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Grand Cayman

$118+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Mar 19 — Mar 261
Wed 3/19
Wed 3/26
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 March 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$310
(JetBlue)

One-way from

$124
(American Airlines)

Popular in

April

Cheapest in

January

Average price

$426
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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Highest demand for flights based on searches. 5% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 14, 2025.

This JetBlue deal was found by Cheapflights users on 3/12. 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.
Wed 4/29:53 amBOS - GCM
Nonstop4h 22mJetBlue
Mon 4/72:44 pmGCM - BOS
Nonstop4h 16mJetBlue
Deal found 3/12$310
This American Airlines deal was found by Cheapflights users on 3/12. 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 4/66:00 amBOS - GCM
1 stop6h 35mAmerican Airlines
Tue 4/812:35 pmGCM - BOS
1 stop10h 50mAmerican Airlines
Deal found 3/12$320
This Delta deal was found by Cheapflights users on 3/12. 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 3/245:40 amBOS - GCM
1 stop6h 58mDelta
Fri 4/412:50 pmGCM - BOS
1 stop11h 17mDelta
Deal found 3/12$330
This Air Canada deal was found by Cheapflights users on 3/11. 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.
Sun 5/2510:20 amBOS - GCM
2 stops26h 35mAir Canada
Thu 6/512:50 pmGCM - BOS
2 stops32h 14mAir Canada
Deal found 3/11$420
This United Airlines deal was found by Cheapflights users on 3/13. 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 4/912:45 pmBOS - GCM
2 stops24h 45mUnited Airlines
Sun 4/131:35 pmGCM - BOS
2 stops20h 03mUnited Airlines
Deal found 3/13$429
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/269:49 amBOS - GCM
1 stop9h 56mMultiple Airlines
Wed 6/411:30 amGCM - BOS
1 stop22h 00mMultiple Airlines
Deal found 3/11$524
This Southwest deal was found by Cheapflights users on 3/12. 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 3/244:00 pmBOS - GCM
2 stops20h 45mSouthwest
Fri 3/2812:40 pmGCM - BOS
2 stops10h 25mSouthwest
Deal found 3/12$555

Find flights from Boston to Grand Cayman within your budget

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 March 14, 2025.

Fly from

Boston

Fly to

Grand Cayman

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 4/2

9:53 am-1:15 pm

Nonstop4h 22m

George Town Owen Roberts Intl

Mon 4/7

2:44 pm-8:00 pm

Nonstop4h 16m

$310

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 4/6

5:15 am-11:35 am

1 stop7h 20m

George Town Owen Roberts Intl

Wed 4/9

12:35 pm-12:25 am

1 stop10h 50m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 3/24

5:40 am-11:38 am

1 stop6h 58m

George Town Owen Roberts Intl

Fri 4/4

12:50 pm-1:07 am

1 stop11h 17m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 5/25

10:20 am-11:55 am

2 stops26h 35m

George Town Owen Roberts Intl

Thu 6/5

12:50 pm-10:04 pm

2 stops32h 14m

$420

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 4/9

12:45 pm-12:30 pm

2 stops24h 45m

George Town Owen Roberts Intl

Sun 4/13

1:35 pm-10:38 am

2 stops20h 03m

$429

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 4/26

9:05 pm-11:40 am

2 stops15h 35m

George Town Owen Roberts Intl

Sat 5/3

11:30 am-7:18 am

3 stops18h 48m

$520

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 3/24

4:00 pm-11:45 am

2 stops20h 45m

George Town Owen Roberts Intl

Fri 3/28

12:40 pm-12:05 am

2 stops10h 25m

$555

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 5/11

5:40 am-11:20 am

1 stop6h 40m

$118

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 5/11

7:50 pm-11:20 am

2 stops16h 30m

$124

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 5/18

10:40 am-11:55 am

1 stop26h 15m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

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.

Travel insights for flights from Boston to Grand Cayman

Get recent, data-driven insights about flights from Boston to Grand Cayman including ideal travel times, pricing trends, and more.

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 March 14, 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 March 14, 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
8.1
Very good
4,292 reviews

Overall

8.1

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,292 reviews
Southwest
8.1
Very good
4,292 reviews

Overall

8.1

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
7,944 reviews
Southwest
8.1
Very good
4,292 reviews

Overall

8.1

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines
7.4
Good
8,623 reviews
Southwest
8.1
Very good
4,292 reviews

Overall

8.1

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

JetBlue
7.3
Good
2,953 reviews
Southwest
8.1
Very good
4,292 reviews

Overall

8.1

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,292 reviews

Overall

8.1

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 American Airlines. According to our data, you can fly for as low as $124. Users have also found prices from $156 and $173 on Air Canada and JetBlue, respectively.

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

    Looking at all options, your cheapest flight can be booked for $74. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $310 on average our data indicates $309 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
Hartford to George Town flights
Albany 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 March 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$234Average$565FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$263Average$477FlexibilityNo cancel feeOn-time62%
DeltaCheapest$288Average$472FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$289Average$464FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$323Average$514FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$618Average$934FlexibilityNo cancel feeOn-time63%
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