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Grand Cayman

$83+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
oct. 17 — oct. 241
ven. 10/17
ven. 10/24
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 septembre 17, 2025.

Round-trip from

$270
(United Airlines)

One-way from

$83
(Southwest)

Popular in

February

Cheapest in

January

Average price

$512
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, 8% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septembre 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/17. 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.
sam. 11/296:00 amBOS - GCM
1 stop7h 15mUnited Airlines
lun. 12/85:45 pmGCM - BOS
1 stop18h 36mUnited Airlines
Deal found 9/17$270
This United Airlines deal was found by Cheapflights users on 9/14. 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.
sam. 12/66:00 amBOS - GCM
1 stop7h 45mUnited Airlines
sam. 12/202:25 pmGCM - BOS
1 stop8h 23mUnited Airlines
Deal found 9/14$282
This United Airlines deal was found by Cheapflights users on 9/16. 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.
sam. 11/87:00 amBOS - GCM
1 stop9h 20mUnited Airlines
sam. 11/152:25 pmGCM - BOS
1 stop8h 23mUnited Airlines
Deal found 9/16$294
This American Airlines deal was found by Cheapflights users on 9/15. 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.
sam. 12/65:45 amBOS - GCM
2 stops8h 37mAmerican Airlines
lun. 1/122:00 pmGCM - BOS
1 stop8h 26mAmerican Airlines
Deal found 9/15$302
This United Airlines deal was found by Cheapflights users on 9/16. 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.
dim. 11/306:02 amBOS - GCM
1 stop7h 13mUnited Airlines
sam. 12/65:45 pmGCM - BOS
2 stops17h 04mUnited Airlines
Deal found 9/16$311
This United Airlines deal was found by Cheapflights users on 9/15. 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.
jeu. 11/137:00 amBOS - GCM
1 stop9h 30mUnited Airlines
ven. 11/145:45 pmGCM - BOS
2 stops16h 49mUnited Airlines
Deal found 9/15$314
This JetBlue deal was found by Cheapflights users on 9/17. 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.
sam. 11/17:22 amBOS - GCM
Nonstop4h 28mJetBlue
sam. 11/812:54 pmGCM - BOS
Nonstop4h 11mJetBlue
Deal found 9/17$315
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 11/95:40 amBOS - GCM
1 stop6h 55mDelta
mar. 11/181:50 pmGCM - BOS
1 stop11h 32mDelta
Deal found 9/16$323
This American Airlines deal was found by Cheapflights users on 9/15. 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.
mar. 10/215:30 amBOS - GCM
1 stop6h 40mAmerican Airlines
sam. 10/258:25 amGCM - BOS
1 stop11h 28mAmerican Airlines
Deal found 9/15$330
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 11/86:45 amBOS - GCM
1 stop8h 15mAmerican Airlines
mar. 11/119:00 amGCM - BOS
1 stop15h 51mAmerican Airlines
Deal found 9/16$331

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 septembre 17, 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

sam. 11/29

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

mar. 12/9

5:45 pm-12:21 pm

1 stop18h 36m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 11/18

5:40 am-12:35 pm

1 stop6h 55m

George Town Owen Roberts Intl

mar. 11/25

1:50 pm-1:22 am

1 stop11h 32m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sam. 11/29

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

sam. 12/6

2:25 pm-9:58 pm

1 stop7h 33m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 11/11

8:55 pm-12:35 pm

1 stop15h 40m

George Town Owen Roberts Intl

mar. 11/18

1:50 pm-11:21 pm

1 stop9h 31m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

ven. 11/28

5:40 am-12:35 pm

1 stop6h 55m

George Town Owen Roberts Intl

mer. 12/10

1:50 pm-1:21 am

1 stop11h 31m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sam. 12/6

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

sam. 12/20

2:25 pm-10:48 pm

1 stop8h 23m

$282

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sam. 11/8

7:00 am-4:20 pm

1 stop9h 20m

George Town Owen Roberts Intl

sam. 11/15

2:25 pm-10:48 pm

1 stop8h 23m

$294

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sam. 11/1

7:22 am-10:50 am

Nonstop4h 28m

George Town Owen Roberts Intl

sam. 11/8

12:54 pm-5:05 pm

Nonstop4h 11m

$315

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sam. 11/15

6:45 am-3:00 pm

1 stop8h 15m

George Town Owen Roberts Intl

jeu. 11/20

12:59 pm-9:40 pm

1 stop8h 41m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

dim. 12/14

6:20 pm-12:35 pm

2 stops18h 15m

$83

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 19 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 septembre 17, 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 septembre 17, 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
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,914 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 6h 55m. Fly via United Airlines or Delta to get the fastest option. Boston and Grand Cayman are separated by a distance of 1704 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $83. Users have also found prices from $90 and $95 on Delta 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 $330. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $270 on average, our data indicates $653 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
Worcester to George Town flights
Boston to Cayman Brac flights
West Tisbury 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 septembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$463FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$257Average$454FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$270Average$427FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$314Average$534FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$457Average$559FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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