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Caribbean

$146+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
may. 9 — may. 161
sáb. 5/9
sáb. 5/16
1 adult, Economy
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Cheap flight deals from South Dakota to Caribbean

Cheapest flights from South Dakota to Caribbean
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 abril 9, 2026.

This American Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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.
sáb. 9/266:00 pm
FSD
-
SJU
2 stops17h 40m
American Airlines
sáb. 10/33:55 pm
SJU
-
FSD
2 stops20h 51m
American Airlines
Deal found 4/4$326
This American Airlines deal was found by Cheapflights users on 4/6. 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.
sáb. 9/55:54 pm
FSD
-
SJU
2 stops17h 51m
American Airlines
jue. 9/104:10 pm
SJU
-
FSD
2 stops20h 22m
American Airlines
Deal found 4/6$351
This American Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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.
sáb. 5/97:39 pm
FSD
-
MBJ
1 stop16h 34m
American Airlines
vie. 5/1512:56 pm
MBJ
-
FSD
2 stops23h 53m
American Airlines
Deal found 4/4$357
This American Airlines deal was found by Cheapflights users on 4/8. 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.
mié. 12/95:55 am
FSD
-
MBJ
1 stop8h 27m
American Airlines
mié. 12/236:05 pm
MBJ
-
FSD
2 stops19h 23m
American Airlines
Deal found 4/8$362
This American Airlines deal was found by Cheapflights users on 4/7. 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.
sáb. 5/21:41 pm
FSD
-
SJU
1 stop8h 21m
American Airlines
sáb. 5/96:45 am
SJU
-
FSD
1 stop16h 21m
American Airlines
Deal found 4/7$372
This United Airlines deal was found by Cheapflights users on 4/6. 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.
mié. 7/297:00 am
RAP
-
SJU
1 stop8h 38m
United Airlines
mié. 8/51:40 pm
SJU
-
RAP
1 stop10h 45m
United Airlines
Deal found 4/6$396
This American Airlines deal was found by Cheapflights users on 4/7. 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.
sáb. 8/155:54 pm
FSD
-
SJU
2 stops17h 51m
American Airlines
sáb. 8/226:00 am
SJU
-
FSD
2 stops12h 22m
American Airlines
Deal found 4/7$399
This American Airlines deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” 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.
mié. 4/291:41 pm
FSD
-
STT
2 stops20h 54m
American Airlines
mié. 5/62:05 pm
STT
-
FSD
2 stops23h 51m
American Airlines
Deal found 4/5$405
This United Airlines deal was found by Cheapflights users on 4/8. 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.
sáb. 5/26:00 am
FSD
-
SJU
1 stop10h 38m
United Airlines
vie. 5/81:00 am
SJU
-
FSD
2 stops14h 38m
United Airlines
Deal found 4/8$406
This United Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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.
sáb. 9/266:00 am
FSD
-
SJU
1 stop10h 30m
United Airlines
vie. 10/21:05 am
SJU
-
FSD
2 stops14h 30m
United Airlines
Deal found 4/4$426
This American Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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.
vie. 10/165:59 pm
FSD
-
MBJ
2 stops19h 06m
American Airlines
vie. 10/232:45 pm
MBJ
-
FSD
2 stops20h 41m
American Airlines
Deal found 4/4$439
This American Airlines deal was found by Cheapflights users on 4/8. 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.
jue. 7/95:34 pm
FSD
-
MBJ
2 stops17h 51m
American Airlines
mié. 7/152:31 pm
MBJ
-
FSD
2 stops31h 27m
American Airlines
Deal found 4/8$442

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 abril 9, 2026.

Round-trip from

$326
(American Airlines)

One-way from

$146
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$592
From South Dakota to Caribbean
Search Deals
One-way flight from South Dakota to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 abril 9, 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

Price

Cheapest round-trip

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

sáb. 9/26

6:00 pm-12:40 pm

2 stops17h 40m

San Juan Luis Munoz Marin Intl

sáb. 10/3

3:55 pm-11:46 am

2 stops20h 51m

$326

Sioux FallsMontego Bay

FSD - MBJ

FSDMBJ

Sioux Falls Joe Foss Field

sáb. 5/9

7:39 pm-12:13 pm

1 stop16h 34m

Montego Bay Sangster Intl

vie. 5/15

12:56 pm-12:49 pm

2 stops23h 53m

$357

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

sáb. 5/2

1:41 pm-11:02 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

sáb. 5/9

6:45 am-10:06 pm

1 stop16h 21m

$375

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

sáb. 9/26

6:00 am-5:30 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

vie. 10/2

1:05 am-2:35 pm

2 stops14h 30m

$426

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

lun. 4/27

6:10 am-2:44 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

mié. 4/29

1:00 am-9:52 pm

2 stops21h 52m

$466

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

lun. 4/20

6:00 am-5:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

vie. 4/24

1:00 am-10:42 am

2 stops10h 42m

$490

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

vie. 8/7

6:07 pm-2:55 pm

2 stops19h 48m

San Juan Luis Munoz Marin Intl

lun. 8/10

8:00 am-12:27 am

2 stops17h 27m

$491

Sioux FallsMontego Bay

FSD - MBJ

FSDMBJ

Sioux Falls Joe Foss Field

lun. 5/11

6:52 pm-1:30 pm

2 stops18h 38m

Montego Bay Sangster Intl

vie. 5/15

2:40 pm-8:20 pm

2 stops29h 40m

$502

Sioux FallsNassau

FSD - NAS

FSDNAS

Sioux Falls Joe Foss Field

lun. 5/4

6:11 pm-1:50 pm

1 stop18h 39m

Nassau Intl

lun. 5/11

11:00 am-5:21 pm

1 stop7h 21m

$509

Sioux FallsMontego Bay

FSD - MBJ

FSDMBJ

Sioux Falls Joe Foss Field

sáb. 5/9

5:00 am-12:50 pm

1 stop7h 50m

Montego Bay Sangster Intl

mié. 5/13

2:40 pm-10:44 am

2 stops20h 04m

$520

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 55 resultsSorted by cheapest first
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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.
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

What is the cheapest month to book a flight from South Dakota to Caribbean?

Currently, February is the cheapest month in which you can book a flight from South Dakota to Caribbean (average of $236). Flying from South Dakota to Caribbean in August is currently the most expensive (average of $459). 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.

  • How long is the flight from South Dakota to Caribbean?

    There are many flights that can get you from South Dakota to Caribbean in 10h 30m. Fly via American Airlines, United Airlines, or Delta to get the fastest option. Airlines will cover a distance of 2488 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from South Dakota to Caribbean that include hotel bookings?

    Yes. In addition to deals on South Dakota to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from South Dakota to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from South Dakota to Caribbean.

  • Can I find deals for business class flights from South Dakota to Caribbean?

    Yes. Cheapflights offers flight deals from South Dakota to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from South Dakota to Caribbean?

    Currently, February is the cheapest month in which you can book a flight from South Dakota to Caribbean (average of $236). Flying from South Dakota to Caribbean in August is currently the most expensive (average of $459). 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.

See more FAQs

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Alternative routes for South Dakota to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 abril 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$258Average$681FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$293Average$546FlexibilityNo cancel feeOn-time71%
DeltaCheapest$308Average$656FlexibilityNo cancel feeOn-timeN/A

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