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$209+ 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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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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 October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/26. 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 12/95:40 amDSM - SJU
2 stops14h 29mAmerican Airlines
Tue 12/166:00 amSJU - DSM
2 stops10h 33mAmerican Airlines
Deal found 10/26$365
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/108:40 amDSM - SJU
1 stop16h 53mMultiple Airlines
Thu 11/132:11 amSJU - DSM
2 stops13h 38mMultiple Airlines
Deal found 10/25$392
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/105:40 amDSM - SJU
2 stops9h 23mAmerican Airlines
Wed 12/175:56 pmSJU - DSM
1 stop7h 39mAmerican Airlines
Deal found 10/26$393
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/118:02 amDSM - SJU
2 stops11h 24mUnited Airlines
Sat 11/157:45 amSJU - DSM
1 stop8h 26mUnited Airlines
Deal found 10/27$417
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/209:19 amDSM - SJU
1 stop9h 08mMultiple Airlines
Mon 11/244:35 pmSJU - DSM
1 stop22h 56mMultiple Airlines
Deal found 10/26$424
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/31:43 pmDSM - MBJ
2 stops21h 19mMultiple Airlines
Sat 11/81:07 pmMBJ - DSM
1 stop21h 53mMultiple Airlines
Deal found 10/27$429
This American Airlines deal was found by Cheapflights users on 10/25. 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 11/156:40 pmDSM - SJU
1 stop18h 13mAmerican Airlines
Mon 11/243:53 pmSJU - DSM
1 stop9h 51mAmerican Airlines
Deal found 10/25$440
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:00 amDSM - MBJ
2 stops27h 10mMultiple Airlines
Thu 12/111:05 pmMBJ - DSM
1 stop10h 16mMultiple Airlines
Deal found 10/27$442
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/86:00 pmDSM - MBJ
1 stop20h 01mAmerican Airlines
Mon 12/153:12 pmMBJ - DSM
1 stop9h 40mAmerican Airlines
Deal found 10/26$444
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 12/76:50 pmDSM - MBJ
2 stops18h 39mUnited Airlines
Wed 12/102:48 pmMBJ - DSM
1 stop7h 49mUnited Airlines
Deal found 10/27$445
This Delta deal was found by Cheapflights users on 10/27. 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.
Mon 11/105:35 amDSM - MBJ
1 stop9h 59mDelta
Thu 11/132:17 pmMBJ - DSM
1 stop9h 16mDelta
Deal found 10/27$449
This Delta deal was found by Cheapflights users on 10/27. 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.
Sun 12/75:34 amDSM - MBJ
1 stop6h 30mDelta
Thu 12/115:58 pmMBJ - DSM
2 stops21h 21mDelta
Deal found 10/27$450

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 October 28, 2025.

Round-trip from

$365
(American Airlines)

One-way from

$209
(Kiwi.com)

Popular in

June

Cheapest in

April

Average price

$478
From Des Moines to Caribbean
Search Deals
One-way flight from Des Moines to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 28, 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 MoinesSaint Thomas Island

DSM - STT

DSMSTT

Des Moines

Sun 2/1

4:30 pm-3:11 pm

2 stops20h 41m

Saint Thomas Island Cyril E King

Thu 2/5

1:33 pm-3:40 pm

2 stops28h 07m

$402

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 11/8

11:32 am-9:00 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Tue 11/11

2:05 am-2:19 pm

2 stops14h 14m

$417

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Mon 11/3

6:15 am-9:30 pm

2 stops13h 15m

San Juan Luis Munoz Marin Intl

Sat 11/8

8:50 am-2:55 pm

1 stop8h 05m

$417

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Tue 11/11

8:02 am-9:26 pm

2 stops11h 24m

San Juan Luis Munoz Marin Intl

Sat 11/15

7:45 am-2:11 pm

1 stop8h 26m

$417

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Wed 12/10

7:44 am-5:03 pm

1 stop7h 19m

San Juan Luis Munoz Marin Intl

Wed 12/17

8:20 am-4:35 pm

1 stop10h 15m

$427

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Mon 11/3

1:43 pm-12:02 pm

2 stops21h 19m

Montego Bay Sangster Intl

Sat 11/8

1:07 pm-10:00 am

1 stop21h 53m

$429

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Mon 12/8

6:00 pm-3:01 pm

1 stop20h 01m

Montego Bay Sangster Intl

Mon 12/15

3:12 pm-11:52 pm

1 stop9h 40m

$444

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Sun 12/7

5:34 am-1:04 pm

1 stop6h 30m

Montego Bay Sangster Intl

Tue 12/9

2:29 pm-10:34 pm

1 stop9h 05m

$445

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Sun 12/7

7:05 am-3:22 pm

1 stop7h 17m

Montego Bay Sangster Intl

Wed 12/10

3:12 pm-8:14 am

1 stop18h 02m

$445

Des MoinesMontego Bay

DSM - MBJ

DSMMBJ

Des Moines

Fri 11/28

4:03 pm-10:08 am

1 stop17h 05m

Montego Bay Sangster Intl

Sat 12/6

1:51 pm-10:59 pm

1 stop10h 08m

$445

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 58 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, January is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $159). Flying from Des Moines to Caribbean in June is currently the most expensive (average of $444). 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 October 28, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 37% on flights from Des Moines to Caribbean by exploring options for tickets in the evening.

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

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

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

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 October 28, 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
4,240 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,001 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,124 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 United Airlines, Southwest, and American Airlines fly from Des Moines to Caribbean in about 7h 19m. The time it takes to get you to your destination can typically vary by up to 5h 56m. There are 2278 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 $209 on Frontier. Other airlines that offer cheap prices include American Airlines from $241 and Southwest from $247 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 - San Juan Luis Munoz Marin Intl, Des Moines - Saint Thomas Island Cyril E King and Des Moines - Oranjestad Reina Beatrix.

  • 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, January is the cheapest month in which you can book a flight from Des Moines to Caribbean (average of $159). Flying from Des Moines to Caribbean in June is currently the most expensive (average of $444). 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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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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$188FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$347Average$677FlexibilityNo cancel feeOn-time71%
DeltaCheapest$357Average$675FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$419Average$714FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$515Average$675FlexibilityNo cancel feeOn-time63%

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