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Caribbean

$138+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$215
(American Airlines)

One-way from

$114
(American Airlines)

Popular in

December

Cheapest in

June

Average price

$611
From South Dakota to Caribbean
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One-way flight from South Dakota to Caribbean
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/65:33 pmFSD - SJU
2 stops20h 20mAmerican Airlines
Sat 9/134:45 pmSJU - FSD
2 stops20h 54mAmerican Airlines
Deal found 7/31$215
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 10/294:58 pmRAP - SJU
2 stops18h 47mAmerican Airlines
Tue 11/46:42 pmSJU - RAP
2 stops22h 08mAmerican Airlines
Deal found 7/30$321
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/265:27 amFSD - SJU
1 stop10h 09mDelta
Fri 9/512:50 pmSJU - FSD
1 stop11h 16mDelta
Deal found 7/30$335
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Tue 9/169:16 amFSD - SJU
2 stops13h 41mUnited Airlines
Mon 9/221:05 amSJU - FSD
2 stops12h 40mUnited Airlines
Deal found 7/31$365
This American Airlines deal was found by Cheapflights users on 7/30. 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 9/131:19 pmFSD - PUJ
2 stops22h 16mAmerican Airlines
Sat 9/203:25 pmPUJ - FSD
2 stops22h 14mAmerican Airlines
Deal found 7/30$380
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/297:10 amRAP - SJU
1 stop8h 15mUnited Airlines
Tue 11/42:25 pmSJU - RAP
1 stop9h 01mUnited Airlines
Deal found 7/30$405
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/135:06 pmFSD - PUJ
2 stops18h 34mUnited Airlines
Sat 9/203:30 pmPUJ - FSD
1 stop20h 15mUnited Airlines
Deal found 7/30$454
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Fri 9/127:00 amFSD - MBJ
1 stop7h 05mAmerican Airlines
Fri 9/191:05 pmMBJ - FSD
1 stop8h 18mAmerican Airlines
Deal found 7/29$498
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:36 pmFSD - STT
2 stops19h 59mAmerican Airlines
Tue 12/164:35 pmSTT - FSD
2 stops21h 02mAmerican Airlines
Deal found 7/31$509
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/66:11 pmFSD - STT
3 stops38h 38mMultiple Airlines
Sat 10/1110:54 amSTT - FSD
3 stops24h 57mMultiple Airlines
Deal found 7/30$521
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 9/255:19 pmFSD - SDQ
2 stops21h 01mAmerican Airlines
Tue 10/710:25 amSDQ - FSD
2 stops13h 17mAmerican Airlines
Deal found 7/30$529
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/135:30 amFSD - NAS
1 stop9h 10mDelta
Sat 9/205:05 pmNAS - FSD
1 stop6h 57mDelta
Deal found 7/30$535

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 July 31, 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

Sat 9/6

5:33 pm-2:53 pm

2 stops20h 20m

San Juan Luis Munoz Marin Intl

Sat 9/13

4:45 pm-12:39 pm

2 stops20h 54m

$215

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Wed 10/29

4:58 pm-1:45 pm

2 stops18h 47m

San Juan Luis Munoz Marin Intl

Tue 11/4

6:42 pm-1:50 pm

2 stops22h 08m

$321

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 8/26

5:27 am-4:36 pm

1 stop10h 09m

San Juan Luis Munoz Marin Intl

Fri 9/5

12:50 pm-11:06 pm

1 stop11h 16m

$335

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 9/16

9:16 am-11:57 pm

2 stops13h 41m

San Juan Luis Munoz Marin Intl

Mon 9/22

1:05 am-12:45 pm

2 stops12h 40m

$365

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Sat 9/13

1:19 pm-12:35 pm

2 stops22h 16m

Punta Cana

Sat 9/20

3:25 pm-12:39 pm

2 stops22h 14m

$380

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Wed 10/29

7:10 am-5:25 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Tue 11/4

2:25 pm-8:26 pm

1 stop9h 01m

$405

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Sat 9/13

5:06 pm-12:40 pm

2 stops18h 34m

Punta Cana

Sat 9/20

3:30 pm-10:45 am

1 stop20h 15m

$454

Sioux FallsMontego Bay

FSD - MBJ

FSDMBJ

Sioux Falls Joe Foss Field

Fri 9/12

7:00 am-2:05 pm

1 stop7h 05m

Montego Bay Sangster Intl

Fri 9/19

1:05 pm-9:23 pm

1 stop8h 18m

$498

Sioux FallsSaint Thomas Island

FSD - STT

FSDSTT

Sioux Falls Joe Foss Field

Tue 12/9

5:36 pm-3:35 pm

2 stops19h 59m

Saint Thomas Island Cyril E King

Tue 12/16

4:35 pm-11:37 am

2 stops21h 02m

$509

Sioux FallsSaint Thomas Island

FSD - STT

FSDSTT

Sioux Falls Joe Foss Field

Mon 10/6

6:11 pm-9:49 am

3 stops38h 38m

Saint Thomas Island Cyril E King

Sat 10/11

10:54 am-10:51 am

3 stops24h 57m

$521

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 31 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, September is the cheapest month in which you can book a flight from South Dakota to Caribbean (average of $254). Flying from South Dakota to Caribbean 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 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 July 31, 2025.

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

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from South Dakota to Caribbean, such as Delta, LATAM Airlines, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
LATAM Airlines
7.5
Good
1,822 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.9
Fair
3,239 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines to fly from South Dakota to Caribbean one-way?

    The cheapest airlines for a one-way flight from South Dakota to Caribbean are American Airlines ($114), United Airlines ($208), and Delta ($245).

  • 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, September is the cheapest month in which you can book a flight from South Dakota to Caribbean (average of $254). Flying from South Dakota to Caribbean 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

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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$708FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$743FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$761FlexibilityNo cancel feeOn-timeN/A

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