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Grand Cayman

$88+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$280
(American Airlines)

One-way from

$88
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$469
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, 4% 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 October 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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 11/295:40 amBOS - GCM
1 stop5h 54mAmerican Airlines
Sat 12/63:19 pmGCM - BOS
1 stop7h 25mAmerican Airlines
Deal found 10/28$271
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 12/66:36 pmBOS - GCM
1 stop17h 24mAmerican Airlines
Tue 12/98:45 amGCM - BOS
1 stop16h 14mAmerican Airlines
Deal found 10/30$280
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/66:00 amBOS - GCM
2 stops10h 20mUnited Airlines
Tue 12/95:45 pmGCM - BOS
1 stop18h 36mUnited Airlines
Deal found 10/28$284
This Delta deal was found by Cheapflights users on 10/29. 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 12/39:15 pmBOS - GCM
1 stop15h 20mDelta
Wed 12/101:50 pmGCM - BOS
1 stop7h 36mDelta
Deal found 10/29$290
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/86:02 amBOS - GCM
1 stop7h 13mUnited Airlines
Wed 11/125:45 pmGCM - BOS
1 stop20h 44mUnited Airlines
Deal found 10/30$292
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/27:09 pmBOS - GCM
2 stops16h 56mAmerican Airlines
Mon 12/83:45 pmGCM - BOS
1 stop19h 44mAmerican Airlines
Deal found 10/29$293
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 12/45:40 amBOS - GCM
1 stop6h 55mDelta
Thu 12/111:50 pmGCM - BOS
1 stop7h 36mDelta
Deal found 10/29$300
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/57:00 amBOS - GCM
1 stop9h 30mUnited Airlines
Mon 12/85:45 pmGCM - BOS
1 stop18h 36mUnited Airlines
Deal found 10/28$306
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/35:30 amBOS - GCM
2 stops11h 00mUnited Airlines
Fri 12/55:45 pmGCM - BOS
1 stop18h 37mUnited Airlines
Deal found 10/30$311
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/255:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Wed 12/315:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 10/30$312

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 October 30, 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

6:00 am-12:45 pm

1 stop6h 45m

George Town Owen Roberts Intl

Sat 1/17

2:05 pm-10:30 pm

1 stop8h 25m

$280

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/26

7:07 pm-1:15 pm

2 stops18h 08m

George Town Owen Roberts Intl

Fri 1/30

2:25 pm-9:52 pm

1 stop7h 27m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 1/8

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Tue 1/13

2:25 pm-9:52 pm

1 stop7h 27m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 1/8

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 1/12

2:25 pm-9:52 pm

1 stop7h 27m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 12/3

9:15 pm-12:35 pm

1 stop15h 20m

George Town Owen Roberts Intl

Thu 12/11

1:50 pm-9:26 pm

1 stop7h 36m

$290

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/26

5:35 am-12:40 pm

1 stop7h 05m

George Town Owen Roberts Intl

Sat 1/31

2:15 pm-7:33 am

1 stop17h 18m

$310

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/29

8:19 am-12:47 pm

Nonstop4h 28m

George Town Owen Roberts Intl

Sat 12/6

12:54 pm-5:05 pm

Nonstop4h 11m

$316

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 12/24

5:20 am-4:35 pm

1 stop11h 15m

George Town Owen Roberts Intl

Mon 12/29

2:50 pm-12:45 am

1 stop9h 55m

$340

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 12/2

5:30 am-4:30 pm

2 stops11h 00m

George Town Owen Roberts Intl

Sun 12/7

5:45 pm-12:43 pm

2 stops18h 58m

$349

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/29

5:40 am-11:34 am

1 stop5h 54m

$88

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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, November is the cheapest month in which you can book a flight from Boston to Grand Cayman (average of $235). Flying from Boston to Grand Cayman in June is currently the most expensive (average of $419). 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 October 30, 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 34% 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 October 30, 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
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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
2,906 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

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 45m. Fly via Delta or United Airlines 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 American Airlines. According to our data, you can fly for as low as $88. Users have also found prices from $88 and $90 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 $118. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $280 on average, our data indicates $334 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, November is the cheapest month in which you can book a flight from Boston to Grand Cayman (average of $235). Flying from Boston to Grand Cayman in June is currently the most expensive (average of $419). 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
Worcester to George Town 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$489FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$261Average$460FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$270Average$412FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$330Average$541FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$457Average$559FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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