$88+ Cheap flights from Detroit (DTT) to Caribbean 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — SJU
Jul 31 — Aug 71
Round-trip
1 adult, Economy
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Find cheap flights from Detroit to Caribbean Islands with Cheapflights
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Cheapest flights from Detroit to Caribbean IslandsExplore the most affordable flight options available from Detroit to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2026.
Explore the most affordable flight options available from Detroit to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2026.
This JetBlue deal was found by Cheapflights users on 6/27. 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.
Wed 7/156:00 am
DTW
- NAS
1 stop11h 22m
JetBlue
Thu 7/1612:20 pm
NAS
- DTW
1 stop9h 25m
JetBlue
Deal found 6/27![JetBlue logo]()
$313
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 10/37:00 am
DTW
- NAS
1 stop9h 00m
JetBlue
Wed 10/75:57 pm
NAS
- DTW
1 stop5h 33m
JetBlue
Deal found 6/30![JetBlue logo]()
$314
This JetBlue deal was found by Cheapflights users on 6/30. 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 9/137:00 am
DTW
- NAS
1 stop5h 01m
JetBlue
Wed 9/165:57 pm
NAS
- DTW
1 stop5h 33m
JetBlue
Deal found 6/30![JetBlue logo]()
$322
This Justfly.com deal was found by Cheapflights users on 6/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
DTW
- SXM
1 stop6h 37m
JetBlue
Thu 8/271:42 pm
SXM
- DTW
1 stop8h 03m
JetBlue
Deal found 6/30![JetBlue logo]()
$325
This Cheapflightsfares deal was found by Cheapflights users on 6/28. 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 8/286:00 am
DTW
- NAS
1 stop5h 20m
JetBlue
Tue 9/110:42 am
NAS
- DTW
1 stop11h 03m
JetBlue
Deal found 6/28![JetBlue logo]()
$332
This CheapOair deal was found by Cheapflights users on 6/28. 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 9/156:50 am
DTW
- SJU
1 stop8h 35m
Multiple Airlines
Wed 9/239:30 am
SJU
- DTW
2 stops14h 25m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/116:10 am
DTW
- SJU
2 stops18h 31m
Frontier
Sat 8/225:25 pm
SJU
- DTW
1 stop7h 39m
Frontier
Deal found 6/28![Frontier logo]()
$344
This Frontier deal was found by Cheapflights users on 6/28. 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.
Wed 8/269:49 am
DTW
- SJU
1 stop10h 03m
Frontier
Thu 8/276:44 am
SJU
- DTW
1 stop8h 58m
Frontier
Deal found 6/28![Frontier logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 8/17:31 pm
DTW
- SJU
1 stop6h 44m
Frontier
Sat 8/295:37 pm
SJU
- DTW
1 stop24h 26m
Frontier
Deal found 6/27![Frontier logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 8/206:00 am
DTW
- SJU
2 stops18h 34m
Frontier
Mon 8/248:57 pm
SJU
- DTW
1 stop11h 57m
Frontier
Deal found 6/27![Frontier logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/211:50 pm
DTW
- SJU
1 stop10h 08m
Frontier
Tue 7/286:00 am
SJU
- DTW
1 stop6h 55m
Frontier
Deal found 6/28![Frontier logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/256:10 am
DTW
- SJU
2 stops18h 31m
Frontier
Mon 7/2710:48 pm
SJU
- DTW
1 stop13h 07m
Frontier
Deal found 6/30![Frontier logo]()
$349
Best flights from Detroit to Caribbean IslandsDiscover carefully curated flight deals from Detroit to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2026.
Discover carefully curated flight deals from Detroit to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2026.
This JetBlue deal was found by Cheapflights users on 6/27. 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.
Wed 7/156:00 am
DTW
- NAS
1 stop11h 22m
JetBlue
Thu 7/1612:20 pm
NAS
- DTW
1 stop9h 25m
JetBlue
Deal found 6/27![JetBlue logo]()
$313
This FlightHub deal was found by Cheapflights users on 6/28. 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.
Sat 10/37:00 am
DTW
- NAS
1 stop9h 00m
Multiple Airlines
Wed 10/76:30 pm
NAS
- DTW
2 stops26h 59m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$370
This Southwest deal was found by Cheapflights users on 7/1. 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.
Tue 9/155:35 am
DTW
- SJU
2 stops10h 50m
Southwest
Tue 9/2910:30 am
SJU
- DTW
2 stops10h 45m
Southwest
Deal found 7/1![Southwest logo]()
$376
This Orbitz deal was found by Cheapflights users on 6/30. 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 7/241:50 pm
DTW
- MBJ
1 stop20h 22m
Frontier
Sun 8/21:39 pm
MBJ
- DTW
1 stop10h 01m
Frontier
Deal found 6/30![Frontier logo]()
$518
This Delta deal was found by Cheapflights users on 6/26. 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 8/249:25 am
DTW
- SJU
1 stop7h 13m
Delta
Sat 8/292:31 pm
SJU
- DTW
Nonstop4h 43m
Delta
Deal found 6/26![Delta logo]()
$577
This Air Canada deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:20 pm
DTW
- UVF
1 stop21h 20m
Air Canada
Sun 12/205:40 pm
UVF
- DTW
1 stop25h 00m
Air Canada
Deal found 6/27![Air Canada logo]()
$587
This JetBlue deal was found by Cheapflights users on 6/30. 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 9/137:00 am
DTW
- NAS
1 stop5h 01m
JetBlue
Wed 9/165:57 pm
NAS
- DTW
1 stop5h 33m
JetBlue
Deal found 6/30![JetBlue logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/30. 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 11/16:00 am
DTW
- STT
1 stop9h 55m
American Airlines
Sat 11/712:57 pm
STT
- DTW
1 stop11h 52m
American Airlines
Deal found 6/30![American Airlines logo]()
$689
This Copa Airlines deal was found by Cheapflights users on 6/30. 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 10/36:00 am
DTW
- AUA
2 stops30h 10m
Copa Airlines
Sat 10/171:19 pm
AUA
- DTW
2 stops20h 15m
Copa Airlines
Deal found 6/30![Copa Airlines logo]()
$690
This United Airlines deal was found by Cheapflights users on 6/27. 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 10/237:13 pm
DTW
- STT
1 stop15h 54m
United Airlines
Sun 10/2512:07 pm
STT
- DTW
1 stop11h 50m
United Airlines
Deal found 6/27![United Airlines logo]()
$702
This Justfly.com deal was found by Cheapflights users on 6/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:00 am
DTW
- SXM
1 stop7h 00m
JetBlue
Sat 10/101:45 pm
SXM
- DTW
1 stop8h 00m
JetBlue
Deal found 6/26![JetBlue logo]()
$358
This Southwest deal was found by Cheapflights users on 6/26. 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.
Fri 9/181:20 pm
DTW
- SJU
2 stops9h 45m
Southwest
Sat 9/2610:25 am
SJU
- DTW
2 stops10h 35m
Southwest
Deal found 6/26![Southwest logo]()
$414
This CheapOair deal was found by Cheapflights users on 6/27. 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.
Sat 10/37:00 am
DTW
- SXM
1 stop7h 00m
Multiple Airlines
Sat 10/106:00 pm
SXM
- DTW
2 stops27h 29m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$417
This JetBlue deal was found by Cheapflights users on 6/26. 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 9/277:00 am
DTW
- SXM
1 stop7h 00m
JetBlue
Thu 10/13:05 pm
SXM
- DTW
1 stop8h 25m
JetBlue
Deal found 6/26![JetBlue logo]()
$358
This FlightHub deal was found by Cheapflights users on 7/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:55 pm
DTW
- NAS
2 stops22h 40m
Multiple Airlines
Tue 10/272:55 pm
NAS
- DTW
1 stop6h 50m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$431
This JetBlue deal was found by Cheapflights users on 6/30. 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 9/287:00 am
DTW
- SXM
1 stop7h 00m
JetBlue
Fri 10/23:05 pm
SXM
- DTW
1 stop8h 25m
JetBlue
Deal found 6/30![JetBlue logo]()
$385
This Southwest deal was found by Cheapflights users on 6/27. 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.
Thu 7/166:55 am
DTW
- NAS
2 stops11h 40m
Southwest
Tue 7/218:45 am
NAS
- DTW
2 stops10h 45m
Southwest
Deal found 6/27![Southwest logo]()
$470
This Orbitz deal was found by Cheapflights users on 6/28. 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 7/172:55 pm
DTW
- NAS
1 stop26h 35m
Multiple Airlines
Tue 7/2112:20 pm
NAS
- DTW
1 stop9h 25m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$464
This Frontier deal was found by Cheapflights users on 7/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:10 am
DTW
- MBJ
1 stop7h 17m
Frontier
Sat 7/251:32 pm
MBJ
- DTW
1 stop10h 08m
Frontier
Deal found 7/1![Frontier logo]()
$562
This JetBlue deal was found by Cheapflights users on 6/27. 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 12/86:00 am
DTW
- MBJ
1 stop7h 40m
JetBlue
Sat 12/122:45 pm
MBJ
- DTW
1 stop7h 00m
JetBlue
Deal found 6/27![JetBlue logo]()
$394
This Delta deal was found by Cheapflights users on 6/26. 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 9/198:40 am
DTW
- SJU
Nonstop4h 34m
Delta
Sat 9/263:10 pm
SJU
- DTW
Nonstop4h 38m
Delta
Deal found 6/26![Delta logo]()
$592
This Southwest deal was found by Cheapflights users on 6/29. 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.
Fri 10/236:55 pm
DTW
- SXM
2 stops18h 50m
Southwest
Mon 10/263:00 pm
SXM
- DTW
2 stops19h 00m
Southwest
Deal found 6/29![Southwest logo]()
$490
This Priceline deal was found by Cheapflights users on 6/29. 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.
Mon 7/136:10 am
DTW
- SDQ
2 stops28h 43m
Frontier
Mon 7/2012:18 pm
SDQ
- DTW
1 stop19h 59m
Frontier
Deal found 6/29![Frontier logo]()
$563
This Air Canada deal was found by Cheapflights users on 6/27. 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 12/136:20 pm
DTW
- CUR
1 stop20h 25m
Air Canada
Fri 12/184:20 pm
CUR
- DTW
2 stops26h 20m
Air Canada
Deal found 6/27![Air Canada logo]()
$621
This Travelocity deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am
DTW
- SXM
1 stop6h 38m
Multiple Airlines
Sat 11/73:45 pm
SXM
- DTW
2 stops26h 55m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$475
This JetBlue deal was found by Cheapflights users on 6/29. 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 8/244:10 pm
DTW
- SDQ
1 stop7h 49m
JetBlue
Wed 8/261:35 pm
SDQ
- DTW
1 stop8h 10m
JetBlue
Deal found 6/29![JetBlue logo]()
$408
This Delta deal was found by Cheapflights users on 6/29. 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 8/227:20 am
DTW
- SJU
1 stop9h 18m
Delta
Sat 8/292:31 pm
SJU
- DTW
Nonstop4h 43m
Delta
Deal found 6/29![Delta logo]()
$602
This Southwest deal was found by Cheapflights users on 6/30. 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.
Thu 7/166:55 am
DTW
- NAS
2 stops11h 40m
Southwest
Mon 7/208:45 am
NAS
- DTW
2 stops11h 50m
Southwest
Deal found 6/30![Southwest logo]()
$500
This Air Canada deal was found by Cheapflights users on 6/30. 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.
Mon 11/236:20 pm
DTW
- CUR
1 stop20h 25m
Air Canada
Wed 11/254:45 pm
CUR
- DTW
1 stop25h 55m
Air Canada
Deal found 6/30![Air Canada logo]()
$628
This Copa Airlines deal was found by Cheapflights users on 6/27. 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.
Fri 9/2510:25 am
DTW
- AUA
2 stops25h 44m
Copa Airlines
Sun 9/273:46 pm
AUA
- DTW
2 stops17h 48m
Copa Airlines
Deal found 6/27![Copa Airlines logo]()
$695
Last-minute flights from Detroit to Caribbean IslandsDiscover last-minute flight deals from Detroit to Caribbean Islands. Data last updated July 1, 2026 and is based on user searches.
Discover last-minute flight deals from Detroit to Caribbean Islands. Data last updated July 1, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 6/27. 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 7/136:00 am
DTW
- NAS
1 stop11h 22m
JetBlue
Thu 7/1612:20 pm
NAS
- DTW
1 stop9h 25m
JetBlue
Deal found 6/27![JetBlue logo]()
$332
This JetBlue deal was found by Cheapflights users on 6/27. 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 7/136:00 am
DTW
- NAS
1 stop11h 22m
JetBlue
Fri 7/1712:20 pm
NAS
- DTW
1 stop9h 25m
JetBlue
Deal found 6/27![JetBlue logo]()
$350
This Cheapflightsfares deal was found by Cheapflights users on 6/26. 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 7/146:00 am
DTW
- NAS
1 stop11h 22m
JetBlue
Sat 7/1812:20 pm
NAS
- DTW
1 stop9h 25m
JetBlue
Deal found 6/26![JetBlue logo]()
$351
This JetBlue deal was found by Cheapflights users on 6/27. 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.
Wed 7/156:00 am
DTW
- NAS
1 stop11h 22m
JetBlue
Thu 7/1612:20 pm
NAS
- DTW
1 stop9h 25m
JetBlue
Deal found 6/27![JetBlue logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Sun 7/196:10 am
DTW
- SJU
1 stop8h 06m
Frontier
Tue 7/286:00 am
SJU
- DTW
1 stop6h 55m
Frontier
Deal found 6/28![Frontier logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/211:50 pm
DTW
- SJU
1 stop10h 08m
Frontier
Tue 7/286:00 am
SJU
- DTW
1 stop6h 55m
Frontier
Deal found 6/28![Frontier logo]()
$348
This Frontier deal was found by Cheapflights users on 6/28. 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.
Wed 7/221:50 pm
DTW
- SJU
1 stop13h 09m
Frontier
Sat 7/253:10 am
SJU
- DTW
1 stop8h 45m
Frontier
Deal found 6/28![Frontier logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/256:10 am
DTW
- SJU
2 stops18h 31m
Frontier
Mon 7/2710:48 pm
SJU
- DTW
1 stop13h 07m
Frontier
Deal found 6/30![Frontier logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 6/27. 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.
Mon 7/279:12 am
DTW
- SJU
1 stop6h 53m
Frontier
Tue 8/412:13 pm
SJU
- DTW
1 stop7h 22m
Frontier
Deal found 6/27![Frontier logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 6/27. 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.
Mon 7/279:12 am
DTW
- SJU
1 stop6h 53m
Frontier
Thu 7/306:00 am
SJU
- DTW
1 stop30h 55m
Frontier
Deal found 6/27![Frontier logo]()
$359
This Frontier deal was found by Cheapflights users on 6/28. 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.
Tue 7/281:50 pm
DTW
- SJU
1 stop13h 09m
Frontier
Sat 8/15:15 pm
SJU
- DTW
1 stop7h 25m
Frontier
Deal found 6/28![Frontier logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/306:34 pm
DTW
- SJU
1 stop30h 07m
Frontier
Thu 8/66:00 am
SJU
- DTW
1 stop30h 55m
Frontier
Deal found 6/30![Frontier logo]()
$355
One-way flights from Detroit to Caribbean IslandsSearch for one-way flight options from Detroit to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
Search for one-way flight options from Detroit to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
This Trip.com deal was found by Cheapflights users on 6/27. 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 8/251:40 pm
DTW
- SJU
1 stop11h 16m
Frontier
Deal found 6/27![Frontier logo]()
$88
This Cheapflightsfares deal was found by Cheapflights users on 6/27. 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 7/256:00 am
DTW
- NAS
1 stop5h 20m
JetBlue
Deal found 6/27![JetBlue logo]()
$106
This JetBlue deal was found by Cheapflights users on 6/29. 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 9/247:00 am
DTW
- NAS
1 stop9h 00m
JetBlue
Deal found 6/29![JetBlue logo]()
$107
This Priceline deal was found by Cheapflights users on 6/30. 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.
Sun 11/156:00 am
DTW
- NAS
1 stop5h 25m
JetBlue
Deal found 6/30![JetBlue logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/2611:00 am
DTW
- SJU
1 stop12h 38m
Frontier
Deal found 6/28![Frontier logo]()
$124
This Cheapflightsfares deal was found by Cheapflights users on 6/28. 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 7/186:00 am
DTW
- NAS
1 stop11h 22m
JetBlue
Deal found 6/28![JetBlue logo]()
$124
This JetBlue deal was found by Cheapflights users on 6/30. 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 9/267:00 am
DTW
- NAS
1 stop5h 01m
JetBlue
Deal found 6/30![JetBlue logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/2610:18 am
DTW
- SJU
1 stop29h 53m
Frontier
Deal found 6/30![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/156:02 pm
DTW
- SJU
1 stop30h 39m
Frontier
Deal found 6/30![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/233:34 pm
DTW
- SJU
2 stops32h 23m
Frontier
Deal found 6/28![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/286:58 pm
DTW
- SJU
1 stop29h 58m
Frontier
Deal found 6/30![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Mon 8/316:58 pm
DTW
- SJU
1 stop29h 58m
Frontier
Deal found 6/30![Frontier logo]()
$142
Find flight deals from Detroit to Caribbean Islands
Keep the following information in mind while searching for Detroit to Caribbean Islands flight deals. Data was last updated July 1, 2026.
Round-trip from | $313 (JetBlue) |
|---|---|
One-way from | $88 (Trip.com) |
Popular in | December |
Cheapest in | August |
Average price | $336 |
Cheapflights Fare Finder
Customize your flight search to find flights from Detroit to Caribbean 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 July 1, 2026.
Use the filters below to find and compare flights from Detroit to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DetroitNassau
DTW - NAS
DTWNAS
Detroit Metropolitan Wayne County
Wed 7/15
6:00 am-5:22 pm
1 stop11h 22m
Nassau Intl
Thu 7/16
12:20 pm-9:45 pm
1 stop9h 25m
$313
DetroitNassau
DTW - NAS
DTWNAS
Detroit Metropolitan Wayne County
Sun 9/13
7:00 am-12:01 pm
1 stop5h 01m
Nassau Intl
Wed 9/16
5:57 pm-11:30 pm
1 stop5h 33m
$322
DetroitSimpson Bay
DTW - SXM
DTWSXM
Detroit Metropolitan Wayne County
Sat 10/3
7:00 am-2:00 pm
1 stop7h 00m
Simpson Bay Princess Juliana
Sat 10/10
1:45 pm-9:45 pm
1 stop8h 00m
$358
DetroitSimpson Bay
DTW - SXM
DTWSXM
Detroit Metropolitan Wayne County
Sun 9/27
7:00 am-2:00 pm
1 stop7h 00m
Simpson Bay Princess Juliana
Thu 10/1
3:05 pm-11:30 pm
1 stop8h 25m
$358
DetroitNassau
DTW - NAS
DTWNAS
Detroit Metropolitan Wayne County
Sat 10/3
7:00 am-4:00 pm
1 stop9h 00m
Nassau Intl
Wed 10/7
6:30 pm-9:29 pm
2 stops26h 59m
$370
DetroitSan Juan
DTW - SJU
DTWSJU
Detroit Metropolitan Wayne County
Tue 9/15
5:35 am-4:25 pm
2 stops10h 50m
San Juan Luis Munoz Marin Intl
Tue 9/29
10:30 am-9:15 pm
2 stops10h 45m
$376
DetroitSimpson Bay
DTW - SXM
DTWSXM
Detroit Metropolitan Wayne County
Mon 9/28
7:00 am-2:00 pm
1 stop7h 00m
Simpson Bay Princess Juliana
Fri 10/2
3:05 pm-11:30 pm
1 stop8h 25m
$385
DetroitMontego Bay
DTW - MBJ
DTWMBJ
Detroit Metropolitan Wayne County
Tue 12/8
6:00 am-1:40 pm
1 stop7h 40m
Montego Bay Sangster Intl
Sat 12/12
2:45 pm-9:45 pm
1 stop7h 00m
$394
DetroitSanto Domingo
DTW - SDQ
DTWSDQ
Detroit Metropolitan Wayne County
Mon 8/24
4:10 pm-11:59 pm
1 stop7h 49m
Santo Domingo Las Americas
Wed 8/26
1:35 pm-9:45 pm
1 stop8h 10m
$408
DetroitSan Juan
DTW - SJU
DTWSJU
Detroit Metropolitan Wayne County
Fri 9/18
1:20 pm-11:05 pm
2 stops9h 45m
San Juan Luis Munoz Marin Intl
Sat 9/26
10:25 am-9:00 pm
2 stops10h 35m
$414
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Detroit to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Detroit with our price prediction graph.
DTW-SJU
DTW-NAS
DTW-SXM
DTW-STT
DTW-MBJ
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 Detroit to Caribbean Islands
DTT-zzEPX
DTW-SJU
DTW-NAS
DTW-SXM
DTW-STT
What is the cheapest month to book a flight from Detroit to Caribbean Islands?
Currently, September is the cheapest month in which you can book a flight from Detroit to Caribbean Islands (average of $109). Flying from Detroit to Caribbean Islands in November is currently the most expensive (average of $1,349). 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.
What is the cheapest time of day to fly from DTT to EPX?
Find hourly flight availability from Detroit to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 1, 2026.
When flying from Detroit to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Detroit to Caribbean Islands
Explore weekly flight availability from Detroit to Caribbean Islands. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 1, 2026.
The most flights from DTT to zzEPX are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Detroit to Caribbean Islands?
The price you pay for your flight from Detroit to Caribbean Islands may vary depending on when you book. For the best chance of a lower fare, look to book 10 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated July 1, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines from Detroit to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayLaura,Aug 2023
DTW - BOS
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayLaura,Aug 2023
DTW - BOS
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayLaura,Aug 2023
DTW - BOS
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayLaura,Aug 2023
DTW - BOS
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayLaura,Aug 2023
DTW - BOS
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayLaura,Aug 2023
DTW - BOS
Related info for your journey
Find useful and relevant information for your journey from Detroit to Caribbean 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 Detroit to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Detroit to Caribbean Islands by cabin class
Find flights from Detroit to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Detroit and Caribbean Islands flights
Browse other Detroit and Caribbean Islands flight options. Last updated on July 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Detroit to Caribbean Islands flights
Consider these flights traveling from Detroit to Caribbean Islands.
Top 7 airlines flying from Detroit to Caribbean Islands
Discover the top 7 airlines that operate flights from Detroit to Caribbean 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 July 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$430 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$180 | Average$545 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$196 | Average$820 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$265 | Average$440 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$266 | Average$692 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$329 | Average$769 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$394 | Average$682 | FlexibilityNo cancel fee | On-time63% |