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Caribbean Islands

$121+ Cheap flights from Des Moines (DSM) to Caribbean Islands

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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
1 adult, Economy
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Cheap flight deals from Des Moines to Caribbean Islands

Cheapest flights from Des Moines to Caribbean Islands
Explore the most affordable flight options available from Des Moines to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 9, 2026.

This Priceline deal was found by Cheapflights users on 2/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1011:00 am
DSM
-
SJU
1 stop10h 45m
Frontier
Mon 3/163:08 am
SJU
-
DSM
1 stop7h 37m
Frontier
Deal found 2/8$259
This Priceline deal was found by Cheapflights users on 2/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/811:00 am
DSM
-
SJU
1 stop26h 09m
Frontier
Mon 3/93:08 am
SJU
-
DSM
1 stop7h 57m
Frontier
Deal found 2/6$261
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 2/229:00 am
DSM
-
SJU
2 stops28h 31m
Multiple Airlines
Thu 2/264:36 pm
SJU
-
DSM
1 stop8h 30m
Multiple Airlines
Deal found 2/7$291
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 3/223:59 pm
DSM
-
SJU
1 stop18h 50m
Multiple Airlines
Wed 3/257:54 pm
SJU
-
DSM
1 stop18h 35m
Multiple Airlines
Deal found 2/8$305
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 5/32:36 pm
DSM
-
STT
1 stop23h 58m
Multiple Airlines
Wed 5/64:40 pm
STT
-
DSM
1 stop23h 35m
Multiple Airlines
Deal found 2/6$307
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 3/308:21 pm
DSM
-
SJU
2 stops13h 06m
Multiple Airlines
Wed 4/87:54 pm
SJU
-
DSM
1 stop27h 12m
Multiple Airlines
Deal found 2/7$323
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Tue 3/241:23 pm
DSM
-
SJU
1 stop21h 26m
Multiple Airlines
Tue 3/3111:03 am
SJU
-
DSM
2 stops51h 43m
Multiple Airlines
Deal found 2/7$327
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Mon 3/98:21 pm
DSM
-
STT
2 stops16h 10m
Multiple Airlines
Wed 3/114:40 pm
STT
-
DSM
1 stop28h 34m
Multiple Airlines
Deal found 2/6$330
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Tue 3/241:23 pm
DSM
-
SXM
1 stop22h 52m
Multiple Airlines
Tue 3/312:35 pm
SXM
-
DSM
2 stops48h 11m
Multiple Airlines
Deal found 2/7$353
This Priceline deal was found by Cheapflights users on 2/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/811:00 am
DSM
-
SJU
1 stop20h 54m
Frontier
Sun 3/156:30 am
SJU
-
DSM
1 stop28h 35m
Frontier
Deal found 2/8$363
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 3/68:21 pm
DSM
-
SJU
2 stops38h 30m
Multiple Airlines
Sat 3/148:16 pm
SJU
-
DSM
1 stop23h 47m
Multiple Airlines
Deal found 2/6$365
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Tue 3/241:23 pm
DSM
-
SDQ
1 stop22h 52m
Multiple Airlines
Tue 3/312:20 pm
SDQ
-
DSM
2 stops48h 26m
Multiple Airlines
Deal found 2/7$401

Find flight deals from Des Moines to Caribbean Islands

Keep the following information in mind while searching for Des Moines to Caribbean Islands flight deals. Data was last updated February 9, 2026.

Round-trip from

$259
(Priceline)

One-way from

$121
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$605
From Des Moines to Caribbean Islands
Search Deals
One-way flight from Des Moines to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($66 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Des Moines 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 February 9, 2026.
Use the filters below to find and compare flights from Des Moines to Caribbean Islands that are best for you.

Fly from

Des Moines

Fly to

Caribbean Islands

Route

Depart

Return

Price

Des MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Sun 5/3

2:36 pm-3:34 pm

1 stop23h 58m

Saint Thomas Island Cyril E King

Wed 5/6

4:40 pm-3:15 pm

1 stop23h 35m

$307

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Tue 3/24

1:23 pm-11:49 am

1 stop21h 26m

San Juan Luis Munoz Marin Intl

Tue 3/31

11:03 am-1:46 pm

2 stops51h 43m

$327

Des MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Mon 3/9

8:21 pm-1:31 pm

2 stops16h 10m

Saint Thomas Island Cyril E King

Wed 3/11

4:40 pm-8:14 pm

1 stop28h 34m

$330

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Thu 4/2

7:00 am-7:19 pm

1 stop11h 19m

San Juan Luis Munoz Marin Intl

Wed 4/8

12:55 pm-8:13 pm

2 stops32h 18m

$399

Des MoinesSanto Domingo

DSM - SDQ

DSMSDQ

Des Moines

Tue 3/24

1:23 pm-1:15 pm

1 stop22h 52m

Santo Domingo Las Americas

Tue 3/31

2:20 pm-1:46 pm

2 stops48h 26m

$401

Des MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Thu 3/19

8:30 am-1:26 pm

1 stop27h 56m

Saint Thomas Island Cyril E King

Thu 3/26

4:35 pm-6:32 pm

2 stops26h 57m

$404

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sun 3/1

5:00 am-4:20 pm

2 stops9h 20m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:23 pm-11:40 pm

2 stops11h 17m

$416

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Wed 5/6

2:44 pm-11:13 pm

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:30 am-8:36 pm

2 stops14h 06m

$416

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Mon 4/27

7:11 am-6:10 pm

2 stops9h 59m

San Juan Luis Munoz Marin Intl

Tue 5/5

1:31 pm-11:49 pm

2 stops11h 18m

$416

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Mon 4/27

2:44 pm-11:13 pm

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Tue 5/5

7:30 am-8:39 pm

2 stops14h 09m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

Showing 1-10 of 51 results
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Best time to book a flight from Des Moines to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Des Moines 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 Des Moines to Caribbean Islands

What is the cheapest month to book a flight from Des Moines to Caribbean Islands?

Currently, March is the cheapest month in which you can book a flight from Des Moines to Caribbean Islands (average of $189). Flying from Des Moines to Caribbean Islands in December is currently the most expensive (average of $507). 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.

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 February 9, 2026.
Read through reviews of airlines operating flights from Des Moines to Caribbean Islands, such as Delta, United Airlines, and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,173 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,173 reviews
Delta
7.9
Good
8,173 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,257 reviews
Delta
7.9
Good
8,173 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,255 reviews
Delta
7.9
Good
8,173 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Des Moines 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 airport do you fly from for flights from Des Moines to Caribbean Islands?

    Des Moines (DSM) is the airport you will fly out of if you book a flight from Des Moines to Caribbean Islands. It is only a 3.6 mi journey to Des Moines (DSM) from Des Moines’s city center.

  • How long is the flight from Des Moines to Caribbean Islands?

    American Airlines, United Airlines, and Southwest can get you from Des Moines to Caribbean Islands in just under 9h 20m. Your travel time can differ by up to 12h 17m. The distance from Des Moines to Caribbean Islands is about 2278 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Des Moines to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from Des Moines to Caribbean Islands are American Airlines ($184), Delta ($184), and United Airlines ($228).

  • What are the most popular routes from Des Moines to Caribbean Islands?

    Most travelers choose Des Moines - San Juan Luis Munoz Marin Intl, Des Moines - Oranjestad Reina Beatrix or Des Moines - Simpson Bay Princess Juliana when deciding on the best route from Des Moines to Caribbean Islands.

  • Can I find deals for flights from Des Moines to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Des Moines to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Des Moines to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Des Moines to Caribbean Islands.

  • Can I find deals for business class flights from Des Moines to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Des Moines 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 Des Moines to Caribbean Islands?

    Currently, March is the cheapest month in which you can book a flight from Des Moines to Caribbean Islands (average of $189). Flying from Des Moines to Caribbean Islands in December is currently the most expensive (average of $507). 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 Des Moines to Caribbean Islands

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Top 4 airlines flying from Des Moines to Caribbean Islands

Discover the top 4 airlines that operate flights from Des Moines 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 February 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$367Average$744FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$396Average$718FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$401Average$695FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$401Average$673FlexibilityNo cancel feeOn-time69%

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