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$128+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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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 January 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sun 2/226:40 pm
CID
-
SJU
1 stop8h 44m
American Airlines
Thu 2/267:33 am
SJU
-
CID
1 stop17h 26m
American Airlines
Deal found 1/27$256
This United Airlines deal was found by Cheapflights users on 1/26. 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 3/211:21 am
OMA
-
SJU
1 stop7h 39m
United Airlines
Thu 3/58:30 am
SJU
-
OMA
1 stop7h 54m
United Airlines
Deal found 1/26$256
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 5/28:01 am
OMA
-
SJU
2 stops14h 49m
United Airlines
Fri 5/87:40 am
SJU
-
OMA
1 stop7h 41m
United Airlines
Deal found 1/27$274
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/1711:26 am
OMA
-
SJU
1 stop7h 34m
United Airlines
Tue 2/247:40 am
SJU
-
OMA
2 stops14h 32m
United Airlines
Deal found 1/26$276
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/167:18 pm
OMA
-
SJU
1 stop8h 06m
American Airlines
Fri 2/276:33 am
SJU
-
OMA
1 stop8h 54m
American Airlines
Deal found 1/26$281
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 2/247:01 am
OMA
-
SJU
1 stop7h 51m
American Airlines
Tue 3/33:39 pm
SJU
-
OMA
1 stop9h 07m
American Airlines
Deal found 1/27$289
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 4/292:55 pm
OMA
-
SJU
1 stop12h 37m
American Airlines
Tue 5/57:25 am
SJU
-
OMA
1 stop16h 50m
American Airlines
Deal found 1/27$297
This United Airlines deal was found by Cheapflights users on 1/27. 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 4/149:05 am
OMA
-
SJU
2 stops11h 19m
United Airlines
Tue 4/217:40 am
SJU
-
OMA
1 stop7h 40m
United Airlines
Deal found 1/27$314
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Sun 2/225:26 pm
CID
-
SJU
2 stops10h 45m
United Airlines
Wed 2/252:05 am
SJU
-
CID
2 stops12h 10m
United Airlines
Deal found 1/27$318
This American Airlines deal was found by Cheapflights users on 1/27. 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 3/26:19 am
OMA
-
SJU
2 stops13h 15m
American Airlines
Tue 3/106:01 pm
SJU
-
OMA
2 stops18h 44m
American Airlines
Deal found 1/27$324
This United Airlines deal was found by Cheapflights users on 1/27. 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 9/296:00 am
OMA
-
SJU
1 stop10h 30m
United Airlines
Mon 10/52:55 pm
SJU
-
OMA
1 stop8h 15m
United Airlines
Deal found 1/27$325
This Delta deal was found by Cheapflights users on 1/27. 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.
Tue 2/245:33 am
CID
-
SJU
1 stop6h 59m
Delta
Tue 3/34:30 pm
SJU
-
CID
1 stop8h 13m
Delta
Deal found 1/27$326

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 January 28, 2026.

Round-trip from

$256
(American Airlines)

One-way from

$128
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$497
From Iowa to Caribbean
Search Deals
One-way flight from Iowa to Caribbean
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 28, 2026.
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 2/28

5:26 pm-6:11 am

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:05 am-12:15 pm

2 stops12h 10m

$256

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

Thu 3/5

6:37 pm-11:57 pm

1 stop7h 20m

$256

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Mon 3/2

6:19 am-9:34 pm

2 stops13h 15m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:33 am-1:27 pm

1 stop8h 54m

$256

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 5/9

6:00 am-5:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

Mon 5/11

1:00 am-12:37 pm

2 stops12h 37m

$256

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 2/28

5:22 pm-6:11 am

2 stops10h 49m

San Juan Luis Munoz Marin Intl

Thu 3/5

3:46 pm-10:30 pm

1 stop8h 44m

$256

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 2/28

5:22 pm-6:11 am

2 stops10h 49m

San Juan Luis Munoz Marin Intl

Wed 3/4

3:46 pm-10:27 pm

1 stop8h 41m

$256

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Mon 3/2

6:04 am-6:25 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Thu 3/5

2:05 am-2:24 pm

2 stops14h 19m

$276

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Tue 3/3

11:26 am-12:36 am

2 stops11h 10m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:05 am-5:38 pm

2 stops11h 33m

$276

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Tue 2/17

11:26 am-9:00 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Tue 2/24

7:40 am-8:12 pm

2 stops14h 32m

$276

OmahaSan Juan

OMA - SJU

OMASJU

Omaha Eppley Airfield

Sat 5/2

7:38 pm-2:12 pm

1 stop17h 34m

San Juan Luis Munoz Marin Intl

Fri 5/8

4:30 pm-12:22 am

1 stop8h 52m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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, February is the cheapest month in which you can book a flight from Iowa to Caribbean (average of $187). 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.

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, Delta, and American Airlines can get you from Iowa to Caribbean in just under 7h 04m. Your travel time can differ by up to 6h 11m. 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 $108 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, February is the cheapest month in which you can book a flight from Iowa to Caribbean (average of $187). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 4 airlines flying from Iowa to Caribbean

Discover the top 4 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$222Average$700FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$225Average$690FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$272Average$679FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$515Average$695FlexibilityNo cancel feeOn-time63%

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