$70+ Cheap flights from Maine to the Cayman Islands
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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — GCM
Mar 6 — Mar 131
1 adult, Economy
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Find cheap flights from Maine to Cayman Islands 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
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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 Maine to Cayman Islands
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Cheapest flights from Maine to Cayman IslandsExplore the most affordable flight options available from Maine to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.
Explore the most affordable flight options available from Maine to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:27 am
BOS
- GCM
1 stop8h 16m
Spirit Airlines
Thu 2/262:49 pm
GCM
- BOS
1 stop8h 55m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Tue 3/35:00 am
BOS
- GCM
1 stop9h 45m
American Airlines
Tue 3/102:44 pm
GCM
- BOS
1 stop8h 21m
American Airlines
Deal found 2/3![American Airlines logo]()
$285
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:40 am
BOS
- GCM
1 stop8h 03m
Spirit Airlines
Sat 5/161:40 pm
GCM
- BOS
1 stop9h 19m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/255:40 pm
PWM
- GCM
2 stops18h 10m
American Airlines
Wed 3/117:45 am
GCM
- PWM
2 stops14h 49m
American Airlines
Deal found 2/2![American Airlines logo]()
$302
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:45 am
BOS
- GCM
1 stop7h 35m
Spirit Airlines
Sat 3/281:15 pm
GCM
- BOS
1 stop9h 44m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/185:30 am
BOS
- GCM
1 stop9h 55m
American Airlines
Tue 2/243:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/3![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/236:25 am
BOS
- GCM
1 stop7h 49m
American Airlines
Mon 3/23:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/1![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/258:35 am
BOS
- GCM
2 stops11h 40m
American Airlines
Sun 3/13:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/3![American Airlines logo]()
$320
This Priceline deal was found by Cheapflights users on 2/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:27 am
BOS
- GCM
1 stop8h 16m
Multiple Airlines
Tue 2/243:15 pm
GCM
- BOS
1 stop17h 57m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/276:00 am
BOS
- GCM
1 stop7h 15m
United Airlines
Tue 3/32:25 pm
GCM
- BOS
2 stops20h 11m
United Airlines
Deal found 2/2![United Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 2/3. 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 3/216:00 am
PWM
- GCM
1 stop6h 45m
United Airlines
Thu 3/261:25 pm
GCM
- PWM
1 stop8h 26m
United Airlines
Deal found 2/3![United Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/256:00 am
PWM
- GCM
1 stop7h 15m
United Airlines
Wed 3/111:25 pm
GCM
- PWM
1 stop8h 39m
United Airlines
Deal found 2/2![United Airlines logo]()
$428
Best flights from Maine to Cayman IslandsDiscover carefully curated flight deals from Maine to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 4, 2026.
Discover carefully curated flight deals from Maine to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 4, 2026.
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/255:40 pm
PWM
- GCM
2 stops18h 10m
American Airlines
Wed 3/117:45 am
GCM
- PWM
2 stops14h 49m
American Airlines
Deal found 2/2![American Airlines logo]()
$302
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Thu 4/236:00 am
BOS
- GCM
1 stop7h 45m
United Airlines
Tue 4/281:50 pm
GCM
- BOS
2 stops19h 14m
United Airlines
Deal found 2/2![United Airlines logo]()
$326
This Air Canada deal was found by Cheapflights users on 2/3. 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.
Wed 6/35:00 pm
BOS
- GCM
1 stop19h 30m
Air Canada
Mon 6/812:25 pm
GCM
- BOS
1 stop9h 14m
Air Canada
Deal found 2/3![Air Canada logo]()
$365
This Delta deal was found by Cheapflights users on 2/3. 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 2/215:50 am
BOS
- GCM
1 stop8h 41m
Delta
Sat 2/282:26 pm
GCM
- BOS
1 stop8h 21m
Delta
Deal found 2/3![Delta logo]()
$420
This United Airlines deal was found by Cheapflights users on 2/1. 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 4/226:00 am
BOS
- GCM
1 stop6h 45m
United Airlines
Wed 4/2912:55 pm
GCM
- BOS
2 stops10h 04m
United Airlines
Deal found 2/1![United Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 2/3. 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 6/147:35 pm
PWM
- GCM
2 stops18h 35m
American Airlines
Wed 6/1712:20 pm
GCM
- PWM
1 stop9h 20m
American Airlines
Deal found 2/3![American Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/217:19 pm
BOS
- GCM
2 stops17h 56m
United Airlines
Thu 2/262:25 pm
GCM
- BOS
1 stop7h 26m
United Airlines
Deal found 2/2![United Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 2/3. 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 3/216:00 am
PWM
- GCM
1 stop6h 45m
United Airlines
Thu 3/261:25 pm
GCM
- PWM
1 stop8h 26m
United Airlines
Deal found 2/3![United Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/146:49 pm
PWM
- GCM
2 stops17h 19m
American Airlines
Thu 2/198:45 am
GCM
- PWM
2 stops15h 05m
American Airlines
Deal found 2/2![American Airlines logo]()
$507
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/256:00 am
PWM
- GCM
1 stop7h 15m
United Airlines
Wed 3/111:25 pm
GCM
- PWM
1 stop8h 39m
United Airlines
Deal found 2/2![United Airlines logo]()
$428
This Gotogate deal was found by Cheapflights users on 2/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:55 pm
BOS
- CYB
2 stops22h 55m
Multiple Airlines
Sun 2/226:20 pm
CYB
- BOS
2 stops28h 17m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$1,181
This United Airlines deal was found by Cheapflights users on 2/3. 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 2/216:25 pm
BOS
- GCM
2 stops19h 20m
United Airlines
Sat 2/285:30 pm
GCM
- BOS
2 stops17h 25m
United Airlines
Deal found 2/3![United Airlines logo]()
$428
This American Airlines deal was found by Cheapflights users on 2/2. 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 8/17:23 am
PWM
- GCM
2 stops28h 37m
American Airlines
Sat 8/82:55 pm
GCM
- PWM
2 stops20h 22m
American Airlines
Deal found 2/2![American Airlines logo]()
$533
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/184:25 pm
BOS
- GCM
1 stop21h 20m
United Airlines
Mon 2/232:50 pm
GCM
- BOS
2 stops22h 03m
United Airlines
Deal found 2/2![United Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 2/2. 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 8/26:00 am
PWM
- GCM
2 stops30h 20m
American Airlines
Fri 8/712:25 pm
GCM
- PWM
2 stops28h 01m
American Airlines
Deal found 2/2![American Airlines logo]()
$549
This United Airlines deal was found by Cheapflights users on 2/3. 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 3/146:00 am
PWM
- GCM
1 stop6h 45m
United Airlines
Sat 3/2812:55 pm
GCM
- PWM
1 stop8h 57m
United Airlines
Deal found 2/3![United Airlines logo]()
$513
Last-minute flights from Maine to Cayman IslandsDiscover last-minute flight deals from Maine to Cayman Islands. Data last updated February 4, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Cayman Islands. Data last updated February 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/185:30 am
BOS
- GCM
1 stop9h 55m
American Airlines
Tue 2/243:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/3![American Airlines logo]()
$309
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:27 am
BOS
- GCM
1 stop8h 16m
Spirit Airlines
Thu 2/262:49 pm
GCM
- BOS
1 stop8h 55m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$260
This Priceline deal was found by Cheapflights users on 2/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:27 am
BOS
- GCM
1 stop8h 16m
Multiple Airlines
Tue 2/243:15 pm
GCM
- BOS
1 stop17h 57m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/236:25 am
BOS
- GCM
1 stop7h 49m
American Airlines
Mon 3/23:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/1![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/255:40 pm
PWM
- GCM
2 stops18h 10m
American Airlines
Wed 3/117:45 am
GCM
- PWM
2 stops14h 49m
American Airlines
Deal found 2/2![American Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/258:35 am
BOS
- GCM
2 stops11h 40m
American Airlines
Sun 3/13:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/3![American Airlines logo]()
$320
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/256:00 am
PWM
- GCM
1 stop7h 15m
United Airlines
Wed 3/111:25 pm
GCM
- PWM
1 stop8h 39m
United Airlines
Deal found 2/2![United Airlines logo]()
$428
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Thu 2/266:00 am
BOS
- GCM
1 stop7h 45m
United Airlines
Mon 3/22:50 pm
GCM
- BOS
1 stop20h 00m
United Airlines
Deal found 2/2![United Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/276:00 am
BOS
- GCM
1 stop7h 15m
United Airlines
Tue 3/32:25 pm
GCM
- BOS
2 stops20h 11m
United Airlines
Deal found 2/2![United Airlines logo]()
$323
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Tue 3/35:00 am
BOS
- GCM
1 stop9h 45m
American Airlines
Tue 3/102:44 pm
GCM
- BOS
1 stop8h 21m
American Airlines
Deal found 2/3![American Airlines logo]()
$285
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:45 am
BOS
- GCM
1 stop7h 35m
Spirit Airlines
Sat 3/281:15 pm
GCM
- BOS
1 stop9h 44m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$308
This United Airlines deal was found by Cheapflights users on 2/3. 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 3/216:00 am
PWM
- GCM
1 stop6h 45m
United Airlines
Thu 3/261:25 pm
GCM
- PWM
1 stop8h 26m
United Airlines
Deal found 2/3![United Airlines logo]()
$407
One-way flights from Maine to Cayman IslandsSearch for one-way flight options from Maine to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated February 4, 2026.
Search for one-way flight options from Maine to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated February 4, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:27 am
BOS
- GCM
1 stop8h 16m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$70
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/125:45 am
BOS
- GCM
1 stop8h 12m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sat 2/218:32 pm
BOS
- GCM
1 stop17h 11m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/46:10 pm
BOS
- GCM
1 stop19h 33m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$98
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/45:40 pm
PWM
- GCM
2 stops18h 10m
American Airlines
Deal found 2/2![American Airlines logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 2/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:27 am
BOS
- GCM
1 stop8h 16m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$107
This Delta deal was found by Cheapflights users on 2/2. 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 3/45:31 am
PWM
- GCM
1 stop6h 58m
Delta
Deal found 2/2![Delta logo]()
$108
This Delta deal was found by Cheapflights users on 2/3. 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.
Fri 2/275:35 am
BOS
- GCM
1 stop6h 54m
Delta
Deal found 2/3![Delta logo]()
$110
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/166:52 pm
BOS
- GCM
1 stop17h 18m
American Airlines
Deal found 2/2![American Airlines logo]()
$114
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 2/208:59 pm
BOS
- GCM
1 stop14h 40m
Delta
Deal found 2/2![Delta logo]()
$118
This Trip.com deal was found by Cheapflights users on 2/2. 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.
Tue 2/175:50 pm
BOS
- GCM
1 stop22h 15m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 4/15:49 pm
BOS
- GCM
1 stop20h 08m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$126
Find flight deals from Maine to Cayman Islands
Keep the following information in mind while searching for Maine to Cayman Islands flight deals. Data was last updated February 4, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $285 (American Airlines) |
One-way from | $70 (Cheapflightsfares) |
Popular in | November |
Cheapest in | May |
Average price | $603 |
Cheapflights Fare Finder
Customize your flight search to find flights from Maine to Cayman Islands 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 4, 2026.
Use the filters below to find and compare flights from Maine to the Cayman Islands that are best for you.
Fly from
Maine
Fly to
Cayman Islands
Route
Depart
Return
Price
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Wed 2/25
5:40 pm-11:50 am
2 stops18h 10m
George Town Owen Roberts Intl
Wed 3/11
7:45 am-11:34 pm
2 stops14h 49m
$302
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 4/23
6:00 am-12:45 pm
1 stop7h 45m
George Town Owen Roberts Intl
Tue 4/28
1:50 pm-10:04 am
2 stops19h 14m
$326
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 4/22
6:00 am-11:45 am
1 stop6h 45m
George Town Owen Roberts Intl
Wed 4/29
12:55 pm-11:59 pm
2 stops10h 04m
$341
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 6/3
5:00 pm-11:30 am
1 stop19h 30m
George Town Owen Roberts Intl
Mon 6/8
12:25 pm-10:39 pm
1 stop9h 14m
$365
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 2/21
7:19 pm-1:15 pm
2 stops17h 56m
George Town Owen Roberts Intl
Thu 2/26
2:25 pm-9:51 pm
1 stop7h 26m
$397
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Sat 3/21
6:00 am-11:45 am
1 stop6h 45m
George Town Owen Roberts Intl
Thu 3/26
1:25 pm-10:51 pm
1 stop8h 26m
$407
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 2/21
5:50 am-2:31 pm
1 stop8h 41m
George Town Owen Roberts Intl
Sat 2/28
2:26 pm-10:47 pm
1 stop8h 21m
$420
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Wed 2/25
6:00 am-1:15 pm
1 stop7h 15m
George Town Owen Roberts Intl
Wed 3/11
1:25 pm-11:04 pm
1 stop8h 39m
$428
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 2/21
6:25 pm-1:45 pm
2 stops19h 20m
George Town Owen Roberts Intl
Sat 2/28
5:30 pm-10:55 am
2 stops17h 25m
$428
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 2/18
4:25 pm-1:45 pm
1 stop21h 20m
George Town Owen Roberts Intl
Mon 2/23
2:50 pm-12:53 pm
2 stops22h 03m
$432
Showing 1-10 of 27 results
Best time to book a flight from Maine to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Maine with our price prediction graph.
BOS-GCM
PWM-GCM
BOS-CYB
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 Maine to the Cayman Islands
USME-KY0
BOS-GCM
PWM-GCM
BOS-CYB
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Maine to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Maine to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Maine to Cayman Islands by cabin class
Find flights from Maine to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Maine and Cayman Islands flights
Browse other Maine and Cayman Islands flight options. Last updated on February 4, 2026.
Popular flight searches
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Find a return flight route from Cayman Islands
Find the right flight back to Maine after your stay in Cayman Islands
Maine to Cayman Islands flights
Consider these flights traveling from Maine to Cayman Islands.
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top 3 airlines flying from Maine to Cayman Islands
Discover the top 3 airlines that operate flights from Maine to Cayman Islands. 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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$200 | Average$603 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$480 | Average$608 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$510 | Average$587 | FlexibilityNo cancel fee | On-time71% |