What airlines fly to Caribbean Islands?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean Islands from South Dakota according to our data. American Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 3 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from South Dakota to Caribbean Islands?

American Airlines, United Airlines, and Frontier are the most popular carriers operating from South Dakota to Caribbean Islands

When did momondo last update prices for flights from South Dakota to Caribbean Islands?

Prices for flights from South Dakota to Caribbean Islands were last updated today.

How many operators does momondo search for flights from South Dakota to Caribbean Islands?

As of August 2026, there are 3 operators available to choose from for flights from South Dakota to Caribbean Islands.

How old do you have to be to fly from South Dakota to Caribbean Islands?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from South Dakota to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$177 Cheap Flights from South Dakota to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from South Dakota to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 8:38 pmFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

13h 38m2 stops Denver Intl Houston George Bush Intcntl

3:56 pm - 11:12 pmSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

8h 16m1 stop Chicago O'Hare Intl

$321United Airlines

Tue, Sep 1 - Sat, Sep 19

7:39 pm - 3:18 pmFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

17h 39m1 stop Chicago O'Hare Intl

6:00 am - 7:05 pmSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

15h 05m1 stop Chicago O'Hare Intl

$346American Airlines

Sat, Jan 23 - Sat, Jan 30

7:30 am - 11:59 pmFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

15h 29m2 stops Dallas/Fort Worth Charlotte Douglas

6:00 am - 8:45 pmSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

15h 45m2 stops Miami Dallas/Fort Worth

$346American Airlines

Tue, Sep 1 - Sat, Sep 19

5:57 pm - 10:48 amFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

14h 51m2 stops Dallas/Fort Worth Miami

6:00 am - 7:05 pmSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

15h 05m1 stop Chicago O'Hare Intl

$366American Airlines

Sat, Jan 23 - Sat, Jan 30

6:00 am - 5:38 pmFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

10h 38m1 stop Denver Intl

2:00 pm - 11:44 pmSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

10h 44m1 stop Denver Intl

$411United Airlines

Tue, Sep 29 - Sat, Oct 3

6:00 am - 5:38 pmFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

10h 38m1 stop Denver Intl

7:00 am - 8:20 pmSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

14h 20m2 stops Houston George Bush Intcntl Denver Intl

$411United Airlines

Tue, Sep 29 - Sat, Oct 3

5:15 am - 2:45 pmFSD Sioux Falls Joe Foss Field-MBJ Montego Bay Sangster Intl

8h 30m1 stop Minneapolis St Paul

4:10 pm - 10:51 pmMBJ Montego Bay Sangster Intl-FSD Sioux Falls Joe Foss Field

7h 41m1 stop Minneapolis St Paul

$471Delta

Mon, Jan 25 - Sun, Jan 31

4:09 pm - 11:10 amFSD Sioux Falls Joe Foss Field-MBJ Montego Bay Sangster Intl

18h 01m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson

4:10 pm - 10:51 pmMBJ Montego Bay Sangster Intl-FSD Sioux Falls Joe Foss Field

7h 41m1 stop Minneapolis St Paul

$476Delta

Tue, Jan 26 - Sun, Jan 31

12:11 pm - 3:35 pmFSD Sioux Falls Joe Foss Field-PUJ Punta Cana

25h 24m2 stops Las Vegas Harry Reid Intl Toronto Pearson Intl

1:10 pm - 6:13 pmPUJ Punta Cana-FSD Sioux Falls Joe Foss Field

31h 03m1 stop Orlando Sanford Intl

$1,103Multiple Airlines

Thu, Nov 19 - Fri, Nov 27

6:38 pm - 9:54 amFSD Sioux Falls Joe Foss Field-PUJ Punta Cana

37h 16m2 stops Fort Lauderdale Tampa

11:35 am - 10:11 amPUJ Punta Cana-FSD Sioux Falls Joe Foss Field

24h 36m1 stop Orlando Sanford Intl

$1,120Multiple Airlines

Fri, Nov 20 - Sun, Nov 29

Cheap last minute flights

Enter your travel dates to find the best prices.

6:24 am - 11:15 pmFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

15h 51m1 stop Chicago O'Hare Intl

7:30 am - 12:30 amSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

18h 00m2 stops Charlotte Douglas Chicago O'Hare Intl

$600American Airlines

Tue, Aug 18 - Thu, Aug 20

7:30 am - 11:59 pmFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

15h 29m2 stops Dallas/Fort Worth Charlotte Douglas

7:30 am - 12:30 amSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

18h 00m2 stops Charlotte Douglas Chicago O'Hare Intl

$600American Airlines

Tue, Aug 18 - Thu, Aug 20

12:06 pm - 11:15 pmFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

10h 09m1 stop Chicago O'Hare Intl

12:55 am - 4:53 pmSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

16h 58m1 stop Chicago O'Hare Intl

$822American Airlines

Tue, Aug 18 - Wed, Aug 19

7:47 am - 11:50 pmFSD Sioux Falls Joe Foss Field-SJU San Juan Luis Munoz Marin Intl

15h 03m3 stops Chicago O'Hare Intl Washington, D.C. Reagan-National Newark

1:00 am - 12:39 pmSJU San Juan Luis Munoz Marin Intl-FSD Sioux Falls Joe Foss Field

12h 39m2 stops Newark Denver Intl

$1,179United Airlines

Tue, Aug 18 - Wed, Aug 19

6:39 pm - 4:15 pmFSD Sioux Falls Joe Foss Field-STT Saint Thomas Island Cyril E King

20h 36m2 stops Chicago O'Hare Intl San Juan Luis Munoz Marin Intl

11:26 am - 11:22 pmSTT Saint Thomas Island Cyril E King-FSD Sioux Falls Joe Foss Field

12h 56m2 stops San Juan Luis Munoz Marin Intl Chicago O'Hare Intl

$1,455Multiple Airlines

Mon, Aug 17 - Wed, Aug 19

5:23 pm - 12:53 pmFSD Sioux Falls Joe Foss Field-STT Saint Thomas Island Cyril E King

18h 30m3 stops Chicago O'Hare Intl Lambert-St Louis Miami

1:49 pm - 11:42 amSTT Saint Thomas Island Cyril E King-FSD Sioux Falls Joe Foss Field

22h 53m2 stops Miami Chicago O'Hare Intl

$3,529American Airlines

Mon, Aug 17 - Wed, Aug 19

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United Airlines flights from South Dakota to Caribbean Islands

Our best United Airlines deals on South Dakota to Caribbean Islands flight tickets

United Airlines

Sep 1

FSD6:00 amSioux Falls Joe Foss Field

13h 38m

2 stops

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Sep 19

SJU3:56 pmSan Juan Luis Munoz Marin Intl

8h 16m

1 stop

FSD11:12 pmSioux Falls Joe Foss Field

$321

United Airlines

Sep 29

FSD6:00 amSioux Falls Joe Foss Field

10h 38m

1 stop

SJU5:38 pmSan Juan Luis Munoz Marin Intl

Oct 3

SJU2:00 pmSan Juan Luis Munoz Marin Intl

10h 44m

1 stop

FSD11:44 pmSioux Falls Joe Foss Field

$411

United Airlines

Oct 24

FSD11:15 amSioux Falls Joe Foss Field

11h 35m

2 stops

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU7:05 amSan Juan Luis Munoz Marin Intl

13h 59m

2 stops

FSD8:04 pmSioux Falls Joe Foss Field

$431

American Airlines flights from South Dakota to Caribbean Islands

Our best American Airlines deals on South Dakota to Caribbean Islands flight tickets

American Airlines

Jan 23

FSD7:39 pmSioux Falls Joe Foss Field

17h 39m

1 stop

SJU3:18 pmSan Juan Luis Munoz Marin Intl

Jan 30

SJU6:00 amSan Juan Luis Munoz Marin Intl

15h 05m

1 stop

FSD7:05 pmSioux Falls Joe Foss Field

$346

American Airlines

Jan 23

FSD7:39 pmSioux Falls Joe Foss Field

17h 39m

1 stop

SJU3:18 pmSan Juan Luis Munoz Marin Intl

Jan 30

SJU6:00 amSan Juan Luis Munoz Marin Intl

15h 05m

1 stop

FSD7:05 pmSioux Falls Joe Foss Field

$366

American Airlines

Dec 5

FSD7:33 pmSioux Falls Joe Foss Field

18h 19m

1 stop

MBJ2:52 pmMontego Bay Sangster Intl

Dec 10

MBJ1:22 pmMontego Bay Sangster Intl

8h 32m

1 stop

FSD8:54 pmSioux Falls Joe Foss Field

$392

momondo Fare Finder

Use the filters below to find and compare flights from South Dakota to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Sioux FallsSan Juan

FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl

FSDSJU

Sioux Falls Joe Foss Field

Tue 9/1

6:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

Sat 9/19

3:56 pm-11:12 pm

1 stop8h 16m

$321

Sioux FallsSan Juan

FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl

FSDSJU

Sioux Falls Joe Foss Field

Sat 1/23

7:39 pm-3:18 pm

1 stop17h 39m

San Juan Luis Munoz Marin Intl

Sat 1/30

6:00 am-7:05 pm

1 stop15h 05m

$346

Sioux FallsSan Juan

FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl

FSDSJU

Sioux Falls Joe Foss Field

Tue 9/1

7:30 am-11:59 pm

2 stops15h 29m

San Juan Luis Munoz Marin Intl

Sat 9/19

6:00 am-8:45 pm

2 stops15h 45m

$346

Sioux FallsSan Juan

FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl

FSDSJU

Sioux Falls Joe Foss Field

Sat 1/23

5:57 pm-10:48 am

2 stops14h 51m

San Juan Luis Munoz Marin Intl

Sat 1/30

6:00 am-7:05 pm

1 stop15h 05m

$366

Sioux FallsSan Juan

FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl

FSDSJU

Sioux Falls Joe Foss Field

Tue 9/29

6:00 am-5:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

Sat 10/3

2:00 pm-11:44 pm

1 stop10h 44m

$411

Sioux FallsSan Juan

FSD Sioux Falls Joe Foss Field - SJU San Juan Luis Munoz Marin Intl

FSDSJU

Sioux Falls Joe Foss Field

Tue 9/29

6:00 am-5:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

Sat 10/3

7:00 am-8:20 pm

2 stops14h 20m

$411

Quickest round-trip

Sioux FallsMontego Bay

FSD Sioux Falls Joe Foss Field - MBJ Montego Bay Sangster Intl

FSDMBJ

Sioux Falls Joe Foss Field

Mon 1/25

5:15 am-2:45 pm

1 stop8h 30m

Montego Bay Sangster Intl

Sun 1/31

4:10 pm-10:51 pm

1 stop7h 41m

$471

Sioux FallsMontego Bay

FSD Sioux Falls Joe Foss Field - MBJ Montego Bay Sangster Intl

FSDMBJ

Sioux Falls Joe Foss Field

Tue 1/26

4:09 pm-11:10 am

2 stops18h 01m

Montego Bay Sangster Intl

Sun 1/31

4:10 pm-10:51 pm

1 stop7h 41m

$476

Sioux FallsPunta Cana

FSD Sioux Falls Joe Foss Field - PUJ Punta Cana

FSDPUJ

Sioux Falls Joe Foss Field

Thu 11/19

12:11 pm-3:35 pm

2 stops25h 24m

Punta Cana

Fri 11/27

1:10 pm-6:13 pm

1 stop31h 03m

$1,103

Sioux FallsPunta Cana

FSD Sioux Falls Joe Foss Field - PUJ Punta Cana

FSDPUJ

Sioux Falls Joe Foss Field

Fri 11/20

6:38 pm-9:54 am

2 stops37h 16m

Punta Cana

Sun 11/29

11:35 am-10:11 am

1 stop24h 36m

$1,120

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from South Dakota to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of August is, on average, the cheapest month to fly to Caribbean Islands from South Dakota, with most prices found around $0. The month of July is another great option to travel to Caribbean Islands, with average flight prices from South Dakota averaging around $0.

Can stopping save me money on South Dakota to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between South Dakota to Caribbean Islands.

Cheap South Dakota to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from South Dakota to Caribbean Islands

Fastest flight time	6h 57m
Direct flights	None

The fastest flight from South Dakota to Caribbean Islands takes 6h 57m

There are no direct flights from South Dakota to Caribbean Islands. There are no popular flight routes from South Dakota to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from South Dakota to Caribbean Islands

When did momondo last update prices for flights from South Dakota to Caribbean Islands?
Prices for flights from South Dakota to Caribbean Islands were last updated today.
How many operators does momondo search for flights from South Dakota to Caribbean Islands?
As of August 2026, there are 3 operators available to choose from for flights from South Dakota to Caribbean Islands.
How old do you have to be to fly from South Dakota to Caribbean Islands?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from South Dakota to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from South Dakota to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from South Dakota to Caribbean Islands is Airbus A320-100/200 (14.87% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet CRJ-550 (13.49%), Airbus A319 (12.90%), and Embraer 170 (11.32%).

Best airlines flying from South Dakota to Caribbean Islands

Compare and see reviews for airlines that fly from South Dakota to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $215	Free Cancellation	Rating 7.8 8,508 reviews	Search Delta flights
United Airlines	PriceFrom $258	Free Cancellation	Rating 7.4 10,111 reviews	Search United Airlines flights
American Airlines	PriceFrom $293	Free Cancellation	Rating 7.1 11,941 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from South Dakota to Caribbean Islands?

Finding the right flight to Caribbean Islands from South Dakota is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean Islands quick and easy, saving you time and money.

Can I find flights from South Dakota to Caribbean Islands with flexible booking policies on momondo?

All flight searches from South Dakota to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from South Dakota to Caribbean Islands?

Once all potential South Dakota to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from South Dakota to Caribbean Islands right now. Can momondo alert me if prices change?

If you are not ready to book a flight from South Dakota to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.