Caribbean

$195+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
May 24 — May 311
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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 April 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/24. 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 8/165:12 pm
DSM
-
SJU
1 stop20h 22m
Multiple Airlines
Thu 8/206:30 am
SJU
-
DSM
1 stop14h 24m
Multiple Airlines
Deal found 4/24$267
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/284:41 pm
DSM
-
SJU
2 stops23h 11m
Multiple Airlines
Thu 6/47:00 am
SJU
-
DSM
1 stop16h 58m
Multiple Airlines
Deal found 4/22$279
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 8/146:07 pm
DSM
-
SJU
1 stop20h 58m
Multiple Airlines
Thu 8/206:30 am
SJU
-
DSM
1 stop14h 24m
Multiple Airlines
Deal found 4/24$283
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 8/165:12 pm
DSM
-
SJU
1 stop20h 22m
Multiple Airlines
Fri 8/216:41 pm
SJU
-
DSM
2 stops50h 13m
Multiple Airlines
Deal found 4/24$287
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 8/146:07 pm
DSM
-
SJU
1 stop20h 58m
Multiple Airlines
Fri 8/216:41 pm
SJU
-
DSM
2 stops50h 13m
Multiple Airlines
Deal found 4/24$303
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 8/165:12 pm
DSM
-
SJU
1 stop20h 22m
Multiple Airlines
Tue 8/254:05 pm
SJU
-
DSM
2 stops22h 26m
Multiple Airlines
Deal found 4/24$313
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 8/165:12 pm
DSM
-
SJU
1 stop20h 22m
Multiple Airlines
Wed 8/264:05 pm
SJU
-
DSM
2 stops28h 49m
Multiple Airlines
Deal found 4/24$329
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sat 8/88:00 am
DSM
-
SJU
1 stop15h 41m
Multiple Airlines
Sun 8/167:00 am
SJU
-
DSM
1 stop17h 19m
Multiple Airlines
Deal found 4/22$330
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 6/43:37 pm
DSM
-
SJU
2 stops24h 37m
Multiple Airlines
Thu 6/117:00 am
SJU
-
DSM
1 stop16h 58m
Multiple Airlines
Deal found 4/20$333
This United Airlines deal was found by Cheapflights users on 4/19. 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 10/296:15 am
DSM
-
MBJ
1 stop6h 31m
United Airlines
Tue 11/32:48 pm
MBJ
-
DSM
1 stop10h 52m
United Airlines
Deal found 4/19$352
This American Airlines deal was found by Cheapflights users on 4/22. 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 11/184:03 pm
DSM
-
MBJ
2 stops17h 12m
American Airlines
Mon 11/232:19 pm
MBJ
-
DSM
1 stop10h 25m
American Airlines
Deal found 4/22$362
This American Airlines deal was found by Cheapflights users on 4/19. 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 8/271:35 pm
DSM
-
MBJ
1 stop23h 53m
American Airlines
Tue 9/15:13 pm
MBJ
-
DSM
2 stops15h 17m
American Airlines
Deal found 4/19$364

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 April 24, 2026.

Round-trip from

$267
(Kiwi.com)

One-way from

$195
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$586
From Des Moines to Caribbean
One-way flight from Des Moines to Caribbean
Highest demand for flights based on searches. 7% potential increase in price ($50 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Average for round-trip flights in April 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 April 24, 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 MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Mon 5/11

5:01 pm-12:07 pm

2 stops18h 06m

Saint Thomas Island Cyril E King

Mon 5/18

5:05 pm-10:31 am

2 stops18h 26m

$420

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Tue 9/22

10:15 am-10:00 pm

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Tue 9/29

7:30 am-8:45 pm

2 stops14h 15m

$466

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Tue 9/15

5:45 am-1:16 pm

1 stop6h 31m

San Juan Luis Munoz Marin Intl

Tue 9/22

7:00 am-8:45 pm

2 stops14h 45m

$466

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Mon 9/7

5:45 am-1:30 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Fri 9/18

12:58 pm-10:26 pm

1 stop10h 28m

$466

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Tue 9/8

10:15 am-10:23 pm

2 stops11h 08m

San Juan Luis Munoz Marin Intl

Fri 9/18

12:58 pm-10:26 pm

1 stop10h 28m

$466
Quickest round-trip

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Wed 5/6

2:44 pm-11:15 pm

1 stop7h 31m

San Juan Luis Munoz Marin Intl

Tue 5/12

2:35 pm-8:36 pm

1 stop7h 01m

$476

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 8/15

8:00 am-8:38 pm

2 stops11h 38m

San Juan Luis Munoz Marin Intl

Fri 8/21

1:00 am-12:19 pm

2 stops12h 19m

$485

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 9/12

6:20 am-10:00 pm

2 stops14h 40m

San Juan Luis Munoz Marin Intl

Thu 9/24

12:58 pm-10:26 pm

1 stop10h 28m

$486

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 9/12

10:15 am-11:44 pm

2 stops12h 29m

San Juan Luis Munoz Marin Intl

Fri 9/18

12:58 pm-10:26 pm

1 stop10h 28m

$486

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Mon 6/29

5:30 am-4:17 pm

1 stop10h 47m

Montego Bay Sangster Intl

Mon 7/6

12:30 pm-12:06 am

1 stop11h 36m

$517

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 58 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

How far ahead should I book a flight from Des Moines to Caribbean?

Booking 10 days in advance of your planned departure date is, on average, the best time to get cheap flights from Des Moines to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Des Moines to Caribbean?

Currently, February is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $176). Flying from Des Moines to Caribbean in July is currently the most expensive (average of $424). 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 April 24, 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.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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, Delta, and United Airlines fly from Des Moines to Caribbean in about 9h 56m. The time it takes to get you to your destination can typically vary by up to 8h 10m. 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 $184 on Delta. Other airlines that offer cheap prices include American Airlines from $198 and United Airlines from $254 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, February is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $176). Flying from Des Moines to Caribbean in July is currently the most expensive (average of $424). 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.

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 April 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$247Average$670FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$396Average$683FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$401Average$880FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$401Average$668FlexibilityNo cancel feeOn-time69%

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