Caribbean

$167+ Cheap flights from Des Moines (DSM) 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Feb 26 — Mar 51
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Cheap flight deals from Des Moines to Caribbean

Cheapest flights from Des Moines to Caribbean
Explore the most affordable flight options available from Des Moines to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/237:17 pm
DSM
-
SJU
2 stops29h 36m
Multiple Airlines
Thu 3/54:36 pm
SJU
-
DSM
1 stop8h 15m
Multiple Airlines
Deal found 1/25$343
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Thu 3/57:00 am
DSM
-
STT
2 stops31h 34m
Multiple Airlines
Wed 3/114:40 pm
STT
-
DSM
1 stop28h 34m
Multiple Airlines
Deal found 1/25$346
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 4/267:00 am
DSM
-
SJU
1 stop29h 04m
Multiple Airlines
Wed 4/293:19 pm
SJU
-
DSM
2 stops23h 27m
Multiple Airlines
Deal found 1/26$348
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/2310:26 am
DSM
-
SJU
1 stop11h 19m
Multiple Airlines
Wed 3/251:45 am
SJU
-
DSM
2 stops12h 44m
Multiple Airlines
Deal found 1/25$350
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/207:17 pm
DSM
-
SJU
2 stops29h 36m
Multiple Airlines
Thu 3/54:36 pm
SJU
-
DSM
1 stop8h 15m
Multiple Airlines
Deal found 1/25$352
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/227:45 pm
DSM
-
SJU
2 stops17h 17m
Multiple Airlines
Thu 3/54:36 pm
SJU
-
DSM
1 stop8h 15m
Multiple Airlines
Deal found 1/25$356
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Thu 2/267:27 pm
DSM
-
SJU
2 stops27h 16m
Multiple Airlines
Thu 3/54:36 pm
SJU
-
DSM
1 stop8h 15m
Multiple Airlines
Deal found 1/25$362
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/237:17 pm
DSM
-
SJU
2 stops29h 36m
Multiple Airlines
Thu 2/264:36 pm
SJU
-
DSM
1 stop8h 30m
Multiple Airlines
Deal found 1/25$364
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/2310:26 am
DSM
-
SJU
1 stop14h 32m
Multiple Airlines
Wed 3/253:36 pm
SJU
-
DSM
1 stop22h 53m
Multiple Airlines
Deal found 1/25$366
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/223:32 pm
DSM
-
SJU
1 stop21h 59m
Multiple Airlines
Wed 3/45:25 pm
SJU
-
DSM
2 stops27h 17m
Multiple Airlines
Deal found 1/25$371
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/2310:26 am
DSM
-
SJU
1 stop10h 37m
Multiple Airlines
Tue 3/248:47 pm
SJU
-
DSM
2 stops23h 29m
Multiple Airlines
Deal found 1/25$372
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/207:17 pm
DSM
-
SJU
2 stops29h 36m
Multiple Airlines
Thu 2/264:36 pm
SJU
-
DSM
1 stop8h 30m
Multiple Airlines
Deal found 1/25$373

Find flight deals from Des Moines to Caribbean

Keep the following information in mind while searching for Des Moines to Caribbean flight deals. Data was last updated January 27, 2026.

Round-trip from

$343
(Kiwi.com)

One-way from

$167
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$497
From Des Moines to Caribbean
One-way flight from Des Moines to Caribbean
Highest demand for flights based on searches. 11% potential increase in price ($69 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Des Moines 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 January 27, 2026.
Use the filters below to find and compare flights from Des Moines to Caribbean that are best for you.

Fly from

Des Moines

Fly to

Caribbean

Route

Depart

Return

Price

Des MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Thu 3/5

7:00 am-4:34 pm

2 stops31h 34m

Saint Thomas Island Cyril E King

Wed 3/11

4:40 pm-8:14 pm

1 stop28h 34m

$346

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sun 4/26

7:00 am-1:04 pm

1 stop29h 04m

San Juan Luis Munoz Marin Intl

Wed 4/29

3:19 pm-1:46 pm

2 stops23h 27m

$348

Des MoinesSimpson Bay

DSM - SXM

DSMSXM

Des Moines

Sun 2/22

3:32 pm-2:15 pm

1 stop20h 43m

Simpson Bay Princess Juliana

Thu 2/26

3:20 pm-11:06 pm

1 stop9h 46m

$388

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 4/25

6:40 am-7:05 pm

2 stops11h 25m

San Juan Luis Munoz Marin Intl

Wed 4/29

2:00 pm-10:10 pm

2 stops9h 10m

$401

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sun 4/26

5:20 am-5:05 pm

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Wed 4/29

2:00 pm-10:10 pm

2 stops9h 10m

$401

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Mon 4/27

8:04 am-9:24 pm

2 stops12h 20m

San Juan Luis Munoz Marin Intl

Mon 5/4

1:00 am-10:37 am

2 stops10h 37m

$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

6:15 am-8:39 pm

2 stops15h 24m

$416

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sun 4/26

12:06 pm-4:32 am

1 stop15h 26m

San Juan Luis Munoz Marin Intl

Tue 5/5

2:58 pm-11:29 pm

1 stop9h 31m

$416

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sun 4/26

2:44 pm-11:13 pm

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Tue 5/5

2:34 pm-10:34 pm

1 stop9h 00m

$416

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Tue 3/31

8:04 am-8:38 pm

2 stops11h 34m

San Juan Luis Munoz Marin Intl

Mon 4/13

1:00 am-12:29 pm

2 stops12h 29m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 59 results
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Best time to book a flight from Des Moines to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, February is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $187). Flying from Des Moines to Caribbean 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

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 January 27, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Des Moines to Caribbean. 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.

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Des Moines to Caribbean. 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?

    For a flight from Des Moines to Caribbean, you will be flying from Des Moines. Des Moines (DSM) is just 3.6 mi from the center of the city.

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

    Airlines like Southwest, United Airlines, and Delta fly from Des Moines to Caribbean in about 7h 29m. The time it takes to get you to your destination can typically vary by up to 4h 51m. There are 2278 mi between Des Moines and Caribbean. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as $184 on American Airlines. Other airlines that offer cheap prices include Delta from $184 and United Airlines from $228 one-way.

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

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

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

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

    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.

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

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

    Currently, February is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $187). Flying from Des Moines to Caribbean 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Des Moines to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Des Moines to Caribbean

Discover the top 4 airlines that operate flights from Des Moines 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$357Average$738FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$396Average$719FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$401Average$726FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$515Average$695FlexibilityNo cancel feeOn-time63%

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