$171+ Cheap flights from South Dakota 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
Sep 10 — Sep 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from South Dakota 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from South Dakota to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from South Dakota to CaribbeanExplore the most affordable flight options available from South Dakota to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 11, 2026.
Explore the most affordable flight options available from South Dakota to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 11, 2026.
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:00 am -
2 stops13h 38m
Sat 9/193:56 pm -
1 stop8h 16m
Deal found 8/10![United Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/56:00 am -
1 stop10h 38m
Thu 9/101:00 am -
2 stops12h 39m
Deal found 8/6![United Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/276:20 am -
1 stop8h 03m
Tue 11/33:53 pm -
1 stop10h 46m
Deal found 8/7![American Airlines logo]()
$346
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
1 stop10h 38m
Mon 10/57:00 am -
2 stops14h 20m
Deal found 8/7![United Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:31 pm -
2 stops17h 51m
Sat 12/56:09 pm -
2 stops19h 19m
Deal found 8/9![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/91:08 pm -
2 stops20h 07m
Wed 12/236:13 pm -
2 stops20h 35m
Deal found 8/10![American Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/125:59 pm -
1 stop22h 17m
Thu 9/175:16 pm -
2 stops19h 00m
Deal found 8/9![American Airlines logo]()
$404
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
1 stop10h 38m
Sat 10/32:00 pm -
1 stop10h 44m
Deal found 8/10![United Airlines logo]()
$411
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 11/86:00 am -
1 stop6h 48m
Sat 12/51:40 pm -
1 stop10h 16m
Deal found 8/9![United Airlines logo]()
$425
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:24 am -
2 stops16h 35m
Tue 9/16:00 am -
2 stops12h 36m
Deal found 8/10![American Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/156:24 am -
1 stop15h 30m
Fri 8/2812:55 am -
1 stop16h 58m
Deal found 8/8![American Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/216:41 pm -
2 stops15h 40m
Mon 9/286:45 pm -
2 stops17h 51m
Deal found 8/7![American Airlines logo]()
$474
Best flights from South Dakota to CaribbeanDiscover carefully curated flight deals from South Dakota to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 11, 2026.
Discover carefully curated flight deals from South Dakota to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 11, 2026.
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:00 am -
2 stops13h 38m
Sat 9/193:56 pm -
1 stop8h 16m
Deal found 8/10![United Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/125:59 pm -
2 stops19h 09m
Thu 9/171:54 pm -
2 stops22h 22m
Deal found 8/9![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 1/196:55 am -
2 stops13h 55m
Fri 1/293:20 pm -
1 stop10h 19m
Deal found 8/8![Delta logo]()
$446
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
1 stop10h 38m
Mon 10/57:00 am -
2 stops14h 20m
Deal found 8/7![United Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 1/175:35 pm -
2 stops19h 38m
Thu 1/212:19 pm -
2 stops23h 34m
Deal found 8/7![American Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 1/95:57 pm -
2 stops18h 47m
Thu 1/144:16 pm -
2 stops20h 25m
Deal found 8/9![American Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 1/95:00 pm -
2 stops18h 07m
Thu 1/142:48 pm -
1 stop7h 55m
Deal found 8/8![United Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/115:15 am -
1 stop8h 30m
Sat 1/164:10 pm -
1 stop7h 41m
Deal found 8/6![Delta logo]()
$451
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 12/95:14 pm -
2 stops20h 33m
Wed 12/234:11 pm -
2 stops21h 17m
Deal found 8/7![American Airlines logo]()
$402
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
1 stop10h 38m
Sat 10/32:00 pm -
1 stop10h 44m
Deal found 8/10![United Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 1/237:39 pm -
2 stops17h 20m
Sat 1/306:00 am -
1 stop15h 05m
Deal found 8/9![American Airlines logo]()
$411
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 1/176:00 am -
1 stop6h 46m
Thu 1/212:48 pm -
1 stop7h 55m
Deal found 8/7![United Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:24 am -
1 stop15h 51m
Tue 9/87:24 pm -
2 stops17h 17m
Deal found 8/10![American Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 2/25:25 am -
1 stop7h 05m
Tue 2/92:40 pm -
2 stops9h 11m
Deal found 8/9![Delta logo]()
$612
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/216:41 pm -
2 stops15h 40m
Mon 9/286:45 pm -
2 stops17h 51m
Deal found 8/7![American Airlines logo]()
$474
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/107:05 am -
1 stop8h 33m
Sat 10/101:00 am -
2 stops11h 15m
Deal found 8/7![United Airlines logo]()
$531
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 1/2112:11 pm -
1 stop7h 28m
Tue 2/26:00 am -
1 stop15h 05m
Deal found 8/8![American Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/155:30 am -
1 stop6h 57m
Thu 9/247:35 pm -
2 stops25h 12m
Deal found 8/8![Delta logo]()
$705
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 1/2311:20 am -
2 stops11h 16m
Sat 1/308:10 am -
2 stops14h 36m
Deal found 8/9![United Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/225:30 am -
1 stop6h 57m
Tue 9/297:35 pm -
2 stops25h 12m
Deal found 8/8![Delta logo]()
$705
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:00 am -
2 stops13h 38m
Sat 9/52:00 pm -
1 stop8h 37m
Deal found 8/7![United Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 12/11:09 pm -
2 stops18h 35m
Tue 12/86:55 pm -
2 stops20h 44m
Deal found 8/9![American Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Mon 9/286:31 pm -
2 stops17h 03m
Fri 10/22:00 pm -
1 stop10h 44m
Deal found 8/7![United Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 12/85:14 pm -
2 stops20h 11m
Sun 12/136:17 pm -
2 stops19h 24m
Deal found 8/6![American Airlines logo]()
$511
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:56 pm -
2 stops20h 48m
Sat 10/31:44 pm -
2 stops23h 32m
Deal found 8/10![American Airlines logo]()
$517
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am -
2 stops30h 33m
Thu 10/12:53 pm -
2 stops20h 57m
Deal found 8/10![United Airlines logo]()
$572
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/217:39 pm -
2 stops17h 40m
Sun 1/315:33 pm -
2 stops20h 08m
Deal found 8/10![American Airlines logo]()
$522
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Mon 11/305:55 am -
1 stop10h 23m
Sat 12/512:56 pm -
2 stops10h 47m
Deal found 8/7![United Airlines logo]()
$575
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:33 pm -
1 stop17h 19m
Sat 12/125:31 pm -
2 stops20h 57m
Deal found 8/10![American Airlines logo]()
$546
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/27:40 am -
1 stop6h 42m
Tue 2/93:35 pm -
1 stop7h 08m
Deal found 8/6![United Airlines logo]()
$610
Last-minute flights from South Dakota to CaribbeanDiscover last-minute flight deals from South Dakota to Caribbean. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from South Dakota to Caribbean. Data last updated August 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/156:24 am -
1 stop15h 30m
Fri 8/2812:55 am -
1 stop16h 58m
Deal found 8/8![American Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:24 am -
2 stops16h 35m
Tue 9/16:00 am -
2 stops12h 36m
Deal found 8/10![American Airlines logo]()
$451
This Trip.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/303:30 pm -
2 stops32h 45m
Tue 9/13:10 am -
2 stops34h 36m
Deal found 8/10![Multiple Airlines logo]()
$535
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:00 am -
2 stops13h 38m
Sat 9/193:56 pm -
1 stop8h 16m
Deal found 8/10![United Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:30 am -
2 stops15h 29m
Sat 9/196:00 am -
2 stops15h 45m
Deal found 8/10![American Airlines logo]()
$346
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:00 am -
2 stops13h 38m
Sat 9/52:00 pm -
1 stop8h 37m
Deal found 8/6![United Airlines logo]()
$536
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/56:00 am -
1 stop10h 38m
Thu 9/101:00 am -
2 stops12h 39m
Deal found 8/6![United Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/125:59 pm -
2 stops19h 09m
Thu 9/171:54 pm -
2 stops22h 22m
Deal found 8/9![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/216:41 pm -
2 stops15h 40m
Mon 9/286:45 pm -
2 stops17h 51m
Deal found 8/7![American Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:56 pm -
2 stops20h 48m
Sat 10/31:44 pm -
2 stops23h 32m
Deal found 8/10![American Airlines logo]()
$517
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
1 stop10h 38m
Mon 10/57:00 am -
2 stops14h 20m
Deal found 8/7![United Airlines logo]()
$390
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
1 stop10h 38m
Sat 10/32:00 pm -
1 stop10h 44m
Deal found 8/10![United Airlines logo]()
$411
One-way flights from South Dakota to CaribbeanSearch for one-way flight options from South Dakota to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
Search for one-way flight options from South Dakota to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/149:55 am -
2 stops14h 57m
Deal found 8/8![Multiple Airlines logo]()
$171
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/127:47 am -
2 stops15h 03m
Deal found 8/9![United Airlines logo]()
$173
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/176:41 pm -
2 stops19h 09m
Deal found 8/8![American Airlines logo]()
$182
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/156:41 pm -
2 stops25h 06m
Deal found 8/8![American Airlines logo]()
$230
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/166:00 am -
2 stops26h 24m
Deal found 8/8![American Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/2110:28 am -
2 stops23h 38m
Deal found 8/7![Multiple Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:06 pm -
1 stop10h 09m
Deal found 8/10![American Airlines logo]()
$278
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:33 pm -
2 stops22h 07m
Deal found 8/8![United Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/1810:05 am -
3 stops29h 17m
Deal found 8/8![Multiple Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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.
Mon 9/146:41 pm -
1 stop19h 03m
Deal found 8/8![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/186:50 pm -
1 stop21h 48m
Deal found 8/8![United Airlines logo]()
$374
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/155:30 am -
1 stop6h 55m
Deal found 8/8![Delta logo]()
$579
Find flight deals from South Dakota to Caribbean
Keep the following information in mind while searching for South Dakota to Caribbean flight deals. Data was last updated August 11, 2026.
Round-trip from | $321 (United Airlines) |
|---|---|
One-way from | $171 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $476 |
Cheapflights Fare Finder
Customize your flight search to find flights from South Dakota 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 August 11, 2026.
Use the filters below to find and compare flights from South Dakota to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Sioux FallsSan Juan
FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl
FSDSJU
Sioux Falls Joe Foss Field
Tue 9/1
6:00 am-8:38 pm
2 stops13h 38m
San Juan Luis Munoz Marin Intl
Sat 9/19
3:56 pm-11:12 pm
1 stop8h 16m
$321
Sioux FallsSan Juan
FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl
FSDSJU
Sioux Falls Joe Foss Field
Tue 9/29
6:00 am-5:38 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Mon 10/5
7:00 am-8:20 pm
2 stops14h 20m
$390
Sioux FallsMontego Bay
FSD Sioux Falls Joe Foss Field - MBJ Montego Bay Sangster Intl
FSDMBJ
Sioux Falls Joe Foss Field
Sat 9/12
5:59 pm-1:08 pm
2 stops19h 09m
Montego Bay Sangster Intl
Thu 9/17
1:54 pm-12:16 pm
2 stops22h 22m
$397
Sioux FallsMontego Bay
FSD Sioux Falls Joe Foss Field - MBJ Montego Bay Sangster Intl
FSDMBJ
Sioux Falls Joe Foss Field
Sun 1/17
5:35 pm-2:13 pm
2 stops19h 38m
Montego Bay Sangster Intl
Thu 1/21
2:19 pm-12:53 pm
2 stops23h 34m
$398
Sioux FallsMontego Bay
FSD Sioux Falls Joe Foss Field - MBJ Montego Bay Sangster Intl
FSDMBJ
Sioux Falls Joe Foss Field
Sat 1/9
5:57 pm-1:44 pm
2 stops18h 47m
Montego Bay Sangster Intl
Thu 1/14
4:16 pm-11:41 am
2 stops20h 25m
$398
Sioux FallsMontego Bay
FSD Sioux Falls Joe Foss Field - MBJ Montego Bay Sangster Intl
FSDMBJ
Sioux Falls Joe Foss Field
Wed 12/9
5:14 pm-2:47 pm
2 stops20h 33m
Montego Bay Sangster Intl
Wed 12/23
4:11 pm-12:28 pm
2 stops21h 17m
$402
Sioux FallsMontego Bay
FSD Sioux Falls Joe Foss Field - MBJ Montego Bay Sangster Intl
FSDMBJ
Sioux Falls Joe Foss Field
Sat 1/9
5:00 pm-12:07 pm
2 stops18h 07m
Montego Bay Sangster Intl
Thu 1/14
2:48 pm-9:43 pm
1 stop7h 55m
$403
Sioux FallsSan Juan
FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl
FSDSJU
Sioux Falls Joe Foss Field
Tue 9/29
6:00 am-5:38 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Sat 10/3
2:00 pm-11:44 pm
1 stop10h 44m
$411
Sioux FallsSan Juan
FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl
FSDSJU
Sioux Falls Joe Foss Field
Sat 1/23
7:39 pm-2:59 pm
2 stops17h 20m
San Juan Luis Munoz Marin Intl
Sat 1/30
6:00 am-7:05 pm
1 stop15h 05m
$411
Rapid CitySan Juan
RAP Rapid City - SJU San Juan Luis Munoz Marin Intl
RAPSJU
Rapid City
Tue 1/19
6:55 am-11:50 pm
2 stops13h 55m
San Juan Luis Munoz Marin Intl
Fri 1/29
3:20 pm-10:39 pm
1 stop10h 19m
$446
Showing 1-10 of 41 resultsSorted by cheapest first
Best time to book a flight from South Dakota to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from South Dakota with our price prediction graph.
FSD-SJU
FSD-PUJ
FSD-MBJ
FSD-NAS
RAP-SJU
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 South Dakota to Caribbean
USSD-0CB
FSD-SJU
FSD-PUJ
FSD-MBJ
FSD-NAS
What is the cheapest month to book a flight from South Dakota to Caribbean?
Currently, September is the cheapest month in which you can book a flight from South Dakota to Caribbean (average of $379). Flying from South Dakota to Caribbean in June is currently the most expensive (average of $661). 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.
Related info for your journey
Find useful and relevant information for your journey from South Dakota to Caribbean. 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
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
Alternative routes for South Dakota 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 South Dakota to Caribbean by cabin class
Find flights from South Dakota to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
South Dakota and Caribbean flights
Browse other South Dakota and Caribbean flight options. Last updated on August 11, 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.
South Dakota to Caribbean flights
Consider these flights traveling from South Dakota to Caribbean.
Top 3 airlines flying from South Dakota to Caribbean
Discover the top 3 airlines that operate flights from South Dakota 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 August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$215 | Average$780 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$258 | Average$685 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$293 | Average$550 | FlexibilityNo cancel fee | On-time71% |