Caribbean Islands

$258+ Cheap flights from South Dakota to Caribbean Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
Dec 2 — Dec 91
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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 November 2, 2025.

This American Airlines deal was found by Cheapflights users on 11/2. 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 11/87:16 pmFSD - SJU
2 stops16h 27mAmerican Airlines
Tue 11/116:42 pmSJU - FSD
2 stops17h 46mAmerican Airlines
Deal found 11/2$399
This United Airlines deal was found by Cheapflights users on 10/31. 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 11/86:00 amFSD - SJU
2 stops13h 00mUnited Airlines
Tue 11/112:25 pmSJU - FSD
1 stop11h 19mUnited Airlines
Deal found 10/31$428
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/77:16 pmFSD - SJU
2 stops16h 27mAmerican Airlines
Tue 11/117:15 amSJU - FSD
1 stop15h 55mAmerican Airlines
Deal found 11/1$439
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Wed 11/58:00 amFSD - SJU
2 stops12h 22mUnited Airlines
Fri 11/77:45 amSJU - FSD
2 stops14h 46mUnited Airlines
Deal found 11/1$442
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/137:19 pmFSD - PUJ
1 stop17h 28mAmerican Airlines
Mon 12/224:45 pmPUJ - FSD
2 stops21h 43mAmerican Airlines
Deal found 11/2$468
This United Airlines deal was found by Cheapflights users on 11/1. 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 11/76:00 amFSD - SJU
1 stop10h 25mUnited Airlines
Tue 11/112:25 pmSJU - FSD
1 stop11h 19mUnited Airlines
Deal found 11/1$469
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/55:30 amFSD - SJU
2 stops13h 18mAmerican Airlines
Fri 11/712:55 pmSJU - FSD
2 stops13h 04mAmerican Airlines
Deal found 11/1$479
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/127:19 pmFSD - PUJ
1 stop17h 28mAmerican Airlines
Tue 12/161:02 pmPUJ - FSD
1 stop11h 27mAmerican Airlines
Deal found 11/1$496
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/95:18 pmFSD - STT
2 stops21h 40mAmerican Airlines
Tue 12/165:29 pmSTT - FSD
2 stops20h 54mAmerican Airlines
Deal found 11/2$509
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/137:16 pmFSD - SJU
2 stops16h 22mAmerican Airlines
Mon 11/178:20 amSJU - FSD
2 stops17h 39mAmerican Airlines
Deal found 11/1$520
This United Airlines deal was found by Cheapflights users on 10/31. 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 12/133:15 pmFSD - PUJ
1 stop21h 07mUnited Airlines
Mon 12/222:55 pmPUJ - FSD
1 stop21h 57mUnited Airlines
Deal found 10/31$557
This United Airlines deal was found by Cheapflights users on 10/31. 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 12/126:08 pmFSD - PUJ
2 stops20h 06mUnited Airlines
Tue 12/1612:56 pmPUJ - FSD
2 stops10h 54mUnited Airlines
Deal found 10/31$570

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 November 2, 2025.

Round-trip from

$235
(American Airlines)

Popular in

December

Cheapest in

June

Average price

$408
From South Dakota to Caribbean Islands
Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in November 2025

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 November 2, 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

Mon 2/23

7:40 am-10:22 pm

2 stops12h 42m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:45 am-8:39 pm

2 stops14h 54m

$258

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 3/3

7:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:10 am-8:44 pm

2 stops15h 34m

$420

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Mon 1/12

6:00 am-10:26 pm

1 stop13h 26m

San Juan Luis Munoz Marin Intl

Mon 1/19

7:12 pm-1:34 pm

2 stops21h 22m

$437

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Thu 1/29

5:35 pm-3:29 pm

2 stops19h 54m

Punta Cana

Mon 2/2

5:33 pm-12:53 pm

2 stops21h 20m

$460

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Wed 1/14

6:00 am-6:18 pm

1 stop10h 18m

Punta Cana

Tue 1/20

2:55 pm-5:18 pm

1 stop28h 23m

$463

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Sat 12/13

7:19 pm-2:47 pm

1 stop17h 28m

Punta Cana

Mon 12/22

4:45 pm-12:28 pm

2 stops21h 43m

$468

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Wed 2/4

6:00 am-9:00 pm

2 stops13h 00m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-9:50 pm

2 stops21h 45m

$475

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Fri 1/30

4:57 pm-4:23 pm

3 stops21h 26m

San Juan Luis Munoz Marin Intl

Mon 2/2

6:00 am-4:07 pm

2 stops12h 07m

$484

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Fri 12/12

7:19 pm-2:47 pm

1 stop17h 28m

Punta Cana

Tue 12/16

1:02 pm-10:29 pm

1 stop11h 27m

$496

Sioux FallsSaint Thomas Island

FSD - STT

FSDSTT

Sioux Falls Joe Foss Field

Tue 12/9

5:18 pm-3:26 pm

2 stops20h 08m

Saint Thomas Island Cyril E King

Tue 12/16

5:29 pm-12:23 pm

2 stops20h 54m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 31 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, January is the cheapest month in which you can book a flight from South Dakota to Caribbean Islands (average of $260). Flying from South Dakota to Caribbean Islands 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.

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 November 2, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 33% on flights from South Dakota to Caribbean Islands by exploring options for tickets at noon.

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 $258, United Airlines can have you in Caribbean Islands from South Dakota in 12h 42m. 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, January is the cheapest month in which you can book a flight from South Dakota to Caribbean Islands (average of $260). Flying from South Dakota to Caribbean Islands 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

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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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$702FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$697FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$818FlexibilityNo cancel feeOn-timeN/A

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