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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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
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 agosto 18, 2025.

Round-trip from

$315
(JetBlue)

One-way from

$118
(JetBlue)

Popular in

February

Cheapest in

January

Average price

$465
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, 5% 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 August 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 agosto 18, 2025.

This JetBlue deal was found by Cheapflights users on 8/18. 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.
sáb. 11/157:26 amBOS - GCM
Nonstop4h 28mJetBlue
sáb. 11/221:52 pmGCM - BOS
Nonstop4h 10mJetBlue
Deal found 8/18$315
This Delta deal was found by Cheapflights users on 8/18. 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.
jue. 9/115:35 amBOS - GCM
1 stop7h 01mDelta
lun. 9/2212:52 pmGCM - BOS
1 stop11h 26mDelta
Deal found 8/18$330
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/86:19 pmBOS - GCM
1 stop18h 21mAmerican Airlines
mar. 11/113:14 pmGCM - BOS
1 stop9h 32mAmerican Airlines
Deal found 8/17$331
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/136:29 pmBOS - GCM
2 stops17h 53mAmerican Airlines
sáb. 9/2012:10 pmGCM - BOS
1 stop7h 04mAmerican Airlines
Deal found 8/17$334
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/137:00 amBOS - GCM
1 stop7h 10mAmerican Airlines
dom. 10/1912:10 pmGCM - BOS
1 stop10h 20mAmerican Airlines
Deal found 8/17$335
This American Airlines deal was found by Cheapflights users on 8/16. 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.
sáb. 10/114:30 pmBOS - GCM
1 stop19h 40mAmerican Airlines
sáb. 10/188:25 amGCM - BOS
1 stop14h 05mAmerican Airlines
Deal found 8/16$339
This Delta deal was found by Cheapflights users on 8/18. 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.
lun. 9/15:35 amBOS - GCM
1 stop6h 56mDelta
lun. 9/812:50 pmGCM - BOS
1 stop7h 52mDelta
Deal found 8/18$344
This Air Canada deal was found by Cheapflights users on 8/17. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/46:00 amBOS - GCM
1 stop6h 55mAir Canada
jue. 9/1112:50 pmGCM - BOS
2 stops19h 40mAir Canada
Deal found 8/17$366
This United Airlines deal was found by Cheapflights users on 8/16. 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.
mar. 11/115:30 amBOS - GCM
2 stops11h 00mUnited Airlines
sáb. 11/155:30 pmGCM - BOS
2 stops16h 00mUnited Airlines
Deal found 8/16$381

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 agosto 18, 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

sáb. 11/15

7:26 am-11:54 am

Nonstop4h 28m

George Town Owen Roberts Intl

sáb. 11/22

1:52 pm-6:02 pm

Nonstop4h 10m

$315

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

lun. 9/8

5:35 am-11:31 am

1 stop6h 56m

George Town Owen Roberts Intl

lun. 9/22

12:52 pm-1:18 am

1 stop11h 26m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

dom. 9/14

5:50 am-11:22 am

1 stop6h 32m

George Town Owen Roberts Intl

sáb. 9/20

12:10 pm-10:20 pm

1 stop9h 10m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

vie. 9/12

5:35 am-11:36 am

1 stop7h 01m

George Town Owen Roberts Intl

vie. 9/19

12:52 pm-1:18 am

1 stop11h 26m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 11/11

6:30 am-12:33 pm

1 stop6h 03m

George Town Owen Roberts Intl

sáb. 11/15

1:01 pm-10:47 pm

1 stop9h 46m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

dom. 9/14

5:35 am-11:36 am

1 stop7h 01m

George Town Owen Roberts Intl

lun. 9/22

12:52 pm-1:18 am

1 stop11h 26m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

vie. 9/12

5:35 am-11:36 am

1 stop7h 01m

George Town Owen Roberts Intl

jue. 9/18

12:52 pm-1:18 am

1 stop11h 26m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

dom. 9/14

5:35 am-11:36 am

1 stop7h 01m

George Town Owen Roberts Intl

jue. 9/18

12:52 pm-1:18 am

1 stop11h 26m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

lun. 9/8

5:35 am-11:31 am

1 stop6h 56m

George Town Owen Roberts Intl

vie. 9/19

12:52 pm-1:18 am

1 stop11h 26m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 9/11

5:35 am-11:36 am

1 stop7h 01m

George Town Owen Roberts Intl

vie. 9/19

12:52 pm-1:18 am

1 stop11h 26m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 18 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 agosto 18, 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 agosto 18, 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
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,925 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
JetBlue
7.2
Good
2,915 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 4h 28m. Fly via JetBlue, Delta, or American 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 JetBlue. According to our data, you can fly for as low as $118. Users have also found prices from $120 and $120 on United Airlines and Delta, respectively.

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

    Looking at all options, your cheapest flight can be booked for $370. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $330 on average our data indicates $495 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
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 agosto 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$470FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$261Average$458FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$270Average$435FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$318Average$538FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$457Average$559FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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