$93+ Cheap flights from Caribbean Islands to Maine
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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Mar 15 — Mar 221
1 adult, Economy
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Find cheap flights from Caribbean Islands to Maine 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 Caribbean Islands to Maine
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Cheapest flights from Caribbean Islands to MaineExplore the most affordable flight options available from Caribbean Islands to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
Explore the most affordable flight options available from Caribbean Islands to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:30 pm
SJU
- BOS
Nonstop4h 26m
Spirit Airlines
Sat 2/288:01 pm
BOS
- SJU
Nonstop4h 07m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:22 am
SJU
- BOS
Nonstop4h 21m
Multiple Airlines
Mon 3/210:04 am
BOS
- SJU
Nonstop3h 56m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Thu 3/58:01 pm
BOS
- SJU
Nonstop4h 07m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:30 pm
SJU
- BOS
Nonstop4h 26m
Spirit Airlines
Sun 3/13:00 pm
BOS
- SJU
Nonstop4h 06m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$122
This CheapOair deal was found by Cheapflights users on 2/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
SJU
- BOS
Nonstop4h 19m
Multiple Airlines
Sun 3/13:00 pm
BOS
- SJU
Nonstop4h 06m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$129
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1811:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Sun 2/225:27 am
BOS
- SJU
1 stop9h 04m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$130
This Expedia deal was found by Cheapflights users on 2/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1411:22 am
SJU
- BOS
Nonstop4h 21m
Multiple Airlines
Mon 2/2310:04 am
BOS
- SJU
Nonstop3h 56m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$132
This Expedia deal was found by Cheapflights users on 2/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Sun 3/13:00 pm
BOS
- SJU
Nonstop4h 06m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$133
This Expedia deal was found by Cheapflights users on 2/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:00 am
SJU
- BOS
Nonstop4h 19m
Multiple Airlines
Tue 2/248:01 pm
BOS
- SJU
Nonstop4h 07m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$135
This Frontier deal was found by Cheapflights users on 2/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
SJU
- BOS
Nonstop4h 19m
Frontier
Tue 3/36:00 am
BOS
- SJU
1 stop8h 06m
Frontier
Deal found 2/10![Frontier logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1711:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Mon 2/238:01 pm
BOS
- SJU
Nonstop4h 07m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$138
This Flysmarter deal was found by Cheapflights users on 2/11. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/263:20 pm
AUA
- BOS
Nonstop5h 04m
JetBlue
Fri 4/36:30 am
BOS
- AUA
Nonstop4h 40m
JetBlue
Deal found 2/11![JetBlue logo]()
$230
Best flights from Caribbean Islands to MaineDiscover carefully curated flight deals from Caribbean Islands to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
Discover carefully curated flight deals from Caribbean Islands to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:30 pm
SJU
- BOS
Nonstop4h 26m
Spirit Airlines
Sun 3/18:01 pm
BOS
- SJU
Nonstop4h 07m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$123
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
SJU
- BOS
Nonstop4h 19m
Frontier
Sun 3/112:30 pm
BOS
- SJU
1 stop13h 23m
Frontier
Deal found 2/12![Frontier logo]()
$146
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/33:16 am
SJU
- BOS
1 stop7h 45m
Multiple Airlines
Sun 4/123:23 pm
BOS
- SJU
Nonstop3h 56m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$229
This Cheapflightsfares deal was found by Cheapflights users on 2/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/252:41 pm
STT
- BOS
1 stop5h 48m
JetBlue
Mon 3/309:00 am
BOS
- STT
Nonstop4h 04m
JetBlue
Deal found 2/12![JetBlue logo]()
$240
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/262:45 pm
STT
- BOS
Nonstop4h 19m
Delta
Sun 3/298:40 am
BOS
- STT
Nonstop4h 03m
Delta
Deal found 2/12![Delta logo]()
$241
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Wed 4/224:30 pm
AUA
- BOS
2 stops20h 59m
United Airlines
Mon 4/276:00 am
BOS
- AUA
1 stop8h 00m
United Airlines
Deal found 2/12![United Airlines logo]()
$242
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Tue 4/2112:25 pm
STT
- BOS
2 stops10h 29m
American Airlines
Sun 4/266:00 am
BOS
- STT
2 stops10h 15m
American Airlines
Deal found 2/11![American Airlines logo]()
$250
This Copa Airlines deal was found by Cheapflights users on 2/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:49 am
POS
- BOS
1 stop19h 19m
Copa Airlines
Sun 5/104:00 pm
BOS
- POS
1 stop9h 46m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$323
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
SJU
- BOS
Nonstop4h 19m
Frontier
Mon 3/210:04 am
BOS
- SJU
Nonstop3h 56m
Frontier
Deal found 2/12![Frontier logo]()
$165
This Travelocity deal was found by Cheapflights users on 2/12. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/283:30 pm
SJU
- BOS
Nonstop4h 26m
Spirit Airlines
Sat 3/78:01 pm
BOS
- SJU
Nonstop4h 07m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$183
This Air Canada deal was found by Cheapflights users on 2/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:35 pm
PUJ
- BOS
1 stop20h 27m
Air Canada
Tue 3/310:15 am
BOS
- PUJ
1 stop26h 45m
Air Canada
Deal found 2/11![Air Canada logo]()
$404
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1110:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Wed 3/186:01 am
BOS
- SJU
1 stop17h 57m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$193
This JetBlue deal was found by Cheapflights users on 2/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/262:12 pm
STT
- BOS
1 stop5h 48m
JetBlue
Mon 3/309:00 am
BOS
- STT
Nonstop4h 04m
JetBlue
Deal found 2/12![JetBlue logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 2/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Wed 3/183:23 pm
BOS
- SJU
Nonstop3h 56m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$200
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/253:55 pm
STT
- BOS
1 stop6h 59m
Delta
Sun 3/298:40 am
BOS
- STT
Nonstop4h 03m
Delta
Deal found 2/12![Delta logo]()
$246
This American Airlines deal was found by Cheapflights users on 2/11. 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 4/172:30 pm
STT
- BOS
1 stop8h 37m
American Airlines
Wed 4/226:00 am
BOS
- STT
2 stops8h 49m
American Airlines
Deal found 2/11![American Airlines logo]()
$250
This Vliegwinkel deal was found by Cheapflights users on 2/11. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/263:40 pm
AUA
- BOS
1 stop8h 19m
Multiple Airlines
Fri 4/36:30 am
BOS
- AUA
Nonstop4h 40m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$253
This JetBlue deal was found by Cheapflights users on 2/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:56 pm
STT
- BOS
1 stop5h 47m
JetBlue
Mon 4/2710:01 am
BOS
- STT
Nonstop4h 00m
JetBlue
Deal found 2/11![JetBlue logo]()
$241
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:59 pm
STT
- BOS
1 stop7h 03m
Delta
Mon 4/275:40 am
BOS
- STT
1 stop9h 08m
Delta
Deal found 2/11![Delta logo]()
$250
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 3/254:50 pm
AUA
- BOS
1 stop7h 07m
United Airlines
Mon 3/307:30 pm
BOS
- AUA
2 stops19h 50m
United Airlines
Deal found 2/10![United Airlines logo]()
$282
This Flysmarter deal was found by Cheapflights users on 2/11. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/165:10 pm
AUA
- BOS
Nonstop5h 02m
JetBlue
Tue 3/2410:58 am
BOS
- AUA
Nonstop4h 52m
JetBlue
Deal found 2/11![JetBlue logo]()
$248
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/263:55 pm
STT
- BOS
1 stop6h 59m
Delta
Mon 3/306:00 am
BOS
- STT
1 stop7h 00m
Delta
Deal found 2/12![Delta logo]()
$250
This Priceline deal was found by Cheapflights users on 2/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/123:40 pm
AUA
- BOS
1 stop8h 19m
Multiple Airlines
Tue 3/2410:58 am
BOS
- AUA
Nonstop4h 52m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$278
This Priceline deal was found by Cheapflights users on 2/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/123:40 pm
AUA
- BOS
1 stop8h 19m
Spirit Airlines
Tue 3/245:45 am
BOS
- AUA
1 stop8h 50m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$232
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 3/244:50 pm
AUA
- BOS
1 stop7h 07m
United Airlines
Mon 3/3011:00 am
BOS
- AUA
1 stop28h 20m
United Airlines
Deal found 2/10![United Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:28 pm
SXM
- BOS
1 stop17h 33m
American Airlines
Sun 3/89:33 pm
BOS
- SXM
2 stops15h 43m
American Airlines
Deal found 2/10![American Airlines logo]()
$284
This Flysmarter deal was found by Cheapflights users on 2/10. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/153:20 pm
AUA
- BOS
Nonstop5h 04m
JetBlue
Tue 3/2410:58 am
BOS
- AUA
Nonstop4h 52m
JetBlue
Deal found 2/10![JetBlue logo]()
$248
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Fri 5/112:30 am
POS
- BOS
1 stop11h 46m
United Airlines
Tue 5/129:45 am
BOS
- POS
1 stop13h 38m
United Airlines
Deal found 2/12![United Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/53:21 pm
SXM
- BOS
1 stop8h 19m
American Airlines
Sat 3/75:30 pm
BOS
- SXM
2 stops16h 59m
American Airlines
Deal found 2/10![American Airlines logo]()
$284
This Spirit deal was found by Cheapflights users on 2/11. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:52 am
SJU
- BOS
1 stop13h 07m
Spirit Airlines
Sun 3/812:43 pm
BOS
- SJU
1 stop9h 26m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$236
Last-minute flights from Caribbean Islands to MaineDiscover last-minute flight deals from Caribbean Islands to Maine. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean Islands to Maine. Data last updated February 13, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 2/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:00 am
SJU
- BOS
Nonstop4h 19m
Multiple Airlines
Tue 2/245:27 am
BOS
- SJU
1 stop9h 04m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$132
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1711:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Mon 2/238:01 pm
BOS
- SJU
Nonstop4h 07m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$138
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1811:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Sun 2/225:27 am
BOS
- SJU
1 stop9h 04m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$130
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:30 pm
SJU
- BOS
Nonstop4h 26m
Spirit Airlines
Sat 2/288:01 pm
BOS
- SJU
Nonstop4h 07m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$119
This Expedia deal was found by Cheapflights users on 2/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Sun 3/13:00 pm
BOS
- SJU
Nonstop4h 06m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:22 am
SJU
- BOS
Nonstop4h 21m
Multiple Airlines
Mon 3/210:04 am
BOS
- SJU
Nonstop3h 56m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:30 pm
SJU
- BOS
Nonstop4h 26m
Spirit Airlines
Tue 3/38:01 pm
BOS
- SJU
Nonstop4h 07m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:30 pm
SJU
- BOS
Nonstop4h 26m
Spirit Airlines
Sun 3/18:01 pm
BOS
- SJU
Nonstop4h 07m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$122
This CheapOair deal was found by Cheapflights users on 2/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
SJU
- BOS
Nonstop4h 19m
Multiple Airlines
Sun 3/13:00 pm
BOS
- SJU
Nonstop4h 06m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$129
This Frontier deal was found by Cheapflights users on 2/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
SJU
- BOS
Nonstop4h 19m
Frontier
Tue 3/36:00 am
BOS
- SJU
1 stop8h 06m
Frontier
Deal found 2/10![Frontier logo]()
$137
This Priceline deal was found by Cheapflights users on 2/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/123:40 pm
AUA
- BOS
1 stop8h 19m
Spirit Airlines
Tue 3/245:45 am
BOS
- AUA
1 stop8h 50m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$232
This Flysmarter deal was found by Cheapflights users on 2/11. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/263:20 pm
AUA
- BOS
Nonstop5h 04m
JetBlue
Fri 4/36:30 am
BOS
- AUA
Nonstop4h 40m
JetBlue
Deal found 2/11![JetBlue logo]()
$230
One-way flights from Caribbean Islands to MaineSearch for one-way flight options from Caribbean Islands to Maine. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
Search for one-way flight options from Caribbean Islands to Maine. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Super.com deal was found by Cheapflights users on 2/10. 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.
Tue 2/244:11 pm
SJU
- BOS
1 stop10h 02m
Frontier
Deal found 2/10![Frontier logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/293:36 pm
SJU
- BOS
1 stop8h 23m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$94
This Frontier deal was found by Cheapflights users on 2/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:00 am
SJU
- BOS
Nonstop4h 16m
Frontier
Deal found 2/10![Frontier logo]()
$95
This Spirit deal was found by Cheapflights users on 2/10. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:22 am
SJU
- BOS
Nonstop4h 21m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$96
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1010:52 am
SJU
- BOS
1 stop13h 07m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$97
This FlightHub deal was found by Cheapflights users on 2/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:25 pm
SJU
- BOS
1 stop16h 41m
Frontier
Deal found 2/10![Frontier logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/87:00 am
SJU
- BOS
1 stop9h 54m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 2/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:52 am
SJU
- BOS
1 stop13h 07m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:00 am
SJU
- BOS
Nonstop4h 18m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$101
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/144:35 pm
STT
- BOS
1 stop7h 24m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:52 am
SJU
- BOS
1 stop13h 07m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/104:40 pm
STT
- BOS
1 stop7h 04m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$103
Find flight deals from Caribbean Islands to Maine
Keep the following information in mind while searching for Caribbean Islands to Maine flight deals. Data was last updated February 13, 2026.
Round-trip from | $119 (Orbitz) |
|---|---|
One-way from | $93 (Super.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean Islands to Maine 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 13, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Maine that are best for you.
Fly from
Caribbean Islands
Fly to
Maine
Route
Depart
Return
Price
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Thu 2/26
3:30 pm-6:56 pm
Nonstop4h 26m
Boston Logan Intl
Sun 3/1
8:01 pm-1:08 am
Nonstop4h 07m
$123
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Thu 2/26
6:00 am-9:19 am
Nonstop4h 19m
Boston Logan Intl
Sun 3/1
12:30 pm-2:53 am
1 stop13h 23m
$146
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Thu 2/26
6:00 am-9:19 am
Nonstop4h 19m
Boston Logan Intl
Mon 3/2
10:04 am-3:00 pm
Nonstop3h 56m
$165
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Sat 2/28
3:30 pm-6:56 pm
Nonstop4h 26m
Boston Logan Intl
Sat 3/7
8:01 pm-1:08 am
Nonstop4h 07m
$183
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Wed 3/11
10:22 am-2:43 pm
Nonstop4h 21m
Boston Logan Intl
Wed 3/18
6:01 am-11:58 pm
1 stop17h 57m
$193
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Thu 3/5
11:22 am-2:43 pm
Nonstop4h 21m
Boston Logan Intl
Wed 3/18
3:23 pm-7:19 pm
Nonstop3h 56m
$200
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Fri 4/3
3:16 am-11:01 am
1 stop7h 45m
Boston Logan Intl
Sun 4/12
3:23 pm-7:19 pm
Nonstop3h 56m
$229
OranjestadBoston
AUA - BOS
AUABOS
Oranjestad Reina Beatrix
Thu 3/12
3:40 pm-11:59 pm
1 stop8h 19m
Boston Logan Intl
Tue 3/24
5:45 am-2:35 pm
1 stop8h 50m
$232
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Thu 3/5
11:52 am-11:59 pm
1 stop13h 07m
Boston Logan Intl
Sun 3/8
12:43 pm-10:09 pm
1 stop9h 26m
$236
Saint Thomas IslandBoston
STT - BOS
STTBOS
Saint Thomas Island Cyril E King
Wed 3/25
2:41 pm-8:29 pm
1 stop5h 48m
Boston Logan Intl
Mon 3/30
9:00 am-1:04 pm
Nonstop4h 04m
$240
Showing 1-10 of 60 results
Best time to book a flight from Caribbean Islands to Maine
Have a flexible travel schedule? Discover the best time to fly to Maine from Caribbean Islands with our price prediction graph.
SJU-BOS
STT-BOS
AUA-BOS
POS-BOS
PUJ-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 Caribbean Islands to Maine
zzEPX-USME
SJU-BOS
STT-BOS
AUA-BOS
POS-BOS
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Maine
Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated February 13, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Caribbean Islands to Maine. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Caribbean Islands to Maine. 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.
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Alternative routes for Caribbean Islands to Maine
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Maine by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean Islands to Maine by cabin class
Find flights from Caribbean Islands to Maine, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean Islands and Maine flights
Browse other Caribbean Islands and Maine flight options. Last updated on February 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Maine
Find the right flight back to Caribbean Islands after your stay in Maine
Caribbean Islands to Maine flights
Consider these flights traveling from Caribbean Islands to Maine.
Top 3 airlines flying from Caribbean Islands to Maine
Discover the top 3 airlines that operate flights from Caribbean Islands to Maine. 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$176 | Average$210 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$370 | Average$583 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$383 | Average$480 | FlexibilityNo cancel fee | On-time69% |