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Grand Cayman

$71+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
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 December 16, 2025.

This Delta deal was found by Cheapflights users on 12/15. 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.
Tue 12/235:40 amBOS - GCM
1 stop6h 56mDelta
Wed 12/313:42 pmGCM - BOS
1 stop8h 12mDelta
Deal found 12/15$320
This Delta deal was found by Cheapflights users on 12/14. 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.
Sun 12/215:40 amBOS - GCM
1 stop8h 47mDelta
Sun 12/283:42 pmGCM - BOS
1 stop7h 29mDelta
Deal found 12/14$346
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/166:00 amBOS - GCM
2 stops10h 30mUnited Airlines
Tue 12/235:10 pmGCM - BOS
1 stop17h 27mUnited Airlines
Deal found 12/15$353
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/165:34 amBOS - GCM
1 stop6h 36mAmerican Airlines
Tue 12/2312:50 pmGCM - BOS
1 stop12h 09mAmerican Airlines
Deal found 12/15$372
This Delta deal was found by Cheapflights users on 12/15. 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.
Mon 12/225:40 amBOS - GCM
1 stop6h 56mDelta
Sun 12/283:42 pmGCM - BOS
1 stop7h 29mDelta
Deal found 12/15$381
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Tue 12/305:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Thu 1/12:50 pmGCM - BOS
1 stop9h 55mUnited Airlines
Deal found 12/14$397
This Delta deal was found by Cheapflights users on 12/15. 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.
Tue 12/235:40 amBOS - GCM
1 stop8h 47mDelta
Mon 12/293:42 pmGCM - BOS
1 stop9h 25mDelta
Deal found 12/15$415
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/235:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Wed 12/315:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/16$419
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/226:01 amBOS - GCM
1 stop7h 44mUnited Airlines
Mon 12/295:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/15$434
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Sun 12/217:44 pmBOS - GCM
2 stops18h 01mUnited Airlines
Wed 12/315:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/15$435
This Delta deal was found by Cheapflights users on 12/15. 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.
Mon 12/225:40 amBOS - GCM
1 stop6h 56mDelta
Mon 12/293:42 pmGCM - BOS
1 stop9h 25mDelta
Deal found 12/15$441

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 December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$260
(United Airlines)

One-way from

$71
(Booking.com)

Popular in

December

Cheapest in

March

Average price

$644
Provider with most accurate pricing for Boston Logan Intl-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-George Town Owen Roberts Intl flights.
Search Deals
From Boston Logan Intl to Grand Cayman
Search Deals
One-way flight from Boston Logan Intl to Grand Cayman
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 16, 2025.
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

Sat 1/10

7:22 pm-1:45 pm

2 stops18h 23m

George Town Owen Roberts Intl

Thu 1/29

2:25 pm-9:52 pm

1 stop7h 27m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/19

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Fri 1/23

2:25 pm-9:52 pm

1 stop7h 27m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 1/30

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 2/2

2:25 pm-9:52 pm

1 stop7h 27m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 2/3

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Mon 2/9

2:25 pm-11:49 pm

2 stops9h 24m

$275

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 2/5

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sun 2/8

2:25 pm-9:52 pm

1 stop7h 27m

$288

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 2/26

7:19 pm-1:45 pm

2 stops18h 26m

George Town Owen Roberts Intl

Tue 3/3

2:25 pm-10:36 am

2 stops20h 11m

$293

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 2/27

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sun 3/1

2:50 pm-10:49 am

1 stop19h 59m

$294

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 3/21

6:00 am-11:50 am

1 stop6h 50m

George Town Owen Roberts Intl

Sat 3/28

1:15 pm-10:54 pm

1 stop8h 39m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 3/2

5:35 am-12:29 pm

1 stop6h 54m

George Town Owen Roberts Intl

Sat 3/7

3:40 pm-1:09 am

1 stop9h 29m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/31

5:34 am-1:38 pm

1 stop8h 04m

$71

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 19 results
1
2

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 $194). 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 December 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Boston to Grand Cayman in the afternoon. If you’re flexible enough to do this you can expect to save up to 38% on your trip compared to booking a flight in the morning.

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 December 16, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,010 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,094 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,048 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,894 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 18h 23m. 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 $89 and $90 on JetBlue and United Airlines, respectively.

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

    Looking at all options, your cheapest flight can be booked for $315. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $265 on average, our data indicates $515 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 $194). 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 5 airlines flying from Boston to Grand Cayman

Discover the top 5 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$128Average$455FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$244Average$374FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$287Average$489FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$349Average$546FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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