Caribbean

$148+ 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 3/23. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Apr 11 — Apr 181
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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 March 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/9. 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 3/307:22 pm
DSM
-
SJU
2 stops22h 33m
Multiple Airlines
Thu 4/26:00 am
SJU
-
DSM
1 stop8h 46m
Multiple Airlines
Deal found 3/9$317
This American Airlines deal was found by Cheapflights users on 3/7. 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 6/296:02 am
DSM
-
MBJ
1 stop7h 53m
American Airlines
Mon 7/65:17 pm
MBJ
-
DSM
2 stops19h 39m
American Airlines
Deal found 3/7$342
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/217:16 pm
DSM
-
MBJ
2 stops19h 54m
United Airlines
Tue 4/284:12 pm
MBJ
-
DSM
2 stops20h 17m
United Airlines
Deal found 3/7$349
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/97:00 am
DSM
-
SJU
2 stops34h 55m
Multiple Airlines
Thu 4/166:00 am
SJU
-
DSM
1 stop11h 00m
Multiple Airlines
Deal found 3/10$354
This American Airlines deal was found by Cheapflights users on 3/9. 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 5/168:03 pm
DSM
-
MBJ
1 stop16h 10m
American Airlines
Sat 5/2312:41 pm
MBJ
-
DSM
1 stop11h 29m
American Airlines
Deal found 3/9$357
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:01 pm
DSM
-
MBJ
2 stops18h 28m
American Airlines
Fri 5/14:37 pm
MBJ
-
DSM
2 stops17h 49m
American Airlines
Deal found 3/10$361
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:37 pm
DSM
-
MBJ
1 stop23h 54m
American Airlines
Tue 6/92:08 pm
MBJ
-
DSM
2 stops18h 05m
American Airlines
Deal found 3/10$364
This American Airlines deal was found by Cheapflights users on 3/9. 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 5/158:03 pm
DSM
-
MBJ
2 stops17h 22m
American Airlines
Sat 5/235:17 pm
MBJ
-
DSM
2 stops19h 35m
American Airlines
Deal found 3/9$367
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/27:00 am
DSM
-
SJU
1 stop11h 19m
Multiple Airlines
Sun 4/56:00 am
SJU
-
DSM
1 stop8h 46m
Multiple Airlines
Deal found 3/10$374
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/237:00 am
DSM
-
SJU
2 stops40h 58m
Multiple Airlines
Thu 4/306:00 am
SJU
-
DSM
1 stop17h 06m
Multiple Airlines
Deal found 3/8$382
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:41 pm
DSM
-
MBJ
2 stops16h 45m
Delta
Wed 6/1012:49 pm
MBJ
-
DSM
2 stops21h 25m
Delta
Deal found 3/10$387
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 6/145:02 pm
DSM
-
SJU
1 stop16h 52m
Multiple Airlines
Sun 6/215:56 pm
SJU
-
DSM
1 stop24h 58m
Multiple Airlines
Deal found 3/8$391

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 March 12, 2026.

Round-trip from

$317
(Kiwi.com)

One-way from

$148
(Orbitz)

Popular in

December

Cheapest in

May

Average price

$656
From Des Moines to Caribbean
One-way flight from Des Moines to Caribbean
Highest demand for flights based on searches. 8% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Average for round-trip flights in March 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 March 12, 2026.
Use the filters below to find and compare flights from Des Moines to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Mon 6/29

6:02 am-1:55 pm

1 stop7h 53m

Montego Bay Sangster Intl

Mon 7/6

5:17 pm-12:56 pm

2 stops19h 39m

$342

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Fri 5/15

8:25 pm-1:30 pm

2 stops17h 05m

Montego Bay Sangster Intl

Sat 5/23

2:40 pm-10:35 pm

1 stop7h 55m

$362

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Fri 4/24

8:03 pm-1:25 pm

2 stops17h 22m

Montego Bay Sangster Intl

Fri 5/1

12:25 pm-8:26 am

2 stops20h 01m

$362

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Mon 6/1

6:41 pm-11:26 am

2 stops16h 45m

Montego Bay Sangster Intl

Wed 6/10

12:49 pm-10:14 am

2 stops21h 25m

$387

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Fri 7/10

8:15 pm-3:26 pm

2 stops19h 11m

Montego Bay Sangster Intl

Tue 7/14

2:40 pm-10:35 pm

1 stop7h 55m

$395

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Fri 5/15

8:25 pm-1:30 pm

2 stops17h 05m

Montego Bay Sangster Intl

Mon 5/18

4:12 pm-10:37 am

2 stops18h 25m

$403

Des MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Tue 4/21

5:45 am-1:51 pm

1 stop7h 06m

Saint Thomas Island Cyril E King

Tue 4/28

3:05 pm-10:34 pm

1 stop8h 29m

$420

Des MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Sun 3/22

7:00 am-4:29 pm

1 stop8h 29m

Saint Thomas Island Cyril E King

Thu 3/26

3:40 pm-11:56 pm

1 stop9h 16m

$420

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

2:03 pm-8:39 pm

1 stop7h 36m

$431

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Mon 5/4

6:15 am-3:10 pm

2 stops8h 55m

Montego Bay Sangster Intl

Thu 5/7

2:40 pm-10:37 am

2 stops19h 57m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 60 resultsSorted by cheapest first
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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, November is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $323). 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 March 12, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

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 7h 53m. The time it takes to get you to your destination can typically vary by up to 9h 12m. There are 1841 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 Delta. Other airlines that offer cheap prices include American Airlines from $198 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, November is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $323). 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 March 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$312Average$694FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$396Average$730FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$401Average$695FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$401Average$642FlexibilityNo cancel feeOn-time69%

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