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Caribbean

$118+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
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 December 17, 2025.

This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:05 amFSD - NAS
1 stop5h 49mDelta
Fri 12/192:55 pmNAS - FSD
1 stop9h 19mDelta
Deal found 12/15$393
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/176:08 pmFSD - NAS
2 stops18h 25mUnited Airlines
Fri 12/192:35 pmNAS - FSD
2 stops10h 20mUnited Airlines
Deal found 12/15$504
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/175:18 pmFSD - PUJ
2 stops20h 26mAmerican Airlines
Mon 12/2212:29 pmPUJ - FSD
2 stops13h 30mAmerican Airlines
Deal found 12/17$592
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Sun 12/213:35 pmRAP - SJU
2 stops11h 36mUnited Airlines
Sun 12/287:45 amSJU - RAP
2 stops14h 27mUnited Airlines
Deal found 12/17$609
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/176:08 pmFSD - PUJ
2 stops21h 17mUnited Airlines
Mon 12/223:28 pmPUJ - FSD
2 stops28h 02mUnited Airlines
Deal found 12/15$666
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/3110:41 amFSD - SDQ
2 stops11h 18mAmerican Airlines
Fri 1/96:00 amSDQ - FSD
2 stops18h 04mAmerican Airlines
Deal found 12/15$677
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/236:16 pmFSD - PUJ
1 stop18h 06mUnited Airlines
Mon 12/295:20 pmPUJ - FSD
2 stops19h 32mUnited Airlines
Deal found 12/17$699
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/2110:36 amFSD - SJU
2 stops36h 44mMultiple Airlines
Sun 12/287:35 amSJU - FSD
1 stop27h 36mMultiple Airlines
Deal found 12/16$715
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Fri 12/198:50 amFSD - SJU
2 stops11h 32mUnited Airlines
Tue 1/207:45 amSJU - FSD
2 stops14h 39mUnited Airlines
Deal found 12/15$718
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/217:19 pmFSD - SJU
1 stop7h 41mAmerican Airlines
Sat 12/271:30 amSJU - FSD
1 stop12h 58mAmerican Airlines
Deal found 12/16$720
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/237:19 pmFSD - PUJ
2 stops16h 08mAmerican Airlines
Mon 12/295:44 pmPUJ - FSD
2 stops18h 27mAmerican Airlines
Deal found 12/17$741
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1910:01 amFSD - SJU
1 stop25h 58mMultiple Airlines
Fri 12/266:28 pmSJU - FSD
2 stops40h 59mMultiple Airlines
Deal found 12/15$749

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 December 17, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$118
(American Airlines)

Popular in

December

Cheapest in

July

Average price

$951
From South Dakota to Caribbean
Search Deals
One-way flight from South Dakota to Caribbean
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($173 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($37 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 17, 2025.
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

Sun 3/8

7:41 pm-2:03 pm

1 stop17h 22m

San Juan Luis Munoz Marin Intl

Thu 3/12

1:30 am-12:41 pm

1 stop12h 11m

$235

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Wed 2/25

7:40 am-10:22 pm

2 stops12h 42m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:35 am-5:21 pm

1 stop10h 46m

$259

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 2/24

7:40 am-12:36 am

2 stops14h 56m

San Juan Luis Munoz Marin Intl

Tue 3/3

8:10 am-5:21 pm

2 stops11h 11m

$276

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sun 2/22

5:21 pm-10:07 am

2 stops14h 46m

San Juan Luis Munoz Marin Intl

Wed 2/25

8:30 am-10:34 pm

2 stops16h 04m

$293

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Mon 1/5

7:29 pm-5:00 am

1 stop7h 31m

San Juan Luis Munoz Marin Intl

Mon 1/12

6:00 am-10:04 pm

2 stops18h 04m

$293

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Wed 2/25

12:19 pm-11:30 pm

1 stop9h 11m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:30 am-4:47 pm

1 stop11h 17m

$298

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 2/24

7:40 am-12:36 am

2 stops14h 56m

San Juan Luis Munoz Marin Intl

Wed 2/25

8:35 am-5:21 pm

1 stop10h 46m

$320

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Sat 1/31

2:08 pm-10:48 am

2 stops17h 40m

San Juan Luis Munoz Marin Intl

Fri 2/6

5:51 pm-1:34 pm

2 stops22h 43m

$335

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Sun 2/1

6:00 am-11:59 pm

2 stops14h 59m

San Juan Luis Munoz Marin Intl

Fri 2/6

7:12 pm-1:34 pm

2 stops21h 22m

$373

Sioux FallsNassau

FSD - NAS

FSDNAS

Sioux Falls Joe Foss Field

Mon 2/2

5:18 pm-11:53 am

2 stops17h 35m

Nassau Intl

Fri 2/6

3:35 pm-9:50 pm

1 stop7h 15m

$393

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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, January is the cheapest month in which you can book a flight from South Dakota to Caribbean (average of $255). 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.

What is the cheapest time of day to fly from SD to CB?

Find hourly flight availability from South Dakota to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 17, 2025.

It’s typically best to fly out from South Dakota to Caribbean at noon. Doing so could potentially save you 33% on the flight price compared to flying in the morning, which is usually more expensive.

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 8h 28m. Fly via American Airlines, United Airlines, or Delta to get the fastest option. Airlines will cover a distance of 2048 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, January is the cheapest month in which you can book a flight from South Dakota to Caribbean (average of $255). 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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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 December 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$264Average$701FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$275Average$651FlexibilityNo cancel feeOn-time71%
DeltaCheapest$325Average$737FlexibilityNo cancel feeOn-timeN/A

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