$209+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Sep 22 — Sep 291
Round-trip
1 adult, Economy
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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
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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
Cheapest
Best
One-way
Cheapest flights from Cayman Islands to BostonExplore 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 August 23, 2026.
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 August 23, 2026.
This Mytrip deal was found by Cheapflights users on 8/23. 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.
Thu 10/2212:25 pm -
1 stop28h 49m
Sat 10/246:00 am -
1 stop30h 10m
Deal found 8/23![Air Canada logo]()
$372
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/252:55 pm -
1 stop10h 23m
Wed 12/306:38 pm -
1 stop19h 07m
Deal found 8/22![United Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 8/23. 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.
Wed 10/148:00 am -
1 stop14h 40m
Sun 10/188:16 am -
1 stop11h 44m
Deal found 8/23![American Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Thu 10/812:00 pm -
2 stops10h 39m
Thu 10/156:00 am -
2 stops8h 10m
Deal found 8/20![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 8/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:00 pm -
1 stop10h 40m
Mon 10/196:00 am -
1 stop8h 10m
Deal found 8/19![American Airlines logo]()
$503
Best flights from Cayman Islands to BostonDiscover carefully curated flight deals from Cayman Islands to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Cayman Islands to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/262:25 pm -
2 stops20h 06m
Mon 2/16:00 am -
1 stop7h 15m
Deal found 8/22![United Airlines logo]()
$384
This Air Canada deal was found by Cheapflights users on 8/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:25 pm -
1 stop22h 25m
Sat 10/246:50 pm -
2 stops17h 20m
Deal found 8/23![Air Canada logo]()
$388
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Thu 10/812:00 pm -
1 stop8h 57m
Thu 10/158:16 am -
1 stop11h 44m
Deal found 8/20![American Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/272:55 pm -
2 stops21h 48m
Sun 1/316:00 am -
1 stop7h 45m
Deal found 8/22![United Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/252:50 pm -
1 stop21h 57m
Sun 1/316:00 am -
1 stop7h 15m
Deal found 8/22![United Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Wed 10/148:00 am -
2 stops11h 49m
Sun 10/186:00 am -
2 stops8h 10m
Deal found 8/20![American Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/255:10 pm -
1 stop6h 49m
Wed 12/304:29 pm -
2 stops24h 06m
Deal found 8/22![United Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/235:30 pm -
2 stops16h 25m
Mon 2/16:33 pm -
2 stops18h 42m
Deal found 8/22![United Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 8/23. 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 10/168:00 am -
1 stop7h 06m
Mon 10/195:00 am -
1 stop15h 00m
Deal found 8/23![American Airlines logo]()
$503
One-way flights from Cayman Islands to BostonSearch for one-way flight options from Cayman Islands to Boston. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Cayman Islands to Boston. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Trip.com deal was found by Cheapflights users on 8/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:10 pm -
1 stop21h 07m
Deal found 8/19![Air Canada logo]()
$209
This Trip.com deal was found by Cheapflights users on 8/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/131:10 pm -
1 stop28h 48m
Deal found 8/23![Air Canada logo]()
$219
This Trip.com deal was found by Cheapflights users on 8/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:40 am -
1 stop28h 25m
Deal found 8/20![Air Canada logo]()
$230
This Air Canada deal was found by Cheapflights users on 8/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/201:10 pm -
1 stop9h 27m
Deal found 8/20![Air Canada logo]()
$232
This American Airlines deal was found by Cheapflights users on 8/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/68:45 am -
1 stop14h 20m
Deal found 8/21![American Airlines logo]()
$234
This Travelocity deal was found by Cheapflights users on 8/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/191:10 pm -
2 stops32h 18m
Deal found 8/20![Air Canada logo]()
$235
This Air Canada deal was found by Cheapflights users on 8/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/171:10 pm -
1 stop21h 07m
Deal found 8/19![Air Canada logo]()
$237
This Trip.com deal was found by Cheapflights users on 8/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:40 am -
1 stop22h 15m
Deal found 8/21![Air Canada logo]()
$242
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 August 23, 2026.
Round-trip from | $372 (Mytrip) |
|---|---|
One-way from | $209 (Trip.com) |
Popular in | June |
Cheapest in | February |
Average price | $565 |
Good one-way deal | $573 or less |
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 7,457,451 searches. Data last updated August 23, 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
Cheapest round-trip
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Tue 1/26
2:25 pm-10:31 am
2 stops20h 06m
Boston Logan Intl
Mon 2/1
6:00 am-1:15 pm
1 stop7h 15m
$384
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Wed 1/27
2:55 pm-12:43 pm
2 stops21h 48m
Boston Logan Intl
Sun 1/31
6:00 am-1:45 pm
1 stop7h 45m
$384
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Mon 1/25
2:50 pm-12:47 pm
1 stop21h 57m
Boston Logan Intl
Sun 1/31
6:00 am-1:15 pm
1 stop7h 15m
$384
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Fri 12/25
5:10 pm-11:59 pm
1 stop6h 49m
Boston Logan Intl
Wed 12/30
4:29 pm-4:35 pm
2 stops24h 06m
$384
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Thu 10/22
12:25 pm-11:50 am
1 stop22h 25m
Boston Logan Intl
Sat 10/24
6:50 pm-11:10 am
2 stops17h 20m
$388
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Thu 10/8
12:00 pm-9:57 pm
1 stop8h 57m
Boston Logan Intl
Thu 10/15
8:16 am-7:00 pm
1 stop11h 44m
$393
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Sat 1/23
5:30 pm-9:55 am
2 stops16h 25m
Boston Logan Intl
Mon 2/1
6:33 pm-1:15 pm
2 stops18h 42m
$398
Quickest round-trip
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Wed 10/14
8:00 am-8:49 pm
2 stops11h 49m
Boston Logan Intl
Sun 10/18
6:00 am-1:10 pm
2 stops8h 10m
$457
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Fri 10/16
8:00 am-4:06 pm
1 stop7h 06m
Boston Logan Intl
Mon 10/19
5:00 am-7:00 pm
1 stop15h 00m
$503
Cheapest one-way
George TownBoston
GCM George Town Owen Roberts Intl - BOS Boston Logan Intl
GCMBOS
George Town Owen Roberts Intl
Tue 11/17
1:10 pm-10:17 am
1 stop21h 07m
$237
Showing 1-10 of 19 resultsSorted by cheapest first
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.
GCM-BOS
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
KY0-BOS
GCM-BOS
What is the cheapest month to book a flight from Cayman Islands to Boston?
Currently, February is the cheapest month in which you can book a flight from Cayman Islands to Boston (average of $302). Flying from Cayman Islands to Boston in June is currently the most expensive (average of $651). 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 August 23, 2026.
Peruse reviews from past customers who have flown with Delta,American Airlines, andJetBlue 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.
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
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.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
Brockton
Seekonk
Cranston
Dedham
Warwick
Peabody
Auburn
Chelsea
York Beach
Londonderry
Revere
Fitchburg
Swansea
North Falmouth
Braintree
Sandwich
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.
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Alternative routes for Cayman Islands to Boston
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Boston
Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 23, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Cayman Islands to Boston by cabin class
Find flights from Cayman Islands to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Cayman Islands and Boston flights
Browse other Cayman Islands and Boston flight options. Last updated on August 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$264 | Average$351 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$265 | Average$326 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$302 | Average$535 | FlexibilityNo cancel fee | On-time71% |