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Caribbean

$157+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
Jul 11 — Jul 181
Sat 7/11
Sat 7/18
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 June 11, 2026.

This Delta deal was found by Cheapflights users on 6/8. 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.
Sat 8/155:30 am
FSD
-
SJU
1 stop10h 08m
Delta
Wed 8/2612:56 pm
SJU
-
FSD
1 stop8h 03m
Delta
Deal found 6/8$291
This United Airlines deal was found by Cheapflights users on 6/7. 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 10/206:00 am
FSD
-
SJU
1 stop10h 38m
United Airlines
Fri 10/307:30 am
SJU
-
FSD
2 stops15h 13m
United Airlines
Deal found 6/7$322
This American Airlines deal was found by Cheapflights users on 6/10. 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 8/156:24 am
FSD
-
SJU
2 stops16h 19m
American Airlines
Sat 8/296:00 am
SJU
-
FSD
2 stops15h 31m
American Airlines
Deal found 6/10$326
This United Airlines deal was found by Cheapflights users on 6/7. 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 12/87:40 am
FSD
-
SJU
2 stops14h 56m
United Airlines
Wed 12/168:10 am
SJU
-
FSD
1 stop8h 25m
United Airlines
Deal found 6/7$328
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Thu 8/136:06 pm
FSD
-
MBJ
2 stops19h 22m
American Airlines
Wed 8/192:37 pm
MBJ
-
FSD
2 stops21h 40m
American Airlines
Deal found 6/9$362
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Sun 11/155:11 pm
FSD
-
MBJ
2 stops20h 39m
American Airlines
Sun 11/224:05 pm
MBJ
-
FSD
2 stops21h 31m
American Airlines
Deal found 6/8$367
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Mon 11/97:16 pm
FSD
-
MBJ
2 stops18h 34m
American Airlines
Sun 11/223:50 pm
MBJ
-
FSD
2 stops21h 46m
American Airlines
Deal found 6/8$372
This United Airlines deal was found by Cheapflights users on 6/7. 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 10/279:14 am
FSD
-
SJU
2 stops13h 22m
United Airlines
Fri 10/307:30 am
SJU
-
FSD
2 stops15h 13m
United Airlines
Deal found 6/7$386
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Fri 8/71:21 pm
RAP
-
SJU
1 stop8h 38m
American Airlines
Sat 8/157:20 pm
SJU
-
RAP
2 stops17h 55m
American Airlines
Deal found 6/8$426
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Tue 11/176:00 am
FSD
-
PUJ
1 stop10h 18m
United Airlines
Tue 11/242:05 pm
PUJ
-
FSD
1 stop10h 51m
United Airlines
Deal found 6/9$444
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Sun 8/96:06 pm
FSD
-
PUJ
2 stops20h 13m
American Airlines
Fri 8/141:47 pm
PUJ
-
FSD
2 stops22h 49m
American Airlines
Deal found 6/8$449
This United Airlines deal was found by Cheapflights users on 6/7. 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 10/245:00 am
RAP
-
SJU
1 stop10h 38m
United Airlines
Sat 10/311:25 pm
SJU
-
RAP
1 stop9h 08m
United Airlines
Deal found 6/7$455

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 June 11, 2026.

Round-trip from

$291
(Delta)

One-way from

$157
(United Airlines)

Popular in

July

Cheapest in

February

Average price

$600
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. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 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

Price

Cheapest round-trip

Sioux FallsMontego Bay

FSD - MBJ

FSDMBJ

Sioux Falls Joe Foss Field

Thu 8/13

6:06 pm-1:28 pm

2 stops19h 22m

Montego Bay Sangster Intl

Wed 8/19

2:37 pm-12:17 pm

2 stops21h 40m

$362

Sioux FallsMontego Bay

FSD - MBJ

FSDMBJ

Sioux Falls Joe Foss Field

Mon 11/9

7:16 pm-2:50 pm

2 stops18h 34m

Montego Bay Sangster Intl

Sun 11/22

3:50 pm-12:36 pm

2 stops21h 46m

$372

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Sat 10/24

8:57 am-11:50 pm

2 stops12h 53m

San Juan Luis Munoz Marin Intl

Sat 10/31

7:30 am-7:08 pm

2 stops13h 38m

$426

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Fri 8/7

1:21 pm-12:40 pm

2 stops21h 19m

San Juan Luis Munoz Marin Intl

Sat 8/15

7:20 pm-10:53 am

2 stops17h 33m

$426

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sat 7/4

6:14 pm-12:41 am

1 stop29h 27m

San Juan Luis Munoz Marin Intl

Wed 7/8

8:37 pm-5:46 pm

1 stop22h 09m

$447

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Mon 8/31

12:06 pm-2:05 pm

1 stop24h 59m

Punta Cana

Wed 9/30

1:44 pm-11:41 am

2 stops22h 57m

$456

Sioux FallsMontego Bay

FSD - MBJ

FSDMBJ

Sioux Falls Joe Foss Field

Wed 11/18

5:11 pm-2:14 pm

2 stops20h 03m

Montego Bay Sangster Intl

Tue 11/24

3:50 pm-12:36 pm

2 stops21h 46m

$471

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sat 8/22

6:00 am-5:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

Wed 8/26

3:56 pm-11:22 pm

1 stop8h 26m

$486

Sioux FallsMontego Bay

FSD - MBJ

FSDMBJ

Sioux Falls Joe Foss Field

Wed 11/18

1:45 pm-2:29 pm

2 stops23h 44m

Montego Bay Sangster Intl

Tue 11/24

2:48 pm-9:43 pm

1 stop7h 55m

$532

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sat 7/4

6:00 am-11:50 pm

1 stop16h 50m

San Juan Luis Munoz Marin Intl

Fri 7/10

7:25 am-9:58 pm

2 stops15h 33m

$546

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 47 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, April is the cheapest month in which you can book a flight from South Dakota to Caribbean (average of $226). Flying from South Dakota to Caribbean in August is currently the most expensive (average of $452). 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 38m. Fly via American Airlines or United Airlines to get the fastest option. Airlines will cover a distance of 2774 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, April is the cheapest month in which you can book a flight from South Dakota to Caribbean (average of $226). Flying from South Dakota to Caribbean in August is currently the most expensive (average of $452). 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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Alternative routes for South Dakota to Caribbean

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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 June 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$226Average$642FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$293Average$542FlexibilityNo cancel feeOn-time71%
DeltaCheapest$337Average$760FlexibilityNo cancel feeOn-timeN/A

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