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Caribbean

$162+ 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Round-trip from

$235
(United Airlines)

One-way from

$162
(Kiwi.com)

Popular in

December

Cheapest in

June

Average price

$574
From South Dakota to Caribbean
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One-way flight from South Dakota to Caribbean
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This United Airlines deal was found by Cheapflights users on 10/29. 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 11/25:00 amFSD - SJU
1 stop10h 25mUnited Airlines
Tue 11/48:10 amSJU - FSD
2 stops14h 13mUnited Airlines
Deal found 10/29$399
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/185:30 amFSD - SJU
2 stops10h 22mAmerican Airlines
Tue 12/26:00 amSJU - FSD
2 stops17h 09mAmerican Airlines
Deal found 10/27$435
This American Airlines deal was found by Cheapflights users on 10/29. 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
1 stop17h 37mAmerican Airlines
Tue 11/116:00 amSJU - FSD
2 stops17h 10mAmerican Airlines
Deal found 10/29$439
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/1210:12 amFSD - PUJ
2 stops28h 38mMultiple Airlines
Thu 12/186:08 pmPUJ - FSD
1 stop17h 03mMultiple Airlines
Deal found 10/28$444
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/226:30 pmFSD - PUJ
2 stops15h 20mUnited Airlines
Wed 11/265:20 pmPUJ - FSD
2 stops19h 22mUnited Airlines
Deal found 10/29$460
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/127:19 pmFSD - PUJ
1 stop19h 08mAmerican Airlines
Tue 12/161:02 pmPUJ - FSD
1 stop11h 27mAmerican Airlines
Deal found 10/28$463
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/147:19 pmFSD - PUJ
2 stops18h 57mAmerican Airlines
Sun 12/215:44 pmPUJ - FSD
2 stops20h 44mAmerican Airlines
Deal found 10/30$465
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/142:26 pmFSD - PUJ
2 stops20h 04mMultiple Airlines
Sun 12/216:08 pmPUJ - FSD
1 stop17h 19mMultiple Airlines
Deal found 10/30$470
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/15:05 pmFSD - PUJ
2 stops20h 28mAmerican Airlines
Tue 11/41:03 pmPUJ - FSD
1 stop11h 24mAmerican Airlines
Deal found 10/30$486
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/306:23 pmFSD - PUJ
1 stop19h 39mUnited Airlines
Mon 11/312:56 pmPUJ - FSD
2 stops12h 48mUnited Airlines
Deal found 10/28$492
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 12/95:18 pmFSD - STT
2 stops20h 08mAmerican Airlines
Tue 12/166:17 pmSTT - FSD
2 stops20h 06mAmerican Airlines
Deal found 10/28$509
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amFSD - SJU
1 stop10h 25mUnited Airlines
Tue 11/112:25 pmSJU - FSD
1 stop11h 19mUnited Airlines
Deal found 10/28$514

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 October 30, 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

Tue 1/13

6:00 am-9:00 pm

2 stops13h 00m

San Juan Luis Munoz Marin Intl

Fri 1/23

8:35 am-8:39 pm

2 stops14h 04m

$258

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 1/6

5:35 pm-10:48 am

2 stops15h 13m

San Juan Luis Munoz Marin Intl

Fri 1/16

6:00 am-5:45 pm

1 stop13h 45m

$350

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sat 1/24

5:18 pm-6:11 am

2 stops10h 53m

San Juan Luis Munoz Marin Intl

Sat 1/31

8:10 am-8:39 pm

2 stops14h 29m

$353

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sun 2/8

11:22 am-9:00 pm

1 stop7h 38m

San Juan Luis Munoz Marin Intl

Tue 2/10

2:05 am-2:36 pm

2 stops14h 31m

$365

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Mon 2/23

5:21 pm-6:00 pm

2 stops22h 39m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:00 pm-11:49 am

2 stops18h 49m

$382

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sun 1/25

7:30 am-10:22 pm

2 stops12h 52m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-2:36 pm

2 stops14h 31m

$398

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 3/3

5:20 am-9:26 pm

2 stops13h 06m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:10 am-6:54 pm

2 stops13h 44m

$420

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sun 1/25

5:00 am-3:20 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Sat 1/31

7:00 am-3:37 pm

2 stops10h 37m

$425

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sat 2/7

11:22 am-9:00 pm

1 stop7h 38m

San Juan Luis Munoz Marin Intl

Tue 2/10

8:10 am-8:39 pm

2 stops14h 29m

$460

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Sat 11/22

6:30 pm-11:50 am

2 stops15h 20m

Punta Cana

Wed 11/26

5:20 pm-10:42 am

2 stops19h 22m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 34 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 $257). 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 October 30, 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 7h 23m. Fly via United Airlines, American Airlines, or Delta to get the fastest option. Airlines will cover a distance of 2630 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 $257). 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

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$702FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$770FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$837FlexibilityNo cancel feeOn-timeN/A

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