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$195+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Apr 30 — May 71
Thu 4/30
Thu 5/7
1 adult, Economy
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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 March 31, 2026.

This United Airlines deal was found by Cheapflights users on 3/26. 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 4/184:10 pm
GCM
-
BOS
2 stops17h 05m
United Airlines
Sat 4/256:00 am
BOS
-
GCM
1 stop7h 35m
United Airlines
Deal found 3/26$284
This United Airlines deal was found by Cheapflights users on 3/28. 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.
Fri 4/31:50 pm
GCM
-
BOS
1 stop10h 09m
United Airlines
Mon 4/66:25 pm
BOS
-
GCM
2 stops19h 05m
United Airlines
Deal found 3/28$326
This United Airlines deal was found by Cheapflights users on 3/28. 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 5/121:35 pm
GCM
-
BOS
2 stops18h 50m
United Airlines
Tue 5/199:20 am
BOS
-
GCM
2 stops28h 10m
United Airlines
Deal found 3/28$328
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/32:44 pm
GCM
-
BOS
1 stop8h 27m
American Airlines
Tue 4/78:30 pm
BOS
-
GCM
2 stops16h 01m
American Airlines
Deal found 3/27$330
This United Airlines deal was found by Cheapflights users on 3/30. 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.
Fri 4/101:35 pm
GCM
-
BOS
1 stop26h 17m
United Airlines
Wed 4/156:00 am
BOS
-
GCM
1 stop6h 45m
United Airlines
Deal found 3/30$335
This United Airlines deal was found by Cheapflights users on 3/30. 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.
Fri 4/31:35 pm
GCM
-
BOS
1 stop9h 05m
United Airlines
Tue 4/76:25 pm
BOS
-
GCM
2 stops19h 05m
United Airlines
Deal found 3/30$340
This American Airlines deal was found by Cheapflights users on 3/28. 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.
Tue 5/1212:35 pm
GCM
-
BOS
1 stop8h 39m
American Airlines
Tue 5/196:20 pm
BOS
-
GCM
1 stop17h 40m
American Airlines
Deal found 3/28$369

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 March 31, 2026.

Round-trip from

$284
(United Airlines)

One-way from

$195
(United Airlines)

Popular in

June

Cheapest in

February

Average price

$560
From Cayman Islands to Boston Logan Intl
Search Deals
One-way flight from Cayman Islands to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 31, 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
Quickest round-trip

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/18

4:10 pm-11:59 pm

1 stop6h 49m

Boston Logan Intl

Sat 4/25

6:00 am-12:35 pm

1 stop7h 35m

$284

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 5/12

1:35 pm-9:25 am

2 stops18h 50m

Boston Logan Intl

Tue 5/19

9:20 am-12:30 pm

2 stops28h 10m

$328

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 4/14

12:55 pm-9:54 pm

1 stop7h 59m

Boston Logan Intl

Thu 4/16

7:00 am-12:00 pm

2 stops30h 00m

$400

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 5/10

1:35 pm-7:26 pm

2 stops28h 51m

Boston Logan Intl

Sun 5/17

5:45 am-12:30 pm

2 stops31h 45m

$452

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/18

5:05 pm-10:20 pm

Nonstop4h 15m

Boston Logan Intl

Sat 4/25

10:45 am-10:55 am

1 stop25h 10m

$468

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 6/14

5:12 pm-2:21 pm

1 stop20h 09m

Boston Logan Intl

Mon 7/6

5:00 am-4:08 pm

1 stop12h 08m

$482
Cheapest one-way

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 4/28

1:50 pm-1:29 pm

2 stops22h 39m

$195

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 9/24

12:55 pm-1:06 am

1 stop11h 11m

$195

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 4/29

1:50 pm-9:25 am

1 stop18h 35m

$195

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 9/25

12:55 pm-11:56 pm

1 stop10h 01m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 13 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 $271). 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 March 31, 2026.

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 March 31, 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.
JetBlue
7.2
Good
2,906 reviews

Comfort

7.5

Entertainment

7.2

Boarding

7.4

Food

6.6

Crew

8.0

Overall

7.2

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.
JetBlue
7.2
Good
2,906 reviews
JetBlue
7.2
Good
2,906 reviews

Comfort

7.5

Entertainment

7.2

Boarding

7.4

Food

6.6

Crew

8.0

Overall

7.2

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.
American Airlines
7.1
Good
11,530 reviews
JetBlue
7.2
Good
2,906 reviews

Comfort

7.5

Entertainment

7.2

Boarding

7.4

Food

6.6

Crew

8.0

Overall

7.2

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 can get you from Cayman Islands to Boston in just under 6h 49m. Your travel time can differ by up to . There are 1704 mi between Cayman Islands and Boston.

  • 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 $190 on United Airlines. Other airlines that offer cheap prices include Delta from $194 and American Airlines from $202 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 $271). 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
Medford
Cambridge
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Seabrook
Cranston
Chelsea
Warwick
Peabody
Waltham
York Beach
Londonderry
Swansea
Old Orchard Beach
Lincoln
Quincy
Lowell

Browse thousands of different options on Cheapflights for your next trip

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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 March 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$265Average$326FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$302Average$535FlexibilityNo cancel feeOn-time71%

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