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$209+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Oct 13 — Oct 201
Mon 10/13
Mon 10/20
1 adult, Economy
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Cheap 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 September 13, 2025.

Round-trip from

$339
(Kiwi.com)

One-way from

$209
(American Airlines)

Popular in

June

Cheapest in

April

Average price

$592
From Des Moines to Caribbean
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One-way flight from Des Moines to Caribbean
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Highest demand for flights based on searches. 6% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/108:40 amDSM - SJU
1 stop16h 53mMultiple Airlines
Sat 11/157:30 amSJU - DSM
2 stops32h 17mMultiple Airlines
Deal found 9/11$339
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/268:25 amDSM - SJU
1 stop16h 33mMultiple Airlines
Tue 9/304:51 pmSJU - DSM
2 stops42h 00mMultiple Airlines
Deal found 9/11$356
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/68:00 amDSM - STT
2 stops48h 56mMultiple Airlines
Thu 10/92:04 pmSTT - DSM
1 stop19h 26mMultiple Airlines
Deal found 9/11$363
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/910:51 amDSM - SJU
1 stop27h 25mMultiple Airlines
Thu 10/167:05 amSJU - DSM
2 stops35h 09mMultiple Airlines
Deal found 9/10$373
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/101:37 pmDSM - PUJ
2 stops20h 39mMultiple Airlines
Sat 11/151:21 pmPUJ - DSM
1 stop22h 39mMultiple Airlines
Deal found 9/11$390
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 9/228:25 amDSM - MBJ
2 stops26h 40mMultiple Airlines
Wed 10/112:10 pmMBJ - DSM
1 stop21h 41mMultiple Airlines
Deal found 9/12$391
This American Airlines deal was found by Cheapflights users on 9/12. 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 12/36:00 amDSM - SJU
2 stops12h 57mAmerican Airlines
Wed 12/106:00 amSJU - DSM
2 stops10h 33mAmerican Airlines
Deal found 9/12$395
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/268:47 pmDSM - PUJ
2 stops17h 13mMultiple Airlines
Sun 11/211:35 amPUJ - DSM
1 stop22h 59mMultiple Airlines
Deal found 9/11$402
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/3011:15 amDSM - SJU
1 stop9h 55mAmerican Airlines
Mon 11/33:43 pmSJU - DSM
1 stop10h 07mAmerican Airlines
Deal found 9/11$403
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/66:00 amDSM - SJU
1 stop16h 59mAmerican Airlines
Mon 10/135:30 amSJU - DSM
1 stop16h 43mAmerican Airlines
Deal found 9/12$406
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/510:41 amDSM - SXM
1 stop26h 19mMultiple Airlines
Sat 10/113:05 pmSXM - DSM
1 stop19h 46mMultiple Airlines
Deal found 9/11$439
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 9/216:30 amDSM - MBJ
2 stops30h 15mMultiple Airlines
Wed 10/112:10 pmMBJ - DSM
1 stop21h 41mMultiple Airlines
Deal found 9/12$446

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 September 13, 2025.
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

Mon 10/6

8:00 am-9:56 am

2 stops48h 56m

Saint Thomas Island Cyril E King

Thu 10/9

2:04 pm-8:30 am

1 stop19h 26m

$363

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Thu 10/9

10:51 am-3:16 pm

1 stop27h 25m

San Juan Luis Munoz Marin Intl

Thu 10/16

7:05 am-5:14 pm

2 stops35h 09m

$373

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Wed 12/3

6:00 am-8:57 pm

2 stops12h 57m

San Juan Luis Munoz Marin Intl

Wed 12/10

6:00 am-2:33 pm

2 stops10h 33m

$395

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Thu 10/30

11:15 am-10:10 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Mon 11/3

3:43 pm-11:50 pm

1 stop10h 07m

$403

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 9/27

11:25 am-10:00 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Tue 9/30

7:00 am-8:30 pm

2 stops14h 30m

$417

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Tue 11/11

11:26 am-9:00 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:05 am-12:14 pm

2 stops12h 09m

$417

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Thu 10/30

10:00 am-9:59 pm

2 stops10h 59m

San Juan Luis Munoz Marin Intl

Mon 11/3

7:00 am-4:52 pm

2 stops11h 52m

$417

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Mon 10/6

12:49 pm-11:54 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

Mon 10/13

5:30 am-9:13 pm

1 stop16h 43m

$440

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 11/15

6:40 pm-2:53 pm

1 stop18h 13m

San Juan Luis Munoz Marin Intl

Mon 11/24

5:59 pm-11:30 pm

1 stop7h 31m

$440

Des MoinesPunta Cana

DSM - PUJ

DSMPUJ

Des Moines

Sun 10/26

8:47 pm-9:29 pm

2 stops23h 42m

Punta Cana

Sun 11/2

4:57 pm-12:53 pm

2 stops21h 56m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 56 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, September is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $254). Flying from Des Moines to Caribbean in June is currently the most expensive (average of $339). 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 DSM to CB?

Find hourly flight availability from Des Moines 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 September 13, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Des Moines to Caribbean as you normally would.

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 September 13, 2025.
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.
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,936 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,176 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 American Airlines, United Airlines, and Delta fly from Des Moines to Caribbean in about 5h 20m. The time it takes to get you to your destination can typically vary by up to 15h 56m. There are 1468 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 $209 on American Airlines. Other airlines that offer cheap prices include United Airlines from $209 and Delta from $244 one-way.

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

    The most popular flight routes from Des Moines to Caribbean are Des Moines - San Juan Luis Munoz Marin Intl, Des Moines - Saint Thomas Island Cyril E King and Des Moines - Montego Bay Sangster Intl.

  • 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, September is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $254). Flying from Des Moines to Caribbean in June is currently the most expensive (average of $339). 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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Top 5 airlines flying from Des Moines to Caribbean

Discover the top 5 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 September 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$233FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$347Average$681FlexibilityNo cancel feeOn-time71%
DeltaCheapest$348Average$694FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$419Average$723FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$492Average$675FlexibilityNo cancel feeOn-time63%

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