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$228+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$440
(American Airlines)

One-way from

$228
(Southwest)

Popular in

May

Cheapest in

November

Average price

$289

Good one-way deal

$274 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. 9% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 17, 2025.

This Delta deal was found by Cheapflights users on 4/16. 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.
Wed 5/2812:35 pmGCM - BOS
1 stop8h 40mDelta
Mon 6/25:40 amBOS - GCM
1 stop6h 40mDelta
Deal found 4/16$353
This American Airlines deal was found by Cheapflights users on 4/16. 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 7/1412:25 pmGCM - BOS
1 stop9h 21mAmerican Airlines
Fri 7/185:52 amBOS - GCM
1 stop6h 28mAmerican Airlines
Deal found 4/16$440
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2811:30 amGCM - BOS
1 stop29h 16mMultiple Airlines
Sun 6/19:46 amBOS - GCM
1 stop26h 54mMultiple Airlines
Deal found 4/15$453
This United Airlines deal was found by Cheapflights users on 4/16. 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 7/141:35 pmGCM - BOS
2 stops24h 07mUnited Airlines
Fri 7/186:59 pmBOS - GCM
2 stops19h 31mUnited Airlines
Deal found 4/16$464
This Southwest deal was found by Cheapflights users on 4/16. 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.
Thu 6/1912:45 pmGCM - BOS
2 stops10h 40mSouthwest
Mon 6/239:55 pmBOS - GCM
2 stops14h 55mSouthwest
Deal found 4/16$469
This JetBlue deal was found by Cheapflights users on 4/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/192:40 pmGCM - BOS
Nonstop4h 16mJetBlue
Mon 4/2110:13 amBOS - GCM
Nonstop4h 22mJetBlue
Deal found 4/17$595

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 April 17, 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

Wed 5/28

12:35 pm-10:15 pm

1 stop8h 40m

Boston Logan Intl

Mon 6/2

5:40 am-11:20 am

1 stop6h 40m

$353

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 7/14

12:25 pm-10:46 pm

1 stop9h 21m

Boston Logan Intl

Fri 7/18

5:52 am-11:20 am

1 stop6h 28m

$440

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 5/28

11:30 am-5:46 pm

1 stop29h 16m

Boston Logan Intl

Sun 6/1

9:46 am-11:40 am

1 stop26h 54m

$453

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 7/14

1:35 pm-2:42 pm

2 stops24h 07m

Boston Logan Intl

Fri 7/18

6:59 pm-1:30 pm

2 stops19h 31m

$464

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 6/19

12:45 pm-12:25 am

2 stops10h 40m

Boston Logan Intl

Mon 6/23

9:55 pm-11:50 am

2 stops14h 55m

$469

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 5/17

1:10 pm-11:25 pm

1 stop9h 15m

$228

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 5/13

1:35 pm-12:58 pm

2 stops22h 23m

$229

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 6/19

12:50 pm-3:58 pm

1 stop26h 08m

$256

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 7/14

12:50 pm-1:06 am

1 stop11h 16m

$263

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 6/16

12:10 pm-8:56 pm

1 stop7h 46m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 12 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.

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 April 17, 2025.

It’s typically best to fly out from Cayman Islands to Boston at noon. Doing so could potentially save you 4% on the flight price compared to flying in the morning, which is usually more expensive.

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 April 17, 2025.
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,926 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $228 on Southwest. Other airlines that offer cheap prices include Delta from $229 and United Airlines from $234 one-way.

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

    On average you can expect to pay $290 for a flight from Cayman Islands to Boston. The cheapest flight overall is $237 while the most popular route, (George Town Owen Roberts Intl - Boston Logan Intl) is currently priced at $353.

  • 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 the Cayman Islands?

Book flights to the Cayman Islands if you plan to visit one of these locations
Marlborough
Warwick
Waltham
Framingham
Cambridge
Chestnut Hill
Seekonk
Randolph
Brockton
Lowell
Seabrook
West Yarmouth
Woburn
Somerville
Saco
Burlington
Smithfield
Lincoln
Salem
Chelsea

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Cayman Islands to Boston

Discover the top 3 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$182Average$353FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$251Average$449FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$443FlexibilityNo cancel feeOn-time71%

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