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Grand Cayman

$158+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
May 10 — May 171
Sat 5/10
Sat 5/17
1 adult, Economy
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Cheap 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 May 5, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$420
(Delta)

One-way from

$158
(United Airlines)

Popular in

February

Cheapest in

January

Average price

$509
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
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One-way flight from Boston Logan Intl to Grand Cayman
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find 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 May 5, 2025.

This Delta deal was found by Cheapflights users on 5/5. 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 6/175:35 amBOS - GCM
1 stop6h 50mDelta
Tue 7/2212:40 pmGCM - BOS
1 stop9h 02mDelta
Deal found 5/5$420
This American Airlines deal was found by Cheapflights users on 5/4. 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 6/178:11 pmBOS - GCM
2 stops16h 04mAmerican Airlines
Tue 7/2212:25 pmGCM - BOS
2 stops8h 54mAmerican Airlines
Deal found 5/4$444
This United Airlines deal was found by Cheapflights users on 5/4. 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 5/155:10 amBOS - GCM
1 stop8h 20mUnited Airlines
Mon 5/191:35 pmGCM - BOS
2 stops22h 13mUnited Airlines
Deal found 5/4$454
This JetBlue deal was found by Cheapflights users on 5/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/110:13 amBOS - GCM
Nonstop4h 22mJetBlue
Sat 11/153:55 pmGCM - BOS
Nonstop4h 10mJetBlue
Deal found 5/5$455
This Mytrip deal was found by Cheapflights users on 5/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2510:40 amBOS - GCM
1 stop26h 15mMultiple Airlines
Sun 6/17:00 amGCM - BOS
2 stops34h 58mMultiple Airlines
Deal found 5/5$492
This Justfly.com deal was found by Cheapflights users on 5/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/155:50 amBOS - GCM
2 stops31h 05mAir Canada
Thu 6/1912:50 pmGCM - BOS
1 stop20h 05mAir Canada
Deal found 5/4$554
This Southwest deal was found by Cheapflights users on 5/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/29:45 pmBOS - GCM
2 stops15h 05mSouthwest
Sat 6/71:05 pmGCM - BOS
2 stops19h 10mSouthwest
Deal found 5/5$559

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 May 5, 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

Tue 6/17

5:35 am-11:25 am

1 stop6h 50m

George Town Owen Roberts Intl

Tue 7/22

12:40 pm-10:42 pm

1 stop9h 02m

$420

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 6/17

8:11 pm-11:15 am

2 stops16h 04m

George Town Owen Roberts Intl

Tue 7/22

12:25 pm-10:19 pm

2 stops8h 54m

$444

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 5/15

5:10 am-12:30 pm

1 stop8h 20m

George Town Owen Roberts Intl

Mon 5/19

1:35 pm-12:48 pm

2 stops22h 13m

$454

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 5/25

10:40 am-11:55 am

1 stop26h 15m

George Town Owen Roberts Intl

Sun 6/1

7:00 am-6:58 pm

2 stops34h 58m

$492

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 6/15

5:50 am-11:55 am

2 stops31h 05m

George Town Owen Roberts Intl

Thu 6/19

12:50 pm-9:55 am

1 stop20h 05m

$554

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 6/2

9:45 pm-11:50 am

2 stops15h 05m

George Town Owen Roberts Intl

Sat 6/7

1:05 pm-9:15 am

2 stops19h 10m

$559

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 6/11

5:30 pm-4:10 pm

3 stops47h 40m

George Town Owen Roberts Intl

Tue 6/17

6:05 pm-2:40 pm

3 stops43h 35m

$8,456

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 5/31

6:00 am-3:05 pm

2 stops10h 05m

$158

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 5/11

7:00 pm-11:55 am

1 stop17h 55m

$163

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 6/23

5:50 am-11:15 am

1 stop6h 25m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 14 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 $467). Flying from Boston to Grand Cayman in March is currently the most expensive (average of $594). 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 May 5, 2025.

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 May 5, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from Boston to Grand Cayman to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,941 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,702 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,921 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $158. Users have also found prices from $163 and $178 on Air Canada 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 $348. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $420 on average our data indicates $471 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 $467). Flying from Boston to Grand Cayman in March is currently the most expensive (average of $594). 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
Albany to George Town flights
Hartford to George Town flights
Boston to Cayman Brac flights
West Tisbury to George Town flights
Worcester to George Town flights

Top 6 airlines flying from Boston to Grand Cayman

Discover the top 6 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 May 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$234Average$559FlexibilityNo cancel feeOn-time67%
DeltaCheapest$252Average$479FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$262Average$473FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$270Average$453FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$317Average$527FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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