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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Jul 22 — Jul 291
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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 June 22, 2026.

This United Airlines deal was found by Cheapflights users on 6/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:25 pm
BOS
-
GCM
1 stop16h 50m
United Airlines
Sat 10/314:10 pm
GCM
-
BOS
1 stop6h 30m
United Airlines
Deal found 6/18$341
This United Airlines deal was found by Cheapflights users on 6/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am
BOS
-
GCM
2 stops10h 30m
United Airlines
Tue 11/35:45 pm
GCM
-
BOS
2 stops20h 10m
United Airlines
Deal found 6/18$346
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Sat 10/248:25 pm
BOS
-
GCM
1 stop16h 50m
United Airlines
Tue 10/274:45 pm
GCM
-
BOS
1 stop20h 47m
United Airlines
Deal found 6/21$350
This United Airlines deal was found by Cheapflights users on 6/19. 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 7/35:44 pm
BOS
-
GCM
2 stops19h 46m
United Airlines
Sat 7/111:50 pm
GCM
-
BOS
1 stop8h 31m
United Airlines
Deal found 6/19$353
This United Airlines deal was found by Cheapflights users on 6/17. 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.
Sun 11/156:00 am
BOS
-
GCM
2 stops10h 30m
United Airlines
Sat 11/215:30 pm
GCM
-
BOS
2 stops16h 25m
United Airlines
Deal found 6/17$363
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Sun 11/86:00 am
BOS
-
GCM
2 stops10h 30m
United Airlines
Sat 11/145:30 pm
GCM
-
BOS
2 stops16h 09m
United Airlines
Deal found 6/21$387
This United Airlines deal was found by Cheapflights users on 6/21. 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 8/218:31 pm
BOS
-
GCM
2 stops16h 54m
United Airlines
Sat 8/291:35 pm
GCM
-
BOS
2 stops19h 01m
United Airlines
Deal found 6/21$417
This United Airlines deal was found by Cheapflights users on 6/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:05 pm
BOS
-
GCM
2 stops20h 25m
United Airlines
Sat 6/271:50 pm
GCM
-
BOS
1 stop8h 31m
United Airlines
Deal found 6/18$420

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 June 22, 2026.

Round-trip from

$341
(United Airlines)

One-way from

$118
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$527
From Boston Logan Intl to Grand Cayman
One-way flight from Boston Logan Intl to Grand Cayman
High demand for flights, 6% potential price rise
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 June 22, 2026.
Use the filters below to find and compare flights from Boston to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 10/24

8:25 pm-12:15 pm

1 stop16h 50m

George Town Owen Roberts Intl

Sat 10/31

4:10 pm-11:40 pm

1 stop6h 30m

$341
Quickest round-trip

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 11/8

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 11/14

5:30 pm-7:44 am

2 stops14h 14m

$346

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 11/3

5:45 am-4:30 pm

2 stops10h 45m

George Town Owen Roberts Intl

Tue 11/10

5:45 pm-1:55 pm

2 stops20h 10m

$346

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 10/26

8:25 pm-3:30 pm

2 stops20h 05m

George Town Owen Roberts Intl

Wed 11/4

5:45 pm-9:39 am

2 stops15h 54m

$346

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 11/15

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 11/21

5:30 pm-10:39 am

2 stops17h 09m

$346

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 10/24

8:25 pm-12:15 pm

1 stop16h 50m

George Town Owen Roberts Intl

Tue 10/27

4:45 pm-1:55 pm

2 stops20h 10m

$346

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 10/25

6:00 am-12:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Tue 10/27

4:45 pm-2:32 pm

1 stop20h 47m

$350

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 12/1

8:00 pm-4:30 pm

2 stops20h 30m

George Town Owen Roberts Intl

Thu 12/3

5:45 pm-9:24 am

2 stops15h 39m

$363
Cheapest one-way

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 11/3

7:25 am-4:30 pm

1 stop9h 05m

$118

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 8/15

5:45 am-3:10 pm

1 stop10h 25m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/20

Showing 1-10 of 15 resultsSorted by cheapest first
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 $72). Flying from Boston to Grand Cayman in October is currently the most expensive (average of $329). 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.

How far ahead should I book a flight from Boston to Grand Cayman?

The price you pay for your flight from Boston to Grand Cayman may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 June 22, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican 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.

Comfort

7.8

Entertainment

7.8

Food

7.2

Overall

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Comfort

7.8

Entertainment

7.8

Food

7.2

Overall

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Comfort

7.8

Entertainment

7.8

Food

7.2

Overall

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Comfort

7.8

Entertainment

7.8

Food

7.2

Overall

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Comfort

7.8

Entertainment

7.8

Food

7.2

Overall

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 17h 15m. 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 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 $90 and $118 on United Airlines and JetBlue, respectively.

  • 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 $72). Flying from Boston to Grand Cayman in October is currently the most expensive (average of $329). 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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Complete your trip

Complete your trip to Grand Cayman by adding a car rental and/or hotel reservation to your travel itinerary.

Top 4 airlines flying from Boston to Grand Cayman

Discover the top 4 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 June 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$72Average$506FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$197Average$391FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$315Average$535FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$331Average$546FlexibilityNo cancel feeOn-time71%

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