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Caribbean

$128+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 pm
FSD
-
SJU
2 stops19h 45m
American Airlines
Mon 10/55:50 pm
SJU
-
FSD
2 stops18h 36m
American Airlines
Deal found 1/28$256
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:14 pm
FSD
-
SJU
1 stop19h 17m
Multiple Airlines
Wed 3/45:25 pm
SJU
-
FSD
2 stops21h 56m
Multiple Airlines
Deal found 1/27$287
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:11 pm
FSD
-
STT
1 stop20h 17m
Multiple Airlines
Wed 4/221:21 pm
STT
-
FSD
1 stop20h 24m
Multiple Airlines
Deal found 1/28$301
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:14 pm
FSD
-
SJU
1 stop19h 17m
Multiple Airlines
Thu 2/268:05 pm
SJU
-
FSD
2 stops24h 01m
Multiple Airlines
Deal found 1/27$302
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:19 pm
FSD
-
SJU
2 stops14h 41m
American Airlines
Fri 3/66:33 am
SJU
-
FSD
1 stop9h 03m
American Airlines
Deal found 1/27$319
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:20 pm
FSD
-
SJU
2 stops14h 40m
American Airlines
Fri 2/272:44 pm
SJU
-
FSD
2 stops22h 58m
American Airlines
Deal found 1/27$324
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:11 pm
FSD
-
SJU
1 stop17h 22m
Multiple Airlines
Sun 4/199:49 pm
SJU
-
FSD
1 stop20h 32m
Multiple Airlines
Deal found 1/27$336
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:11 pm
FSD
-
STT
1 stop20h 17m
Multiple Airlines
Sun 4/194:40 pm
STT
-
FSD
1 stop25h 41m
Multiple Airlines
Deal found 1/28$336
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1911:35 am
FSD
-
STT
1 stop23h 51m
Multiple Airlines
Wed 4/221:21 pm
STT
-
FSD
1 stop20h 24m
Multiple Airlines
Deal found 1/28$337
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:11 pm
FSD
-
STT
1 stop20h 23m
Multiple Airlines
Wed 4/221:21 pm
STT
-
FSD
1 stop20h 24m
Multiple Airlines
Deal found 1/28$341
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:40 am
FSD
-
SJU
2 stops12h 42m
United Airlines
Wed 3/47:40 am
SJU
-
FSD
2 stops14h 59m
United Airlines
Deal found 1/27$346
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:11 pm
FSD
-
STT
1 stop20h 17m
Multiple Airlines
Thu 4/234:40 pm
STT
-
FSD
1 stop25h 41m
Multiple Airlines
Deal found 1/28$348

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 January 29, 2026.

Round-trip from

$287
(Kiwi.com)

One-way from

$128
(American Airlines)

Popular in

November

Cheapest in

February

Average price

$505
From South Dakota to Caribbean
Search Deals
One-way flight from South Dakota to Caribbean
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($95 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
Use the filters below to find and compare flights from South Dakota to Caribbean that are best for you.

Fly from

South Dakota

Fly to

Caribbean

Route

Depart

Return

Price

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sat 2/28

5:19 pm-10:00 am

2 stops14h 41m

San Juan Luis Munoz Marin Intl

Fri 3/6

6:33 am-1:36 pm

1 stop9h 03m

$319

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sun 2/22

5:20 pm-9:34 pm

2 stops26h 14m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:00 am-11:03 pm

2 stops18h 03m

$324

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Wed 2/25

2:08 pm-5:24 am

1 stop13h 16m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:44 pm-11:42 am

2 stops22h 58m

$324

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Wed 2/25

7:42 pm-5:24 am

1 stop7h 42m

San Juan Luis Munoz Marin Intl

Thu 2/26

5:18 pm-1:36 pm

2 stops22h 18m

$324

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Fri 4/10

6:11 pm-12:33 pm

1 stop17h 22m

San Juan Luis Munoz Marin Intl

Sun 4/19

9:49 pm-5:21 pm

1 stop20h 32m

$336

Sioux FallsSaint Thomas Island

FSD - STT

FSDSTT

Sioux Falls Joe Foss Field

Mon 4/13

6:11 pm-1:26 pm

2 stops18h 15m

Saint Thomas Island Cyril E King

Sun 4/19

4:40 pm-5:21 pm

1 stop25h 41m

$353

Sioux FallsSaint Thomas Island

FSD - STT

FSDSTT

Sioux Falls Joe Foss Field

Sun 4/19

11:35 am-12:26 pm

1 stop23h 51m

Saint Thomas Island Cyril E King

Thu 4/23

4:40 pm-5:21 pm

1 stop25h 41m

$383

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Wed 2/25

7:40 am-12:36 am

2 stops14h 56m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:40 am-8:39 pm

2 stops14h 59m

$387

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 2/24

7:40 am-10:22 pm

2 stops12h 42m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:40 am-8:39 pm

2 stops14h 59m

$392

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Mon 2/23

7:40 am-10:22 pm

2 stops12h 42m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:40 am-8:39 pm

2 stops14h 59m

$392

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 50 results
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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 October is currently the most expensive (average of $390). 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 6h 42m. Fly via American Airlines, Delta, or United Airlines to get the fastest option. Airlines will cover a distance of 1678 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 October is currently the most expensive (average of $390). 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

Browse thousands of different options on Cheapflights for your next trip

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$258Average$705FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$275Average$640FlexibilityNo cancel feeOn-time71%
DeltaCheapest$308Average$667FlexibilityNo cancel feeOn-timeN/A

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