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$183+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This United Airlines deal was found by Cheapflights users on 10/30. 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 11/82:50 pmGCM - BOS
1 stop18h 40mUnited Airlines
Wed 11/127:00 amBOS - GCM
1 stop9h 30mUnited Airlines
Deal found 10/30$275
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/2012:35 pmGCM - BOS
1 stop10h 20mAmerican Airlines
Sat 1/36:30 pmBOS - GCM
1 stop17h 27mAmerican Airlines
Deal found 10/30$280
This Delta deal was found by Cheapflights users on 10/30. 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.
Thu 12/111:50 pmGCM - BOS
1 stop7h 36mDelta
Sun 12/145:40 amBOS - GCM
1 stop6h 55mDelta
Deal found 10/30$281
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/162:25 pmGCM - BOS
1 stop8h 27mUnited Airlines
Sat 11/226:02 amBOS - GCM
1 stop7h 13mUnited Airlines
Deal found 10/30$304
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/205:45 pmGCM - BOS
2 stops31h 00mUnited Airlines
Sat 1/39:30 amBOS - GCM
2 stops27h 45mUnited Airlines
Deal found 10/30$308
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:15 pmGCM - BOS
Nonstop4h 10mJetBlue
Sat 1/38:17 amBOS - GCM
Nonstop4h 32mJetBlue
Deal found 10/30$316
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/115:45 pmGCM - BOS
2 stops18h 58mUnited Airlines
Sun 12/146:00 amBOS - GCM
1 stop7h 15mUnited Airlines
Deal found 10/30$322
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/145:45 pmGCM - BOS
2 stops17h 04mUnited Airlines
Sun 12/217:20 pmBOS - GCM
2 stops18h 25mUnited Airlines
Deal found 10/29$359
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/162:25 pmGCM - BOS
1 stop8h 27mUnited Airlines
Fri 11/217:38 pmBOS - GCM
2 stops18h 07mUnited Airlines
Deal found 10/30$388

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$271
(Delta)

One-way from

$183
(United Airlines)

Popular in

June

Cheapest in

November

Average price

$535
Provider with most accurate pricing for George Town Owen Roberts Intl-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for George Town Owen Roberts Intl-Boston Logan Intl flights.
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From Grand Cayman to Boston Logan Intl
Search Deals
One-way flight from Grand Cayman to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($109 potential increase over avg. RT price).
Search Deals
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 October 2025
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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 October 30, 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

Fri 1/16

3:55 pm-10:52 am

1 stop18h 57m

Boston Logan Intl

Sat 1/24

6:55 am-2:00 pm

1 stop7h 05m

$271

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 1/17

2:10 pm-11:13 pm

1 stop9h 03m

Boston Logan Intl

Fri 1/23

8:20 pm-12:40 pm

1 stop16h 20m

$271

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 1/17

2:25 pm-9:57 pm

1 stop7h 32m

Boston Logan Intl

Wed 1/21

6:00 am-1:15 pm

1 stop7h 15m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 12/14

5:45 pm-5:43 pm

1 stop23h 58m

Boston Logan Intl

Sun 12/21

6:23 pm-1:45 pm

1 stop19h 22m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 1/15

2:25 pm-9:52 pm

1 stop7h 27m

Boston Logan Intl

Sat 1/24

7:05 am-4:20 pm

1 stop9h 15m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 1/12

2:50 pm-10:52 am

1 stop20h 02m

Boston Logan Intl

Wed 1/21

6:00 am-1:15 pm

1 stop7h 15m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 1/16

2:50 pm-10:36 am

2 stops19h 46m

Boston Logan Intl

Thu 1/22

6:00 am-1:15 pm

1 stop7h 15m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 1/11

2:50 pm-10:36 am

2 stops19h 46m

Boston Logan Intl

Tue 1/20

6:00 am-1:15 pm

1 stop7h 15m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 1/17

2:25 pm-11:49 pm

2 stops9h 24m

Boston Logan Intl

Fri 1/23

6:21 pm-1:45 pm

1 stop19h 24m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 12/20

5:45 pm-12:45 am

2 stops31h 00m

Boston Logan Intl

Sat 1/3

5:20 am-4:35 pm

1 stop11h 15m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 22 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, April is the cheapest month in which you can book a flight from Grand Cayman to Boston (average of $206). Flying from Grand Cayman to Boston in May is currently the most expensive (average of $460). 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 October 30, 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
11,030 reviews

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
JetBlue
7.2
Good
2,906 reviews
American Airlines
7.2
Good
11,030 reviews

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

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?

    Delta and United Airlines can get you from Grand Cayman to Boston in just under 7h 32m. Your travel time can differ by up to 11h 25m. 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 $992, our data shows the cheapest flight currently is $217. When looking at the most popular route, (George Town Owen Roberts Intl - Boston Logan Intl), you can expect to pay $275 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, April is the cheapest month in which you can book a flight from Grand Cayman to Boston (average of $206). Flying from Grand Cayman to Boston in May is currently the most expensive (average of $460). 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
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$204Average$353FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$288Average$535FlexibilityNo cancel feeOn-time71%

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