Boston

$213+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Jul 30 — Aug 61
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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 July 25, 2025.

Round-trip from

$321
(Delta)

One-way from

$213
(United Airlines)

Popular in

May

Cheapest in

November

Average price

$419
From Cayman Islands to Boston Logan Intl
One-way flight from Cayman Islands to Boston Logan Intl
Highest demand for flights based on searches. 12% potential increase in price ($57 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 July 25, 2025.

This Delta deal was found by Cheapflights users on 7/24. 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 9/412:50 pmGCM - BOS
1 stop11h 34mDelta
Thu 9/115:35 amBOS - GCM
1 stop7h 01mDelta
Deal found 7/24$321
This American Airlines deal was found by Cheapflights users on 7/22. 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.
Mon 10/612:25 pmGCM - BOS
1 stop7h 27mAmerican Airlines
Fri 10/1012:52 pmBOS - GCM
1 stop7h 28mAmerican Airlines
Deal found 7/22$330
This United Airlines deal was found by Cheapflights users on 7/24. 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 9/201:35 pmGCM - BOS
2 stops19h 21mUnited Airlines
Sat 9/278:00 amBOS - GCM
2 stops29h 30mUnited Airlines
Deal found 7/24$331
This Mytrip deal was found by Cheapflights users on 7/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1911:30 amGCM - BOS
2 stops10h 04mMultiple Airlines
Fri 8/296:30 amBOS - GCM
3 stops15h 50mMultiple Airlines
Deal found 7/22$630
This Justfly.com deal was found by Cheapflights users on 7/21. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2112:50 pmGCM - BOS
1 stop8h 48mAir Canada
Wed 8/2712:15 pmBOS - GCM
1 stop24h 40mAir Canada
Deal found 7/21$635
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/161:30 pmGCM - BOS
2 stops8h 45mSouthwest
Sun 12/2110:10 pmBOS - GCM
2 stops14h 25mSouthwest
Deal found 7/24$685

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 July 25, 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

Thu 9/4

12:50 pm-1:24 am

1 stop11h 34m

Boston Logan Intl

Thu 9/11

5:35 am-11:36 am

1 stop7h 01m

$321

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 10/6

12:25 pm-8:52 pm

1 stop7h 27m

Boston Logan Intl

Fri 10/10

12:52 pm-7:20 pm

1 stop7h 28m

$330

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 9/20

1:35 pm-9:56 am

2 stops19h 21m

Boston Logan Intl

Sat 9/27

8:00 am-12:30 pm

2 stops29h 30m

$331

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 8/19

11:30 am-10:34 pm

2 stops10h 04m

Boston Logan Intl

Fri 8/29

6:30 am-9:20 pm

3 stops15h 50m

$630

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 8/21

12:50 pm-10:38 pm

1 stop8h 48m

Boston Logan Intl

Wed 8/27

12:15 pm-11:55 am

1 stop24h 40m

$635

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 8/23

1:35 pm-12:43 pm

2 stops22h 08m

$213

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 9/22

12:52 pm-9:04 pm

1 stop7h 12m

$223

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 9/23

12:10 pm-12:59 am

1 stop11h 49m

$227

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 10/20

12:50 pm-5:55 pm

2 stops28h 05m

$230

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 8/22

4:45 pm-2:30 pm

1 stop20h 45m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

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 July 25, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, 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.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
8.0
Very good
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

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.

  • 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 $213 on United Airlines. Other airlines that offer cheap prices include Delta from $223 and American Airlines from $227 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 $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
Watertown
Warwick
Seabrook
Waltham
Framingham
Lowell
Randolph
Smithfield
Cranston
Chestnut Hill
York Beach
Chelsea
Saco
Burlington
Hampton Beach
Swansea
Lincoln
Quincy

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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 July 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$182Average$330FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$288Average$459FlexibilityNo cancel feeOn-time71%

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