Latest deals
Insights
FAQs
Reviews
Price Alerts

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 8/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Boston to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:30 am - 11:39 am
BOS
-
GCM
7h 09m
1 stop
Delta Logo
1:04 pm - 11:41 pm
GCM
-
BOS
9h 37m
1 stop
$363Delta
Sat, Aug 29 - Mon, Aug 31
United Airlines Logo
8:31 pm - 12:25 pm
BOS
-
GCM
16h 54m
2 stops
United Airlines Logo
1:35 pm - 11:38 pm
GCM
-
BOS
9h 03m
1 stop
$367United Airlines
Fri, Aug 21 - Sat, Aug 29
United Airlines Logo
9:30 am - 4:35 pm
BOS
-
GCM
7h 05m
1 stop
United Airlines Logo
2:50 pm - 8:44 am
GCM
-
BOS
17h 54m
2 stops
$368United Airlines
Mon, Jan 4 - Thu, Jan 14
United Airlines Logo
9:30 am - 4:35 pm
BOS
-
GCM
7h 05m
1 stop
United Airlines Logo
2:55 pm - 10:53 am
GCM
-
BOS
19h 58m
1 stop
$371United Airlines
Mon, Jan 4 - Wed, Jan 13
United Airlines Logo
6:00 am - 3:00 pm
BOS
-
GCM
10h 00m
2 stops
United Airlines Logo
5:45 pm - 10:23 am
GCM
-
BOS
16h 38m
2 stops
$372United Airlines
Sat, Oct 31 - Sun, Nov 8
United Airlines Logo
6:00 am - 4:30 pm
BOS
-
GCM
10h 30m
2 stops
United Airlines Logo
5:45 pm - 4:57 pm
GCM
-
BOS
23h 12m
1 stop
$376United Airlines
Fri, Dec 4 - Mon, Dec 7
United Airlines Logo
6:00 am - 4:30 pm
BOS
-
GCM
10h 30m
2 stops
United Airlines Logo
5:45 pm - 12:35 pm
GCM
-
BOS
18h 50m
1 stop
$393United Airlines
Tue, Dec 1 - Tue, Dec 8
United Airlines Logo
5:45 am - 4:00 pm
BOS
-
GCM
10h 15m
2 stops
United Airlines Logo
2:50 pm - 8:44 am
GCM
-
BOS
17h 54m
2 stops
$394United Airlines
Mon, Jan 4 - Thu, Jan 14
United Airlines Logo
7:40 am - 4:30 pm
BOS
-
GCM
8h 50m
1 stop
United Airlines Logo
5:45 pm - 12:35 pm
GCM
-
BOS
18h 50m
1 stop
$398United Airlines
Fri, Dec 4 - Mon, Dec 7
Multiple Airlines Logo
7:40 pm - 5:50 pm
BOS
-
CYB
22h 10m
2 stops
Multiple Airlines Logo
7:10 am - 10:37 pm
CYB
-
BOS
15h 27m
2 stops
$814Multiple Airlines
Sat, Nov 14 - Sat, Nov 21

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

United Airlines flights from Boston to Cayman Islands

Our best United Airlines deals on Boston to Cayman Islands flight tickets
United Airlines
Aug 21
BOS8:31 pmBoston Logan Intl
16h 54m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
Aug 29
GCM1:35 pmGeorge Town Owen Roberts Intl
9h 03m
1 stop
BOS11:38 pmBoston Logan Intl
$367
United Airlines
Nov 7
BOS6:00 amBoston Logan Intl
10h 20m
2 stops
GCM4:20 pmGeorge Town Owen Roberts Intl
Nov 11
GCM5:45 pmGeorge Town Owen Roberts Intl
15h 54m
2 stops
BOS9:39 amBoston Logan Intl
$368
United Airlines
Jan 4
BOS9:30 amBoston Logan Intl
7h 05m
1 stop
GCM4:35 pmGeorge Town Owen Roberts Intl
Jan 13
GCM2:55 pmGeorge Town Owen Roberts Intl
19h 58m
1 stop
BOS10:53 amBoston Logan Intl
$371

American Airlines flights from Boston to Cayman Islands

Our best American Airlines deals on Boston to Cayman Islands flight tickets
American Airlines
Nov 5
BOS5:36 amBoston Logan Intl
14h 44m
1 stop
GCM8:20 pmGeorge Town Owen Roberts Intl
Nov 13
GCM3:14 pmGeorge Town Owen Roberts Intl
7h 32m
1 stop
BOS10:46 pmBoston Logan Intl
$459
American Airlines
Nov 5
BOS6:44 amBoston Logan Intl
7h 33m
1 stop
GCM2:17 pmGeorge Town Owen Roberts Intl
Nov 13
GCM3:14 pmGeorge Town Owen Roberts Intl
8h 33m
2 stops
BOS11:47 pmBoston Logan Intl
$464
American Airlines
Nov 5
BOS6:00 amBoston Logan Intl
8h 45m
1 stop
GCM2:45 pmGeorge Town Owen Roberts Intl
Nov 9
GCM3:45 pmGeorge Town Owen Roberts Intl
9h 14m
1 stop
BOS12:59 amBoston Logan Intl
$469

momondo Fare Finder

 
Customize your flight search to find flights from Boston to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 20, 2026.
Use the filters below to find and compare flights from Boston to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 8/29

5:30 am-11:39 am

1 stop7h 09m

George Town Owen Roberts Intl

Mon 8/31

1:04 pm-11:41 pm

1 stop9h 37m

$363

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 8/21

8:31 pm-12:25 pm

2 stops16h 54m

George Town Owen Roberts Intl

Sat 8/29

1:35 pm-11:38 pm

1 stop9h 03m

$367

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/4

9:30 am-4:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Thu 1/14

2:50 pm-8:44 am

2 stops17h 54m

$368

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/4

9:30 am-4:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Wed 1/13

2:55 pm-10:53 am

1 stop19h 58m

$371

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 10/31

6:00 am-3:00 pm

2 stops10h 00m

George Town Owen Roberts Intl

Sun 11/8

5:45 pm-10:23 am

2 stops16h 38m

$372

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 12/4

6:00 am-4:30 pm

2 stops10h 30m

George Town Owen Roberts Intl

Mon 12/7

5:45 pm-4:57 pm

1 stop23h 12m

$376

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 12/1

6:00 am-4:30 pm

2 stops10h 30m

George Town Owen Roberts Intl

Tue 12/8

5:45 pm-12:35 pm

1 stop18h 50m

$393

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/4

5:45 am-4:00 pm

2 stops10h 15m

George Town Owen Roberts Intl

Thu 1/14

2:50 pm-8:44 am

2 stops17h 54m

$394

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 12/4

7:40 am-4:30 pm

1 stop8h 50m

George Town Owen Roberts Intl

Mon 12/7

5:45 pm-12:35 pm

1 stop18h 50m

$398

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Sat 11/14

7:40 pm-5:50 pm

2 stops22h 10m

Cayman Brac Gerrard-Smith

Sat 11/21

7:10 am-10:37 pm

2 stops15h 27m

$814

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 November is also cheap. Prices for this month can be found on momondo for an average of $423.

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 $506 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 $442 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

Fastest flight time

4h 25m

Direct flights

Sun

Airports in Cayman Islands

6 airports
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?

  • 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?

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
DeltaPriceFrom $72Free CancellationRating
7.8
8,476 reviews
Search Delta flights
United AirlinesPriceFrom $197Free CancellationRating
7.4
10,014 reviews
Search United Airlines flights
JetBluePriceFrom $315Free CancellationRating
7.1
3,011 reviews
Search JetBlue flights
American AirlinesPriceFrom $330Free CancellationRating
7.1
11,825 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
Wed 8/19
Wed 8/26
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

Popular flights according to clicks in the last 7 days on momondo
Flights to George Townfrom $269
Flights to Cayman Bracfrom $331
Flights to Little Caymanfrom $385