HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$188+ 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Cayman Islands to Boston with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$355
(JetBlue)

One-way from

$188
(JetBlue)

Popular in

May

Cheapest in

November

Average price

$433

Good round-trip deal

$221 or less

Good one-way deal

$197 or less
Provider with most accurate pricing for George Town Owen Roberts Intl-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for George Town Owen Roberts Intl-Boston Logan Intl flights.
Search Deals
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. 8% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals
Price to beat on a round-trip flight from Cayman Islands to Boston Logan Intl.
Search Deals
Price to beat on a one-way flight from Cayman Islands to Boston Logan Intl.
Search Deals

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 February 20, 2025.

This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/52:30 pmGCM - BOS
Nonstop4h 10mJetBlue
Mon 4/1410:13 amBOS - GCM
Nonstop4h 21mJetBlue
Deal found 2/20$355
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/143:20 pmGCM - BOS
1 stop23h 02mAmerican Airlines
Fri 7/185:58 amBOS - GCM
1 stop6h 07mAmerican Airlines
Deal found 2/20$452
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Sat 4/191:25 pmGCM - BOS
2 stops22h 23mUnited Airlines
Fri 4/256:00 amBOS - GCM
1 stop7h 00mUnited Airlines
Deal found 2/20$476
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1711:30 amGCM - BOS
1 stop12h 14mMultiple Airlines
Mon 4/219:05 pmBOS - GCM
2 stops20h 05mMultiple Airlines
Deal found 2/20$650
This Southwest deal was found by Cheapflights users on 2/19. 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.
Sat 7/121:05 pmGCM - BOS
2 stops19h 10mSouthwest
Sun 7/1310:30 pmBOS - GCM
2 stops14h 20mSouthwest
Deal found 2/19$777

Find flights from Cayman Islands to Boston within your budget

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 February 20, 2025.

Fly from

Cayman Islands

Fly to

Boston

Route

Depart

Return

Price

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/5

2:30 pm-7:40 pm

Nonstop4h 10m

Boston Logan Intl

Mon 4/14

10:13 am-1:34 pm

Nonstop4h 21m

$355

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 7/14

3:20 pm-3:22 pm

1 stop23h 02m

Boston Logan Intl

Fri 7/18

5:58 am-11:05 am

1 stop6h 07m

$452

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/19

1:25 pm-12:48 pm

2 stops22h 23m

Boston Logan Intl

Fri 4/25

6:00 am-12:00 pm

1 stop7h 00m

$476

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 4/17

11:30 am-12:44 am

1 stop12h 14m

Boston Logan Intl

Mon 4/21

9:05 pm-4:10 pm

2 stops20h 05m

$650

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 7/12

1:05 pm-9:15 am

2 stops19h 10m

Boston Logan Intl

Sun 7/13

10:30 pm-11:50 am

2 stops14h 20m

$777

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 3/19

1:52 pm-6:59 pm

Nonstop4h 07m

$188

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 3/18

4:25 pm-9:48 am

2 stops16h 23m

$194

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 5/20

12:51 pm-1:03 am

1 stop11h 12m

$258

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 5/19

12:50 pm-11:28 am

1 stop21h 38m

$265

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 4/23

11:30 am-12:44 am

1 stop12h 14m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 11 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.

Travel insights for flights from Cayman Islands to Boston

Get recent, data-driven insights about flights from Cayman Islands to Boston including ideal travel times, pricing trends, and more.

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 February 20, 2025.

It’s typically best to fly out from Cayman Islands to Boston in the morning. Doing so could potentially save you 18% on the flight price compared to flying at noon, 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 February 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $188 on JetBlue. Other airlines that offer cheap prices include United Airlines from $194 and Delta from $258 one-way.

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

    On average you can expect to pay $332 for a flight from Cayman Islands to Boston. The cheapest flight overall is $176 while the most popular route, (George Town Owen Roberts Intl - Boston Logan Intl) is currently priced at $289.

  • 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
Warwick
Marlborough
Brockton
Waltham
Cambridge
Sturbridge
Framingham
Somerville
Chestnut Hill
Seekonk
Randolph
Lowell
Watertown
West Yarmouth
Woburn
Saco
Seabrook
Salem
Brookline
Fall River

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Cayman Islands to Boston

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to Boston flights
Santo Domingo to Boston flights
Luis Munoz Marin Intl to Hartford flights
Santiago de los Caballeros to Boston flights
Oranjestad to Boston flights
Montego Bay to Boston flights
Punta Cana to Boston flights
Nassau to Boston flights
Luis Munoz Marin Intl to Albany flights
Aguadilla to Boston flights
Kingston to Boston flights
Kingston to Hartford flights
George Town to Boston flights
Santo Domingo to Hartford flights
Simpson Bay to Boston flights
Saint Thomas Island to Boston flights
Saint Thomas Island to Hartford flights
Port of Spain to Boston flights
St. John's to Boston flights
Ponce to Boston flights
Bridgetown to Boston flights
Providenciales to Boston flights
Montego Bay to Hartford flights
Willemstad to Boston flights
Port of Spain to Hartford flights
Luis Munoz Marin Intl to West Tisbury flights
Santo Domingo to Worcester flights
Pointe-à-Pitre to Boston flights
Aguadilla to Hartford flights
Bridgetown to Worcester flights
St. George's to Boston flights
Christiansted to Boston flights
Punta Cana to Worcester flights
Nassau to Hartford flights
Oranjestad to Worcester flights
Luis Munoz Marin Intl to Provincetown flights
Oranjestad to Albany flights

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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$182Average$320FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$251Average$418FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$441FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.