Boston

$186+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Jun 14 — Jun 211
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Cheap 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 May 15, 2026.

This United Airlines deal was found by Cheapflights users on 5/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:35 pm
GCM
-
BOS
2 stops18h 49m
United Airlines
Mon 11/98:10 pm
BOS
-
GCM
2 stops20h 20m
United Airlines
Deal found 5/10$304
This United Airlines deal was found by Cheapflights users on 5/13. 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 5/201:35 pm
GCM
-
BOS
2 stops17h 42m
United Airlines
Wed 5/275:35 pm
BOS
-
GCM
1 stop19h 55m
United Airlines
Deal found 5/13$383
This United Airlines deal was found by Cheapflights users on 5/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:35 pm
GCM
-
BOS
2 stops18h 49m
United Airlines
Sat 10/247:10 am
BOS
-
GCM
2 stops33h 20m
United Airlines
Deal found 5/10$430
This Travelocity deal was found by Cheapflights users on 5/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:25 pm
GCM
-
BOS
1 stop26h 45m
Air Canada
Sat 10/245:00 pm
BOS
-
GCM
1 stop19h 00m
Air Canada
Deal found 5/10$469
This Delta deal was found by Cheapflights users on 5/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:55 pm
GCM
-
BOS
1 stop11h 03m
Delta
Mon 11/95:45 am
BOS
-
GCM
1 stop6h 40m
Delta
Deal found 5/10$502
This Expedia deal was found by Cheapflights users on 5/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:55 am
GCM
-
BOS
1 stop10h 43m
Air Canada
Tue 6/306:50 pm
BOS
-
GCM
2 stops41h 35m
Air Canada
Deal found 5/14$512
This American Airlines deal was found by Cheapflights users on 5/13. 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 10/151:25 pm
GCM
-
BOS
1 stop10h 09m
American Airlines
Mon 10/197:42 am
BOS
-
GCM
1 stop5h 53m
American Airlines
Deal found 5/13$525
This American Airlines deal was found by Cheapflights users on 5/12. 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 6/145:12 pm
GCM
-
BOS
1 stop22h 03m
American Airlines
Mon 7/65:55 pm
BOS
-
GCM
1 stop18h 05m
American Airlines
Deal found 5/12$527

Find 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 May 15, 2026.

Round-trip from

$304
(United Airlines)

One-way from

$186
(Super.com)

Popular in

March

Cheapest in

February

Average price

$421
From Cayman Islands to Boston Logan Intl
One-way flight from Cayman Islands to Boston Logan Intl
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 15, 2026.
Use the filters below to find and compare flights from the Cayman Islands to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 10/24

1:35 pm-11:37 pm

1 stop9h 02m

Boston Logan Intl

Mon 11/9

4:25 pm-4:30 pm

2 stops24h 05m

$304

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 10/10

12:25 pm-4:10 pm

1 stop26h 45m

Boston Logan Intl

Sat 10/24

5:00 pm-11:00 am

1 stop19h 00m

$469

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 6/20

10:55 am-10:38 pm

1 stop10h 43m

Boston Logan Intl

Tue 6/30

6:50 pm-11:25 am

2 stops41h 35m

$512

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 6/14

5:12 pm-4:15 pm

1 stop22h 03m

Boston Logan Intl

Mon 7/6

5:55 pm-11:00 am

1 stop18h 05m

$527
Quickest round-trip

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 10/15

9:25 am-6:59 pm

2 stops8h 34m

Boston Logan Intl

Mon 10/19

7:42 am-12:35 pm

1 stop5h 53m

$530

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 10/16

12:40 pm-10:24 pm

1 stop8h 44m

Boston Logan Intl

Mon 10/19

5:57 am-11:00 am

1 stop6h 03m

$563

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 6/12

5:11 pm-12:59 am

1 stop6h 48m

Boston Logan Intl

Sun 6/14

6:00 am-4:11 pm

1 stop11h 11m

$563

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 6/12

1:35 pm-4:29 pm

2 stops25h 54m

Boston Logan Intl

Sun 6/14

8:20 pm-12:30 pm

2 stops17h 10m

$567
Cheapest one-way

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 6/6

2:20 pm-11:27 pm

1 stop8h 07m

$192
Quickest one-way

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 6/13

4:15 pm-11:59 pm

1 stop6h 44m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 18 resultsSorted by cheapest first
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, January is the cheapest month in which you can book a flight from Cayman Islands to Boston (average of $230). Flying from Cayman Islands to Boston in November is currently the most expensive (average of $497). 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 May 15, 2026.
Peruse reviews from past customers who have flown with JetBlue and American Airlines 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.

Entertainment

7.2

Crew

7.9

Food

6.6

Overall

7.2

Boarding

7.3

Comfort

7.5

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

FLL - ORH

I pay extra for an even more seat row 3, but the luggage area has no more spots so i have to place my luggage in row 10. This was totally un accepatable.

Entertainment

7.2

Crew

7.9

Food

6.6

Overall

7.2

Boarding

7.3

Comfort

7.5

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

FLL - ORH

I pay extra for an even more seat row 3, but the luggage area has no more spots so i have to place my luggage in row 10. This was totally un accepatable.

Entertainment

7.2

Crew

7.9

Food

6.6

Overall

7.2

Boarding

7.3

Comfort

7.5

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

FLL - ORH

I pay extra for an even more seat row 3, but the luggage area has no more spots so i have to place my luggage in row 10. This was totally un accepatable.

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, Air Canada, and American Airlines can get you from Cayman Islands to Boston in just under 9h 02m. Your travel time can differ by up to 17h 43m. There are 1704 mi between Cayman Islands and Boston. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Cayman Islands to Boston one-way?

    One-way options have recently been found by users for as low as $179 on American Airlines. Other airlines that offer cheap prices include United Airlines from $190 and Delta from $194 one-way.

  • 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 $230). Flying from Cayman Islands to Boston in November is currently the most expensive (average of $497). 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
Waltham
Medford
Cambridge
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Warwick
Peabody
York Beach
Seabrook
Londonderry
Swansea
Old Orchard Beach
Auburn
Quincy
Lowell

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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 May 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$265Average$326FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$302Average$535FlexibilityNo cancel feeOn-time71%

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