Search United Airlines flights
JetBlue	PriceFrom $310	Free Cancellation	Rating 7.2 2,896 reviews	Search JetBlue flights
American Airlines	PriceFrom $362	Free Cancellation	Rating 7.1 11,381 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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Sat 4/4

Sat 4/11

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

Other flights from Boston

Other flights to the Cayman Islands

Airlines

Cabin classes

Complete your trip

Feeling lucky

Popular cities in the Cayman Islands

Flights to George Townfrom $223

Flights to Cayman Bracfrom $322

Flights to Little Caymanfrom $316

Cheap flights from Boston to the Cayman Islands from $79

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 5/25. 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

American Airlines flights from Boston to Cayman Islands

Our best American Airlines 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

What is the cheapest month to fly to Cayman Islands?

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?

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?

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

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

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

Explore popular destinations other users love

According to popular flight searches on momondo this year