$122+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SJU
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Iowa to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Iowa to Caribbean Islands
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Cheapest flights from Iowa to Caribbean IslandsExplore 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 February 3, 2026.
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 February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Mon 5/46:45 pm
CID
- SJU
1 stop18h 46m
Multiple Airlines
Fri 5/86:00 am
SJU
- CID
1 stop12h 55m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$233
This American Airlines deal was found by Cheapflights users on 2/3. 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 5/66:00 am
CID
- SJU
2 stops11h 10m
American Airlines
Wed 5/611:59 pm
SJU
- CID
1 stop13h 30m
American Airlines
Deal found 2/3![American Airlines logo]()
$251
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/141:14 pm
CID
- SJU
1 stop8h 48m
American Airlines
Fri 4/173:10 pm
SJU
- CID
1 stop18h 35m
American Airlines
Deal found 2/2![American Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 2/3. 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 3/22:54 pm
OMA
- SJU
1 stop7h 04m
Delta
Thu 3/56:37 pm
SJU
- OMA
1 stop7h 20m
Delta
Deal found 2/3![Delta logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Mon 5/46:45 pm
CID
- SJU
1 stop18h 46m
Multiple Airlines
Thu 5/73:36 pm
SJU
- CID
1 stop27h 19m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$264
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:30 am
MLI
- SJU
2 stops11h 08m
United Airlines
Sat 5/167:20 am
SJU
- MLI
2 stops12h 52m
United Airlines
Deal found 2/1![United Airlines logo]()
$273
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/911:31 am
OMA
- SJU
1 stop8h 03m
United Airlines
Fri 5/151:40 pm
SJU
- OMA
1 stop11h 10m
United Airlines
Deal found 2/1![United Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/32:36 pm
DSM
- STT
1 stop23h 58m
Multiple Airlines
Wed 5/64:40 pm
STT
- DSM
1 stop23h 35m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 2/3. 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
Wed 3/116:00 am
SJU
- OMA
1 stop18h 59m
American Airlines
Deal found 2/3![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/295:17 am
OMA
- SJU
1 stop16h 45m
American Airlines
Tue 5/57:25 am
SJU
- OMA
1 stop16h 50m
American Airlines
Deal found 2/2![American Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Mon 3/306:57 pm
CID
- SJU
1 stop15h 52m
Multiple Airlines
Wed 4/81:59 am
SJU
- CID
2 stops40h 56m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/66:41 pm
CID
- SJU
1 stop16h 08m
Multiple Airlines
Thu 4/97:54 pm
SJU
- CID
1 stop23h 01m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$309
Best flights from Iowa to Caribbean IslandsDiscover carefully curated flight deals from Iowa to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Iowa to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Delta deal was found by Cheapflights users on 2/1. 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.
Tue 3/32:54 pm
OMA
- SJU
1 stop7h 04m
Delta
Thu 3/53:55 pm
SJU
- OMA
1 stop10h 02m
Delta
Deal found 2/1![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Tue 3/37:01 am
OMA
- SJU
2 stops12h 33m
American Airlines
Thu 3/55:18 pm
SJU
- OMA
1 stop8h 57m
American Airlines
Deal found 2/1![American Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:00 am
OMA
- SJU
2 stops12h 22m
United Airlines
Thu 3/53:46 pm
SJU
- OMA
1 stop8h 44m
United Airlines
Deal found 2/1![United Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Mon 5/46:45 pm
CID
- SJU
1 stop18h 46m
Multiple Airlines
Thu 5/73:36 pm
SJU
- CID
1 stop27h 19m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$264
This Southwest deal was found by Cheapflights users on 1/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:20 am
DSM
- SJU
2 stops10h 10m
Southwest
Sun 5/1011:40 am
SJU
- DSM
2 stops12h 40m
Southwest
Deal found 1/31![Southwest logo]()
$416
This Delta deal was found by Cheapflights users on 2/2. 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 2/242:54 pm
OMA
- SJU
1 stop7h 04m
Delta
Wed 3/44:30 pm
SJU
- OMA
1 stop8h 22m
Delta
Deal found 2/2![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 2/1. 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 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
2 stops11h 15m
United Airlines
Thu 3/52:25 pm
SJU
- OMA
1 stop11h 05m
United Airlines
Deal found 2/1![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 2/1. 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.
Thu 5/141:15 pm
OMA
- SJU
1 stop8h 39m
Delta
Tue 5/191:55 pm
SJU
- OMA
1 stop7h 56m
Delta
Deal found 2/1![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 2/2. 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 4/258:00 am
OMA
- SJU
2 stops12h 24m
United Airlines
Fri 5/81:00 am
SJU
- OMA
2 stops10h 29m
United Airlines
Deal found 2/2![United Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Mon 5/46:45 pm
CID
- SJU
2 stops18h 43m
Multiple Airlines
Fri 5/86:00 am
SJU
- CID
1 stop12h 55m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 2/2. 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 4/257:04 am
OMA
- SJU
1 stop8h 19m
Delta
Sat 5/91:55 pm
SJU
- OMA
1 stop7h 56m
Delta
Deal found 2/2![Delta logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/32:36 pm
DSM
- STT
1 stop23h 58m
Multiple Airlines
Wed 5/64:40 pm
STT
- DSM
1 stop23h 35m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/116:40 pm
MLI
- SJU
2 stops15h 08m
American Airlines
Tue 4/145:45 am
SJU
- MLI
2 stops13h 25m
American Airlines
Deal found 2/1![American Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:30 am
MLI
- SJU
2 stops11h 08m
United Airlines
Sat 5/167:20 am
SJU
- MLI
2 stops12h 52m
United Airlines
Deal found 2/1![United Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/268:30 am
DSM
- SJU
1 stop27h 03m
Multiple Airlines
Fri 5/16:00 am
SJU
- DSM
2 stops17h 42m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/106:00 am
MLI
- SJU
2 stops15h 58m
American Airlines
Tue 3/177:11 am
SJU
- MLI
2 stops12h 24m
American Airlines
Deal found 2/2![American Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 2/2. 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 4/46:45 am
CID
- SJU
1 stop7h 42m
Delta
Wed 4/152:34 pm
SJU
- CID
1 stop9h 36m
Delta
Deal found 2/2![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/186:00 am
MLI
- SJU
2 stops8h 52m
American Airlines
Wed 2/254:01 pm
SJU
- MLI
1 stop9h 27m
American Airlines
Deal found 2/3![American Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2810:35 am
MLI
- SJU
1 stop8h 59m
United Airlines
Tue 5/57:20 am
SJU
- MLI
2 stops12h 52m
United Airlines
Deal found 2/1![United Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:20 pm
OMA
- STT
2 stops17h 15m
Southwest
Tue 5/192:10 pm
STT
- OMA
2 stops9h 00m
Southwest
Deal found 2/1![Southwest logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Sat 5/1611:00 am
DSM
- SJU
2 stops24h 33m
Multiple Airlines
Thu 5/219:52 am
SJU
- DSM
1 stop13h 39m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:22 pm
MLI
- SJU
2 stops10h 49m
United Airlines
Wed 3/48:30 am
SJU
- MLI
1 stop10h 17m
United Airlines
Deal found 2/1![United Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/293:22 pm
DSM
- SJU
2 stops26h 33m
Multiple Airlines
Sat 4/410:00 am
SJU
- DSM
1 stop28h 46m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/277:11 am
DSM
- SJU
2 stops12h 40m
American Airlines
Tue 5/51:31 pm
SJU
- DSM
2 stops11h 18m
American Airlines
Deal found 2/3![American Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 2/1. 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 4/272:44 pm
DSM
- SJU
1 stop7h 29m
Delta
Tue 5/52:34 pm
SJU
- DSM
1 stop9h 00m
Delta
Deal found 2/1![Delta logo]()
$416
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/266:00 am
DSM
- SJU
2 stops14h 15m
American Airlines
Tue 5/511:43 am
SJU
- DSM
2 stops13h 06m
American Airlines
Deal found 2/3![American Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:35 am
CID
- SJU
1 stop7h 05m
United Airlines
Wed 2/252:05 am
SJU
- CID
2 stops12h 10m
United Airlines
Deal found 2/1![United Airlines logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:41 pm
CID
- SJU
1 stop16h 52m
Multiple Airlines
Fri 4/101:39 am
SJU
- CID
2 stops37h 02m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 2/1. 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.
Sun 4/262:44 pm
DSM
- SJU
1 stop7h 29m
Delta
Tue 5/52:03 pm
SJU
- DSM
1 stop7h 36m
Delta
Deal found 2/1![Delta logo]()
$416
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Sun 2/155:05 am
CID
- SJU
1 stop16h 26m
American Airlines
Thu 2/192:44 pm
SJU
- CID
1 stop11h 15m
American Airlines
Deal found 2/1![American Airlines logo]()
$420
Last-minute flights from Iowa to Caribbean IslandsDiscover last-minute flight deals from Iowa to Caribbean Islands. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Iowa to Caribbean Islands. Data last updated February 3, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/157:06 pm
CID
- SJU
2 stops29h 19m
Multiple Airlines
Thu 2/194:36 pm
SJU
- CID
1 stop27h 54m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/2311:21 am
OMA
- SJU
2 stops11h 15m
United Airlines
Wed 2/252:05 am
SJU
- OMA
2 stops14h 21m
United Airlines
Deal found 2/2![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 2/3. 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 2/242:54 pm
OMA
- SJU
1 stop7h 04m
Delta
Tue 3/36:37 pm
SJU
- OMA
1 stop7h 20m
Delta
Deal found 2/3![Delta logo]()
$310
This American Airlines deal was found by Cheapflights users on 2/2. 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
2 stops12h 33m
American Airlines
Wed 3/42:23 pm
SJU
- OMA
2 stops10h 07m
American Airlines
Deal found 2/2![American Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/257:01 am
OMA
- SJU
2 stops14h 33m
American Airlines
Tue 3/38:00 am
SJU
- OMA
1 stop17h 59m
American Airlines
Deal found 2/3![American Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 2/3. 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 2/2511:26 am
OMA
- SJU
2 stops11h 10m
United Airlines
Tue 3/33:46 pm
SJU
- OMA
1 stop8h 41m
United Airlines
Deal found 2/3![United Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 1/31. 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.
Sun 3/15:22 pm
MLI
- SJU
2 stops10h 49m
United Airlines
Wed 3/48:05 am
SJU
- MLI
2 stops12h 57m
United Airlines
Deal found 1/31![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 2/3. 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 3/22:54 pm
OMA
- SJU
1 stop7h 04m
Delta
Thu 3/56:37 pm
SJU
- OMA
1 stop7h 20m
Delta
Deal found 2/3![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 2/3. 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
Wed 3/116:00 am
SJU
- OMA
1 stop18h 59m
American Airlines
Deal found 2/3![American Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:00 am
OMA
- SJU
2 stops12h 22m
United Airlines
Tue 3/107:05 am
SJU
- OMA
2 stops11h 33m
United Airlines
Deal found 2/1![United Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Mon 3/306:57 pm
CID
- SJU
1 stop15h 52m
Multiple Airlines
Wed 4/81:59 am
SJU
- CID
2 stops40h 56m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/317:10 am
CID
- SJU
1 stop7h 18m
American Airlines
Tue 4/145:45 am
SJU
- CID
2 stops17h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$324
One-way flights from Iowa to Caribbean IslandsSearch for one-way flight options from Iowa to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Iowa to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/131:54 pm
OMA
- SJU
1 stop9h 58m
Frontier
Deal found 2/1![Frontier logo]()
$122
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Tue 5/55:15 am
MLI
- SJU
2 stops14h 36m
American Airlines
Deal found 2/1![American Airlines logo]()
$128
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/277:22 pm
CID
- SJU
1 stop8h 10m
American Airlines
Deal found 2/3![American Airlines logo]()
$128
This Delta deal was found by Cheapflights users on 2/3. 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 5/211:39 am
OMA
- SJU
1 stop10h 34m
Delta
Deal found 2/3![Delta logo]()
$128
This American Airlines deal was found by Cheapflights users on 2/3. 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 5/117:20 pm
OMA
- SJU
1 stop8h 12m
American Airlines
Deal found 2/3![American Airlines logo]()
$131
This United Airlines deal was found by Cheapflights users on 2/3. 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 5/106:00 am
OMA
- SJU
2 stops13h 34m
United Airlines
Deal found 2/3![United Airlines logo]()
$155
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 3/165:17 pm
OMA
- SJU
1 stop17h 38m
American Airlines
Deal found 2/1![American Airlines logo]()
$161
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 5/85:07 pm
OMA
- SJU
1 stop16h 41m
American Airlines
Deal found 2/3![American Airlines logo]()
$162
This American Airlines deal was found by Cheapflights users on 2/3. 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 5/75:07 pm
OMA
- SJU
2 stops16h 46m
American Airlines
Deal found 2/3![American Airlines logo]()
$168
This United Airlines deal was found by Cheapflights users on 2/3. 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 5/166:00 am
OMA
- SJU
2 stops14h 24m
United Airlines
Deal found 2/3![United Airlines logo]()
$173
This Delta deal was found by Cheapflights users on 2/3. 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.
Fri 5/151:15 pm
OMA
- SJU
1 stop8h 39m
Delta
Deal found 2/3![Delta logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/159:00 am
DSM
- PUJ
2 stops29h 36m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$194
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 February 3, 2026.
Round-trip from | $233 (Kiwi.com) |
|---|---|
One-way from | $122 (Expedia) |
Popular in | December |
Cheapest in | May |
Average price | $560 |
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 February 3, 2026.
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
Tue 3/3
2:54 pm-11:58 pm
1 stop7h 04m
San Juan Luis Munoz Marin Intl
Thu 3/5
3:55 pm-11:57 pm
1 stop10h 02m
$256
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Tue 3/3
7:01 am-9:34 pm
2 stops12h 33m
San Juan Luis Munoz Marin Intl
Thu 3/5
5:18 pm-12:15 am
1 stop8h 57m
$256
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Tue 3/3
8:00 am-10:22 pm
2 stops12h 22m
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
Tue 2/24
2:54 pm-11:58 pm
1 stop7h 04m
San Juan Luis Munoz Marin Intl
Wed 3/4
4:30 pm-10:52 pm
1 stop8h 22m
$256
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Mon 3/2
11:21 am-12:36 am
2 stops11h 15m
San Juan Luis Munoz Marin Intl
Thu 3/5
2:25 pm-11:30 pm
1 stop11h 05m
$256
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Thu 5/14
1:15 pm-10:54 pm
1 stop8h 39m
San Juan Luis Munoz Marin Intl
Tue 5/19
1:55 pm-8:51 pm
1 stop7h 56m
$256
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Sat 4/25
8:00 am-9:24 pm
2 stops12h 24m
San Juan Luis Munoz Marin Intl
Fri 5/8
1:00 am-10:29 am
2 stops10h 29m
$256
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Sat 4/25
7:04 am-4:23 pm
1 stop8h 19m
San Juan Luis Munoz Marin Intl
Sat 5/9
1:55 pm-8:51 pm
1 stop7h 56m
$256
Cedar RapidsSan Juan
CID - SJU
CIDSJU
Cedar Rapids
Mon 5/4
6:45 pm-2:31 pm
1 stop18h 46m
San Juan Luis Munoz Marin Intl
Thu 5/7
3:36 pm-5:55 pm
1 stop27h 19m
$264
MolineSan Juan
MLI - SJU
MLISJU
Moline Quad-City
Sat 5/9
8:30 am-8:38 pm
2 stops11h 08m
San Juan Luis Munoz Marin Intl
Sat 5/16
7:20 am-7:12 pm
2 stops12h 52m
$273
Showing 1-10 of 60 results
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.
CID-SJU
OMA-SJU
MLI-SJU
DSM-STT
DSM-PUJ
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
USIA-zzEPX
CID-SJU
OMA-SJU
MLI-SJU
DSM-STT
What is the cheapest month to book a flight from Iowa to Caribbean Islands?
Currently, February is the cheapest month in which you can book a flight from Iowa to Caribbean Islands (average of $187). 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.
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.
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
Complete your trip
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Top destinations
Alternative routes for Iowa to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Iowa to Caribbean Islands by cabin class
Find flights from Iowa to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Iowa and Caribbean Islands flights
Browse other Iowa and Caribbean Islands flight options. Last updated on February 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean Islands
Find the right flight back to Iowa after your stay in Caribbean Islands
Iowa to Caribbean Islands flights
Consider these flights traveling from Iowa to Caribbean Islands.
Top 4 airlines flying from Iowa to Caribbean Islands
Discover the top 4 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$222 | Average$711 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$225 | Average$684 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$272 | Average$664 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$515 | Average$695 | FlexibilityNo cancel fee | On-time63% |