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Find cheap flights from Iowa to Caribbean Islands from $133

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Iowa to Caribbean Islands departing on 5/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 5/26
Sun 6/2

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Good to know

Low season

September

High season

December

Cheapest flight

$133
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Des Moines to San Juan

FAQs for booking flights from Iowa to Caribbean Islands

  • How does KAYAK find such low prices on flights from Iowa to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Iowa to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Iowa to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean Islands from Iowa is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Iowa to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Caribbean Islands with an airline and back to Iowa with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Iowa to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Caribbean Islands from Iowa up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from Iowa to Caribbean Islands

 
Need help choosing which airline to fly with from Iowa to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.0
Cape AirOverall score based on 57 reviews
8.8food
8.4comfort
9.1entertainment
8.9boarding
9.5crew
Airline reviews

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10.0 ExcellentSonia, Apr 2023CPX - SJU
Read more about Cape Air reviews

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"
Pros: "The pilot was kind and to the point."
Cons: "The guy who boarded us told me to wait as his computer could not check me in. 10min later he is rushing me to get on the runway. It was 30min before scheduled take off. I had ordered food and had to cancel my order before the café had finished, so he wasted food and did not get paid and I was hurried and boarded the plane hungry. I probably won't use Cape Air again unless it's an emergency situation"
Cons: "Boarded half hour late. No explanation. Pretty standard on Cape Air these days"

Friendly staff, easy, and on time. Needs improvement on booking directly. Also

No comments, the complete handling and flying was excellent,keep up the good works.

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Pros: "Nothing!!! Horrible airline with horrible staff members."
Cons: "Everything. The staff and crew of Intercaribbean airlines are very unprofessional and not helpful at all. On top of the flight delays all the luggage for that particular flight was left in Kingston. Everybody was rather nonchalant and unapologetic about the situation. I was told I would get the the following day. The next day only two of my three bags showed up. I was not compensated for the inconvenience and was told point blank that they will only deliver one of my bags to my address even though they were the reason I had NONE of my luggage in the first place. They are disgusting!!! I would never recommend this airline to anyone."
Pros: "Nice people"
Cons: "A long walk to the D3 gate, but there were no amenities there I.e. snacks (to be fair a new terminal is under construction)"
Cons: "There was no air. I understand when you are on the ground it can be limited but even after getting to altitude there was no air conditioning."
Cons: "The flight was delayed for over three hours, apparently it is a regular occurence."
Pros: "almost nothing"
Cons: "The plane had a problem that forced us to turn around right after take off and as of this writing we still don’t know what’s going on or how long we are stuck here. Planes are old and apparently maintenance could be better."
Cons: "Was a bit difficult understanding the flight attendant, she had a thick Spanish accent"

Book cheap flights from Iowa to Caribbean Islands

Recent round-trip flight deals

9/14Sat
2 stopsAmerican Airlines
17h 50mDSM-SJU
9/21Sat
1 stopAmerican Airlines
6h 44mSJU-DSM
$287
9/14Sat
2 stopsAmerican Airlines
17h 50mDSM-SJU
9/21Sat
2 stopsAmerican Airlines
12h 31mSJU-DSM
$289
7/11Thu
1 stopFrontier
17h 32mDSM-SJU
7/15Mon
1 stopFrontier
24h 26mSJU-DSM
$428
9/30Mon
2 stopsDelta
18h 53mDSM-NAS
10/2Wed
1 stopDelta
5h 30mNAS-DSM
$448
5/11Sat
2 stopsUnited Airlines
13h 05mDSM-SJU
8/23Fri
2 stopsUnited Airlines
14h 12mSJU-DSM
$449
9/28Sat
2 stopsDelta
28h 54mCID-PLS
10/1Tue
1 stopDelta
8h 48mPLS-CID
$464
9/30Mon
2 stopsUnited Airlines
17h 51mDSM-NAS
10/2Wed
2 stopsUnited Airlines
20h 55mNAS-DSM
$518
6/16Sun
2 stops
26h 13mCID-PUJ
6/20Thu
1 stop
27h 24mPUJ-CID
$669
6/6Thu
2 stops
27h 42mDSM-PUJ
6/13Thu
1 stop
19h 02mPUJ-DSM
$680
7/4Thu
1 stopFrontier
25h 21mDSM-SJU
7/7Sun
1 stopFrontier
9h 59mSJU-DSM
$842

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Recent one-way flight deals

5/2Thu
2 stopsAmerican Airlines
12h 38mDSM-SJU
$133
5/5Sun
2 stopsAmerican Airlines
13h 38mDSM-SJU
$139
5/5Sun
1 stopAmerican Airlines
13h 06mDSM-SJU
$201
5/3Fri
2 stopsAmerican Airlines
20h 17mDSM-SJU
$213
10/23Wed
2 stopsAmerican Airlines
11h 02mCID-SJU
$224
5/3Fri
1 stopAmerican Airlines
6h 36mDSM-SJU
$251
5/2Thu
1 stopAmerican Airlines
8h 14mDSM-SJU
$252
8/30Fri
2 stopsUnited Airlines
27h 40mDSM-AUA
$318
5/27Mon
3 stops
28h 33mDSM-GCM
$397
10/23Wed
3 stopsUnited Airlines
25h 10mCID-SJU
$492

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Last minute flights from Iowa to Caribbean Islands

Last minute flight, train and bus deals

4/29Mon
multi-stopDelta
11h 03mDSM-SJU
5/2Thu
multi-stopDelta
11h 17mSJU-DSM
$470
4/29Mon
multi-stopDelta
9h 44mDSM-SJU
5/2Thu
multi-stopDelta
11h 17mSJU-DSM
$490
4/29Mon
multi-stopAmerican Airlines
9h 35mDSM-SJU
5/2Thu
multi-stopAmerican Airlines
8h 57mSJU-DSM
$584
4/29Mon
multi-stopDelta
6h 36mCID-PUJ
5/1Wed
multi-stopDelta
8h 48mPUJ-CID
$591
4/29Mon
multi-stopAmerican Airlines
9h 05mDSM-SJU
5/2Thu
multi-stopAmerican Airlines
17h 57mSJU-DSM
$611
4/27Sat
multi-stopAmerican Airlines
6h 13mCID-SJU
5/4Sat
multi-stopAmerican Airlines
10h 10mSJU-CID
$631
4/29Mon
multi-stopAmerican Airlines
13h 54mDSM-SJU
5/2Thu
multi-stopAmerican Airlines
16h 01mSJU-DSM
$661
4/29Mon
multi-stopUnited Airlines
8h 38mDSM-SJU
5/1Wed
multi-stopUnited Airlines
10h 32mSJU-DSM
$679
4/27Sat
multi-stopUnited Airlines
11h 23mCID-SJU
5/3Fri
multi-stopUnited Airlines
10h 44mSJU-CID
$724
4/29Mon
multi-stopUnited Airlines
14h 57mDSM-SJU
5/1Wed
multi-stopUnited Airlines
17h 31mSJU-DSM
$762

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Flights to Caribbean Islands

Return flight deals:

Caribbean Islands - Iowa

Cabin classes:

$463
$557
$167
$48

Browse origins:

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Browse destinations:

$519
Flights to George Town, Caribbean Islands
$736
Flights to Georgetown, Caribbean Islands
$2,435
Flights to Governor’s Harbour, Caribbean Islands
$734
Flights to Gregory Town, Caribbean Islands
$484
Flights to Havana, Caribbean Islands
$703
Flights to Kingston, Caribbean Islands
$437
Flights to Montego Bay, Caribbean Islands
$443
Flights to Nassau, Caribbean Islands
$533
Flights to Oranjestad, Caribbean Islands
$467
Flights to Port Au Prince, Caribbean Islands
$846
Flights to Port of Spain, Caribbean Islands
$459
Flights to Providenciales, Caribbean Islands
$430
Flights to Punta Cana, Caribbean Islands
$723
Flights to Road Town, Caribbean Islands
$807
Flights to Roseau, Caribbean Islands
$514
Flights to Saint Thomas Island, Caribbean Islands
$600
Flights to Santo Domingo, Caribbean Islands
$476
Flights to Simpson Bay, Caribbean Islands
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