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Grand Cayman

$90+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap 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 December 23, 2025.

This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:40 amBOS - GCM
1 stop6h 56mDelta
Fri 12/263:42 pmGCM - BOS
1 stop9h 25mDelta
Deal found 12/21$320
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:40 amBOS - GCM
1 stop7h 47mDelta
Mon 12/291:52 pmGCM - BOS
1 stop11h 15mDelta
Deal found 12/21$355
This United Airlines deal was found by Cheapflights users on 12/21. 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.
Tue 12/235:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Mon 12/295:45 pmGCM - BOS
1 stop18h 25mUnited Airlines
Deal found 12/21$356
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Wed 12/315:20 amBOS - GCM
1 stop6h 41mAmerican Airlines
Wed 1/73:45 pmGCM - BOS
1 stop9h 14mAmerican Airlines
Deal found 12/22$369
This Delta deal was found by Cheapflights users on 12/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:40 amBOS - GCM
1 stop6h 56mDelta
Wed 12/313:42 pmGCM - BOS
1 stop8h 12mDelta
Deal found 12/22$415
This United Airlines deal was found by Cheapflights users on 12/21. 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.
Tue 12/235:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Fri 12/265:10 pmGCM - BOS
2 stops17h 58mUnited Airlines
Deal found 12/21$427
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Wed 12/249:30 amBOS - GCM
1 stop7h 05mUnited Airlines
Sun 12/285:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/22$440
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Thu 12/259:30 amBOS - GCM
1 stop7h 05mUnited Airlines
Tue 12/305:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/22$445

Find 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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$247
(Priceline)

One-way from

$90
(Priceline)

Popular in

December

Cheapest in

March

Average price

$644
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
Search Deals
One-way flight from Boston Logan Intl to Grand Cayman
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
Search Deals
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 December 2025
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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 December 23, 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

Sun 1/11

5:34 am-1:53 pm

1 stop8h 19m

George Town Owen Roberts Intl

Thu 1/15

2:49 pm-11:57 pm

1 stop9h 08m

$265

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 1/15

5:34 am-1:53 pm

1 stop8h 19m

George Town Owen Roberts Intl

Thu 1/22

2:49 pm-11:57 pm

1 stop9h 08m

$285

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/12

8:30 am-8:20 pm

2 stops11h 50m

George Town Owen Roberts Intl

Fri 1/16

12:16 pm-10:22 pm

1 stop10h 06m

$289

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/19

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 1/24

5:30 pm-11:49 pm

1 stop6h 19m

$300

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 2/21

7:19 pm-1:45 pm

2 stops18h 26m

George Town Owen Roberts Intl

Wed 2/25

2:25 pm-9:51 pm

1 stop7h 26m

$300

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/31

7:22 pm-1:45 pm

2 stops18h 23m

George Town Owen Roberts Intl

Sat 2/7

5:30 pm-11:49 pm

1 stop6h 19m

$300

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 2/20

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Wed 2/25

2:25 pm-9:51 pm

1 stop7h 26m

$300

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 2/21

8:51 am-1:22 pm

Nonstop4h 31m

George Town Owen Roberts Intl

Sat 2/28

5:15 pm-9:25 pm

Nonstop4h 10m

$306

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 1/18

5:34 am-1:53 pm

1 stop8h 19m

$90

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 2/20

6:00 am-1:15 pm

1 stop7h 15m

$98

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 18 results
1
2

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 $195). Flying from Boston to Grand Cayman in August is currently the most expensive (average of $404). 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 December 23, 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 38% 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 December 23, 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
4,253 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,014 reviews
Southwest
8.0
Very good
4,253 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,106 reviews
Southwest
8.0
Very good
4,253 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
8.0
Very good
4,253 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,898 reviews
Southwest
8.0
Very good
4,253 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 8h 04m. Fly via Spirit Airlines 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 Delta. According to our data, you can fly for as low as $54. Users have also found prices from $89 and $90 on JetBlue 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 $343. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $247 on average, our data indicates $721 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 $195). Flying from Boston to Grand Cayman in August is currently the most expensive (average of $404). 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 5 airlines flying from Boston to Grand Cayman

Discover the top 5 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$128Average$475FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$212Average$373FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$288Average$493FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$349Average$543FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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