$186+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Jun 14 — Jun 211
Round-trip
1 adult, Economy
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Find cheap flights from Cayman Islands to Boston with Cheapflights
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Best
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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 May 15, 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 May 15, 2026.
This United Airlines deal was found by Cheapflights users on 5/10. 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 10/241:35 pm
GCM
- BOS
2 stops18h 49m
United Airlines
Mon 11/98:10 pm
BOS
- GCM
2 stops20h 20m
United Airlines
Deal found 5/10![United Airlines logo]()
$304
This United Airlines deal was found by Cheapflights users on 5/13. 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 5/201:35 pm
GCM
- BOS
2 stops17h 42m
United Airlines
Wed 5/275:35 pm
BOS
- GCM
1 stop19h 55m
United Airlines
Deal found 5/13![United Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 5/10. 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 10/101:35 pm
GCM
- BOS
2 stops18h 49m
United Airlines
Sat 10/247:10 am
BOS
- GCM
2 stops33h 20m
United Airlines
Deal found 5/10![United Airlines logo]()
$430
This Travelocity deal was found by Cheapflights users on 5/10. 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.
Sat 10/1012:25 pm
GCM
- BOS
1 stop26h 45m
Air Canada
Sat 10/245:00 pm
BOS
- GCM
1 stop19h 00m
Air Canada
Deal found 5/10![Air Canada logo]()
$469
This Delta deal was found by Cheapflights users on 5/10. 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.
Sat 10/2412:55 pm
GCM
- BOS
1 stop11h 03m
Delta
Mon 11/95:45 am
BOS
- GCM
1 stop6h 40m
Delta
Deal found 5/10![Delta logo]()
$502
This Expedia deal was found by Cheapflights users on 5/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:55 am
GCM
- BOS
1 stop10h 43m
Air Canada
Tue 6/306:50 pm
BOS
- GCM
2 stops41h 35m
Air Canada
Deal found 5/14![Air Canada logo]()
$512
This American Airlines deal was found by Cheapflights users on 5/13. 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 10/151:25 pm
GCM
- BOS
1 stop10h 09m
American Airlines
Mon 10/197:42 am
BOS
- GCM
1 stop5h 53m
American Airlines
Deal found 5/13![American Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Sun 6/145:12 pm
GCM
- BOS
1 stop22h 03m
American Airlines
Mon 7/65:55 pm
BOS
- GCM
1 stop18h 05m
American Airlines
Deal found 5/12![American Airlines logo]()
$527
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 May 15, 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 May 15, 2026.
This United Airlines deal was found by Cheapflights users on 5/10. 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 10/241:35 pm
GCM
- BOS
1 stop9h 02m
United Airlines
Mon 11/94:25 pm
BOS
- GCM
2 stops24h 05m
United Airlines
Deal found 5/10![United Airlines logo]()
$304
This Travelocity deal was found by Cheapflights users on 5/10. 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.
Sat 10/1012:25 pm
GCM
- BOS
1 stop26h 45m
Air Canada
Sat 10/245:00 pm
BOS
- GCM
1 stop19h 00m
Air Canada
Deal found 5/10![Air Canada logo]()
$469
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Sun 6/145:12 pm
GCM
- BOS
1 stop22h 03m
American Airlines
Mon 7/65:55 pm
BOS
- GCM
1 stop18h 05m
American Airlines
Deal found 5/12![American Airlines logo]()
$527
This Expedia deal was found by Cheapflights users on 5/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:55 am
GCM
- BOS
1 stop10h 43m
Air Canada
Tue 6/306:50 pm
BOS
- GCM
2 stops41h 35m
Air Canada
Deal found 5/14![Air Canada logo]()
$512
This American Airlines deal was found by Cheapflights users on 5/13. 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 10/159:25 am
GCM
- BOS
2 stops8h 34m
American Airlines
Mon 10/197:42 am
BOS
- GCM
1 stop5h 53m
American Airlines
Deal found 5/13![American Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 5/14. 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 6/121:35 pm
GCM
- BOS
2 stops25h 54m
United Airlines
Sun 6/148:20 pm
BOS
- GCM
2 stops17h 10m
United Airlines
Deal found 5/14![United Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 5/14. 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 10/1612:40 pm
GCM
- BOS
1 stop8h 44m
American Airlines
Mon 10/195:57 am
BOS
- GCM
1 stop6h 03m
American Airlines
Deal found 5/14![American Airlines logo]()
$563
This American Airlines deal was found by Cheapflights users on 5/14. 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 6/125:11 pm
GCM
- BOS
1 stop6h 48m
American Airlines
Sun 6/146:00 am
BOS
- GCM
1 stop11h 11m
American Airlines
Deal found 5/14![American Airlines logo]()
$563
Last-minute flights from Cayman Islands to BostonDiscover last-minute flight deals from Cayman Islands to Boston. Data last updated May 15, 2026 and is based on user searches.
Discover last-minute flight deals from Cayman Islands to Boston. Data last updated May 15, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/13. 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 5/201:35 pm
GCM
- BOS
2 stops17h 42m
United Airlines
Wed 5/275:35 pm
BOS
- GCM
1 stop19h 55m
United Airlines
Deal found 5/13![United Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 5/14. 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 6/125:11 pm
GCM
- BOS
1 stop6h 48m
American Airlines
Sun 6/146:00 am
BOS
- GCM
1 stop11h 11m
American Airlines
Deal found 5/14![American Airlines logo]()
$563
This United Airlines deal was found by Cheapflights users on 5/14. 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 6/121:35 pm
GCM
- BOS
2 stops25h 54m
United Airlines
Sun 6/148:20 pm
BOS
- GCM
2 stops17h 10m
United Airlines
Deal found 5/14![United Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Sun 6/145:12 pm
GCM
- BOS
1 stop22h 03m
American Airlines
Mon 7/65:55 pm
BOS
- GCM
1 stop18h 05m
American Airlines
Deal found 5/12![American Airlines logo]()
$527
This Expedia deal was found by Cheapflights users on 5/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:55 am
GCM
- BOS
1 stop10h 43m
Air Canada
Tue 6/306:50 pm
BOS
- GCM
2 stops41h 35m
Air Canada
Deal found 5/14![Air Canada logo]()
$512
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 May 15, 2026.
Search for one-way flight options from Cayman Islands to Boston. Find affordable one-way fares based on user searches. Data last updated May 15, 2026.
This Super.com deal was found by Cheapflights users on 5/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:20 pm
GCM
- BOS
1 stop8h 07m
JetBlue
Deal found 5/10![JetBlue logo]()
$186
This United Airlines deal was found by Cheapflights users on 5/13. 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 6/134:45 pm
GCM
- BOS
2 stops21h 30m
United Airlines
Deal found 5/13![United Airlines logo]()
$205
This United Airlines deal was found by Cheapflights users on 5/13. 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 6/91:35 pm
GCM
- BOS
2 stops17h 42m
United Airlines
Deal found 5/13![United Airlines logo]()
$210
This American Airlines deal was found by Cheapflights users on 5/11. 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 11/69:00 am
GCM
- BOS
1 stop12h 06m
American Airlines
Deal found 5/11![American Airlines logo]()
$213
This United Airlines deal was found by Cheapflights users on 5/10. 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 6/64:15 pm
GCM
- BOS
2 stops18h 01m
United Airlines
Deal found 5/10![United Airlines logo]()
$214
This Delta deal was found by Cheapflights users on 5/13. 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 11/111:50 pm
GCM
- BOS
1 stop11h 08m
Delta
Deal found 5/13![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 5/12. 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 8/84:45 pm
GCM
- BOS
1 stop18h 43m
United Airlines
Deal found 5/12![United Airlines logo]()
$240
This Travelocity deal was found by Cheapflights users on 5/13. 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.
Mon 6/812:25 pm
GCM
- BOS
1 stop9h 14m
Air Canada
Deal found 5/13![Air Canada logo]()
$251
This United Airlines deal was found by Cheapflights users on 5/11. 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 11/75:45 pm
GCM
- BOS
2 stops15h 39m
United Airlines
Deal found 5/11![United Airlines logo]()
$254
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 May 15, 2026.
Round-trip from | $304 (United Airlines) |
|---|---|
One-way from | $186 (Super.com) |
Popular in | March |
Cheapest in | February |
Average price | $421 |
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 May 15, 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 - BOS
GCMBOS
George Town Owen Roberts Intl
Sat 10/24
1:35 pm-11:37 pm
1 stop9h 02m
Boston Logan Intl
Mon 11/9
4:25 pm-4:30 pm
2 stops24h 05m
$304
George TownBoston
GCM - BOS
GCMBOS
George Town Owen Roberts Intl
Sat 10/10
12:25 pm-4:10 pm
1 stop26h 45m
Boston Logan Intl
Sat 10/24
5:00 pm-11:00 am
1 stop19h 00m
$469
George TownBoston
GCM - BOS
GCMBOS
George Town Owen Roberts Intl
Sat 6/20
10:55 am-10:38 pm
1 stop10h 43m
Boston Logan Intl
Tue 6/30
6:50 pm-11:25 am
2 stops41h 35m
$512
George TownBoston
GCM - BOS
GCMBOS
George Town Owen Roberts Intl
Sun 6/14
5:12 pm-4:15 pm
1 stop22h 03m
Boston Logan Intl
Mon 7/6
5:55 pm-11:00 am
1 stop18h 05m
$527
Quickest round-trip
George TownBoston
GCM - BOS
GCMBOS
George Town Owen Roberts Intl
Thu 10/15
9:25 am-6:59 pm
2 stops8h 34m
Boston Logan Intl
Mon 10/19
7:42 am-12:35 pm
1 stop5h 53m
$530
George TownBoston
GCM - BOS
GCMBOS
George Town Owen Roberts Intl
Fri 10/16
12:40 pm-10:24 pm
1 stop8h 44m
Boston Logan Intl
Mon 10/19
5:57 am-11:00 am
1 stop6h 03m
$563
George TownBoston
GCM - BOS
GCMBOS
George Town Owen Roberts Intl
Fri 6/12
5:11 pm-12:59 am
1 stop6h 48m
Boston Logan Intl
Sun 6/14
6:00 am-4:11 pm
1 stop11h 11m
$563
George TownBoston
GCM - BOS
GCMBOS
George Town Owen Roberts Intl
Fri 6/12
1:35 pm-4:29 pm
2 stops25h 54m
Boston Logan Intl
Sun 6/14
8:20 pm-12:30 pm
2 stops17h 10m
$567
Cheapest one-way
George TownBoston
GCM - BOS
GCMBOS
George Town Owen Roberts Intl
Sat 6/6
2:20 pm-11:27 pm
1 stop8h 07m
$192
Quickest one-way
George TownBoston
GCM - BOS
GCMBOS
George Town Owen Roberts Intl
Sat 6/13
4:15 pm-11:59 pm
1 stop6h 44m
$205
Showing 1-10 of 18 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, January is the cheapest month in which you can book a flight from Cayman Islands to Boston (average of $230). Flying from Cayman Islands to Boston in November is currently the most expensive (average of $497). 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 May 15, 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.
Entertainment
7.2
Crew
7.9
Food
6.6
Overall
7.2
Boarding
7.3
Comfort
7.5
Reviews
1 / 20
6.0
GoodAnonymous,Mar 2026
FLL - ORH
Entertainment
7.2
Crew
7.9
Food
6.6
Overall
7.2
Boarding
7.3
Comfort
7.5
Reviews
1 / 20
6.0
GoodAnonymous,Mar 2026
FLL - ORH
Entertainment
7.2
Crew
7.9
Food
6.6
Overall
7.2
Boarding
7.3
Comfort
7.5
Reviews
1 / 20
6.0
GoodAnonymous,Mar 2026
FLL - ORH
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
Medford
Cambridge
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Warwick
Peabody
York Beach
Seabrook
Londonderry
Swansea
Old Orchard Beach
Auburn
Quincy
Lowell
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Alternative routes for Cayman Islands to Boston
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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 May 15, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
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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 May 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 May 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$265 | Average$326 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$302 | Average$535 | FlexibilityNo cancel fee | On-time71% |