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$209+ Cheap flights from Grand Cayman to Boston (BOS)

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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap flight deals from Grand Cayman to Boston

Keep the following information in mind while searching for Grand Cayman to Boston flight deals. Data was last updated August 20, 2025.

Round-trip from

$313
(United Airlines)

One-way from

$209
(United Airlines)

Popular in

May

Cheapest in

November

Average price

$525
From Grand Cayman to Boston Logan Intl
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One-way flight from Grand Cayman to Boston Logan Intl
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Highest demand for flights based on searches. 11% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 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 Grand Cayman to Boston

Cheapest flights from Grand Cayman to Boston
Explore the most affordable flight options available from Grand Cayman to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This United Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 11/135:45 pmGCM - BOS
1 stop29h 30mUnited Airlines
Tue 11/187:00 amBOS - GCM
1 stop9h 30mUnited Airlines
Deal found 8/19$313
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:52 pmGCM - BOS
1 stop9h 10mDelta
Mon 9/155:35 amBOS - GCM
1 stop7h 01mDelta
Deal found 8/19$321
This American Airlines deal was found by Cheapflights users on 8/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:10 pmGCM - BOS
1 stop9h 10mAmerican Airlines
Mon 9/158:00 pmBOS - GCM
2 stops16h 10mAmerican Airlines
Deal found 8/19$334
This American Airlines deal was found by Cheapflights users on 8/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/168:25 amGCM - BOS
1 stop14h 05mAmerican Airlines
Tue 10/215:13 pmBOS - GCM
1 stop19h 07mAmerican Airlines
Deal found 8/19$337
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/62:00 pmGCM - BOS
2 stops17h 14mAmerican Airlines
Fri 10/109:46 amBOS - GCM
2 stops10h 34mAmerican Airlines
Deal found 8/18$424
This Mytrip deal was found by Cheapflights users on 8/20. 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 9/138:50 amGCM - BOS
2 stops12h 57mMultiple Airlines
Sat 9/206:30 pmBOS - GCM
2 stops42h 25mMultiple Airlines
Deal found 8/20$468

Cheapflights Fare Finder

 
Customize your flight search to find flights from Grand Cayman to Boston 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 August 20, 2025.
Use the filters below to find and compare flights from Grand Cayman to Boston that are best for you.

Fly from

Grand Cayman

Fly to

Boston

Route

Depart

Return

Price

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 11/13

5:45 pm-11:15 pm

1 stop29h 30m

Boston Logan Intl

Tue 11/18

7:00 am-4:30 pm

1 stop9h 30m

$313

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 9/12

12:52 pm-11:02 pm

1 stop9h 10m

Boston Logan Intl

Mon 9/15

5:35 am-11:36 am

1 stop7h 01m

$321

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 10/16

8:25 am-8:55 pm

2 stops11h 30m

Boston Logan Intl

Tue 10/21

7:05 pm-11:10 am

2 stops17h 05m

$334

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 9/12

12:25 pm-9:16 am

2 stops19h 51m

Boston Logan Intl

Mon 9/15

8:00 pm-11:10 am

2 stops16h 10m

$334

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 10/6

2:00 pm-12:34 am

1 stop9h 34m

Boston Logan Intl

Fri 10/10

9:46 am-7:20 pm

2 stops10h 34m

$424

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 10/19

1:35 pm-11:44 pm

1 stop9h 09m

$209

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 11/16

5:45 pm-11:15 pm

1 stop29h 30m

$209

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 9/18

12:52 pm-1:18 am

1 stop11h 26m

$220

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 1/27

2:00 pm-12:59 am

1 stop10h 59m

$220

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 11/18

5:45 pm-12:28 pm

2 stops18h 43m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 11 results
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Best time to book a flight from Grand Cayman to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Grand Cayman 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 Grand Cayman to Boston

What is the cheapest month to book a flight from Grand Cayman to Boston?

Currently, January is the cheapest month in which you can book a flight from Grand Cayman to Boston (average of $218). Flying from Grand Cayman to Boston in July is currently the most expensive (average of $311). 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.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated August 20, 2025.
See what other customers who have flown with American Airlines and JetBlue from Grand Cayman to Boston have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
JetBlue
7.2
Good
2,916 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

Find useful and relevant information for your journey from Grand Cayman to Boston. 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 into for flights to Boston from Grand Cayman?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly into when you book flights from Grand Cayman to Boston.

  • How long is the flight from Grand Cayman to Boston?

    United Airlines, Delta, and American Airlines can get you from Grand Cayman to Boston in just under 9h 10m. Your travel time can differ by up to 20h 20m. There are 1704 mi between Grand Cayman and Boston. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    While on average a flight from Grand Cayman to Boston is generally $382, our data shows the cheapest flight currently is $270. When looking at the most popular route, (George Town Owen Roberts Intl - Boston Logan Intl), you can expect to pay $313 for that flight.

  • Can I find deals for flights from Grand Cayman to Boston that include hotel bookings?

    Yes. In addition to deals on Grand Cayman to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Grand Cayman to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Grand Cayman to Boston.

  • Can I find deals for business class flights from Grand Cayman to Boston?

    Yes. Cheapflights offers flight deals from Grand Cayman to Boston 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 Grand Cayman to Boston?

    Currently, January is the cheapest month in which you can book a flight from Grand Cayman to Boston (average of $218). Flying from Grand Cayman to Boston in July is currently the most expensive (average of $311). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
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Alternative routes for Grand Cayman to Boston

See prices for flight routes from nearby airports that may be better suited for you.
George Town to Boston flights

Top 2 airlines flying from Grand Cayman to Boston

Discover the top 2 airlines that operate flights from Grand Cayman to Boston. 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$182Average$330FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$288Average$463FlexibilityNo cancel feeOn-time71%

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