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Caribbean

$163+ 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$265
(American Airlines)

One-way from

$163
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$624
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. 2% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 10/205:40 pmFSD - SJU
2 stops20h 00mAmerican Airlines
Tue 10/2811:50 amSJU - FSD
2 stops25h 42mAmerican Airlines
Deal found 4/30$265
This Delta deal was found by Cheapflights users on 4/30. 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.
Sun 10/265:25 amFSD - SJU
1 stop6h 58mDelta
Sat 11/112:57 pmSJU - FSD
1 stop10h 14mDelta
Deal found 4/30$325
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 10/216:00 amFSD - SJU
1 stop10h 30mUnited Airlines
Tue 10/281:05 amSJU - FSD
2 stops14h 30mUnited Airlines
Deal found 4/30$370
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 6/91:38 pmRAP - SJU
1 stop8h 16mUnited Airlines
Thu 6/121:05 amSJU - RAP
2 stops11h 16mUnited Airlines
Deal found 4/30$456
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Sun 8/106:05 pmFSD - PUJ
2 stops20h 45mAmerican Airlines
Fri 8/154:25 pmPUJ - FSD
2 stops21h 32mAmerican Airlines
Deal found 4/29$459
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/154:35 pmRAP - SJU
1 stop10h 37mAmerican Airlines
Mon 5/196:30 amSJU - RAP
1 stop16h 23mAmerican Airlines
Deal found 4/30$479
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/136:00 amFSD - NAS
2 stops8h 58mUnited Airlines
Fri 5/165:00 pmNAS - FSD
2 stops20h 38mUnited Airlines
Deal found 4/30$482
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/136:26 amFSD - NAS
1 stop7h 34mAmerican Airlines
Fri 5/166:30 pmNAS - FSD
2 stops18h 26mAmerican Airlines
Deal found 4/30$518
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sat 6/76:34 pmFSD - SJU
3 stops39h 11mMultiple Airlines
Fri 6/131:27 amSJU - FSD
2 stops15h 22mMultiple Airlines
Deal found 4/30$531
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Fri 5/239:27 pmFSD - PUJ
3 stops38h 28mMultiple Airlines
Thu 5/293:22 pmPUJ - FSD
2 stops30h 15mMultiple Airlines
Deal found 4/30$548
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 6/105:16 pmFSD - STT
2 stops21h 44mAmerican Airlines
Tue 6/175:00 pmSTT - FSD
2 stops20h 34mAmerican Airlines
Deal found 4/30$549
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Sun 8/106:26 pmFSD - PUJ
1 stop19h 39mUnited Airlines
Fri 8/151:50 pmPUJ - FSD
1 stop25h 45mUnited Airlines
Deal found 4/28$560

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 May 1, 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

Mon 10/20

5:40 pm-2:40 pm

2 stops20h 00m

San Juan Luis Munoz Marin Intl

Tue 10/28

11:50 am-12:32 pm

2 stops25h 42m

$265

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sun 10/26

5:25 am-1:23 pm

1 stop6h 58m

San Juan Luis Munoz Marin Intl

Sat 11/1

12:57 pm-10:11 pm

1 stop10h 14m

$325

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 10/21

6:00 am-5:30 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Tue 10/28

1:05 am-2:35 pm

2 stops14h 30m

$370

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Mon 6/9

1:38 pm-11:54 pm

1 stop8h 16m

San Juan Luis Munoz Marin Intl

Thu 6/12

1:05 am-10:21 am

2 stops11h 16m

$456

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Sun 8/10

6:05 pm-3:50 pm

2 stops20h 45m

Punta Cana

Fri 8/15

4:25 pm-12:57 pm

2 stops21h 32m

$459

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Thu 5/15

4:35 pm-5:12 am

1 stop10h 37m

San Juan Luis Munoz Marin Intl

Mon 5/19

6:30 am-8:53 pm

1 stop16h 23m

$479

Sioux FallsNassau

FSD - NAS

FSDNAS

Sioux Falls Joe Foss Field

Tue 5/13

6:00 am-3:58 pm

2 stops8h 58m

Nassau Intl

Fri 5/16

5:00 pm-12:38 pm

2 stops20h 38m

$482

Sioux FallsNassau

FSD - NAS

FSDNAS

Sioux Falls Joe Foss Field

Tue 5/13

6:26 am-3:00 pm

1 stop7h 34m

Nassau Intl

Fri 5/16

6:30 pm-11:56 am

2 stops18h 26m

$518

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Sat 6/7

6:34 pm-10:45 am

3 stops39h 11m

San Juan Luis Munoz Marin Intl

Fri 6/13

1:27 am-3:49 pm

2 stops15h 22m

$531

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Fri 5/23

9:27 pm-12:55 pm

3 stops38h 28m

Punta Cana

Thu 5/29

3:22 pm-8:37 pm

2 stops30h 15m

$548

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 24 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 December is currently the most expensive (average of $336). 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 May 1, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 United Airlines ($163), American Airlines ($292), and Delta ($308).

  • 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 December is currently the most expensive (average of $336). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$661FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$668FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$784FlexibilityNo cancel feeOn-timeN/A

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