Caribbean

$118+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
ene. 11 — ene. 181
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Cheap 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 diciembre 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/148:00 amCID - SJU
2 stops12h 22mUnited Airlines
mar. 12/167:45 amSJU - CID
2 stops15h 34mUnited Airlines
Deal found 12/10$399
This American Airlines deal was found by Cheapflights users on 12/11. 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.
jue. 12/116:02 pmOMA - SJU
2 stops14h 07mAmerican Airlines
lun. 12/152:36 pmSJU - OMA
2 stops10h 50mAmerican Airlines
Deal found 12/11$399
This United Airlines deal was found by Cheapflights users on 12/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/146:00 amOMA - PUJ
1 stop10h 18mUnited Airlines
mar. 12/162:55 pmPUJ - OMA
1 stop8h 52mUnited Airlines
Deal found 12/10$404
This Frontier deal was found by Cheapflights users on 12/11. 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.
mar. 12/2311:14 amDSM - SJU
1 stop13h 36mFrontier
lun. 12/293:55 amSJU - DSM
1 stop8h 24mFrontier
Deal found 12/11$424
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
vie. 12/198:05 amDSM - SJU
2 stops40h 45mMultiple Airlines
mar. 12/236:00 amSJU - DSM
1 stop19h 10mMultiple Airlines
Deal found 12/10$458
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
sáb. 12/203:47 pmDSM - SJU
2 stops18h 11mMultiple Airlines
mar. 12/236:00 amSJU - DSM
1 stop19h 10mMultiple Airlines
Deal found 12/10$463
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
dom. 12/144:21 pmDSM - SJU
2 stops15h 16mMultiple Airlines
dom. 12/213:15 pmSJU - DSM
1 stop25h 48mMultiple Airlines
Deal found 12/10$473
This American Airlines deal was found by Cheapflights users on 12/10. 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.
mar. 12/306:52 pmDSM - MBJ
2 stops18h 22mAmerican Airlines
vie. 1/94:27 pmMBJ - DSM
1 stop7h 56mAmerican Airlines
Deal found 12/10$475
This American Airlines deal was found by Cheapflights users on 12/10. 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.
mar. 12/237:18 pmOMA - SJU
1 stop7h 42mAmerican Airlines
mar. 12/301:30 amSJU - OMA
1 stop9h 21mAmerican Airlines
Deal found 12/10$480
This United Airlines deal was found by Cheapflights users on 12/11. 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.
lun. 12/158:00 amCID - SJU
2 stops12h 22mUnited Airlines
mié. 12/178:30 amSJU - CID
2 stops14h 49mUnited Airlines
Deal found 12/11$489
This American Airlines deal was found by Cheapflights users on 12/10. 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.
jue. 12/252:07 pmDSM - MBJ
1 stop21h 18mAmerican Airlines
mié. 1/74:27 pmMBJ - DSM
1 stop7h 56mAmerican Airlines
Deal found 12/10$509
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
sáb. 12/203:47 pmDSM - SJU
2 stops18h 11mMultiple Airlines
lun. 12/226:28 pmSJU - DSM
1 stop30h 42mMultiple Airlines
Deal found 12/10$525

Find flight deals from Iowa to Caribbean

Keep the following information in mind while searching for Iowa to Caribbean flight deals. Data was last updated diciembre 12, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$118
(American Airlines)

Popular in

December

Cheapest in

May

Average price

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

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 diciembre 12, 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

dom. 2/1

11:26 am-9:00 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

vie. 2/6

8:10 am-5:36 pm

2 stops11h 26m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

dom. 2/8

5:40 pm-10:48 am

2 stops15h 08m

San Juan Luis Munoz Marin Intl

sáb. 2/14

6:00 am-11:53 am

1 stop7h 53m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

mar. 1/20

5:40 pm-10:48 am

2 stops15h 08m

San Juan Luis Munoz Marin Intl

mar. 1/27

1:24 pm-10:56 pm

2 stops11h 32m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

sáb. 1/31

5:21 pm-6:11 am

2 stops10h 50m

San Juan Luis Munoz Marin Intl

vie. 2/6

8:10 am-5:36 pm

2 stops11h 26m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

lun. 3/2

7:39 pm-2:39 pm

1 stop17h 00m

San Juan Luis Munoz Marin Intl

mié. 3/11

7:40 am-4:36 pm

1 stop9h 56m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

dom. 2/1

5:04 pm-1:08 pm

1 stop18h 04m

San Juan Luis Munoz Marin Intl

vie. 2/6

7:07 am-4:50 pm

1 stop11h 43m

$235

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

sáb. 1/31

7:00 am-9:39 pm

1 stop12h 39m

San Juan Luis Munoz Marin Intl

vie. 2/6

6:00 am-5:49 pm

1 stop13h 49m

$288

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

mar. 1/6

11:32 am-12:36 am

2 stops11h 04m

San Juan Luis Munoz Marin Intl

mar. 1/27

2:05 am-2:20 pm

2 stops14h 15m

$325

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

dom. 1/18

8:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

vie. 1/30

2:05 am-2:20 pm

2 stops14h 15m

$325

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

dom. 2/1

8:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

jue. 2/5

8:35 am-2:25 pm

1 stop7h 50m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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 diciembre 12, 2025.

It’s typically best to fly out from Iowa to Caribbean in the evening. Doing so could potentially save you 17% on the flight price compared to flying in the afternoon, 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 34m. Your travel time can differ by up to 7h 34m. The distance from Iowa to Caribbean 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 one-way?

    One-way options have recently been found by users for as low as $118 on American Airlines. Other airlines that offer cheap prices include Delta from $184 and United Airlines from $228 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 diciembre 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$187FlexibilityNo cancel feeOn-time62%
DeltaCheapest$222Average$699FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$225Average$676FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$315Average$671FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$515Average$675FlexibilityNo cancel feeOn-time63%

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