HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Grand Cayman

$89+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Apr 8 — Apr 151
Wed 4/8
Wed 4/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Boston to Grand Cayman with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 9, 2026.

This United Airlines deal was found by Cheapflights users on 3/8. 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 3/115:45 am
BOS
-
GCM
2 stops10h 45m
United Airlines
Wed 3/181:25 pm
GCM
-
BOS
2 stops9h 32m
United Airlines
Deal found 3/8$330
This Mytrip deal was found by Cheapflights users on 3/4. 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 3/215:45 am
BOS
-
GCM
1 stop7h 35m
Spirit Airlines
Thu 3/261:52 pm
GCM
-
BOS
1 stop9h 07m
Spirit Airlines
Deal found 3/4$333
This United Airlines deal was found by Cheapflights users on 3/8. 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 3/266:00 am
BOS
-
GCM
1 stop7h 45m
United Airlines
Mon 3/301:35 pm
GCM
-
BOS
2 stops19h 29m
United Airlines
Deal found 3/8$334
This United Airlines deal was found by Cheapflights users on 3/7. 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 3/116:00 am
BOS
-
GCM
1 stop7h 15m
United Airlines
Fri 3/131:25 pm
GCM
-
BOS
1 stop7h 16m
United Airlines
Deal found 3/7$335
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Fri 3/66:54 pm
BOS
-
GCM
1 stop17h 01m
American Airlines
Thu 3/1212:00 pm
GCM
-
BOS
1 stop9h 40m
American Airlines
Deal found 3/5$338
This American Airlines deal was found by Cheapflights users on 3/6. 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 3/105:39 am
BOS
-
GCM
2 stops8h 56m
American Airlines
Thu 3/1212:00 pm
GCM
-
BOS
1 stop8h 49m
American Airlines
Deal found 3/6$340
This United Airlines deal was found by Cheapflights users on 3/5. 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 5/29:30 am
BOS
-
GCM
1 stop6h 35m
United Airlines
Sat 5/94:10 pm
GCM
-
BOS
1 stop6h 49m
United Airlines
Deal found 3/5$341
This United Airlines deal was found by Cheapflights users on 3/5. 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 12/36:00 am
BOS
-
GCM
2 stops10h 30m
United Airlines
Mon 12/75:45 pm
GCM
-
BOS
1 stop18h 50m
United Airlines
Deal found 3/5$345
This United Airlines deal was found by Cheapflights users on 3/5. 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 4/236:00 am
BOS
-
GCM
1 stop7h 45m
United Airlines
Thu 4/301:35 pm
GCM
-
BOS
2 stops18h 50m
United Airlines
Deal found 3/5$346
This American Airlines deal was found by Cheapflights users on 3/9. 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 3/118:00 am
BOS
-
GCM
2 stops12h 15m
American Airlines
Tue 3/1712:00 pm
GCM
-
BOS
2 stops10h 23m
American Airlines
Deal found 3/9$348
This United Airlines deal was found by Cheapflights users on 3/5. 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 4/16:00 am
BOS
-
GCM
1 stop7h 45m
United Airlines
Wed 4/81:35 pm
GCM
-
BOS
2 stops18h 50m
United Airlines
Deal found 3/5$350
This American Airlines deal was found by Cheapflights users on 3/4. 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.
Sun 3/222:12 pm
BOS
-
GCM
2 stops21h 53m
American Airlines
Thu 3/262:15 pm
GCM
-
BOS
1 stop7h 25m
American Airlines
Deal found 3/4$351

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 March 9, 2026.

Round-trip from

$330
(Cheapflightsfares)

One-way from

$89
(Delta)

Popular in

December

Cheapest in

January

Average price

$428
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 ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 9, 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

Fri 4/24

7:30 pm-12:30 pm

2 stops18h 00m

George Town Owen Roberts Intl

Mon 4/27

1:50 pm-12:59 am

1 stop10h 09m

$365

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 5/30

7:30 am-3:05 pm

2 stops8h 35m

George Town Owen Roberts Intl

Tue 6/2

1:35 pm-9:39 am

2 stops19h 04m

$392

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 4/27

6:25 pm-12:30 pm

2 stops19h 05m

George Town Owen Roberts Intl

Sat 5/2

1:50 pm-12:51 pm

2 stops22h 01m

$398

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 5/16

3:32 pm-12:30 pm

2 stops21h 58m

George Town Owen Roberts Intl

Sat 5/23

4:10 pm-11:16 am

2 stops18h 06m

$398

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 4/27

6:00 am-11:45 am

1 stop6h 45m

George Town Owen Roberts Intl

Fri 5/1

1:35 pm-11:01 am

2 stops20h 26m

$398

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 3/24

6:00 am-12:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Wed 3/25

4:45 pm-12:56 pm

2 stops19h 11m

$412

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 5/3

5:45 am-12:30 pm

2 stops31h 45m

George Town Owen Roberts Intl

Thu 5/7

1:35 pm-9:25 am

2 stops18h 50m

$413

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 5/12

7:27 pm-12:30 pm

2 stops18h 03m

George Town Owen Roberts Intl

Fri 5/15

1:35 pm-11:01 am

2 stops20h 26m

$421
Quickest round-trip

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 5/12

5:35 am-11:54 am

1 stop7h 19m

George Town Owen Roberts Intl

Wed 5/13

1:19 pm-1:28 am

1 stop11h 09m

$423

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 5/7

6:39 pm-12:30 pm

2 stops18h 51m

George Town Owen Roberts Intl

Sat 5/16

1:50 pm-12:59 am

1 stop10h 09m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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 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 March 9, 2026.

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 March 9, 2026.
See what other customers who have flown with Delta,United Airlines, andJetBlue 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.
Delta
7.9
Good
8,271 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,271 reviews
Delta
7.9
Good
8,271 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,408 reviews
Delta
7.9
Good
8,271 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,899 reviews
Delta
7.9
Good
8,271 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.1
Good
11,403 reviews
Delta
7.9
Good
8,271 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 18h. 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 $108 on United Airlines and American Airlines, respectively.

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

    Looking at all options, your cheapest flight can be booked for $446. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $283 on average, our data indicates $891 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 $72). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Complete your trip

Complete your trip to Grand Cayman by adding a car rental and/or hotel reservation to your travel itinerary.
George Town Owen Roberts Intl Airport car rentals
George Town car rentals

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 March 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$72Average$459FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$193Average$398FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$315Average$529FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$353Average$526FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.