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$171+ Cheap flights from Iowa 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from Iowa to Caribbean

Cheapest flights from Iowa to Caribbean
Explore the most affordable flight options available from Iowa to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:00 amOMA - SJU
1 stop10h 25mUnited Airlines
Tue 12/168:10 amSJU - OMA
1 stop8h 10mUnited Airlines
Deal found 10/29$235
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:00 amOMA - SJU
1 stop8h 36mUnited Airlines
Fri 12/122:05 amSJU - OMA
2 stops14h 15mUnited Airlines
Deal found 10/29$265
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:00 amOMA - SJU
1 stop14h 35mAmerican Airlines
Fri 11/216:00 amSJU - OMA
2 stops13h 34mAmerican Airlines
Deal found 10/27$288
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Tue 12/98:00 amOMA - SJU
2 stops12h 22mUnited Airlines
Fri 1/168:10 amSJU - OMA
2 stops11h 26mUnited Airlines
Deal found 10/30$298
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 11/106:29 amOMA - SJU
2 stops15h 29mAmerican Airlines
Thu 11/204:08 pmSJU - OMA
1 stop18h 43mAmerican Airlines
Deal found 10/28$317
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Tue 12/95:53 pmCID - SJU
2 stops16h 06mAmerican Airlines
Fri 12/1211:00 amSJU - CID
2 stops14h 11mAmerican Airlines
Deal found 10/30$357
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 12/147:28 pmOMA - SJU
1 stop17h 16mAmerican Airlines
Wed 12/1712:49 pmSJU - OMA
2 stops11h 41mAmerican Airlines
Deal found 10/29$360
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:25 pmOMA - PUJ
2 stops19h 59mAmerican Airlines
Sat 11/153:34 pmPUJ - OMA
2 stops19h 17mAmerican Airlines
Deal found 10/27$364
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.
Sat 11/85:25 amOMA - PUJ
1 stop8h 06mDelta
Wed 11/123:50 pmPUJ - OMA
1 stop10h 24mDelta
Deal found 10/27$390
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 11/307:57 pmCID - SJU
2 stops12h 13mAmerican Airlines
Thu 12/42:05 pmSJU - CID
1 stop11h 52mAmerican Airlines
Deal found 10/28$398
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 11/116:30 amCID - SJU
2 stops12h 56mUnited Airlines
Sat 11/157:45 amSJU - CID
2 stops15h 13mUnited Airlines
Deal found 10/27$399
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 11/83:38 pmOMA - PUJ
2 stops18h 02mAmerican Airlines
Wed 11/125:24 pmPUJ - OMA
2 stops19h 41mAmerican Airlines
Deal found 10/30$406

Cheap flight deals from Iowa to Caribbean

Keep the following information in mind while searching for Iowa to Caribbean flight deals. Data was last updated October 30, 2025.

Round-trip from

$235
(United Airlines)

One-way from

$171
(American Airlines)

Popular in

June

Cheapest in

April

Average price

$478
From Iowa to Caribbean
Search Deals
One-way flight from Iowa 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 Iowa 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 30, 2025.
Use the filters below to find and compare flights from Iowa to Caribbean that are best for you.

Fly from

Iowa

Fly to

Caribbean

Route

Depart

Return

Price

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Tue 12/9

8:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Tue 12/16

8:30 am-5:29 pm

2 stops10h 59m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Tue 12/9

8:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Fri 1/16

8:35 am-5:36 pm

1 stop11h 01m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Tue 12/9

8:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Sat 12/13

8:10 am-2:20 pm

1 stop8h 10m

$259

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sun 1/25

11:08 am-8:57 pm

1 stop7h 49m

San Juan Luis Munoz Marin Intl

Sat 1/31

7:30 am-3:16 pm

1 stop9h 46m

$288

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 1/24

3:26 pm-10:48 am

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Wed 2/4

6:00 am-10:56 pm

2 stops18h 56m

$296

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 1/24

1:05 pm-9:30 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Sat 1/31

5:30 am-1:55 pm

1 stop10h 25m

$321

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Mon 2/23

10:40 am-12:05 am

2 stops11h 25m

San Juan Luis Munoz Marin Intl

Thu 2/26

6:00 am-6:20 pm

2 stops14h 20m

$321

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

Sun 2/22

3:01 pm-6:11 am

2 stops13h 10m

San Juan Luis Munoz Marin Intl

Wed 2/25

2:05 am-12:15 pm

2 stops12h 10m

$325

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Mon 3/2

11:26 am-9:00 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:10 am-5:28 pm

2 stops11h 18m

$325

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Mon 3/2

11:26 am-9:00 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:35 am-2:31 pm

1 stop7h 56m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 results
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Best time to book a flight from Iowa to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Iowa 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 Iowa to Caribbean

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

Currently, January is the cheapest month in which you can book a flight from Iowa to Caribbean (average of $159). Flying from Iowa to Caribbean in July is currently the most expensive (average of $396). 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 IA to CB?

Find hourly flight availability from Iowa 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 30, 2025.

It’s typically best to fly out from Iowa to Caribbean in the evening. Doing so could potentially save you 24% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Iowa to Caribbean?

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

Travelers seeking maximum savings on their Iowa 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.

Related info for your journey

Find useful and relevant information for your journey from Iowa to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Iowa to Caribbean?

    United Airlines, American Airlines, and Delta can get you from Iowa to Caribbean in just under 7h 58m. Your travel time can differ by up to 4h 24m. The distance from Iowa to Caribbean is about 2257 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Iowa to Caribbean one-way?

    One-way options have recently been found by users for as low as $171 on American Airlines. Other airlines that offer cheap prices include Delta from $200 and United Airlines from $200 one-way.

  • Can I find deals for flights from Iowa to Caribbean that include hotel bookings?

    Yes. In addition to deals on Iowa to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Iowa to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Iowa to Caribbean.

  • Can I find deals for business class flights from Iowa to Caribbean?

    Yes. Cheapflights offers flight deals from Iowa 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 Iowa to Caribbean?

    Currently, January is the cheapest month in which you can book a flight from Iowa to Caribbean (average of $159). Flying from Iowa to Caribbean in July is currently the most expensive (average of $396). 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 Iowa 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 Iowa to Caribbean

Discover the top 5 airlines that operate flights from Iowa 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$188FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$225Average$674FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$315Average$677FlexibilityNo cancel feeOn-time69%
DeltaCheapest$325Average$688FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$515Average$675FlexibilityNo cancel feeOn-time63%

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