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$160+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$380
(Kiwi.com)

One-way from

$160
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$561
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. 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

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 July 29, 2025.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/13:17 pmDSM - PUJ
1 stop19h 24mMultiple Airlines
Wed 10/83:19 pmPUJ - DSM
1 stop19h 42mMultiple Airlines
Deal found 7/29$380
This Delta deal was found by Cheapflights users on 7/27. 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 11/126:20 amDSM - SJU
2 stops15h 30mDelta
Thu 11/207:00 amSJU - DSM
2 stops15h 50mDelta
Deal found 7/27$395
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/122:12 pmDSM - SJU
3 stops22h 59mMultiple Airlines
Thu 9/181:59 amSJU - DSM
2 stops13h 41mMultiple Airlines
Deal found 7/29$409
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/13:17 pmDSM - MBJ
2 stops19h 48mMultiple Airlines
Wed 10/812:10 pmMBJ - DSM
1 stop21h 51mMultiple Airlines
Deal found 7/29$415
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
1 stop19h 03mAmerican Airlines
Mon 9/2212:01 pmSJU - DSM
2 stops10h 53mAmerican Airlines
Deal found 7/29$436
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Mon 11/1711:26 amDSM - SJU
1 stop7h 34mUnited Airlines
Tue 11/187:45 amSJU - DSM
1 stop8h 26mUnited Airlines
Deal found 7/27$482
This Delta deal was found by Cheapflights users on 7/28. 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 9/275:44 amDSM - STT
1 stop6h 49mDelta
Tue 9/302:43 pmSTT - DSM
1 stop8h 54mDelta
Deal found 7/28$485
This American Airlines deal was found by Cheapflights users on 7/28. 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 10/96:22 pmDSM - STT
1 stop15h 28mAmerican Airlines
Mon 10/135:20 pmSTT - DSM
2 stops16h 40mAmerican Airlines
Deal found 7/28$497
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 - NAS
1 stop7h 09mDelta
Tue 11/111:21 pmNAS - DSM
1 stop10h 02mDelta
Deal found 7/29$515
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.
Fri 9/125:38 pmDSM - GCM
1 stop17h 47mAmerican Airlines
Fri 9/1912:25 pmGCM - DSM
1 stop10h 41mAmerican Airlines
Deal found 7/29$519
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/72:25 pmDSM - MBJ
2 stops22h 20mFrontier
Sat 9/132:05 pmMBJ - DSM
2 stops23h 35mFrontier
Deal found 7/29$521
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 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 29, 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 MoinesPunta Cana

DSM - PUJ

DSMPUJ

Des Moines

Wed 10/1

3:17 pm-11:41 am

1 stop19h 24m

Punta Cana

Wed 10/8

3:19 pm-10:01 am

1 stop19h 42m

$380

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Wed 11/12

6:20 am-11:50 pm

2 stops15h 30m

San Juan Luis Munoz Marin Intl

Thu 11/20

7:00 am-8:50 pm

2 stops15h 50m

$395

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Fri 9/12

2:12 pm-2:11 pm

3 stops22h 59m

San Juan Luis Munoz Marin Intl

Thu 9/18

1:59 am-2:40 pm

2 stops13h 41m

$409

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 11/15

7:05 pm-3:02 pm

1 stop17h 57m

San Juan Luis Munoz Marin Intl

Fri 11/21

3:53 pm-8:34 am

1 stop18h 41m

$436

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

$437

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Wed 1/21

11:30 am-9:00 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-2:11 pm

2 stops14h 06m

$445

Des MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Sat 9/27

5:44 am-1:33 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

Tue 9/30

2:43 pm-10:37 pm

1 stop8h 54m

$485

Des MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Sat 1/10

2:10 pm-12:10 pm

2 stops20h 00m

Saint Thomas Island Cyril E King

Sat 1/17

4:25 pm-8:58 am

2 stops18h 33m

$497

Des MoinesNassau

DSM - NAS

DSMNAS

Des Moines

Tue 11/4

5:40 am-11:51 am

1 stop5h 11m

Nassau Intl

Tue 11/11

1:21 pm-10:23 pm

1 stop10h 02m

$515

Des MoinesGeorge Town

DSM - GCM

DSMGCM

Des Moines

Fri 9/12

5:38 pm-11:25 am

1 stop17h 47m

George Town Owen Roberts Intl

Fri 9/19

12:25 pm-11:06 pm

1 stop10h 41m

$519

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 44 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 July 29, 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 July 29, 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
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

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
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

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
8,896 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

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
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

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
9,826 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

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. 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.

  • 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 $199 on American Airlines. Other airlines that offer cheap prices include Delta from $269 and United Airlines from $284 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 - Road Town Beef Island, Des Moines - San Juan Luis Munoz Marin Intl 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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Alternative routes for Des Moines to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Moline to Orlando flights

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 July 29, 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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