$112+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — DTW
Jul 20 — Jul 271
Round-trip
1 adult, Economy
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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 June 20, 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 June 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/76:00 am
SJU
- ORD
1 stop31h 15m
Frontier
Sat 8/1512:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 6/15![Frontier logo]()
$225
This Frontier deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 9/36:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Sun 9/612:29 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 6/16![Frontier logo]()
$227
This Frontier deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/266:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Tue 9/112:29 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 6/15![Frontier logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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
SJU
- ORD
1 stop31h 25m
Frontier
Fri 9/412:29 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 6/15![Frontier logo]()
$229
This Frontier deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 8/276:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Fri 8/2812:29 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 6/16![Frontier logo]()
$230
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/192:20 pm
SJU
- ORD
1 stop10h 06m
United Airlines
Sat 8/228:55 am
ORD
- SJU
Nonstop4h 49m
United Airlines
Deal found 6/15![United Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/196:45 am
SJU
- ORD
1 stop31h 15m
Frontier
Sun 8/2312:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 6/17![Frontier logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/27:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Mon 9/712:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 6/17![Frontier logo]()
$234
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/258:20 am
SJU
- MDW
1 stop7h 25m
Southwest
Mon 8/315:00 am
MDW
- SJU
1 stop7h 45m
Southwest
Deal found 6/15![Southwest logo]()
$236
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:10 pm
SJU
- ORD
1 stop8h 25m
American Airlines
Sat 8/296:59 pm
ORD
- SJU
1 stop13h 44m
American Airlines
Deal found 6/17![American Airlines logo]()
$236
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/187:24 pm
SJU
- ORD
1 stop13h 10m
American Airlines
Wed 8/265:20 pm
ORD
- SJU
Nonstop4h 55m
American Airlines
Deal found 6/17![American Airlines logo]()
$237
This Frontier deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/46:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Sun 9/612:29 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 6/17![Frontier logo]()
$238
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 June 20, 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 June 20, 2026.
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 9/35:30 am
SJU
- MDW
1 stop9h 35m
Southwest
Mon 9/73:15 pm
MDW
- SJU
1 stop6h 50m
Southwest
Deal found 6/19![Southwest logo]()
$246
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:24 pm
SJU
- ORD
1 stop13h 10m
American Airlines
Mon 8/316:00 am
ORD
- SJU
1 stop9h 11m
American Airlines
Deal found 6/19![American Airlines logo]()
$246
This Priceline deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Sun 8/3012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 6/19![Frontier logo]()
$254
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:56 pm
SJU
- MDW
1 stop10h 40m
Delta
Fri 8/2812:46 pm
MDW
- SJU
1 stop8h 43m
Delta
Deal found 6/19![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
Sun 8/231:00 am
SJU
- ORD
1 stop9h 13m
United Airlines
Mon 8/315:30 am
ORD
- SJU
1 stop9h 12m
United Airlines
Deal found 6/15![United Airlines logo]()
$272
This Arajet deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:30 pm
PUJ
- ORD
Nonstop5h 10m
Arajet
Sun 11/13:20 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 6/18![Arajet logo]()
$330
This Mytrip deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:02 am
PUJ
- ORD
Nonstop5h 10m
Multiple Airlines
Thu 10/158:45 am
ORD
- PUJ
1 stop30h 20m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$406
This JetBlue deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 11/52:28 pm
SDQ
- ORD
1 stop11h 16m
JetBlue
Mon 11/92:35 pm
ORD
- SDQ
1 stop8h 24m
JetBlue
Deal found 6/15![JetBlue logo]()
$410
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/216:00 am
SJU
- MDW
1 stop7h 40m
Southwest
Sun 8/238:05 pm
MDW
- SJU
1 stop12h 05m
Southwest
Deal found 6/15![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 8/138:55 pm
SJU
- MDW
1 stop12h 50m
Southwest
Sat 8/227:50 am
MDW
- SJU
2 stops7h 50m
Southwest
Deal found 6/18![Southwest logo]()
$256
This Mytrip deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:25 am
POS
- ORD
1 stop16h 32m
Air Canada
Mon 9/79:50 am
ORD
- POS
1 stop13h 25m
Air Canada
Deal found 6/17![Air Canada logo]()
$605
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:00 am
SJU
- MDW
1 stop10h 15m
Delta
Tue 8/186:05 am
MDW
- SJU
1 stop9h 33m
Delta
Deal found 6/18![Delta logo]()
$316
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 6/267:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Tue 6/306:29 pm
ORD
- SJU
1 stop10h 00m
United Airlines
Deal found 6/16![United Airlines logo]()
$357
This Copa Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/712:43 pm
SDQ
- GRR
2 stops31h 29m
Copa Airlines
Sat 8/155:00 am
GRR
- SDQ
2 stops21h 25m
Copa Airlines
Deal found 6/19![Copa Airlines logo]()
$747
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/121:20 pm
SJU
- MDW
1 stop6h 50m
Southwest
Sun 8/168:05 pm
MDW
- SJU
1 stop12h 05m
Southwest
Deal found 6/19![Southwest logo]()
$336
This JetBlue deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/134:58 pm
SJU
- ORD
1 stop7h 46m
JetBlue
Mon 8/177:00 am
ORD
- SJU
1 stop10h 51m
JetBlue
Deal found 6/19![JetBlue logo]()
$416
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:53 pm
SDQ
- ORD
2 stops18h 03m
Delta
Tue 9/16:00 am
ORD
- SDQ
1 stop11h 06m
Delta
Deal found 6/19![Delta logo]()
$403
This JetBlue deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/205:01 am
SDQ
- ORD
1 stop9h 38m
JetBlue
Tue 8/257:00 am
ORD
- SDQ
1 stop7h 21m
JetBlue
Deal found 6/19![JetBlue logo]()
$422
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/295:24 pm
KIN
- ORD
1 stop7h 11m
American Airlines
Sat 9/510:53 am
ORD
- KIN
2 stops8h 49m
American Airlines
Deal found 6/17![American Airlines logo]()
$484
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:53 pm
SDQ
- ORD
2 stops18h 03m
Delta
Tue 8/251:00 pm
ORD
- SDQ
1 stop10h 54m
Delta
Deal found 6/19![Delta logo]()
$403
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/219:29 pm
PUJ
- ORD
1 stop26h 58m
Multiple Airlines
Tue 8/117:00 am
ORD
- PUJ
1 stop7h 27m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$490
This Mytrip deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:31 pm
PUJ
- MDW
1 stop20h 36m
Frontier
Sat 7/256:05 am
MDW
- PUJ
1 stop7h 16m
Frontier
Deal found 6/17![Frontier logo]()
$507
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 10/294:10 pm
PUJ
- ORD
2 stops16h 40m
United Airlines
Mon 11/29:17 am
ORD
- PUJ
Nonstop4h 40m
United Airlines
Deal found 6/18![United Airlines logo]()
$467
This Southwest deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 6/2610:20 pm
SJU
- MDW
1 stop11h 30m
Southwest
Mon 6/2911:35 am
MDW
- SJU
1 stop11h 50m
Southwest
Deal found 6/18![Southwest logo]()
$386
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 10/102:56 pm
SDQ
- ORD
1 stop9h 54m
Delta
Thu 10/155:30 am
ORD
- SDQ
1 stop7h 11m
Delta
Deal found 6/18![Delta logo]()
$403
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/75:03 pm
KIN
- ORD
1 stop7h 23m
American Airlines
Thu 8/66:00 am
ORD
- KIN
1 stop13h 42m
American Airlines
Deal found 6/19![American Airlines logo]()
$496
This JetBlue deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/304:44 pm
SDQ
- ORD
1 stop8h 00m
JetBlue
Fri 9/116:00 am
ORD
- SDQ
1 stop7h 49m
JetBlue
Deal found 6/16![JetBlue logo]()
$478
This OneTravel deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/223:31 pm
PUJ
- MDW
1 stop20h 36m
Frontier
Sun 7/266:05 am
MDW
- PUJ
1 stop7h 16m
Frontier
Deal found 6/19![Frontier logo]()
$549
This JetBlue deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/181:34 pm
SDQ
- ORD
1 stop11h 10m
JetBlue
Mon 8/312:35 pm
ORD
- SDQ
1 stop8h 24m
JetBlue
Deal found 6/17![JetBlue logo]()
$478
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 7/246:20 am
KIN
- ORD
1 stop13h 33m
American Airlines
Sun 8/25:58 am
ORD
- KIN
2 stops10h 05m
American Airlines
Deal found 6/15![American Airlines logo]()
$530
Last-minute flights from Caribbean to MichiganDiscover last-minute flight deals from Caribbean to Michigan. Data last updated June 20, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Michigan. Data last updated June 20, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 6/241:00 am
SJU
- ORD
1 stop7h 42m
United Airlines
Sat 6/2711:15 am
ORD
- SJU
1 stop9h 09m
United Airlines
Deal found 6/17![United Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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.
Wed 6/246:21 am
SJU
- ORD
1 stop8h 56m
American Airlines
Tue 6/308:05 am
ORD
- SJU
1 stop13h 55m
American Airlines
Deal found 6/19![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/251:47 pm
SJU
- ORD
1 stop11h 47m
American Airlines
Sat 6/2711:40 am
ORD
- SJU
1 stop10h 20m
American Airlines
Deal found 6/19![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/257:00 am
SJU
- ORD
1 stop11h 42m
American Airlines
Tue 6/308:05 am
ORD
- SJU
1 stop13h 55m
American Airlines
Deal found 6/19![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 6/267:00 am
SJU
- ORD
1 stop11h 42m
American Airlines
Tue 6/308:05 am
ORD
- SJU
1 stop13h 55m
American Airlines
Deal found 6/17![American Airlines logo]()
$341
This Frontier deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
Mon 7/66:00 am
SJU
- DTW
1 stop6h 55m
Frontier
Tue 7/141:50 pm
DTW
- SJU
1 stop13h 09m
Frontier
Deal found 6/15![Frontier logo]()
$355
This eDestinos deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
Tue 7/78:37 pm
SJU
- DTW
1 stop19h 32m
Frontier
Wed 7/157:30 pm
DTW
- SJU
1 stop9h 32m
Frontier
Deal found 6/18![Frontier logo]()
$317
This Priceline deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
Wed 7/88:37 pm
SJU
- DTW
1 stop15h 18m
Frontier
Wed 7/155:34 pm
DTW
- SJU
1 stop14h 23m
Frontier
Deal found 6/16![Frontier logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/96:00 am
SJU
- DTW
1 stop30h 55m
Frontier
Mon 7/136:10 am
DTW
- SJU
2 stops31h 45m
Frontier
Deal found 6/19![Frontier logo]()
$328
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/1710:20 pm
SJU
- MDW
1 stop11h 30m
Southwest
Mon 7/205:10 pm
MDW
- SJU
1 stop7h 15m
Southwest
Deal found 6/19![Southwest logo]()
$346
This Priceline deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
Sat 7/185:15 pm
SJU
- DTW
1 stop7h 25m
Frontier
Wed 7/225:34 pm
DTW
- SJU
1 stop8h 41m
Frontier
Deal found 6/17![Frontier logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/298:37 pm
SJU
- DTW
1 stop15h 18m
Frontier
Wed 8/55:13 pm
DTW
- SJU
2 stops44h 28m
Frontier
Deal found 6/18![Frontier logo]()
$339
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 June 20, 2026.
Search for one-way flight options from Caribbean to Michigan. Find affordable one-way fares based on user searches. Data last updated June 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 8/186:45 am
SJU
- DTW
1 stop10h 37m
Frontier
Deal found 6/18![Frontier logo]()
$112
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
Wed 8/2610:33 am
SJU
- ORD
1 stop15h 02m
American Airlines
Deal found 6/17![American Airlines logo]()
$118
This eDestinos deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
Tue 7/147:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 6/18![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/46:00 am
SJU
- ORD
1 stop31h 15m
Frontier
Deal found 6/15![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/186:45 am
SJU
- ORD
1 stop31h 15m
Frontier
Deal found 6/19![Frontier logo]()
$122
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/138:55 pm
SJU
- MDW
2 stops15h 30m
Southwest
Deal found 6/19![Southwest logo]()
$123
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/237:24 pm
SJU
- ORD
1 stop13h 10m
American Airlines
Deal found 6/19![American Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 9/155:12 pm
SJU
- DTW
1 stop19h 55m
Frontier
Deal found 6/18![Frontier logo]()
$123
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 8/147:00 am
SJU
- ORD
1 stop13h 46m
American Airlines
Deal found 6/18![American Airlines logo]()
$126
This Super.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 6/16![Frontier logo]()
$127
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 9/172:35 pm
SJU
- MDW
1 stop9h 05m
Southwest
Deal found 6/20![Southwest logo]()
$128
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 9/78:55 pm
SJU
- MDW
1 stop13h 30m
Southwest
Deal found 6/19![Southwest logo]()
$133
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 June 20, 2026.
Round-trip from | $225 (Kiwi.com) |
|---|---|
One-way from | $112 (Kiwi.com) |
Popular in | April |
Cheapest in | October |
Average price | $539 |
Good round-trip deal | $522 or less |
Good one-way deal | $270 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 June 20, 2026.
Use the filters below to find and compare flights from Caribbean to Michigan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 9/3
5:30 am-2:05 pm
1 stop9h 35m
Chicago Midway
Mon 9/7
3:15 pm-11:05 pm
1 stop6h 50m
$246
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 8/20
7:24 pm-7:34 am
1 stop13h 10m
Chicago O'Hare Intl
Mon 8/31
6:00 am-4:11 pm
1 stop9h 11m
$246
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 8/20
7:14 pm-11:27 pm
Nonstop5h 13m
Chicago O'Hare Intl
Sun 8/30
12:44 am-6:44 am
Nonstop5h 00m
$254
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 8/19
12:56 pm-10:36 pm
1 stop10h 40m
Chicago Midway
Fri 8/28
12:46 pm-10:29 pm
1 stop8h 43m
$256
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Fri 8/21
6:00 am-12:40 pm
1 stop7h 40m
Chicago Midway
Sun 8/23
8:05 pm-9:10 am
1 stop12h 05m
$256
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 8/13
8:55 pm-8:45 am
1 stop12h 50m
Chicago Midway
Sat 8/22
7:50 am-4:40 pm
2 stops7h 50m
$256
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sun 8/23
1:00 am-9:13 am
1 stop9h 13m
Chicago O'Hare Intl
Mon 8/31
5:30 am-3:42 pm
1 stop9h 12m
$272
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 8/12
7:00 am-4:15 pm
1 stop10h 15m
Chicago Midway
Tue 8/18
6:05 am-4:38 pm
1 stop9h 33m
$316
Quickest round-trip
Punta CanaChicago
PUJ - ORD
PUJORD
Punta Cana
Thu 10/29
7:30 pm-11:40 pm
Nonstop5h 10m
Chicago O'Hare Intl
Sun 11/1
3:20 am-10:05 am
Nonstop4h 45m
$330
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 8/12
1:20 pm-7:10 pm
1 stop6h 50m
Chicago Midway
Sun 8/16
8:05 pm-9:10 am
1 stop12h 05m
$336
Showing 1-10 of 60 resultsSorted by cheapest first
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-DTW
SJU-ORD
SJU-MDW
SDQ-GRR
PUJ-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-DTW
SJU-ORD
SJU-MDW
SDQ-GRR
What is the cheapest month to book a flight from Caribbean to Michigan?
Currently, October is the cheapest month in which you can book a flight from Caribbean to Michigan (average of $72). Flying from Caribbean to Michigan in March is currently the most expensive (average of $256). 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 June 20, 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 40% 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 June 20, 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).
How far ahead should I book a flight from Caribbean to Michigan?
To ensure you get the cheapest price possible for a flight from Caribbean to Michigan, you should look to book at least 69 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 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 June 20, 2026.
Get a feel of what it's like to fly with Delta,American Airlines, andJetBlue 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.
Boarding
8.1
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Boarding
8.1
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Boarding
8.1
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Boarding
8.1
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Boarding
8.1
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
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.
Alternative routes
Complete your trip
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Return Flight Options
Top destinations
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 June 20, 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 4 airlines flying from Caribbean to Michigan
Discover the top 4 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 June 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$129 | Average$307 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$498 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$265 | Average$619 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$358 | Average$478 | FlexibilityNo cancel fee | On-time62% |