$80+ Cheap flights from Detroit (DTT) 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — SJU
Aug 28 — Sep 41
Round-trip
1 adult, Economy
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Find cheap flights from Detroit 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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Cheapest flights from Detroit to CaribbeanExplore the most affordable flight options available from Detroit to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2026.
Explore the most affordable flight options available from Detroit to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/274:37 pm
DTW
- SJU
1 stop23h 34m
Frontier
Mon 8/318:57 pm
SJU
- DTW
1 stop11h 57m
Frontier
Deal found 7/25![Frontier logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Tue 8/189:49 am
DTW
- SJU
1 stop7h 00m
Frontier
Mon 8/248:34 am
SJU
- DTW
2 stops16h 30m
Frontier
Deal found 7/27![Frontier logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/46:58 pm
DTW
- SJU
1 stop29h 58m
Frontier
Sat 9/1210:42 am
SJU
- DTW
2 stops14h 00m
Frontier
Deal found 7/24![Frontier logo]()
$345
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
DTW
- SJU
1 stop8h 16m
Frontier
Fri 8/288:57 pm
SJU
- DTW
1 stop11h 57m
Frontier
Deal found 7/26![Frontier logo]()
$346
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:42 am
DTW
- SJU
Nonstop4h 34m
Delta
Sat 9/262:30 pm
SJU
- DTW
Nonstop4h 37m
Delta
Deal found 7/28![Delta logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 7/28. 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
1 stop8h 06m
Frontier
Wed 8/126:00 am
SJU
- DTW
1 stop30h 55m
Frontier
Deal found 7/28![Frontier logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Fri 8/216:00 am
DTW
- SJU
2 stops18h 56m
Frontier
Mon 8/245:25 pm
SJU
- DTW
1 stop7h 39m
Frontier
Deal found 7/27![Frontier logo]()
$349
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:12 pm
DTW
- SJU
2 stops16h 12m
American Airlines
Sat 9/1911:51 am
SJU
- DTW
2 stops12h 01m
American Airlines
Deal found 7/26![American Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:42 am
DTW
- SJU
Nonstop4h 34m
Delta
Tue 9/225:59 pm
SJU
- DTW
1 stop6h 55m
Delta
Deal found 7/28![Delta logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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
Sun 8/238:57 pm
SJU
- DTW
1 stop11h 57m
Frontier
Deal found 7/25![Frontier logo]()
$353
This FlightHub deal was found by Cheapflights users on 7/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:49 am
DTW
- SJU
1 stop7h 00m
Frontier
Mon 9/78:43 pm
SJU
- DTW
1 stop12h 11m
Frontier
Deal found 7/27![Frontier logo]()
$354
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/19:10 pm
DTW
- AUA
2 stops18h 36m
American Airlines
Tue 12/85:55 pm
AUA
- DTW
2 stops18h 19m
American Airlines
Deal found 7/29![American Airlines logo]()
$362
Best flights from Detroit to CaribbeanDiscover carefully curated flight deals from Detroit to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2026.
Discover carefully curated flight deals from Detroit to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2026.
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:42 am
DTW
- SJU
Nonstop4h 34m
Delta
Sat 10/102:00 pm
SJU
- DTW
Nonstop4h 42m
Delta
Deal found 7/28![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 7/27. 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.
Mon 10/54:55 pm
DTW
- SJU
2 stops8h 25m
Southwest
Fri 10/910:50 pm
SJU
- DTW
2 stops12h 10m
Southwest
Deal found 7/27![Southwest logo]()
$356
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 stop11h 22m
JetBlue
Tue 9/112:20 pm
NAS
- DTW
1 stop9h 25m
JetBlue
Deal found 7/25![JetBlue logo]()
$387
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:06 pm
DTW
- SXM
2 stops20h 16m
American Airlines
Sat 9/122:23 pm
SXM
- DTW
2 stops20h 19m
American Airlines
Deal found 7/29![American Airlines logo]()
$522
This Air Canada deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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.
Tue 1/196:20 pm
DTW
- CUR
1 stop20h 25m
Air Canada
Tue 2/24:45 pm
CUR
- DTW
1 stop25h 55m
Air Canada
Deal found 7/24![Air Canada logo]()
$598
This United Airlines deal was found by Cheapflights users on 7/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am
DTW
- STT
1 stop6h 58m
United Airlines
Sat 10/242:10 pm
STT
- DTW
1 stop9h 34m
United Airlines
Deal found 7/26![United Airlines logo]()
$600
This CheapOair deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 12/56:20 pm
DTW
- GCM
1 stop17h 50m
Multiple Airlines
Sat 12/1212:30 pm
GCM
- DTW
2 stops11h 26m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$693
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 9/268:42 am
DTW
- SJU
Nonstop4h 34m
Delta
Sat 10/32:30 pm
SJU
- DTW
Nonstop4h 37m
Delta
Deal found 7/25![Delta logo]()
$347
This Copa Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 11/710:15 am
DTW
- SDQ
2 stops14h 53m
Copa Airlines
Sat 11/1412:45 pm
SDQ
- DTW
2 stops22h 33m
Copa Airlines
Deal found 7/24![Copa Airlines logo]()
$743
This Delta deal was found by Cheapflights users on 7/26. 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 9/58:40 am
DTW
- SJU
Nonstop4h 36m
Delta
Sat 9/127:00 am
SJU
- DTW
1 stop8h 52m
Delta
Deal found 7/26![Delta logo]()
$352
This JetBlue deal was found by Cheapflights users on 7/26. 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 9/66:00 am
DTW
- NAS
1 stop7h 50m
JetBlue
Thu 9/105:57 pm
NAS
- DTW
1 stop5h 26m
JetBlue
Deal found 7/26![JetBlue logo]()
$390
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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.
Wed 9/25:35 am
DTW
- SJU
2 stops10h 50m
Southwest
Sat 9/510:25 am
SJU
- DTW
2 stops10h 40m
Southwest
Deal found 7/25![Southwest logo]()
$400
This JetBlue deal was found by Cheapflights users on 7/26. 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.
Tue 9/86:00 am
DTW
- NAS
1 stop5h 20m
JetBlue
Tue 9/155:57 pm
NAS
- DTW
1 stop5h 26m
JetBlue
Deal found 7/26![JetBlue logo]()
$390
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:40 pm
DTW
- SJU
2 stops9h 15m
Southwest
Sat 10/31:00 pm
SJU
- DTW
2 stops8h 55m
Southwest
Deal found 7/28![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 7/27. 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.
Tue 8/255:35 am
DTW
- SJU
2 stops10h 50m
Southwest
Sat 8/298:20 am
SJU
- DTW
2 stops10h 35m
Southwest
Deal found 7/27![Southwest logo]()
$410
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 29m
JetBlue
Deal found 7/25![JetBlue logo]()
$423
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:55 pm
DTW
- SXM
2 stops19h 44m
American Airlines
Sat 10/242:23 pm
SXM
- DTW
1 stop8h 36m
American Airlines
Deal found 7/29![American Airlines logo]()
$522
This JetBlue deal was found by Cheapflights users on 7/26. 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.
Mon 9/76:00 am
DTW
- NAS
1 stop11h 22m
JetBlue
Sun 9/135:57 pm
NAS
- DTW
1 stop5h 26m
JetBlue
Deal found 7/26![JetBlue logo]()
$426
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/205:35 am
DTW
- NAS
2 stops7h 40m
Southwest
Tue 10/272:10 pm
NAS
- DTW
2 stops8h 20m
Southwest
Deal found 7/24![Southwest logo]()
$437
This JetBlue deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/297:00 am
DTW
- NAS
1 stop5h 01m
JetBlue
Sat 10/33:54 pm
NAS
- DTW
1 stop7h 29m
JetBlue
Deal found 7/24![JetBlue logo]()
$426
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/177:55 pm
DTW
- STT
1 stop16h 44m
American Airlines
Fri 10/231:19 pm
STT
- DTW
1 stop11h 16m
American Airlines
Deal found 7/24![American Airlines logo]()
$590
This Southwest deal was found by Cheapflights users on 7/26. 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.
Sat 9/56:00 am
DTW
- SJU
2 stops10h 40m
Southwest
Sat 9/1210:25 am
SJU
- DTW
2 stops10h 40m
Southwest
Deal found 7/26![Southwest logo]()
$444
This JetBlue deal was found by Cheapflights users on 7/26. 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.
Fri 9/117:00 am
DTW
- NAS
1 stop9h 00m
JetBlue
Sun 9/135:57 pm
NAS
- DTW
1 stop5h 26m
JetBlue
Deal found 7/26![JetBlue logo]()
$426
This Expedia deal was found by Cheapflights users on 7/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:00 am
DTW
- STT
2 stops10h 20m
Multiple Airlines
Wed 10/73:00 pm
STT
- DTW
2 stops8h 26m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$707
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/255:20 am
DTW
- STT
1 stop8h 19m
Delta
Sun 11/13:49 pm
STT
- DTW
1 stop7h 26m
Delta
Deal found 7/24![Delta logo]()
$590
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:23 pm
DTW
- STT
2 stops17h 28m
American Airlines
Sat 10/173:46 pm
STT
- DTW
1 stop7h 13m
American Airlines
Deal found 7/26![American Airlines logo]()
$590
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/182:05 pm
DTW
- SJU
2 stops9h 35m
Southwest
Wed 10/215:50 am
SJU
- DTW
2 stops9h 30m
Southwest
Deal found 7/24![Southwest logo]()
$444
This Copa Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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.
Mon 11/95:45 am
DTW
- SDQ
2 stops29h 00m
Copa Airlines
Mon 1/1812:42 pm
SDQ
- DTW
2 stops22h 24m
Copa Airlines
Deal found 7/25![Copa Airlines logo]()
$743
This Air Canada deal was found by Cheapflights users on 7/29. 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 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 7/29![Air Canada logo]()
$745
This JetBlue deal was found by Cheapflights users on 7/26. 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.
Wed 9/96:10 am
DTW
- NAS
1 stop5h 51m
JetBlue
Wed 9/165:57 pm
NAS
- DTW
1 stop5h 26m
JetBlue
Deal found 7/26![JetBlue logo]()
$428
Last-minute flights from Detroit to CaribbeanDiscover last-minute flight deals from Detroit to Caribbean. Data last updated July 29, 2026 and is based on user searches.
Discover last-minute flight deals from Detroit to Caribbean. Data last updated July 29, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/28. 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
1 stop8h 06m
Frontier
Wed 8/126:00 am
SJU
- DTW
1 stop30h 55m
Frontier
Deal found 7/28![Frontier logo]()
$348
This Frontier deal was found by Cheapflights users on 7/28. 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 8/116:10 am
DTW
- SJU
1 stop8h 06m
Frontier
Tue 8/115:20 pm
SJU
- DTW
1 stop7h 20m
Frontier
Deal found 7/28![Frontier logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Thu 8/1312:27 pm
DTW
- SJU
1 stop7h 05m
Frontier
Tue 8/185:55 am
SJU
- DTW
2 stops19h 09m
Frontier
Deal found 7/28![Frontier logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Tue 8/189:49 am
DTW
- SJU
1 stop7h 00m
Frontier
Mon 8/248:34 am
SJU
- DTW
2 stops16h 30m
Frontier
Deal found 7/27![Frontier logo]()
$344
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
DTW
- SJU
1 stop8h 16m
Frontier
Sun 8/306:44 am
SJU
- DTW
1 stop8h 58m
Frontier
Deal found 7/26![Frontier logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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
Sun 8/238:57 pm
SJU
- DTW
1 stop11h 57m
Frontier
Deal found 7/25![Frontier logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Fri 8/216:00 am
DTW
- SJU
2 stops18h 56m
Frontier
Mon 8/245:25 pm
SJU
- DTW
1 stop7h 39m
Frontier
Deal found 7/27![Frontier logo]()
$349
This Travelocity deal was found by Cheapflights users on 7/28. 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.
Fri 8/219:49 am
DTW
- SJU
1 stop10h 03m
Frontier
Sun 8/238:57 pm
SJU
- DTW
1 stop11h 57m
Frontier
Deal found 7/28![Frontier logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 8/236:00 am
DTW
- SJU
2 stops18h 34m
Frontier
Fri 8/285:25 pm
SJU
- DTW
1 stop7h 39m
Frontier
Deal found 7/28![Frontier logo]()
$358
This Cheapflightsfares deal was found by Cheapflights users on 7/26. 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.
Wed 8/266:00 am
DTW
- NAS
1 stop11h 22m
JetBlue
Sun 8/3010:57 am
NAS
- DTW
1 stop10h 48m
JetBlue
Deal found 7/26![JetBlue logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/274:37 pm
DTW
- SJU
1 stop23h 34m
Frontier
Mon 8/318:57 pm
SJU
- DTW
1 stop11h 57m
Frontier
Deal found 7/25![Frontier logo]()
$343
This Expedia deal was found by Cheapflights users on 7/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:15 am
DTW
- NAS
2 stops31h 15m
Multiple Airlines
Mon 8/3112:20 pm
NAS
- DTW
1 stop9h 25m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$388
One-way flights from Detroit to CaribbeanSearch for one-way flight options from Detroit to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
Search for one-way flight options from Detroit to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/284:23 pm
DTW
- SJU
1 stop22h 54m
Frontier
Deal found 7/29![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:23 pm
DTW
- SJU
1 stop21h 11m
Frontier
Deal found 7/29![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/304:23 pm
DTW
- SJU
1 stop21h 11m
Frontier
Deal found 7/29![Frontier logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/274:23 pm
DTW
- SJU
1 stop21h 11m
Frontier
Deal found 7/29![Frontier logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:23 pm
DTW
- SJU
1 stop24h 40m
Frontier
Deal found 7/29![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:23 pm
DTW
- SJU
1 stop21h 11m
Frontier
Deal found 7/29![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/81:40 pm
DTW
- SJU
1 stop11h 16m
Frontier
Deal found 7/28![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.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 7/26![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:40 pm
DTW
- SJU
1 stop11h 16m
Frontier
Deal found 7/26![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/124:23 pm
DTW
- SJU
1 stop21h 11m
Frontier
Deal found 7/28![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:23 pm
DTW
- SJU
1 stop21h 11m
Frontier
Deal found 7/26![Frontier logo]()
$116
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am
DTW
- NAS
1 stop7h 38m
American Airlines
Deal found 7/29![American Airlines logo]()
$138
Find flight deals from Detroit to Caribbean
Keep the following information in mind while searching for Detroit to Caribbean flight deals. Data was last updated July 29, 2026.
Round-trip from | $343 (Kiwi.com) |
|---|---|
One-way from | $80 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $378 |
Good round-trip deal | $592 or less |
Good one-way deal | $408 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Detroit 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 July 29, 2026.
Use the filters below to find and compare flights from Detroit to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DetroitSan Juan
DTW - SJU
DTWSJU
Detroit Metropolitan Wayne County
Sat 10/3
8:42 am-1:16 pm
Nonstop4h 34m
San Juan Luis Munoz Marin Intl
Sat 10/10
2:00 pm-6:42 pm
Nonstop4h 42m
$347
Quickest round-trip
DetroitSan Juan
DTW - SJU
DTWSJU
Detroit Metropolitan Wayne County
Sat 9/26
8:42 am-1:16 pm
Nonstop4h 34m
San Juan Luis Munoz Marin Intl
Sat 10/3
2:30 pm-7:07 pm
Nonstop4h 37m
$347
DetroitSan Juan
DTW - SJU
DTWSJU
Detroit Metropolitan Wayne County
Sat 9/5
8:40 am-1:16 pm
Nonstop4h 36m
San Juan Luis Munoz Marin Intl
Sat 9/12
7:00 am-3:52 pm
1 stop8h 52m
$352
DetroitSan Juan
DTW - SJU
DTWSJU
Detroit Metropolitan Wayne County
Mon 10/5
4:55 pm-1:20 am
2 stops8h 25m
San Juan Luis Munoz Marin Intl
Fri 10/9
10:50 pm-11:00 am
2 stops12h 10m
$356
DetroitNassau
DTW - NAS
DTWNAS
Detroit Metropolitan Wayne County
Fri 8/28
6:00 am-5:22 pm
1 stop11h 22m
Nassau Intl
Tue 9/1
12:20 pm-9:45 pm
1 stop9h 25m
$387
DetroitNassau
DTW - NAS
DTWNAS
Detroit Metropolitan Wayne County
Sun 9/6
6:00 am-1:50 pm
1 stop7h 50m
Nassau Intl
Thu 9/10
5:57 pm-11:23 pm
1 stop5h 26m
$390
DetroitNassau
DTW - NAS
DTWNAS
Detroit Metropolitan Wayne County
Tue 9/8
6:00 am-11:20 am
1 stop5h 20m
Nassau Intl
Tue 9/15
5:57 pm-11:23 pm
1 stop5h 26m
$390
DetroitSan Juan
DTW - SJU
DTWSJU
Detroit Metropolitan Wayne County
Wed 9/2
5:35 am-4:25 pm
2 stops10h 50m
San Juan Luis Munoz Marin Intl
Sat 9/5
10:25 am-9:05 pm
2 stops10h 40m
$400
DetroitSan Juan
DTW - SJU
DTWSJU
Detroit Metropolitan Wayne County
Fri 9/25
2:40 pm-11:55 pm
2 stops9h 15m
San Juan Luis Munoz Marin Intl
Sat 10/3
1:00 pm-9:55 pm
2 stops8h 55m
$400
DetroitSan Juan
DTW - SJU
DTWSJU
Detroit Metropolitan Wayne County
Tue 8/25
5:35 am-4:25 pm
2 stops10h 50m
San Juan Luis Munoz Marin Intl
Sat 8/29
8:20 am-6:55 pm
2 stops10h 35m
$410
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Detroit to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Detroit with our price prediction graph.
DTW-SJU
DTW-NAS
DTW-SXM
DTW-CUR
DTW-STT
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
DTT-0CB
DTW-SJU
DTW-NAS
DTW-SXM
DTW-CUR
What is the cheapest month to book a flight from Detroit to Caribbean?
Currently, August is the cheapest month in which you can book a flight from Detroit to Caribbean (average of $496). Flying from Detroit to Caribbean in December is currently the most expensive (average of $711). 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 CB?
Find hourly flight availability from Detroit to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Detroit to Caribbean as you normally would.
Weekly flight availability from Detroit to Caribbean
Explore weekly flight availability from Detroit to Caribbean. 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 29, 2026.
The most flights from DTT to 0CB 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?
To ensure you get the cheapest price possible for a flight from Detroit to Caribbean, you should look to book at least 10 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated July 29, 2026.
Read through reviews of airlines operating flights from Detroit to Caribbean, such as Southwest,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Detroit to Caribbean. 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
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 Detroit to Caribbean by cabin class
Find flights from Detroit to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Detroit and Caribbean flights
Browse other Detroit and Caribbean flight options. Last updated on July 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Detroit to Caribbean flights
Consider these flights traveling from Detroit to Caribbean.
Top 7 airlines flying from Detroit to Caribbean
Discover the top 7 airlines that operate flights from Detroit 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 July 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$441 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$180 | Average$564 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$187 | Average$809 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$265 | Average$427 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$266 | Average$693 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$329 | Average$752 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$394 | Average$687 | FlexibilityNo cancel fee | On-time63% |