$70+ Cheap flights from Caribbean to Michigan
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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — DTW
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Caribbean to Michigan with Cheapflights
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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 Caribbean to MichiganExplore the most affordable flight options available from Caribbean to Michigan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Caribbean to Michigan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/98:16 pm
ORD
- SJU
1 stop17h 15m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$134
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:52 am
SJU
- ORD
1 stop8h 26m
Spirit Airlines
Tue 3/35:15 am
ORD
- SJU
1 stop8h 16m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$136
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$141
This Orbitz deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2711:52 am
SJU
- ORD
1 stop8h 26m
Spirit Airlines
Mon 3/28:16 pm
ORD
- SJU
1 stop17h 15m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$144
This Orbitz deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Sat 3/78:16 pm
ORD
- SJU
1 stop16h 15m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$146
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/51:22 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Sat 2/712:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$149
This Expedia deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Sat 3/712:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$151
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1212:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Tue 2/2412:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$152
This Orbitz deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:40 pm
STT
- ORD
1 stop8h 07m
Spirit Airlines
Wed 3/45:15 am
ORD
- STT
1 stop9h 19m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$168
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:53 am
SJU
- MDW
1 stop13h 02m
Frontier
Mon 3/29:22 pm
MDW
- SJU
1 stop10h 32m
Frontier
Deal found 2/3![Frontier logo]()
$188
This Expedia deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1811:52 am
SJU
- DTW
1 stop9h 31m
Spirit Airlines
Sun 2/225:45 am
DTW
- SJU
1 stop8h 46m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$188
This Orbitz deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:07 am
SJU
- DTW
1 stop9h 46m
Multiple Airlines
Wed 3/116:36 pm
DTW
- SJU
1 stop17h 13m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$190
Best flights from Caribbean to MichiganDiscover carefully curated flight deals from Caribbean to Michigan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Caribbean to Michigan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Orbitz deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:40 pm
STT
- ORD
1 stop8h 07m
Spirit Airlines
Wed 3/45:15 am
ORD
- STT
1 stop9h 19m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$168
This Orbitz deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:07 am
SJU
- DTW
1 stop9h 46m
Multiple Airlines
Wed 3/116:36 pm
DTW
- SJU
1 stop17h 13m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$190
This eDestinos deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:12 pm
SJU
- ORD
1 stop17h 09m
Frontier
Wed 3/118:15 am
ORD
- SJU
1 stop16h 43m
Frontier
Deal found 2/1![Frontier logo]()
$191
This Faresmojo deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1611:59 pm
SJU
- ORD
1 stop10h 49m
JetBlue
Sat 5/2310:35 am
ORD
- SJU
1 stop8h 28m
JetBlue
Deal found 2/2![JetBlue logo]()
$231
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:56 pm
SJU
- ORD
Nonstop5h 19m
United Airlines
Fri 5/12:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 2/2![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/144:55 pm
MBJ
- ORD
1 stop7h 04m
Delta
Sun 5/176:00 am
ORD
- MBJ
1 stop9h 29m
Delta
Deal found 2/3![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/710:00 am
SJU
- MDW
2 stops9h 15m
Southwest
Sun 5/101:45 pm
MDW
- SJU
2 stops9h 20m
Southwest
Deal found 2/2![Southwest logo]()
$346
This Air Canada deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/29:10 pm
NAS
- ORD
1 stop13h 00m
Air Canada
Mon 4/612:50 pm
ORD
- NAS
1 stop22h 30m
Air Canada
Deal found 2/1![Air Canada logo]()
$360
This Expedia deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1811:52 am
SJU
- DTW
1 stop9h 31m
Spirit Airlines
Sun 2/225:45 am
DTW
- SJU
1 stop8h 46m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/303:04 pm
MBJ
- ORD
1 stop17h 34m
American Airlines
Mon 4/68:05 am
ORD
- MBJ
Nonstop4h 06m
American Airlines
Deal found 1/31![American Airlines logo]()
$381
This Expedia deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 5/112:22 pm
SJU
- ORD
Nonstop5h 15m
Multiple Airlines
Mon 5/42:20 pm
ORD
- SJU
1 stop9h 09m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$206
This Spirit deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1912:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Sun 2/2212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$193
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/54:11 pm
SJU
- MDW
1 stop8h 18m
Frontier
Mon 3/96:05 am
MDW
- SJU
1 stop7h 12m
Frontier
Deal found 2/1![Frontier logo]()
$220
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/173:18 pm
SJU
- DTW
1 stop8h 49m
Spirit Airlines
Sun 2/228:52 pm
DTW
- SJU
1 stop16h 33m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$194
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Sat 5/92:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 2/2![United Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/64:40 pm
STT
- ORD
1 stop29h 37m
Multiple Airlines
Mon 5/111:27 pm
ORD
- STT
1 stop25h 07m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$230
This Super.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/171:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Tue 3/2410:55 am
ORD
- SJU
1 stop12h 03m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:52 am
SJU
- MDW
1 stop28h 04m
Multiple Airlines
Sat 2/289:15 am
MDW
- SJU
2 stops11h 54m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$232
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1311:52 am
SJU
- DTW
1 stop7h 46m
Spirit Airlines
Mon 2/167:43 pm
DTW
- SJU
1 stop13h 34m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$198
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:19 pm
SJU
- MDW
1 stop25h 54m
Frontier
Mon 5/119:14 am
MDW
- SJU
1 stop12h 34m
Frontier
Deal found 2/1![Frontier logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/164:40 pm
STT
- ORD
1 stop31h 17m
Multiple Airlines
Tue 4/211:27 pm
ORD
- STT
2 stops21h 59m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$235
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/52:48 pm
MBJ
- ORD
Nonstop4h 25m
United Airlines
Wed 3/118:42 am
ORD
- MBJ
Nonstop4h 04m
United Airlines
Deal found 2/2![United Airlines logo]()
$295
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/194:35 pm
STT
- ORD
1 stop7h 42m
Spirit Airlines
Wed 3/257:17 am
ORD
- STT
1 stop7h 11m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$204
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:53 pm
SJU
- DTW
1 stop17h 23m
Multiple Airlines
Tue 2/105:15 pm
DTW
- SJU
1 stop15h 32m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$235
This Air Canada deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/11:15 pm
NAS
- ORD
1 stop7h 50m
Air Canada
Tue 4/76:40 pm
ORD
- NAS
1 stop17h 15m
Air Canada
Deal found 2/2![Air Canada logo]()
$360
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1411:52 am
SJU
- ORD
1 stop9h 55m
Spirit Airlines
Sun 2/2212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$204
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:15 am
SJU
- MDW
1 stop6h 52m
Delta
Sat 4/256:00 am
MDW
- SJU
1 stop9h 23m
Delta
Deal found 2/1![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 5/16:50 am
SJU
- MDW
2 stops9h 15m
Southwest
Mon 5/41:45 pm
MDW
- SJU
2 stops8h 55m
Southwest
Deal found 1/31![Southwest logo]()
$374
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/134:31 pm
SJU
- DTW
1 stop8h 28m
Multiple Airlines
Mon 2/166:59 pm
DTW
- SJU
1 stop13h 55m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:00 pm
SJU
- MDW
1 stop10h 28m
Delta
Wed 5/612:53 pm
MDW
- SJU
1 stop6h 31m
Delta
Deal found 2/1![Delta logo]()
$364
Last-minute flights from Caribbean to MichiganDiscover last-minute flight deals from Caribbean to Michigan. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Michigan. Data last updated February 3, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/51:22 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Sat 2/712:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$149
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1212:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Tue 2/2412:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$152
This Expedia deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1811:52 am
SJU
- DTW
1 stop9h 31m
Spirit Airlines
Sun 2/225:45 am
DTW
- SJU
1 stop8h 46m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$188
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:52 am
SJU
- ORD
1 stop8h 26m
Spirit Airlines
Tue 3/35:15 am
ORD
- SJU
1 stop8h 16m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$136
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$141
This Orbitz deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2711:52 am
SJU
- ORD
1 stop8h 26m
Spirit Airlines
Mon 3/28:16 pm
ORD
- SJU
1 stop17h 15m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$144
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:53 am
SJU
- MDW
1 stop13h 02m
Frontier
Mon 3/29:22 pm
MDW
- SJU
1 stop10h 32m
Frontier
Deal found 2/3![Frontier logo]()
$188
This Orbitz deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:40 pm
STT
- ORD
1 stop8h 07m
Spirit Airlines
Wed 3/45:15 am
ORD
- STT
1 stop9h 19m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$168
This Expedia deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Sat 3/712:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$151
This Orbitz deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:07 am
SJU
- DTW
1 stop9h 46m
Multiple Airlines
Wed 3/116:36 pm
DTW
- SJU
1 stop17h 13m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$190
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/98:16 pm
ORD
- SJU
1 stop17h 15m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$134
This Orbitz deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Sat 3/78:16 pm
ORD
- SJU
1 stop16h 15m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$146
One-way flights from Caribbean to MichiganSearch for one-way flight options from Caribbean to Michigan. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Caribbean to Michigan. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Orbitz deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:45 pm
SJU
- DTW
1 stop15h 04m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$70
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:52 am
SJU
- DTW
1 stop9h 00m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$76
This Orbitz deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:45 pm
SJU
- DTW
1 stop15h 04m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$80
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:07 am
SJU
- DTW
1 stop9h 46m
Frontier
Deal found 2/1![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/125:20 am
SJU
- DTW
1 stop7h 18m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:40 pm
STT
- ORD
2 stops25h 12m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$96
This Trip.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Thu 5/710:53 am
SJU
- ORD
1 stop14h 06m
Frontier
Deal found 1/31![Frontier logo]()
$96
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/283:08 am
SJU
- DTW
1 stop9h 39m
Frontier
Deal found 2/3![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
SJU
- MDW
1 stop9h 56m
Frontier
Deal found 2/2![Frontier logo]()
$97
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:00 am
SJU
- ORD
1 stop12h 03m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1110:52 am
SJU
- MDW
1 stop27h 49m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/811:03 am
SJU
- ORD
1 stop8h 28m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$98
Find flight deals from Caribbean to Michigan
Keep the following information in mind while searching for Caribbean to Michigan flight deals. Data was last updated February 3, 2026.
Round-trip from | $134 (Expedia) |
|---|---|
One-way from | $70 (Orbitz) |
Popular in | March |
Cheapest in | November |
Average price | $287 |
Good round-trip deal | $290 or less |
Good one-way deal | $271 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Michigan 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 3, 2026.
Use the filters below to find and compare flights from Caribbean to Michigan that are best for you.
Fly from
Caribbean
Fly to
Michigan
Route
Depart
Return
Price
Saint Thomas IslandChicago
STT - ORD
STTORD
Saint Thomas Island Cyril E King
Mon 3/2
5:40 pm-11:47 pm
1 stop8h 07m
Chicago O'Hare Intl
Wed 3/4
5:15 am-4:34 pm
1 stop9h 19m
$168
San JuanDetroit
SJU - DTW
SJUDTW
San Juan Luis Munoz Marin Intl
Wed 2/18
11:52 am-8:23 pm
1 stop9h 31m
Detroit Metropolitan Wayne County
Sun 2/22
5:45 am-3:31 pm
1 stop8h 46m
$188
San JuanDetroit
SJU - DTW
SJUDTW
San Juan Luis Munoz Marin Intl
Wed 3/4
11:07 am-7:53 pm
1 stop9h 46m
Detroit Metropolitan Wayne County
Wed 3/11
6:36 pm-11:49 am
1 stop17h 13m
$190
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sat 3/7
10:12 pm-1:21 pm
1 stop17h 09m
Chicago O'Hare Intl
Wed 3/11
8:15 am-1:58 am
1 stop16h 43m
$191
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 2/19
12:32 pm-3:48 pm
Nonstop5h 16m
Chicago O'Hare Intl
Sun 2/22
12:17 pm-6:49 pm
Nonstop4h 32m
$193
San JuanDetroit
SJU - DTW
SJUDTW
San Juan Luis Munoz Marin Intl
Tue 2/17
3:18 pm-11:07 pm
1 stop8h 49m
Detroit Metropolitan Wayne County
Sun 2/22
8:52 pm-2:25 pm
1 stop16h 33m
$194
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 3/17
1:29 am-5:45 am
Nonstop5h 16m
Chicago O'Hare Intl
Tue 3/24
10:55 am-11:58 pm
1 stop12h 03m
$197
San JuanDetroit
SJU - DTW
SJUDTW
San Juan Luis Munoz Marin Intl
Fri 2/13
11:52 am-6:38 pm
1 stop7h 46m
Detroit Metropolitan Wayne County
Mon 2/16
7:43 pm-10:17 am
1 stop13h 34m
$198
Saint Thomas IslandChicago
STT - ORD
STTORD
Saint Thomas Island Cyril E King
Thu 3/19
4:35 pm-11:17 pm
1 stop7h 42m
Chicago O'Hare Intl
Wed 3/25
7:17 am-3:28 pm
1 stop7h 11m
$204
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sat 2/14
11:52 am-7:47 pm
1 stop9h 55m
Chicago O'Hare Intl
Sun 2/22
12:17 pm-6:49 pm
Nonstop4h 32m
$204
Showing 1-10 of 60 results
Best time to book a flight from Caribbean to Michigan
Have a flexible travel schedule? Discover the best time to fly to Michigan from Caribbean with our price prediction graph.
SJU-ORD
STT-ORD
SJU-MDW
SJU-DTW
MBJ-ORD
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 to Michigan
0CB-USMI
SJU-ORD
STT-ORD
SJU-MDW
SJU-DTW
What is the cheapest month to book a flight from Caribbean to Michigan?
Currently, June is the cheapest month in which you can book a flight from Caribbean to Michigan (average of $102). Flying from Caribbean to Michigan in April is currently the most expensive (average of $201). 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 CB to MI?
Find hourly flight availability from Caribbean to Michigan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.
One of the essential ways to save on airfare from Caribbean to Michigan is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 32% on airfare.
Weekly flight availability from Caribbean to Michigan
Explore weekly flight availability from Caribbean to Michigan. 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 February 3, 2026.
The most flights from 0CB to USMI are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).
Reviews of airlines servicing Michigan
Get insights into the airlines that provide service to Michigan. 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 Michigan. Reviews last updated February 3, 2026.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Caribbean to Michigan by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
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 to Michigan. 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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Complete your trip
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Alternative routes for Caribbean to Michigan
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Michigan by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean to Michigan by cabin class
Find flights from Caribbean to Michigan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean and Michigan flights
Browse other Caribbean and Michigan flight options. Last updated on February 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Michigan
Find the right flight back to Caribbean after your stay in Michigan
Caribbean to Michigan flights
Consider these flights traveling from Caribbean to Michigan.
Top 7 airlines flying from Caribbean to Michigan
Discover the top 7 airlines that operate flights from Caribbean to Michigan. 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 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$305 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$190 | Average$526 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$199 | Average$574 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$246 | Average$339 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$295 | Average$323 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$323 | Average$524 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$554 | Average$580 | FlexibilityNo cancel fee | On-time69% |