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Grand Cayman

$72+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Dec 24 — Dec 311
Wed 12/24
Wed 12/31
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 November 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$315
(United Airlines)

One-way from

$72
(Delta)

Popular in

December

Cheapest in

March

Average price

$474
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, 0% 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 November 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 November 24, 2025.

This deal was found by Cheapflights users on 11/23. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/295:40 amBOS - GCM
1 stop6h 55mDelta
Thu 12/41:50 pmGCM - BOS
1 stop9h 34mDelta
Deal found 11/23$319
This United Airlines deal was found by Cheapflights users on 11/24. 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.
Sun 11/306:05 amBOS - GCM
1 stop7h 10mUnited Airlines
Sun 12/72:25 pmGCM - BOS
1 stop7h 25mUnited Airlines
Deal found 11/24$320
This United Airlines deal was found by Cheapflights users on 11/23. 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.
Tue 12/23:32 pmBOS - GCM
1 stop24h 58mUnited Airlines
Sat 12/205:30 pmGCM - BOS
1 stop6h 24mUnited Airlines
Deal found 11/23$328
This American Airlines deal was found by Cheapflights users on 11/22. 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 12/136:36 pmBOS - GCM
1 stop17h 24mAmerican Airlines
Sat 12/2012:47 pmGCM - BOS
1 stop9h 50mAmerican Airlines
Deal found 11/22$330
This Mytrip deal was found by Cheapflights users on 11/22. 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.
Sat 12/610:56 amBOS - GCM
3 stops26h 49mSpirit Airlines
Sat 12/205:56 pmGCM - BOS
1 stop6h 01mSpirit Airlines
Deal found 11/22$334
This Kiwi.com deal was found by Cheapflights users on 11/22. 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.
Sun 12/75:45 amBOS - GCM
1 stop8h 00mMultiple Airlines
Thu 12/112:40 pmGCM - BOS
2 stops19h 42mMultiple Airlines
Deal found 11/22$336
This JetBlue deal was found by Cheapflights users on 11/22. 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 12/137:26 amBOS - GCM
Nonstop4h 28mJetBlue
Tue 12/163:25 pmGCM - BOS
1 stop7h 46mJetBlue
Deal found 11/22$337
This United Airlines deal was found by Cheapflights users on 11/21. 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 12/56:00 amBOS - GCM
2 stops10h 30mUnited Airlines
Mon 12/85:45 pmGCM - BOS
2 stops20h 44mUnited Airlines
Deal found 11/21$340
This American Airlines deal was found by Cheapflights users on 11/23. 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.
Mon 12/155:23 pmBOS - GCM
1 stop18h 36mAmerican Airlines
Mon 12/2212:55 pmGCM - BOS
2 stops9h 59mAmerican Airlines
Deal found 11/23$342
This United Airlines deal was found by Cheapflights users on 11/22. 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 12/55:30 amBOS - GCM
2 stops11h 00mUnited Airlines
Tue 12/95:45 pmGCM - BOS
1 stop18h 36mUnited Airlines
Deal found 11/22$345

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 November 24, 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 1/3

6:45 am-1:15 pm

1 stop6h 30m

George Town Owen Roberts Intl

Sat 1/10

5:30 pm-10:52 am

2 stops17h 22m

$315

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/3

9:30 am-4:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Sun 1/11

2:50 pm-10:52 am

1 stop20h 02m

$317

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 12/10

7:00 am-4:30 pm

1 stop9h 30m

George Town Owen Roberts Intl

Sat 12/13

5:45 pm-12:21 pm

1 stop18h 36m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 12/6

5:30 am-4:20 pm

2 stops10h 50m

George Town Owen Roberts Intl

Mon 12/15

5:45 pm-12:21 pm

1 stop18h 36m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 12/22

5:20 am-4:35 pm

1 stop11h 15m

George Town Owen Roberts Intl

Mon 12/29

5:10 pm-11:54 pm

1 stop6h 44m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 12/5

7:07 pm-1:15 pm

2 stops18h 08m

George Town Owen Roberts Intl

Wed 12/17

5:45 pm-12:06 pm

1 stop18h 21m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 12/18

5:20 am-4:35 pm

1 stop11h 15m

George Town Owen Roberts Intl

Mon 12/22

2:25 pm-10:48 pm

1 stop8h 23m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 12/8

6:00 am-4:30 pm

2 stops10h 30m

George Town Owen Roberts Intl

Thu 12/11

5:45 pm-10:49 am

2 stops17h 04m

$325

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 12/12

5:30 am-4:30 pm

2 stops11h 00m

George Town Owen Roberts Intl

Sun 12/14

5:45 pm-12:43 pm

2 stops18h 58m

$325

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 12/11

6:00 am-4:30 pm

2 stops10h 30m

George Town Owen Roberts Intl

Fri 12/12

5:45 pm-2:30 pm

2 stops20h 45m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 21 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, March is the cheapest month in which you can book a flight from Boston to Grand Cayman (average of $277). 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 November 24, 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 37% 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 November 24, 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
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
4,252 reviews
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
7,997 reviews
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
9,036 reviews
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
11,046 reviews
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
2,902 reviews
Southwest
8.0
Very good
4,252 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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 30m. Fly via United Airlines to get the fastest option. Boston and Grand Cayman are separated by a distance of 1704 mi.

  • 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 $244 on average, our data indicates $319 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, March is the cheapest month in which you can book a flight from Boston to Grand Cayman (average of $277). 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
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 November 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$494FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$270Average$407FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$278Average$476FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$333Average$541FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$457Average$559FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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