HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$215+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — SJU
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from South Dakota to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 24, 2025.

Round-trip from

$431
(American Airlines)

One-way from

$222
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$457
From South Dakota to Caribbean Islands
Search Deals
One-way flight from South Dakota to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 24, 2025.

This United Airlines deal was found by Cheapflights users on 4/22. 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 9/306:00 amFSD - SJU
1 stop10h 30mUnited Airlines
Tue 10/71:05 amSJU - FSD
2 stops10h 33mUnited Airlines
Deal found 4/22$215
This American Airlines deal was found by Cheapflights users on 4/22. 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 8/45:14 pmFSD - SJU
2 stops21h 12mAmerican Airlines
Sat 8/93:50 pmSJU - FSD
2 stops21h 21mAmerican Airlines
Deal found 4/22$255
This Delta deal was found by Cheapflights users on 4/22. 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 8/55:25 amFSD - SJU
1 stop7h 04mDelta
Sat 8/94:28 pmSJU - FSD
1 stop7h 19mDelta
Deal found 4/22$373
This American Airlines deal was found by Cheapflights users on 4/23. 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 8/105:10 pmFSD - PUJ
2 stops17h 05mAmerican Airlines
Fri 8/154:52 pmPUJ - FSD
2 stops20h 19mAmerican Airlines
Deal found 4/23$459
This American Airlines deal was found by Cheapflights users on 4/24. 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 11/55:45 amRAP - SJU
2 stops17h 25mAmerican Airlines
Sun 11/94:50 pmSJU - RAP
2 stops21h 51mAmerican Airlines
Deal found 4/24$505
This Delta deal was found by Cheapflights users on 4/23. 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 7/95:25 amFSD - STT
1 stop7h 30mDelta
Tue 7/151:21 pmSTT - FSD
1 stop9h 49mDelta
Deal found 4/23$509
This American Airlines deal was found by Cheapflights users on 4/23. 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 11/184:33 pmRAP - STX
2 stops21h 52mAmerican Airlines
Tue 11/254:45 pmSTX - RAP
2 stops21h 56mAmerican Airlines
Deal found 4/23$519
This American Airlines deal was found by Cheapflights users on 4/22. 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 6/105:56 pmFSD - SDQ
2 stops23h 14mAmerican Airlines
Tue 7/110:13 amSDQ - FSD
2 stops12h 34mAmerican Airlines
Deal found 4/22$519
This American Airlines deal was found by Cheapflights users on 4/23. 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 04mAmerican Airlines
Tue 6/175:00 pmSTT - FSD
2 stops20h 34mAmerican Airlines
Deal found 4/23$534
This United Airlines deal was found by Cheapflights users on 4/23. 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 8/106:30 pmFSD - PUJ
1 stop19h 35mUnited Airlines
Fri 8/151:50 pmPUJ - FSD
1 stop22h 00mUnited Airlines
Deal found 4/23$560
This United Airlines deal was found by Cheapflights users on 4/23. 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 6/166:35 pmFSD - SDQ
2 stops18h 35mUnited Airlines
Mon 6/301:10 pmSDQ - FSD
2 stops22h 32mUnited Airlines
Deal found 4/23$619
This American Airlines deal was found by Cheapflights users on 4/23. 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 12/235:33 pmFSD - MBJ
1 stop18h 20mAmerican Airlines
Mon 12/291:00 pmMBJ - FSD
1 stop10h 27mAmerican Airlines
Deal found 4/23$641

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 April 24, 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

Sat 4/26

1:29 pm-5:00 am

1 stop14h 31m

San Juan Luis Munoz Marin Intl

Mon 4/28

6:05 am-9:36 pm

1 stop16h 31m

$431

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Sun 8/10

5:10 pm-11:15 am

2 stops17h 05m

Punta Cana

Fri 8/15

4:52 pm-12:11 pm

2 stops20h 19m

$459

Sioux FallsSaint Thomas Island

FSD - STT

FSDSTT

Sioux Falls Joe Foss Field

Wed 7/9

5:25 am-1:55 pm

1 stop7h 30m

Saint Thomas Island Cyril E King

Tue 7/15

1:21 pm-10:10 pm

1 stop9h 49m

$509

Sioux FallsSanto Domingo

FSD - SDQ

FSDSDQ

Sioux Falls Joe Foss Field

Tue 6/10

5:56 pm-6:10 pm

2 stops23h 14m

Santo Domingo Las Americas

Tue 7/1

10:13 am-9:47 pm

2 stops12h 34m

$519

Sioux FallsSaint Thomas Island

FSD - STT

FSDSTT

Sioux Falls Joe Foss Field

Tue 6/10

5:16 pm-3:20 pm

2 stops21h 04m

Saint Thomas Island Cyril E King

Tue 6/17

5:00 pm-12:34 pm

2 stops20h 34m

$534

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Sun 8/10

6:30 pm-3:05 pm

1 stop19h 35m

Punta Cana

Fri 8/15

1:50 pm-10:50 am

1 stop22h 00m

$560

Sioux FallsSanto Domingo

FSD - SDQ

FSDSDQ

Sioux Falls Joe Foss Field

Mon 6/16

6:35 pm-2:10 pm

2 stops18h 35m

Santo Domingo Las Americas

Mon 6/30

1:10 pm-10:42 am

2 stops22h 32m

$619

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Thu 6/5

6:30 pm-10:38 pm

3 stops27h 08m

San Juan Luis Munoz Marin Intl

Fri 6/13

1:27 am-3:49 pm

2 stops15h 22m

$659

Sioux FallsSan Juan

FSD - SJU

FSDSJU

Sioux Falls Joe Foss Field

Tue 6/3

5:03 pm-5:30 am

2 stops11h 27m

San Juan Luis Munoz Marin Intl

Thu 6/12

1:05 am-9:08 pm

2 stops21h 03m

$660

Sioux FallsPunta Cana

FSD - PUJ

FSDPUJ

Sioux Falls Joe Foss Field

Fri 6/27

10:09 pm-2:10 pm

3 stops39h 01m

Punta Cana

Thu 7/3

12:34 pm-7:16 pm

2 stops31h 42m

$668

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 26 results
1
2
3

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, September is the cheapest month in which you can book a flight from South Dakota to Caribbean Islands (average of $254). Flying from South Dakota to Caribbean Islands 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 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 April 24, 2025.

When flying from South Dakota to Caribbean Islands, 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 Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 24, 2025.
See what other customers who have flown with Delta, United Airlines and American Airlines from South Dakota to Caribbean Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

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
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

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
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

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
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

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 Islands. 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 Islands one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $222. Users have also found prices from $288 and $303 on Delta and United Airlines, respectively.

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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for South Dakota to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to Fort Lauderdale flights
Los Angeles to John F Kennedy Intl flights
Newark to Miami flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Los Angeles flights
LaGuardia to Miami flights
Newark to Orlando flights
Dallas/Fort Worth to John F Kennedy Intl flights
Newark to Los Angeles flights
Newark to Cancún flights
John F Kennedy Intl to Dallas/Fort Worth flights
San Francisco to John F Kennedy Intl flights
LaGuardia to O'Hare Intl flights
Los Angeles to Honolulu flights
Seattle to Los Angeles flights
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to LaGuardia flights
Los Angeles to Seattle flights
Los Angeles to Newark flights
John F Kennedy Intl to Fort Lauderdale flights
Dallas/Fort Worth to Cancún flights
John F Kennedy Intl to Cancún flights
Dallas/Fort Worth to Seattle flights
John F Kennedy Intl to San Francisco flights
O'Hare Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Las Vegas flights
LaGuardia to Dallas/Fort Worth flights
San Francisco to Newark flights
Newark to Las Vegas flights
Dallas/Fort Worth to Newark flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to Orlando flights
Newark to Seattle flights
John F Kennedy Intl to Seattle flights
Los Angeles to Dallas/Fort Worth flights
O'Hare Intl to LaGuardia flights
LaGuardia to Atlanta flights
Los Angeles to LaGuardia flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Cancún flights
LaGuardia to Orlando flights
Newark to San Francisco flights
Newark to Hobby flights
George Bush Intcntl to Cancún flights
Newark to O'Hare Intl flights
Atlanta to LaGuardia flights
San Jose to Los Angeles flights
John F Kennedy Intl to Hobby flights

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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$661FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$681FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$799FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.