$125+ Cheap flights from Maine to Caribbean
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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Sep 5 — Sep 121
Round-trip
1 adult, Economy
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Find cheap flights from Maine to Caribbean 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 Caribbean
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Cheapest flights from Maine to CaribbeanExplore the most affordable flight options available from Maine to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 6, 2026.
Explore the most affordable flight options available from Maine to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 6, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/3. 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 10/107:20 pm -
Nonstop4h 38m
Sun 10/116:12 am -
Nonstop4h 03m
Deal found 8/3![JetBlue logo]()
$280
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:00 pm -
1 stop9h 06m
Tue 9/156:00 am -
Nonstop4h 03m
Deal found 8/3![JetBlue logo]()
$284
This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:20 pm -
Nonstop4h 07m
Tue 9/296:00 am -
Nonstop4h 03m
Deal found 8/1![JetBlue logo]()
$285
This Delta deal was found by Cheapflights users on 8/4. 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 9/198:55 am -
Nonstop4h 02m
Mon 9/212:10 pm -
Nonstop4h 13m
Deal found 8/4![Delta logo]()
$287
This Super.com deal was found by Cheapflights users on 8/4. 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.
Mon 9/216:20 pm -
Nonstop4h 07m
Wed 9/236:55 pm -
Nonstop4h 08m
Deal found 8/4![JetBlue logo]()
$289
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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.
Tue 10/275:35 am -
1 stop9h 45m
Tue 10/277:50 pm -
Nonstop4h 06m
Deal found 8/4![JetBlue logo]()
$290
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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.
Fri 9/47:50 pm -
Nonstop4h 04m
Tue 9/156:00 am -
Nonstop4h 03m
Deal found 8/4![JetBlue logo]()
$291
This Delta deal was found by Cheapflights users on 8/5. 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 9/118:55 am -
Nonstop4h 02m
Thu 9/172:59 pm -
1 stop8h 32m
Deal found 8/5![Delta logo]()
$292
This JetBlue deal was found by Cheapflights users on 8/5. 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.
Mon 9/77:50 pm -
Nonstop4h 04m
Wed 9/236:55 pm -
Nonstop4h 08m
Deal found 8/5![JetBlue logo]()
$293
This Super.com deal was found by Cheapflights users on 8/4. 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 11/77:25 pm -
Nonstop4h 00m
Sat 11/147:00 am -
Nonstop4h 13m
Deal found 8/4![JetBlue logo]()
$294
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/196:00 am -
1 stop7h 45m
Sat 9/261:25 pm -
2 stops10h 34m
Deal found 8/3![United Airlines logo]()
$296
This Super.com deal was found by Cheapflights users on 8/5. 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.
Tue 9/15:10 am -
1 stop9h 28m
Fri 9/112:49 pm -
1 stop8h 29m
Deal found 8/5![JetBlue logo]()
$297
Best flights from Maine to CaribbeanDiscover carefully curated flight deals from Maine to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 6, 2026.
Discover carefully curated flight deals from Maine to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 6, 2026.
This Delta deal was found by Cheapflights users on 8/5. 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 9/118:55 am -
Nonstop4h 02m
Sat 9/192:30 pm -
1 stop9h 28m
Deal found 8/5![Delta logo]()
$292
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Fri 9/2510:07 am -
1 stop10h 31m
Mon 9/284:55 pm -
1 stop7h 14m
Deal found 8/1![United Airlines logo]()
$296
This JetBlue deal was found by Cheapflights users on 8/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:25 am -
1 stop7h 39m
Sun 8/306:00 am -
Nonstop4h 05m
Deal found 8/1![JetBlue logo]()
$314
This Southwest deal was found by Cheapflights users on 8/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:20 am -
2 stops12h 25m
Tue 11/176:40 am -
1 stop8h 50m
Deal found 8/2![Southwest logo]()
$336
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/195:56 pm -
2 stops19h 27m
Sat 9/262:23 pm -
1 stop9h 34m
Deal found 8/5![American Airlines logo]()
$395
This Copa Airlines deal was found by Cheapflights users on 8/1. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/183:55 pm -
1 stop22h 45m
Sun 10/257:10 am -
1 stop15h 52m
Deal found 8/1![Copa Airlines logo]()
$417
This Arajet deal was found by Cheapflights users on 8/4. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:20 pm -
1 stop12h 30m
Sun 8/3011:50 am -
1 stop9h 00m
Deal found 8/4![Multiple Airlines logo]()
$532
This Arajet deal was found by Cheapflights users on 8/5. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:15 pm -
1 stop7h 15m
Wed 9/308:15 pm -
2 stops24h 35m
Deal found 8/5![Arajet logo]()
$546
This Delta deal was found by Cheapflights users on 8/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:55 am -
Nonstop4h 02m
Fri 9/255:59 pm -
1 stop7h 18m
Deal found 8/1![Delta logo]()
$292
This JetBlue deal was found by Cheapflights users on 8/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:19 am -
1 stop7h 18m
Fri 9/182:32 pm -
1 stop9h 07m
Deal found 8/1![JetBlue logo]()
$318
This Delta deal was found by Cheapflights users on 8/2. 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.
Mon 9/218:55 am -
Nonstop4h 02m
Sat 9/267:30 am -
1 stop7h 12m
Deal found 8/2![Delta logo]()
$292
This Delta deal was found by Cheapflights users on 8/5. 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 9/125:40 am -
1 stop7h 36m
Tue 9/227:30 am -
1 stop7h 12m
Deal found 8/5![Delta logo]()
$296
This United Airlines deal was found by Cheapflights users on 8/4. 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 10/36:00 am -
1 stop6h 33m
Sat 10/101:35 pm -
1 stop9h 10m
Deal found 8/4![United Airlines logo]()
$385
This American Airlines deal was found by Cheapflights users on 8/4. 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 10/35:45 pm -
2 stops19h 38m
Sat 10/104:39 pm -
2 stops16h 01m
Deal found 8/4![American Airlines logo]()
$395
This JetBlue deal was found by Cheapflights users on 8/5. 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 8/297:15 am -
Nonstop3h 55m
Sat 9/512:26 pm -
Nonstop3h 51m
Deal found 8/5![JetBlue logo]()
$371
This Delta deal was found by Cheapflights users on 8/5. 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.
Thu 10/298:50 am -
Nonstop4h 02m
Mon 11/22:15 pm -
1 stop9h 53m
Deal found 8/5![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 8/4. 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 9/12:28 pm -
2 stops21h 11m
Thu 9/312:45 pm -
1 stop6h 43m
Deal found 8/4![United Airlines logo]()
$395
This Copa Airlines deal was found by Cheapflights users on 8/1. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:55 pm -
1 stop22h 48m
Thu 10/17:09 am -
1 stop15h 53m
Deal found 8/1![Copa Airlines logo]()
$460
This Delta deal was found by Cheapflights users on 8/2. 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.
Sat 9/58:50 am -
Nonstop4h 07m
Wed 9/92:10 pm -
Nonstop4h 13m
Deal found 8/2![Delta logo]()
$326
This United Airlines deal was found by Cheapflights users on 8/5. 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 10/289:12 am -
2 stops13h 34m
Mon 11/26:00 am -
1 stop8h 31m
Deal found 8/5![United Airlines logo]()
$399
This JetBlue deal was found by Cheapflights users on 8/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/65:10 am -
1 stop7h 27m
Thu 9/103:05 pm -
1 stop8h 34m
Deal found 8/2![JetBlue logo]()
$407
This Copa Airlines deal was found by Cheapflights users on 8/1. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:47 am -
1 stop26h 46m
Wed 9/1612:32 pm -
1 stop25h 57m
Deal found 8/1![Copa Airlines logo]()
$469
This Southwest deal was found by Cheapflights users on 8/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:50 am -
2 stops8h 00m
Sat 8/2911:40 am -
1 stop9h 00m
Deal found 8/1![Southwest logo]()
$522
This JetBlue deal was found by Cheapflights users on 8/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:55 am -
1 stop6h 06m
Wed 10/73:00 pm -
1 stop8h 03m
Deal found 8/1![JetBlue logo]()
$416
This Delta deal was found by Cheapflights users on 8/5. 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.
Thu 8/278:50 am -
Nonstop4h 07m
Fri 9/42:10 pm -
Nonstop4h 11m
Deal found 8/5![Delta logo]()
$345
This Copa Airlines deal was found by Cheapflights users on 8/4. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/233:55 pm -
1 stop22h 48m
Tue 9/2912:15 pm -
1 stop10h 47m
Deal found 8/4![Copa Airlines logo]()
$470
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Sat 1/236:00 am -
2 stops9h 03m
Fri 1/2912:55 pm -
1 stop10h 22m
Deal found 8/1![United Airlines logo]()
$428
This Southwest deal was found by Cheapflights users on 8/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:55 am -
1 stop9h 30m
Sun 9/62:00 pm -
2 stops18h 00m
Deal found 8/1![Southwest logo]()
$530
This Delta deal was found by Cheapflights users on 8/4. 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 8/298:50 am -
Nonstop4h 07m
Tue 9/12:10 pm -
Nonstop4h 11m
Deal found 8/4![Delta logo]()
$349
This JetBlue deal was found by Cheapflights users on 8/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:35 am -
1 stop7h 00m
Thu 11/122:35 pm -
1 stop10h 44m
Deal found 8/1![JetBlue logo]()
$438
Last-minute flights from Maine to CaribbeanDiscover last-minute flight deals from Maine to Caribbean. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Caribbean. Data last updated August 6, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:00 pm -
1 stop9h 06m
Tue 9/156:00 am -
Nonstop4h 03m
Deal found 8/3![JetBlue logo]()
$284
This Super.com deal was found by Cheapflights users on 8/5. 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.
Tue 9/15:10 am -
1 stop9h 28m
Fri 9/112:49 pm -
1 stop8h 29m
Deal found 8/5![JetBlue logo]()
$297
This JetBlue deal was found by Cheapflights users on 8/5. 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.
Tue 9/15:10 am -
1 stop9h 28m
Wed 9/236:55 pm -
Nonstop4h 08m
Deal found 8/5![JetBlue logo]()
$298
This Super.com deal was found by Cheapflights users on 8/5. 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.
Fri 9/47:50 pm -
Nonstop4h 04m
Tue 9/226:55 pm -
Nonstop4h 08m
Deal found 8/5![JetBlue logo]()
$290
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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.
Fri 9/47:50 pm -
Nonstop4h 04m
Tue 9/156:00 am -
Nonstop4h 03m
Deal found 8/4![JetBlue logo]()
$291
This JetBlue deal was found by Cheapflights users on 8/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:00 am -
Nonstop4h 00m
Tue 9/156:00 am -
Nonstop4h 03m
Deal found 8/3![JetBlue logo]()
$293
This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:20 pm -
Nonstop4h 07m
Tue 9/296:00 am -
Nonstop4h 03m
Deal found 8/1![JetBlue logo]()
$285
This Delta deal was found by Cheapflights users on 8/4. 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 9/118:55 am -
Nonstop4h 02m
Tue 9/291:16 pm -
1 stop9h 54m
Deal found 8/4![Delta logo]()
$292
This Delta deal was found by Cheapflights users on 8/4. 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 9/198:55 am -
Nonstop4h 02m
Mon 9/212:10 pm -
Nonstop4h 13m
Deal found 8/4![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/197:46 am -
2 stops12h 52m
Sat 9/261:25 pm -
2 stops10h 34m
Deal found 8/3![United Airlines logo]()
$296
This Super.com deal was found by Cheapflights users on 8/5. 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 9/197:55 am -
Nonstop4h 07m
Sat 10/177:35 pm -
Nonstop4h 08m
Deal found 8/5![JetBlue logo]()
$299
This Super.com deal was found by Cheapflights users on 8/4. 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.
Mon 9/216:20 pm -
Nonstop4h 07m
Wed 9/236:55 pm -
Nonstop4h 08m
Deal found 8/4![JetBlue logo]()
$289
One-way flights from Maine to CaribbeanSearch for one-way flight options from Maine to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
Search for one-way flight options from Maine to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
This Orbitz deal was found by Cheapflights users on 8/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:45 pm -
2 stops46h 30m
Deal found 8/4![Air Canada logo]()
$125
This Flightnetwork deal was found by Cheapflights users on 8/5. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:55 pm -
1 stop24h 35m
Deal found 8/5![Air Canada logo]()
$127
This Air Canada deal was found by Cheapflights users on 8/3. 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 10/212:45 pm -
2 stops22h 40m
Deal found 8/3![Air Canada logo]()
$130
This Travelocity deal was found by Cheapflights users on 8/5. 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 9/57:40 pm -
2 stops17h 55m
Deal found 8/5![Air Canada logo]()
$131
This Expedia deal was found by Cheapflights users on 8/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1810:40 am -
2 stops30h 50m
Deal found 8/1![Air Canada logo]()
$133
This Air Canada deal was found by Cheapflights users on 8/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/155:30 am -
1 stop7h 45m
Deal found 8/1![Air Canada logo]()
$138
This Air Canada deal was found by Cheapflights users on 8/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:50 pm -
2 stops22h 40m
Deal found 8/2![Air Canada logo]()
$139
This Super.com deal was found by Cheapflights users on 8/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:25 am -
1 stop8h 13m
Deal found 8/1![JetBlue logo]()
$141
This Air Canada deal was found by Cheapflights users on 8/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/44:55 pm -
1 stop24h 35m
Deal found 8/1![Air Canada logo]()
$141
This Super.com deal was found by Cheapflights users on 8/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:01 am -
1 stop8h 53m
Deal found 8/2![JetBlue logo]()
$143
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Mon 8/317:24 pm -
1 stop17h 26m
Deal found 8/3![American Airlines logo]()
$143
This Air Canada deal was found by Cheapflights users on 8/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/43:30 pm -
1 stop21h 45m
Deal found 8/1![Air Canada logo]()
$143
Find flight deals from Maine to Caribbean
Keep the following information in mind while searching for Maine to Caribbean flight deals. Data was last updated August 6, 2026.
Round-trip from | $280 (Cheapflightsfares) |
|---|---|
One-way from | $125 (Orbitz) |
Popular in | April |
Cheapest in | November |
Average price | $548 |
Cheapflights Fare Finder
Customize your flight search to find flights from Maine to Caribbean 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 August 6, 2026.
Use the filters below to find and compare flights from Maine to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Fri 9/11
8:55 am-12:57 pm
Nonstop4h 02m
San Juan Luis Munoz Marin Intl
Sat 9/19
2:30 pm-11:58 pm
1 stop9h 28m
$292
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Sun 9/20
8:55 am-12:57 pm
Nonstop4h 02m
San Juan Luis Munoz Marin Intl
Fri 9/25
5:59 pm-1:17 am
1 stop7h 18m
$292
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Mon 9/21
8:55 am-12:57 pm
Nonstop4h 02m
San Juan Luis Munoz Marin Intl
Sat 9/26
7:30 am-2:42 pm
1 stop7h 12m
$292
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Fri 9/25
10:07 am-8:38 pm
1 stop10h 31m
San Juan Luis Munoz Marin Intl
Mon 9/28
4:55 pm-12:09 am
1 stop7h 14m
$296
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Sat 9/12
5:40 am-1:16 pm
1 stop7h 36m
San Juan Luis Munoz Marin Intl
Tue 9/22
7:30 am-2:42 pm
1 stop7h 12m
$296
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Sun 8/23
8:25 am-4:04 pm
1 stop7h 39m
San Juan Luis Munoz Marin Intl
Sun 8/30
6:00 am-10:05 am
Nonstop4h 05m
$314
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Sat 9/12
6:19 am-1:37 pm
1 stop7h 18m
San Juan Luis Munoz Marin Intl
Fri 9/18
2:32 pm-11:39 pm
1 stop9h 07m
$318
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Thu 10/29
8:50 am-12:52 pm
Nonstop4h 02m
San Juan Luis Munoz Marin Intl
Mon 11/2
2:15 pm-11:08 pm
1 stop9h 53m
$321
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Sat 9/5
8:50 am-12:57 pm
Nonstop4h 07m
San Juan Luis Munoz Marin Intl
Wed 9/9
2:10 pm-6:23 pm
Nonstop4h 13m
$326
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Tue 11/3
11:20 am-12:45 am
2 stops12h 25m
San Juan Luis Munoz Marin Intl
Tue 11/17
6:40 am-2:30 pm
1 stop8h 50m
$336
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Maine to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Maine with our price prediction graph.
BOS-SJU
BOS-NAS
BOS-SXM
BOS-PLS
BOS-PUJ
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 Caribbean
USME-0CB
BOS-SJU
BOS-NAS
BOS-SXM
BOS-PLS
What is the cheapest month to book a flight from Maine to Caribbean?
Currently, September is the cheapest month in which you can book a flight from Maine to Caribbean (average of $418). Flying from Maine to Caribbean in April is currently the most expensive (average of $698). 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.
How far ahead should I book a flight from Maine to Caribbean?
The best time to book flights from Maine to Caribbean is 38 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Related info for your journey
Find useful and relevant information for your journey from Maine to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
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Top destinations
Alternative routes for Maine to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Maine to Caribbean by cabin class
Find flights from Maine to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Maine and Caribbean flights
Browse other Maine and Caribbean flight options. Last updated on August 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean
Find the right flight back to Maine after your stay in Caribbean
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Maine to Caribbean flights
Consider these flights traveling from Maine to Caribbean.
Top 5 airlines flying from Maine to Caribbean
Discover the top 5 airlines that operate flights from Maine to Caribbean. 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 August 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$156 | Average$582 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$216 | Average$489 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$227 | Average$669 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$622 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$315 | Average$763 | FlexibilityNo cancel fee | On-time63% |