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Caribbean

$108+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
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 August 1, 2025.

Round-trip from

$215
(American Airlines)

One-way from

$108
(American Airlines)

Popular in

June

Cheapest in

October

Average price

$460
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 ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 1, 2025.

This American Airlines deal was found by Cheapflights users on 8/1. 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 9/205:56 pmCID - SJU
2 stops19h 57mAmerican Airlines
Tue 9/304:43 pmSJU - CID
2 stops20h 28mAmerican Airlines
Deal found 8/1$215
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 10/259:41 amOMA - SJU
2 stops13h 16mUnited Airlines
Sat 11/17:10 amSJU - OMA
1 stop8h 22mUnited Airlines
Deal found 7/30$215
This Delta deal was found by Cheapflights users on 8/1. 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 amOMA - SJU
1 stop6h 40mDelta
Thu 11/201:50 pmSJU - OMA
1 stop12h 06mDelta
Deal found 8/1$245
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 10/25:11 amOMA - SJU
1 stop8h 04mAmerican Airlines
Mon 10/63:00 pmSJU - OMA
1 stop9h 59mAmerican Airlines
Deal found 7/30$271
This United Airlines deal was found by Cheapflights users on 7/31. 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 10/298:00 amCID - SJU
2 stops12h 22mUnited Airlines
Mon 11/38:10 amSJU - CID
1 stop7h 48mUnited Airlines
Deal found 7/31$307
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sun 10/266:16 amOMA - PUJ
1 stop8h 29mAmerican Airlines
Thu 10/301:27 pmPUJ - OMA
1 stop10h 27mAmerican Airlines
Deal found 7/30$351
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/82:22 pmDSM - SJU
3 stops22h 49mMultiple Airlines
Sun 9/141:59 amSJU - DSM
2 stops13h 41mMultiple Airlines
Deal found 7/30$375
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1910:41 amDSM - PUJ
1 stop26h 33mMultiple Airlines
Sat 10/253:19 pmPUJ - DSM
1 stop19h 32mMultiple Airlines
Deal found 7/30$379
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Sat 9/136:12 pmDSM - SJU
2 stops15h 59mAmerican Airlines
Sat 9/206:10 amSJU - DSM
2 stops16h 48mAmerican Airlines
Deal found 7/29$394
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 9/134:51 pmOMA - PUJ
2 stops18h 49mUnited Airlines
Sat 9/202:20 pmPUJ - OMA
1 stop8h 50mUnited Airlines
Deal found 7/30$401
This Mytrip deal was found by Cheapflights users on 7/31. 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 12/85:57 pmCID - SJU
2 stops23h 24mMultiple Airlines
Thu 12/112:59 amSJU - CID
2 stops16h 08mMultiple Airlines
Deal found 7/31$402
This Delta deal was found by Cheapflights users on 7/31. 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.
Thu 11/610:00 amDSM - SJU
2 stops10h 59mDelta
Sat 11/157:30 amSJU - DSM
2 stops15h 54mDelta
Deal found 7/31$407

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 August 1, 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

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

Sat 9/20

5:56 pm-2:53 pm

2 stops19h 57m

San Juan Luis Munoz Marin Intl

Tue 9/30

4:43 pm-12:11 pm

2 stops20h 28m

$215

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 10/25

11:27 am-11:57 pm

2 stops11h 30m

San Juan Luis Munoz Marin Intl

Fri 10/31

1:05 am-2:32 pm

2 stops14h 27m

$215

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 10/25

10:41 am-9:59 pm

1 stop10h 18m

San Juan Luis Munoz Marin Intl

Sat 11/1

2:29 pm-11:59 pm

1 stop10h 30m

$265

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Thu 10/2

6:00 pm-11:11 am

2 stops16h 11m

San Juan Luis Munoz Marin Intl

Tue 10/7

7:45 am-11:39 pm

1 stop16h 54m

$271

Cedar RapidsSan Juan

CID - SJU

CIDSJU

Cedar Rapids

Wed 10/29

8:00 am-9:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Mon 11/3

8:10 am-1:58 pm

1 stop7h 48m

$307

OmahaPunta Cana

OMA - PUJ

OMAPUJ

Omaha Eppley Airfield

Sun 10/26

6:16 am-3:45 pm

1 stop8h 29m

Punta Cana

Thu 10/30

1:27 pm-10:54 pm

1 stop10h 27m

$351

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Mon 9/8

2:22 pm-2:11 pm

3 stops22h 49m

San Juan Luis Munoz Marin Intl

Sun 9/14

1:59 am-2:40 pm

2 stops13h 41m

$375

Des MoinesPunta Cana

DSM - PUJ

DSMPUJ

Des Moines

Sun 10/19

10:41 am-2:14 pm

1 stop26h 33m

Punta Cana

Sat 10/25

3:19 pm-9:51 am

1 stop19h 32m

$379

Des MoinesSan Juan

DSM - SJU

DSMSJU

Des Moines

Sat 9/13

6:12 pm-11:11 am

2 stops15h 59m

San Juan Luis Munoz Marin Intl

Sat 9/20

6:10 am-9:58 pm

2 stops16h 48m

$394

OmahaPunta Cana

OMA - PUJ

OMAPUJ

Omaha Eppley Airfield

Sat 9/13

4:51 pm-12:40 pm

2 stops18h 49m

Punta Cana

Sat 9/20

2:20 pm-10:10 pm

1 stop8h 50m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/1

Showing 1-10 of 47 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 June is currently the most expensive (average of $339). 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 August 1, 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.

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 August 1, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Iowa to Caribbean have to say. 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
4,246 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,983 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,904 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,241 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 $108 on American Airlines. Other airlines that offer cheap prices include United Airlines from $153 and Delta from $241 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 June is currently the most expensive (average of $339). 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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$233FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$285Average$699FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$302Average$752FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$689FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$391Average$675FlexibilityNo cancel feeOn-time63%

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