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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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap 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 July 31, 2025.

Round-trip from

$375
(Mytrip)

One-way from

$150
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$561
From Des Moines to Caribbean Islands
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One-way flight from Des Moines to Caribbean Islands
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Highest demand for flights based on searches. 9% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/82:22 pmDSM - SJU
3 stops22h 49mMultiple Airlines
Sun 9/141:59 amSJU - DSM
2 stops13h 41mMultiple Airlines
Deal found 7/30$375
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 10/1910:41 amDSM - PUJ
1 stop26h 33mMultiple Airlines
Sat 10/253:19 pmPUJ - DSM
1 stop19h 32mMultiple Airlines
Deal found 7/30$379
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Sat 9/136:12 pmDSM - SJU
2 stops15h 59mAmerican Airlines
Sat 9/206:10 amSJU - DSM
2 stops16h 48mAmerican Airlines
Deal found 7/29$394
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/135:51 pmDSM - MBJ
2 stops19h 29mMultiple Airlines
Sat 10/1811:28 amMBJ - DSM
2 stops22h 23mMultiple Airlines
Deal found 7/30$417
This American Airlines deal was found by Cheapflights users on 7/30. 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 10/135:00 amDSM - PUJ
1 stop8h 05mAmerican Airlines
Fri 10/173:21 pmPUJ - DSM
1 stop9h 02mAmerican Airlines
Deal found 7/30$459
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 11/192:14 pmDSM - SJU
1 stop7h 03mDelta
Sun 11/233:25 pmSJU - DSM
1 stop7h 25mDelta
Deal found 7/30$485
This American Airlines deal was found by Cheapflights users on 7/29. 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 10/206:22 pmDSM - STT
1 stop16h 38mAmerican Airlines
Thu 10/2311:45 amSTT - DSM
1 stop6h 57mAmerican Airlines
Deal found 7/29$485
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 10/26:30 amDSM - SJU
1 stop7h 14mUnited Airlines
Sat 10/41:05 amSJU - DSM
2 stops12h 14mUnited Airlines
Deal found 7/30$486
This American Airlines deal was found by Cheapflights users on 7/30. 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 10/166:22 pmDSM - MBJ
1 stop14h 51mAmerican Airlines
Tue 10/214:05 pmMBJ - DSM
1 stop7h 03mAmerican Airlines
Deal found 7/30$500
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/52:25 pmDSM - MBJ
2 stops22h 20mFrontier
Fri 9/122:12 pmMBJ - DSM
2 stops47h 28mFrontier
Deal found 7/30$503
This Delta deal was found by Cheapflights users on 7/31. 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 11/45:40 amDSM - NAS
1 stop5h 11mDelta
Tue 11/112:36 pmNAS - DSM
1 stop8h 47mDelta
Deal found 7/31$515
This Delta deal was found by Cheapflights users on 7/29. 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 11/45:40 amDSM - PUJ
1 stop6h 44mDelta
Wed 11/122:03 pmPUJ - DSM
1 stop10h 20mDelta
Deal found 7/29$525

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 July 31, 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

Mon 9/8

2:22 pm-2:11 pm

3 stops22h 49m

San Juan Luis Munoz Marin Intl

Sun 9/14

1:59 am-2:40 pm

2 stops13h 41m

$375

Des MoinesPunta Cana

DSM - PUJ

DSMPUJ

Des Moines

Sun 10/19

10:41 am-2:14 pm

1 stop26h 33m

Punta Cana

Sat 10/25

3:19 pm-9:51 am

1 stop19h 32m

$379

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 9/13

6:12 pm-11:11 am

2 stops15h 59m

San Juan Luis Munoz Marin Intl

Sat 9/20

6:10 am-9:58 pm

2 stops16h 48m

$394

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Mon 10/13

5:51 pm-1:20 pm

2 stops19h 29m

Montego Bay Sangster Intl

Sat 10/18

11:28 am-9:51 am

2 stops22h 23m

$417

Des MoinesPunta Cana

DSM - PUJ

DSMPUJ

Des Moines

Mon 10/13

5:00 am-2:05 pm

1 stop8h 05m

Punta Cana

Fri 10/17

3:21 pm-11:23 pm

1 stop9h 02m

$459

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 1/24

11:30 am-8:55 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Sun 2/1

8:35 am-2:11 pm

1 stop7h 36m

$482

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Wed 11/19

2:14 pm-11:17 pm

1 stop7h 03m

San Juan Luis Munoz Marin Intl

Sun 11/23

3:25 pm-8:50 pm

1 stop7h 25m

$485

Des MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Mon 10/20

6:22 pm-12:00 pm

1 stop16h 38m

Saint Thomas Island Cyril E King

Thu 10/23

11:45 am-5:42 pm

1 stop6h 57m

$485

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Thu 10/16

6:22 pm-9:13 am

1 stop14h 51m

Montego Bay Sangster Intl

Tue 10/21

4:05 pm-11:08 pm

1 stop7h 03m

$500

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Fri 9/5

2:25 pm-12:45 pm

2 stops22h 20m

Montego Bay Sangster Intl

Fri 9/12

2:12 pm-1:40 pm

2 stops47h 28m

$503

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 47 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, September is the cheapest month in which you can book a flight from Des Moines to Caribbean Islands (average of $254). Flying from Des Moines to Caribbean Islands 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 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 July 31, 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 Islands as you normally would.

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 July 31, 2025.
Read through reviews of airlines operating flights from Des Moines to Caribbean Islands, such as Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Air Canada
7.1
Good
9,851 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 ($199), Delta ($241), and United Airlines ($244).

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

    Most travelers choose Des Moines - Punta Cana, Des Moines - Road Town Beef Island or Des Moines - San Juan Luis Munoz Marin 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, September is the cheapest month in which you can book a flight from Des Moines to Caribbean Islands (average of $254). Flying from Des Moines to Caribbean Islands 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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Alternative routes for Des Moines to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$233FlexibilityNo cancel feeOn-time62%
DeltaCheapest$326Average$701FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$347Average$675FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$391Average$675FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$416Average$706FlexibilityNo cancel feeOn-time69%

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