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$177+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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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 November 20, 2025.

This United Airlines deal was found by Cheapflights users on 11/17. 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.
Sat 12/62:25 pmGCM - BOS
1 stop8h 20mUnited Airlines
Mon 12/87:00 amBOS - GCM
1 stop9h 30mUnited Airlines
Deal found 11/17$310
This United Airlines deal was found by Cheapflights users on 11/18. 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.
Wed 12/245:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Mon 12/296:01 amBOS - GCM
1 stop7h 44mUnited Airlines
Deal found 11/18$346
This Delta deal was found by Cheapflights users on 11/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/221:52 pmGCM - BOS
1 stop9h 19mDelta
Mon 12/295:40 amBOS - GCM
1 stop8h 47mDelta
Deal found 11/20$375
This United Airlines deal was found by Cheapflights users on 11/18. 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.
Mon 12/225:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Mon 12/296:01 amBOS - GCM
1 stop7h 44mUnited Airlines
Deal found 11/18$376
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:25 pmGCM - BOS
1 stop8h 23mUnited Airlines
Mon 12/295:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Deal found 11/20$377
This American Airlines deal was found by Cheapflights users on 11/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/612:20 pmGCM - BOS
2 stops9h 56mAmerican Airlines
Mon 12/86:30 amBOS - GCM
2 stops13h 45mAmerican Airlines
Deal found 11/17$382

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 November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Delta)

One-way from

$177
(Delta)

Popular in

June

Cheapest in

January

Average price

$566

Good one-way deal

$252 or less
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 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. 15% potential increase in price ($81 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a one-way flight from Cayman Islands to Boston Logan Intl.
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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 November 20, 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

Sat 1/17

5:30 pm-12:46 pm

2 stops19h 16m

Boston Logan Intl

Thu 1/22

7:07 pm-1:15 pm

2 stops18h 08m

$261

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 2/13

2:25 pm-10:36 am

2 stops20h 11m

Boston Logan Intl

Sun 2/22

6:00 am-1:15 pm

1 stop7h 15m

$261

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 12/6

2:25 pm-10:45 pm

1 stop8h 20m

Boston Logan Intl

Mon 12/8

7:00 am-4:30 pm

1 stop9h 30m

$310

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 2/14

5:45 pm-12:46 pm

2 stops19h 01m

Boston Logan Intl

Sat 2/21

10:14 am-1:15 pm

1 stop27h 01m

$341

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 12/24

5:10 pm-11:54 pm

1 stop6h 44m

Boston Logan Intl

Mon 12/29

6:01 am-1:45 pm

1 stop7h 44m

$346

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 12/18

1:50 pm-9:26 pm

1 stop7h 36m

$177

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 12/19

1:50 pm-11:24 pm

1 stop9h 34m

$177

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 12/17

1:50 pm-9:26 pm

1 stop7h 36m

$177

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 12/21

1:52 pm-11:11 pm

1 stop9h 19m

$177

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 1/16

3:55 pm-10:52 am

1 stop18h 57m

$182

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 13 results
1
2

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, April is the cheapest month in which you can book a flight from Cayman Islands to Boston (average of $206). Flying from Cayman Islands to Boston in November is currently the most expensive (average of $504). 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 KY to BOS?

Find hourly flight availability from Cayman Islands to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Cayman Islands to Boston as you normally would.

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 November 20, 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
11,045 reviews

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,045 reviews
American Airlines
7.2
Good
11,045 reviews

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
JetBlue
7.2
Good
2,902 reviews
American Airlines
7.2
Good
11,045 reviews

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

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?

    United Airlines can get you from Cayman Islands to Boston in just under 19h 16m. 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 $272 for a flight from Cayman Islands to Boston. The cheapest flight overall is $217 while the most popular route, (George Town Owen Roberts Intl - Boston Logan Intl) is currently priced at $261.

  • 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, April is the cheapest month in which you can book a flight from Cayman Islands to Boston (average of $206). Flying from Cayman Islands to Boston in November is currently the most expensive (average of $504). 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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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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$204Average$364FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$414Average$546FlexibilityNo cancel feeOn-time71%

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