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$190+ Cheap flights from the Cayman Islands 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Cayman Islands to Boston

Keep the following information in mind while searching for Cayman Islands to Boston flight deals. Data was last updated septiembre 11, 2025.

Round-trip from

$275
(Delta)

One-way from

$190
(Delta)

Popular in

May

Cheapest in

November

Average price

$369

Good one-way deal

$225 or less
From Cayman Islands to Boston Logan Intl
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One-way flight from Cayman Islands to Boston Logan Intl
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Highest demand for flights based on searches. 11% potential increase in price ($54 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 September 2025
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Price to beat on a one-way flight from Cayman Islands to Boston Logan Intl.
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Find flight deals from Cayman Islands to Boston

Cheapest flights from Cayman Islands to Boston
Explore the most affordable flight options available from Cayman Islands to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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.
vie. 10/312:10 pmGCM - BOS
1 stop11h 49mAmerican Airlines
jue. 10/95:30 amBOS - GCM
1 stop14h 50mAmerican Airlines
Deal found 9/10$420
This American Airlines deal was found by Cheapflights users on 9/10. 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.
lun. 10/62:00 pmGCM - BOS
1 stop9h 34mAmerican Airlines
vie. 10/108:00 amBOS - GCM
1 stop6h 10mAmerican Airlines
Deal found 9/10$605

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cayman Islands 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 septiembre 11, 2025.
Use the filters below to find and compare flights from the Cayman Islands to Boston that are best for you.

Fly from

Cayman Islands

Fly to

Boston

Route

Depart

Return

Price

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

sáb. 1/17

2:15 pm-10:33 pm

1 stop8h 18m

Boston Logan Intl

vie. 1/23

6:40 pm-11:00 am

1 stop16h 20m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

vie. 1/16

3:45 pm-11:06 am

1 stop19h 21m

Boston Logan Intl

jue. 1/22

8:30 pm-12:35 pm

1 stop16h 05m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

sáb. 1/17

2:15 pm-7:24 am

1 stop17h 09m

Boston Logan Intl

lun. 1/19

8:30 pm-12:35 pm

1 stop16h 05m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

sáb. 1/17

2:15 pm-10:33 pm

1 stop8h 18m

Boston Logan Intl

mar. 1/20

5:40 am-12:35 pm

1 stop6h 55m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

vie. 1/16

3:45 pm-11:06 am

1 stop19h 21m

Boston Logan Intl

mié. 1/21

5:40 am-12:35 pm

1 stop6h 55m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

mié. 1/14

2:00 pm-12:59 am

1 stop10h 59m

Boston Logan Intl

mié. 1/21

5:40 am-12:35 pm

1 stop6h 55m

$275

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

vie. 1/16

3:45 pm-11:06 am

1 stop19h 21m

Boston Logan Intl

vie. 1/23

8:30 pm-11:00 am

1 stop14h 30m

$284

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

vie. 1/16

3:45 pm-11:06 am

1 stop19h 21m

Boston Logan Intl

mar. 1/20

5:40 am-12:35 pm

1 stop6h 55m

$284

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

mar. 1/13

2:00 pm-12:59 am

1 stop10h 59m

Boston Logan Intl

mié. 1/21

5:40 am-12:35 pm

1 stop6h 55m

$284

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

vie. 11/7

2:00 pm-1:13 am

1 stop11h 13m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 19 results
1
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Best time to book a flight from Cayman Islands to Boston

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

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

Currently, January is the cheapest month in which you can book a flight from Cayman Islands to Boston (average of $218). Flying from Cayman Islands 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 septiembre 11, 2025.
Peruse reviews from past customers who have flown with American Airlines and JetBlue from the Cayman Islands to Boston to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

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
2,913 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

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 Cayman Islands 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 Cayman Islands?

    Most people fly into Boston Logan Intl (BOS) if they book a flight to Boston from Cayman Islands. Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

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

    Delta can get you from Cayman Islands to Boston in just under 8h 18m. Your travel time can differ by up to . There are 1704 mi between Cayman Islands and Boston.

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

    On average you can expect to pay $336 for a flight from Cayman Islands to Boston. The cheapest flight overall is $225 while the most popular route, (George Town Owen Roberts Intl - Boston Logan Intl) is currently priced at $285.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Cayman Islands to Boston (average of $218). Flying from Cayman Islands 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
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Chelsea
Warwick
Peabody
Quincy
York Beach
Swansea
Waltham
Saugus
Burlington

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Top 2 airlines flying from Cayman Islands to Boston

Discover the top 2 airlines that operate flights from Cayman Islands 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$182Average$326FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$288Average$466FlexibilityNo cancel feeOn-time71%

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