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Caribbean Islands

$150+ 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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This Priceline deal was found by Cheapflights users on 12/16. 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 12/2110:17 amDSM - SJU
1 stop11h 26mFrontier
Mon 12/293:55 amSJU - DSM
1 stop8h 24mFrontier
Deal found 12/16$375
This Frontier deal was found by Cheapflights users on 12/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:14 amDSM - SJU
1 stop7h 13mFrontier
Mon 12/293:55 amSJU - DSM
1 stop8h 24mFrontier
Deal found 12/18$394
This Delta deal was found by Cheapflights users on 12/16. 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 12/164:59 pmDSM - PLS
2 stops18h 46mDelta
Sun 12/212:10 pmPLS - DSM
1 stop9h 21mDelta
Deal found 12/16$479
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/167:06 pmDSM - PLS
2 stops16h 01mAmerican Airlines
Sun 12/211:20 pmPLS - DSM
2 stops12h 17mAmerican Airlines
Deal found 12/16$484
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/306:52 pmDSM - MBJ
2 stops16h 33mAmerican Airlines
Fri 1/94:16 pmMBJ - DSM
2 stops19h 34mAmerican Airlines
Deal found 12/17$485
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/233:45 pmDSM - SJU
1 stop28h 20mMultiple Airlines
Sat 1/109:23 pmSJU - DSM
2 stops47h 59mMultiple Airlines
Deal found 12/16$513
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/168:15 amDSM - GCM
1 stop7h 15mUnited Airlines
Sun 12/212:50 pmGCM - DSM
1 stop7h 50mUnited Airlines
Deal found 12/15$526
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 12/196:00 amDSM - PUJ
1 stop8h 14mUnited Airlines
Mon 12/292:55 pmPUJ - DSM
1 stop8h 45mUnited Airlines
Deal found 12/17$527
This Delta deal was found by Cheapflights users on 12/16. 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.
Sat 12/2012:08 pmDSM - GCM
2 stops25h 19mDelta
Wed 12/241:52 pmGCM - DSM
2 stops22h 36mDelta
Deal found 12/16$531
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/163:38 pmDSM - GCM
2 stops19h 46mAmerican Airlines
Sun 12/2112:50 pmGCM - DSM
2 stops12h 47mAmerican Airlines
Deal found 12/15$536
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/236:56 pmDSM - SJU
1 stop18h 29mAmerican Airlines
Mon 1/125:55 pmSJU - DSM
1 stop7h 13mAmerican Airlines
Deal found 12/16$560
This Kiwi.com deal was found by Cheapflights users on 12/18. 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 12/198:29 pmDSM - SJU
2 stops50h 55mMultiple Airlines
Tue 12/236:00 amSJU - DSM
1 stop19h 10mMultiple Airlines
Deal found 12/18$569

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 December 18, 2025.

Round-trip from

$302
(Kiwi.com)

One-way from

$150
(eDestinos)

Popular in

December

Cheapest in

May

Average price

$745
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. 8% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 18, 2025.
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 MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Thu 1/29

4:30 pm-9:47 am

3 stops39h 17m

San Juan Luis Munoz Marin Intl

Thu 2/5

4:40 pm-10:46 pm

1 stop8h 06m

$375

Des MoinesSimpson Bay

DSM - SXM

DSMSXM

Des Moines

Thu 1/29

4:30 pm-2:10 pm

2 stops43h 40m

Simpson Bay Princess Juliana

Thu 2/5

3:15 pm-10:46 pm

1 stop9h 31m

$375

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Wed 1/28

7:43 am-8:50 pm

2 stops11h 07m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:07 am-5:06 pm

1 stop11h 59m

$395

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Tue 2/10

6:24 am-8:58 pm

2 stops12h 34m

San Juan Luis Munoz Marin Intl

Tue 2/24

7:00 am-3:40 pm

2 stops10h 40m

$395

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sun 2/22

8:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Mon 3/2

2:05 am-2:27 pm

2 stops14h 22m

$395

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Tue 3/3

5:15 am-7:06 pm

2 stops11h 51m

San Juan Luis Munoz Marin Intl

Tue 3/10

12:58 pm-9:19 pm

1 stop9h 21m

$395

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sun 2/22

6:19 am-9:12 pm

2 stops12h 53m

San Juan Luis Munoz Marin Intl

Thu 2/26

6:15 am-8:49 pm

2 stops16h 34m

$395

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Fri 1/30

11:42 am-9:39 pm

1 stop7h 57m

San Juan Luis Munoz Marin Intl

Fri 2/6

8:20 am-3:44 pm

1 stop9h 24m

$395

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Sun 2/1

4:46 pm-12:58 pm

2 stops19h 12m

Montego Bay Sangster Intl

Tue 2/10

4:16 pm-10:50 am

2 stops19h 34m

$404

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Tue 4/21

5:19 am-1:34 pm

1 stop8h 15m

Montego Bay Sangster Intl

Tue 4/28

12:30 pm-12:14 pm

1 stop23h 44m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 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, January is the cheapest month in which you can book a flight from Des Moines to Caribbean Islands (average of $159). Flying from Des Moines to Caribbean Islands in December is currently the most expensive (average of $491). 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 EPX?

Find hourly flight availability from Des Moines 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 December 18, 2025.

When flying from Des Moines to Caribbean Islands, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 12% versus a flight in the afternoon.

What is the cheapest day to fly from Des Moines to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Des Moines to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Des Moines to Caribbean Islands flight should consider departing on Sunday afternoons when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 18, 2025.
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
8,005 reviews

Entertainment

7.9

Boarding

8.1

Overall

7.9

Food

7.3

Crew

8.5

Comfort

7.9

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Boarding

8.1

Overall

7.9

Food

7.3

Crew

8.5

Comfort

7.9

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
9,091 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Boarding

8.1

Overall

7.9

Food

7.3

Crew

8.5

Comfort

7.9

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Boarding

8.1

Overall

7.9

Food

7.3

Crew

8.5

Comfort

7.9

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, Delta, and United Airlines can get you from Des Moines to Caribbean Islands in just under 6h 22m. Your travel time can differ by up to 6h 12m. The distance from Des Moines to Caribbean Islands is about 1468 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 - Punta Cana or Des Moines - Montego Bay Sangster Intl 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, January is the cheapest month in which you can book a flight from Des Moines to Caribbean Islands (average of $159). Flying from Des Moines to Caribbean Islands in December is currently the most expensive (average of $491). 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 Islands

Discover the top 5 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$187FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$352Average$710FlexibilityNo cancel feeOn-time71%
DeltaCheapest$357Average$723FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$419Average$722FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$515Average$675FlexibilityNo cancel feeOn-time63%

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