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Caribbean Islands

$92+ Cheap flights from Iowa to Caribbean Islands

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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Iowa to Caribbean Islands

Cheapest flights from Iowa to Caribbean Islands
Explore the most affordable flight options available from Iowa to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Priceline deal was found by Cheapflights users on 12/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1911:24 amOMA - SJU
1 stop13h 26mFrontier
Sun 12/216:00 amSJU - OMA
1 stop30h 16mFrontier
Deal found 12/15$339
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2110:17 amDSM - SJU
1 stop11h 26mFrontier
Mon 12/293:55 amSJU - DSM
1 stop8h 24mFrontier
Deal found 12/16$375
This Frontier deal was found by Cheapflights users on 12/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:14 amDSM - SJU
1 stop7h 13mFrontier
Mon 12/293:55 amSJU - DSM
1 stop8h 24mFrontier
Deal found 12/18$394
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/164:57 pmCID - SJU
2 stops17h 02mAmerican Airlines
Tue 12/2312:30 pmSJU - CID
2 stops12h 03mAmerican Airlines
Deal found 12/15$399
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2211:11 amOMA - SJU
1 stop13h 39mFrontier
Fri 12/267:30 amSJU - OMA
1 stop10h 05mFrontier
Deal found 12/16$414
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Fri 12/195:45 amOMA - PUJ
1 stop10h 33mUnited Airlines
Sun 12/213:28 pmPUJ - OMA
1 stop8h 54mUnited Airlines
Deal found 12/15$464
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/176:00 amOMA - SJU
1 stop10h 25mUnited Airlines
Mon 12/227:45 amSJU - OMA
2 stops14h 34mUnited Airlines
Deal found 12/16$472
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2211:11 amOMA - SJU
1 stop13h 39mFrontier
Sun 12/286:00 amSJU - OMA
1 stop30h 16mFrontier
Deal found 12/15$474
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/306:52 pmDSM - MBJ
2 stops16h 33mAmerican Airlines
Fri 1/94:16 pmMBJ - DSM
2 stops19h 34mAmerican Airlines
Deal found 12/17$485
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/187:13 amOMA - SJU
2 stops11h 58mAmerican Airlines
Mon 12/294:38 pmSJU - OMA
1 stop9h 17mAmerican Airlines
Deal found 12/16$499
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/173:35 pmOMA - SJU
2 stops16h 00mAmerican Airlines
Mon 12/225:24 amSJU - OMA
2 stops9h 49mAmerican Airlines
Deal found 12/16$504
This Delta deal was found by Cheapflights users on 12/16. 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 12/175:07 amOMA - SJU
1 stop10h 21mDelta
Mon 12/227:30 amSJU - OMA
1 stop12h 06mDelta
Deal found 12/16$509

Find flight deals from Iowa to Caribbean Islands

Keep the following information in mind while searching for Iowa to Caribbean Islands flight deals. Data was last updated December 18, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$92
(Trip.com)

Popular in

December

Cheapest in

May

Average price

$745
From Iowa to Caribbean Islands
Search Deals
One-way flight from Iowa to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Iowa to Caribbean Islands 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 December 18, 2025.
Use the filters below to find and compare flights from Iowa to Caribbean Islands that are best for you.

Fly from

Iowa

Fly to

Caribbean Islands

Route

Depart

Return

Price

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Mon 2/2

5:40 pm-10:48 am

2 stops15h 08m

San Juan Luis Munoz Marin Intl

Fri 2/6

6:00 am-4:50 pm

2 stops12h 50m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Tue 3/3

2:54 pm-11:58 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

Tue 3/17

6:15 am-2:19 pm

1 stop9h 04m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Wed 3/4

7:01 am-11:27 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:00 am-11:59 pm

1 stop17h 59m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 1/24

12:00 pm-8:58 pm

1 stop6h 58m

San Juan Luis Munoz Marin Intl

Wed 2/4

4:30 pm-10:54 pm

1 stop8h 24m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Mon 3/2

2:54 pm-11:58 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:30 am-2:19 pm

1 stop7h 49m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sun 2/8

12:00 pm-8:58 pm

1 stop6h 58m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:15 am-3:09 pm

1 stop10h 54m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Tue 2/10

11:00 am-8:58 pm

1 stop7h 58m

San Juan Luis Munoz Marin Intl

Wed 2/18

6:27 pm-11:57 pm

1 stop7h 30m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Tue 2/10

5:52 am-9:26 pm

2 stops13h 34m

San Juan Luis Munoz Marin Intl

Thu 2/19

8:10 am-5:38 pm

2 stops11h 28m

$259

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Fri 5/1

6:15 am-3:42 pm

1 stop8h 27m

San Juan Luis Munoz Marin Intl

Tue 5/5

1:00 am-10:33 am

2 stops10h 33m

$270

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

Sun 1/18

8:00 am-9:26 pm

2 stops11h 26m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-2:20 pm

2 stops14h 15m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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

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

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

Currently, January is the cheapest month in which you can book a flight from Iowa to Caribbean Islands (average of $159). Flying from Iowa to Caribbean Islands 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 EPX?

Find hourly flight availability from Iowa to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s optimal to fly from Iowa to Caribbean Islands in the evening. By choosing this option you can save up to 17% on the cost of your flight, compared to a flight in the afternoon.

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

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

Travelers seeking maximum savings on their Iowa to Caribbean Islands 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 Islands. 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 Islands?

    Airlines like American Airlines, Delta, and United Airlines fly from Iowa to Caribbean Islands in about 7h 04m. The time it takes to get you to your destination can typically vary by up to 8h 04m. The distance between Iowa and Caribbean Islands is about 2365 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 Islands one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $118. Users have also found prices from $184 and $228 on Delta and United Airlines, respectively.

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

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

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

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

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

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

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

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 Islands

Discover the top 5 airlines that operate flights from Iowa to Caribbean Islands. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$187FlexibilityNo cancel feeOn-time62%
DeltaCheapest$222Average$705FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$225Average$676FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$315Average$668FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$515Average$675FlexibilityNo cancel feeOn-time63%

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