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Caribbean

$111+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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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 April 17, 2025.

Round-trip from

$256
(American Airlines)

One-way from

$111
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$430
From Iowa to Caribbean
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One-way flight from Iowa to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/17. 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.
Mon 7/144:13 pmOMA - SJU
2 stops21h 41mAmerican Airlines
Wed 7/233:45 pmSJU - OMA
2 stops20h 06mAmerican Airlines
Deal found 4/17$256
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/36:15 amOMA - SJU
1 stop8h 25mUnited Airlines
Fri 5/91:05 amSJU - OMA
2 stops14h 31mUnited Airlines
Deal found 4/17$292
This Frontier deal was found by Cheapflights users on 4/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2511:20 amOMA - SJU
1 stop12h 01mFrontier
Sat 5/319:30 pmSJU - OMA
1 stop13h 47mFrontier
Deal found 4/17$318
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Mon 4/287:31 pmCID - SJU
1 stop8h 29mAmerican Airlines
Wed 5/76:30 amSJU - CID
1 stop13h 11mAmerican Airlines
Deal found 4/16$328
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/287:00 amCID - SJU
1 stop7h 08mDelta
Thu 7/1012:56 pmSJU - CID
1 stop10h 59mDelta
Deal found 4/15$335
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/236:20 amOMA - SJU
1 stop7h 58mDelta
Wed 8/275:55 pmSJU - OMA
1 stop6h 58mDelta
Deal found 4/17$335
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/277:04 pmCID - SJU
3 stops38h 35mMultiple Airlines
Thu 7/104:46 pmSJU - CID
1 stop26h 16mMultiple Airlines
Deal found 4/15$361
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sat 4/265:43 amDSM - SJU
2 stops13h 45mAmerican Airlines
Tue 4/297:15 amSJU - DSM
2 stops12h 46mAmerican Airlines
Deal found 4/17$367
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Mon 4/282:51 pmCID - SJU
1 stop8h 03mUnited Airlines
Tue 5/61:05 amSJU - CID
2 stops10h 31mUnited Airlines
Deal found 4/16$382
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 9/186:10 pmOMA - PLS
2 stops16h 51mAmerican Airlines
Thu 9/254:00 pmPLS - OMA
2 stops18h 03mAmerican Airlines
Deal found 4/17$389
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/51:31 pmDSM - SJU
2 stops33h 21mMultiple Airlines
Thu 5/81:59 amSJU - DSM
2 stops22h 14mMultiple Airlines
Deal found 4/16$392
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Sun 9/287:25 pmOMA - AUA
2 stops19h 05mAmerican Airlines
Sat 10/45:25 pmAUA - OMA
2 stops20h 35mAmerican Airlines
Deal found 4/16$431

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 April 17, 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

Mon 7/14

4:13 pm-2:54 pm

2 stops21h 41m

San Juan Luis Munoz Marin Intl

Fri 7/25

3:45 pm-8:56 am

2 stops18h 11m

$256

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 5/3

6:15 am-3:40 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:05 am-2:36 pm

2 stops14h 31m

$292

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sun 5/25

11:20 am-12:21 am

1 stop12h 01m

San Juan Luis Munoz Marin Intl

Sat 5/31

9:30 pm-10:17 am

1 stop13h 47m

$318

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

Mon 4/28

7:31 pm-5:00 am

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Wed 5/7

6:30 am-6:41 pm

1 stop13h 11m

$328

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

Sat 6/28

7:00 am-3:08 pm

1 stop7h 08m

San Juan Luis Munoz Marin Intl

Thu 7/10

12:56 pm-10:55 pm

1 stop10h 59m

$335

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 8/23

6:20 am-3:18 pm

1 stop7h 58m

San Juan Luis Munoz Marin Intl

Wed 8/27

5:55 pm-11:53 pm

1 stop6h 58m

$335

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

Fri 6/27

7:04 pm-10:39 am

3 stops38h 35m

San Juan Luis Munoz Marin Intl

Thu 7/10

4:46 pm-6:02 pm

1 stop26h 16m

$361

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Mon 5/5

3:34 pm-11:54 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Fri 5/9

2:55 pm-10:45 pm

1 stop8h 50m

$367

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

Mon 4/28

2:51 pm-11:54 pm

1 stop8h 03m

San Juan Luis Munoz Marin Intl

Tue 5/6

1:05 am-10:36 am

2 stops10h 31m

$382

OmahaProvidenciales

OMA - PLS

OMAPLS

Omaha Eppley Airfield

Thu 9/18

6:10 pm-12:01 pm

2 stops16h 51m

Providenciales

Thu 9/25

4:00 pm-9:03 am

2 stops18h 03m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 52 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, September is the cheapest month in which you can book a flight from Iowa to Caribbean (average of $254). Flying from Iowa to Caribbean in December is currently the most expensive (average of $336). 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 April 17, 2025.

When flying from Iowa to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 17, 2025.
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,409 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
LATAM Airlines
7.5
Good
1,761 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • 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 $111 on American Airlines. Other airlines that offer cheap prices include United Airlines from $142 and Delta from $189 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, September is the cheapest month in which you can book a flight from Iowa to Caribbean (average of $254). Flying from Iowa to Caribbean in December is currently the most expensive (average of $336). 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$254FlexibilityNo cancel feeOn-time62%
DeltaCheapest$266Average$688FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$310Average$651FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$315Average$770FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$391Average$635FlexibilityNo cancel feeOn-time63%

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