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Grand Cayman

$84+ Cheap flights from Boston (BOS) to Grand Cayman

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap flight deals from Boston to Grand Cayman

Cheapest flights from Boston to Grand Cayman
Explore the most affordable flight options available from Boston to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2026.

This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:15 am
BOS
-
GCM
1 stop8h 15m
United Airlines
Sun 11/15:45 pm
GCM
-
BOS
2 stops15h 39m
United Airlines
Deal found 2/20$350
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/88:45 pm
BOS
-
GCM
1 stop16h 02m
Delta
Tue 4/141:25 pm
GCM
-
BOS
1 stop9h 33m
Delta
Deal found 2/19$351
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:19 pm
BOS
-
GCM
2 stops17h 56m
United Airlines
Sat 2/285:30 pm
GCM
-
BOS
1 stop17h 06m
United Airlines
Deal found 2/20$352
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
BOS
-
GCM
1 stop7h 15m
United Airlines
Sun 3/12:50 pm
GCM
-
BOS
1 stop19h 59m
United Airlines
Deal found 2/20$353
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:30 am
BOS
-
GCM
1 stop6h 35m
United Airlines
Sat 5/164:09 pm
GCM
-
BOS
2 stops17h 11m
United Airlines
Deal found 2/19$355
This United Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:00 am
BOS
-
GCM
1 stop7h 45m
United Airlines
Mon 4/131:50 pm
GCM
-
BOS
2 stops19h 14m
United Airlines
Deal found 2/18$356
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:40 am
BOS
-
GCM
1 stop6h 33m
American Airlines
Thu 3/1911:40 am
GCM
-
BOS
2 stops11h 19m
American Airlines
Deal found 2/20$358
This Air Canada deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:10 am
BOS
-
GCM
1 stop7h 20m
Air Canada
Sat 6/1312:25 pm
GCM
-
BOS
2 stops20h 20m
Air Canada
Deal found 2/19$359
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:32 am
BOS
-
GCM
1 stop9h 53m
American Airlines
Sat 3/73:03 pm
GCM
-
BOS
1 stop7h 37m
American Airlines
Deal found 2/20$362
This United Airlines deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:00 am
BOS
-
GCM
1 stop7h 45m
United Airlines
Sat 3/2812:55 pm
GCM
-
BOS
1 stop8h 46m
United Airlines
Deal found 2/22$363
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
BOS
-
GCM
1 stop7h 45m
United Airlines
Sat 3/72:50 pm
GCM
-
BOS
1 stop9h 46m
United Airlines
Deal found 2/19$364

Find flight deals from Boston to Grand Cayman

Keep the following information in mind while searching for Boston to Grand Cayman flight deals. Data was last updated February 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$350
(United Airlines)

One-way from

$84
(Delta)

Popular in

December

Cheapest in

January

Average price

$598
Provider with most accurate pricing for Boston Logan Intl-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-George Town Owen Roberts Intl flights.
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From Boston Logan Intl to Grand Cayman
Search Deals
One-way flight from Boston Logan Intl to Grand Cayman
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Grand Cayman 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, Cheapflights users made 2,558,603 searches. Data last updated February 22, 2026.
Use the filters below to find and compare flights from Boston to Grand Cayman that are best for you.

Fly from

Boston

Fly to

Grand Cayman

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 4/8

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 4/13

1:50 pm-12:59 am

1 stop10h 09m

$351

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 4/14

5:35 am-12:00 pm

1 stop7h 25m

George Town Owen Roberts Intl

Wed 4/15

1:25 pm-11:58 pm

1 stop9h 33m

$351

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 3/19

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Tue 3/24

4:45 pm-12:07 pm

1 stop18h 22m

$351

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 4/9

6:00 am-11:45 am

1 stop6h 45m

George Town Owen Roberts Intl

Mon 4/13

1:50 pm-12:59 am

1 stop10h 09m

$351

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 3/12

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Tue 3/17

4:45 pm-12:07 pm

1 stop18h 22m

$351

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 4/22

6:00 am-11:45 am

1 stop6h 45m

George Town Owen Roberts Intl

Wed 4/29

1:50 pm-9:25 am

1 stop18h 35m

$351

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 4/11

5:50 am-1:30 pm

1 stop8h 40m

George Town Owen Roberts Intl

Tue 4/14

1:25 pm-1:15 am

1 stop10h 50m

$353

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 4/10

8:45 pm-9:45 am

1 stop14h 00m

George Town Owen Roberts Intl

Tue 4/14

1:25 pm-11:58 pm

1 stop9h 33m

$353

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 4/14

5:35 am-12:00 pm

1 stop7h 25m

George Town Owen Roberts Intl

Mon 4/20

1:25 pm-11:58 pm

1 stop9h 33m

$353

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 4/10

5:50 am-1:30 pm

1 stop8h 40m

George Town Owen Roberts Intl

Wed 4/15

1:25 pm-11:58 pm

1 stop9h 33m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 22 results
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Best time to book a flight from Boston to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Grand Cayman

What is the cheapest month to book a flight from Boston to Grand Cayman?

Currently, January is the cheapest month in which you can book a flight from Boston to Grand Cayman (average of $72). Flying from Boston to Grand Cayman in August is currently the most expensive (average of $404). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to LAW?

Find hourly flight availability from Boston to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 22, 2026.

When flying from Boston to Grand Cayman, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Grand Cayman. Reviews last updated February 22, 2026.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Boston to Grand Cayman have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,240 reviews
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,341 reviews
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,338 reviews
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,898 reviews
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Boston to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Grand Cayman?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Grand Cayman from Boston.

  • How long is the flight from Boston to Grand Cayman?

    There are many flights that can get you from Boston to Grand Cayman in 7h 45m. Fly via United Airlines to get the fastest option. Boston and Grand Cayman are separated by a distance of 1704 mi.

  • What are the cheapest airlines to fly from Boston to Grand Cayman one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $54. Users have also found prices from $90 and $108 on United Airlines and American Airlines, respectively.

  • What are the cheapest flights from Boston to Grand Cayman?

    Looking at all options, your cheapest flight can be booked for $326. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $299 on average, our data indicates $891 when flying from Boston to Grand Cayman.

  • Can I find deals for flights from Boston to Grand Cayman that include hotel bookings?

    Yes. In addition to deals on Boston to Grand Cayman flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Grand Cayman?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Grand Cayman.

  • Can I find deals for business class flights from Boston to Grand Cayman?

    Yes. Cheapflights offers flight deals from Boston to Grand Cayman by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Grand Cayman?

    Currently, January is the cheapest month in which you can book a flight from Boston to Grand Cayman (average of $72). Flying from Boston to Grand Cayman in August is currently the most expensive (average of $404). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Boston to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
Boston to George Town flights
Hartford to George Town flights
Albany to George Town flights
Worcester to George Town flights
Boston to Cayman Brac flights
West Tisbury to George Town flights

Top 4 airlines flying from Boston to Grand Cayman

Discover the top 4 airlines that operate flights from Boston to Grand Cayman. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$72Average$448FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$193Average$380FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$280Average$516FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$384Average$537FlexibilityNo cancel feeOn-time71%

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