Caribbean Islands

$118+ Cheap flights from South Dakota to Caribbean Islands

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
Oct 16 — Oct 231
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Cheap flight deals from South Dakota to Caribbean Islands

Keep the following information in mind while searching for South Dakota to Caribbean Islands flight deals. Data was last updated September 16, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$118
(American Airlines)

Popular in

December

Cheapest in

June

Average price

$522
From South Dakota to Caribbean Islands
One-way flight from South Dakota to Caribbean Islands
Highest demand for flights based on searches. 2% potential increase in price ($15 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find flight deals from South Dakota to Caribbean Islands

Cheapest flights from South Dakota to Caribbean Islands
Explore the most affordable flight options available from South Dakota to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 10/276:27 pmFSD - SJU
2 stops18h 18mAmerican Airlines
Wed 10/297:45 amSJU - FSD
2 stops14h 31mAmerican Airlines
Deal found 9/14$235
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 12/96:00 amFSD - SJU
2 stops14h 22mUnited Airlines
Tue 12/168:30 amSJU - FSD
2 stops11h 03mUnited Airlines
Deal found 9/15$258
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 10/286:00 amFSD - SJU
1 stop10h 25mUnited Airlines
Sat 11/17:10 amSJU - FSD
1 stop8h 30mUnited Airlines
Deal found 9/15$269
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sun 11/301:42 pmFSD - SJU
2 stops19h 30mAmerican Airlines
Thu 12/46:00 amSJU - FSD
2 stops14h 49mAmerican Airlines
Deal found 9/15$295
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 10/285:25 pmFSD - SJU
2 stops19h 20mAmerican Airlines
Sat 11/87:15 amSJU - FSD
1 stop15h 52mAmerican Airlines
Deal found 9/15$305
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 12/86:35 amFSD - SJU
1 stop12h 50mAmerican Airlines
Thu 12/181:30 amSJU - FSD
1 stop12h 58mAmerican Airlines
Deal found 9/15$382
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/127:20 pmFSD - PUJ
2 stops19h 21mAmerican Airlines
Tue 12/165:30 pmPUJ - FSD
2 stops20h 48mAmerican Airlines
Deal found 9/15$383
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/2312:19 pmFSD - SJU
2 stops21h 52mAmerican Airlines
Tue 10/73:00 pmSJU - FSD
1 stop8h 42mAmerican Airlines
Deal found 9/15$389
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 12/135:27 pmFSD - PUJ
2 stops19h 05mAmerican Airlines
Mon 12/225:23 pmPUJ - FSD
2 stops21h 05mAmerican Airlines
Deal found 9/15$391
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 9/277:00 amFSD - SJU
2 stops15h 37mAmerican Airlines
Sat 10/412:01 pmSJU - FSD
2 stops10h 22mAmerican Airlines
Deal found 9/15$408
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/47:20 pmFSD - PUJ
2 stops17h 38mAmerican Airlines
Sat 12/135:41 pmPUJ - FSD
2 stops18h 30mAmerican Airlines
Deal found 9/14$408
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/295:30 amRAP - SJU
1 stop10h 00mUnited Airlines
Fri 10/37:00 amSJU - RAP
2 stops15h 34mUnited Airlines
Deal found 9/14$499

Cheapflights Fare Finder

 
Customize your flight search to find flights from South Dakota to Caribbean Islands 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 September 16, 2025.
Use the filters below to find and compare flights from South Dakota to Caribbean Islands that are best for you.

Fly from

South Dakota

Fly to

Caribbean Islands

Route

Depart

Return

Price

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 10/28

6:00 am-5:25 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Sat 11/1

7:10 am-8:23 pm

2 stops14h 13m

$235

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sat 12/6

5:27 pm-2:15 pm

2 stops18h 48m

San Juan Luis Munoz Marin Intl

Wed 12/17

6:42 pm-12:28 pm

2 stops19h 46m

$295

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Mon 2/23

5:32 pm-4:55 am

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Thu 2/26

8:04 am-8:57 pm

1 stop14h 53m

$298

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 12/9

9:00 am-10:22 pm

2 stops11h 22m

San Juan Luis Munoz Marin Intl

Mon 12/15

2:05 am-2:40 pm

2 stops14h 35m

$349

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Mon 2/23

5:15 am-3:20 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:30 am-7:18 pm

2 stops13h 48m

$375

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Fri 12/12

7:20 pm-4:41 pm

2 stops19h 21m

Punta Cana

Tue 12/16

5:30 pm-12:18 pm

2 stops20h 48m

$383

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Sat 12/13

5:27 pm-2:32 pm

2 stops19h 05m

Punta Cana

Mon 12/22

5:23 pm-12:28 pm

2 stops21h 05m

$391

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 1/6

7:30 am-10:22 pm

2 stops12h 52m

San Juan Luis Munoz Marin Intl

Wed 1/14

2:25 pm-11:44 pm

1 stop11h 19m

$398

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Thu 12/4

7:20 pm-4:27 pm

1 stop19h 07m

Punta Cana

Sat 12/13

3:34 pm-10:11 am

2 stops20h 37m

$415

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 3/3

12:30 pm-12:00 pm

2 stops20h 30m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:50 pm-11:31 am

2 stops19h 41m

$428

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 42 results
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Best time to book a flight from South Dakota to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, September is the cheapest month in which you can book a flight from South Dakota to Caribbean Islands (average of $254). Flying from South Dakota to Caribbean Islands in June is currently the most expensive (average of $339). 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 SD to EPX?

Find hourly flight availability from South Dakota to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

When flying from South Dakota to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from South Dakota to Caribbean Islands. 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 Islands?

    For as low as $235, United Airlines can have you in Caribbean Islands from South Dakota in 10h 25m. There are 2488 mi between South Dakota and Caribbean Islands. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

    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 Islands.

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

    Yes. Cheapflights offers flight deals from South Dakota to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from South Dakota to Caribbean Islands (average of $254). Flying from South Dakota to Caribbean Islands in June is currently the most expensive (average of $339). 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 Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from South Dakota to Caribbean Islands

Discover the top 3 airlines that operate flights from South Dakota to Caribbean Islands. 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$694FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$783FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$779FlexibilityNo cancel feeOn-timeN/A

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