$168 Find Cheap Flights from Des Moines to Caribbean Islands - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Des Moines to Caribbean Islands departing on 8/28. 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.
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Cheap Flights from Des Moines to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$523
Santo Domingo
Santo Domingo2 stops$524
Montego Bay
Montego Bay2 stops$377
Oranjestad
Oranjestad2 stops$614
Nassau
Nassau2 stops$531
Kingston
Kingston3 stops$737
Simpson Bay
Simpson Bay2 stops$670
Providenciales
Providenciales1 stop$669
Port of Spain
Port of Spain1 stop$870
George Town
George Town2 stops$609
Aguadilla
Aguadilla2 stops$566
Punta Cana
Punta Cana1 stop$523
Santo Domingo
Santo Domingo2 stops$524
Montego Bay
Montego Bay2 stops$377
Oranjestad
Oranjestad2 stops$614
Nassau
Nassau2 stops$531
Kingston
Kingston3 stops$737
Simpson Bay
Simpson Bay2 stops$670
Providenciales
Providenciales1 stop$669
Port of Spain
Port of Spain1 stop$870
George Town
George Town2 stops$609
Aguadilla
Aguadilla2 stops$566

Book Cheap Des Moines to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Des Moines to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Des Moines to Caribbean Islands

Thu, Oct 22 - Wed, Oct 28
Multiple Airlines Logo
8:43 am - 11:57 pm
DSM
-
SJU
38h 14m
2 stops
Multiple Airlines Logo
5:12 pm - 5:02 pm
SJU
-
DSM
24h 50m
1 stop
$289Multiple Airlines
Thu, Aug 27 - Thu, Sep 3
Multiple Airlines Logo
1:55 pm - 10:19 am
DSM
-
SJU
19h 24m
1 stop
Multiple Airlines Logo
6:44 am - 7:57 pm
SJU
-
DSM
14h 13m
1 stop
$293Multiple Airlines
Sun, Oct 25 - Wed, Oct 28
Multiple Airlines Logo
8:00 am - 3:19 pm
DSM
-
SJU
30h 19m
1 stop
Multiple Airlines Logo
5:12 pm - 5:02 pm
SJU
-
DSM
24h 50m
1 stop
$294Multiple Airlines
Sun, Aug 23 - Sun, Aug 30
Multiple Airlines Logo
1:55 pm - 10:19 am
DSM
-
SJU
19h 24m
1 stop
Multiple Airlines Logo
6:44 am - 7:54 pm
SJU
-
DSM
14h 10m
1 stop
$300Multiple Airlines
Thu, Aug 27 - Thu, Sep 3
American Airlines Logo
4:13 pm - 11:42 am
DSM
-
MBJ
19h 29m
2 stops
American Airlines Logo
5:08 pm - 12:24 pm
MBJ
-
DSM
19h 16m
2 stops
$377American Airlines
Thu, Aug 27 - Thu, Sep 3
American Airlines Logo
7:35 pm - 4:08 pm
DSM
-
MBJ
20h 33m
1 stop
American Airlines Logo
12:47 pm - 11:30 pm
MBJ
-
DSM
10h 43m
1 stop
$379American Airlines
Tue, Oct 20 - Tue, Oct 27
Delta Logo
5:40 am - 1:49 pm
DSM
-
NAS
7h 09m
1 stop
Delta Logo
3:15 pm - 10:34 pm
NAS
-
DSM
8h 19m
1 stop
$586Delta
Tue, Oct 20 - Tue, Oct 27
Delta Logo
5:40 am - 1:49 pm
DSM
-
NAS
7h 09m
1 stop
Delta Logo
1:16 pm - 8:51 pm
NAS
-
DSM
8h 35m
2 stops
$590Delta
Thu, Oct 29 - Tue, Nov 3
United Airlines Logo
8:00 am - 10:46 pm
DSM
-
SDQ
13h 46m
2 stops
United Airlines Logo
6:00 am - 5:23 pm
SDQ
-
DSM
13h 23m
2 stops
$605United Airlines
Fri, Oct 16 - Mon, Oct 19
United Airlines Logo
6:55 pm - 12:40 pm
DSM
-
PUJ
16h 45m
2 stops
United Airlines Logo
3:35 pm - 12:34 pm
PUJ
-
DSM
21h 59m
2 stops
$625United Airlines
Booking Insights

KAYAK's insights & trends for Des Moines to Caribbean Islands flights

Get data-powered insights and trends into flights from Des Moines to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Des Moines to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $343, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Des Moines to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Des Moines to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Des Moines to Caribbean Islands is August, when tickets cost $649 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $783 and $769 respectively.

How far in advance should I book a flight from Des Moines to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Des Moines to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Des Moines to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low season

August

Cheapest flight

$168
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Des Moines to Montego Bay

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Des Moines 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 Des Moines to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Des Moines to Caribbean Islands 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 Des Moines 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 from Des Moines to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Des Moines 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 from Des Moines to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Des Moines to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Des Moines to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Des Moines 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.
8.0
SouthwestOverall score based on 4243 reviews
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
Airline reviews

It was good. Last flight was delayed but I always say that is in God's plan

8.0 ExcellentCarla, Jul 2026
LAS - RDU
Read more Southwest reviews

It was good. Last flight was delayed but I always say that is in God's plan

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Overall good, just screaming kids in the area the whole flight.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

I think Southwest is the number one airline that anyone can fly I have flown for the first time Frontier and what a joke and their customer service United was a very strange experience I'm only sticking to Southwest from here on out for sure

Great job! My family doesnt fly often but we felt safe 100%

Great job Southwest! My family doesn't fly often but we felt safe the whole time.

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Flight delayed due to ground hold. Republic airways did a great job.

I missed the flight because the Minneapolis flight was 49 minutes LATE, and the Boise flight LEFT 24 minutes EARLY!

Our flight was delayed multiple times and then canceled at almost 1 in the morning. We are a family of 7, traveling with 5 young children. When the flight we were supposed to fly on finally arrived after waiting all day after an international flight into JFK we were informed our flight was in need of a copilot and once they located one we would take off. Then our flight was cancelled because the copilot was over his hours and they couldn't locate another. They knew before taking off from the previous location that the copilot would be unable to fly. They could have communicated the cancellation of the flight hours in advance. Once they cancelled and the pilot and copilot got off the flight, they joked about it. While there are understandably limits on flight time for pilots, they can still handle the situation in a professional manner. The late cancellation resulted in angry passengers that required police intervention in the airport. It also occurred so late and included other delta flights that after trying 15 different hotels, we were unable to secure a hotel room, they were all booked. No rental cars were available in the area either. We ended up staying in the airport with the 5 children. We made it home after 54 hours of travel with maybe 2 hours of sleep. Our luggage was lost and had to be claimed at the airport at our final destination. This was the worst trip I have ever taken and the worst airport I have ever spent time in. I met two individuals in the airport that were kind and helpful; Tonya Maingot Williams from the can we hel desk that worked to help get us rebooked and home, as well as provide us with care bags for our extended stay in the airport. The other individual was Danielle from Buffalo Wild Wings that was so very kind when we found a place to take our family we were traveling with to eat, all 11 of us and we were able to sit down together to enjoy a meal during such a stressful time.

My flight home from Knoxville, TN, included a layover in Atlanta. I boarded the aircraft in Zone 5 and although there was limited overhead space, I was able to put my 'backpack' style roller-bag above my seat. Unfortunately, due to continued bad weather, we had to deplane. There were many people who would have missed their connection, so they rebooked. When we were re-boarding, the gate agent welcomed zone 5 and then made an announcement: All roller-bags for zone 5 passengers and higher will need to be gate checked. I promptly pushed the telescoping handle in and held my bag like a backpack. I was able to bring it on board, which was a relief. Upon entering the aircraft it became apparent that there was easily 40% open overhead space. There were audible signs of angry passengers who felt duped into checking their bags when in fact there were noticeably LESS passengers on the aircraft and TONS of overhead space. I'm not sure what kinds of parameters are used to determine when to cut off roller-bags from being brought on board, but it seemed deceptive and underhanded to have so many people get stuck checking their bags when clearly there was ample room for at least one more zone.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

No Internet, no backseat screen, no nothing. I bought a Delta ticket and ended up on American Airlines. How did that happen?

Very good seat and service. No complaints about the food. Take off delayed due to airport traffic

It is usually very pleasant. Good service for the price, international flights are even better

We never made it on this flight because we missed our connection due to o delayed flight from Jackson.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

It was extremely hot in the cabin the entire flight, vent air was worn

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

Comfortable seating POS to IAH. Food options were satisfactory. Good seat from IAH to ANC. Food options could be better.

The flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

Very rough getting into denver. my kid threw up it was so rough.

Liked that we left on time for each flight. Snacks not the best, but we're okay.

I had requested wheelchair assistance prior to flight. The airport staff had no record of it. It was not provided at Cedar Rapids which was a small airport, so I managed on my own. At O'Hare airport the same thing happened. The staff told me they had no record of my request for a wheel chair. But they finally provided it after a delay when I insisted that I needed it.

This flight was of course delayed because American cannot have flights that are not delayed.

Well, true to American Airlines, both of my flights were delayed. But it’s a good thing that American is so consistently incompetent because if the first flight was delayed in the second flight was on time then I might’ve had a problem..

I sat at the airport all night from 8 pm until midnight. The airline kept delaying the flight. They also kept moving us to different gates - 4 times. Then they told us we didn’t have a pilot so we had to wait. Then they cancelled the flight at midnight! I ended up having to rent a car to drive home. So i ended up not even being able to fly on the flight i paid for. Ridiculous, and no agents could help at all. I will not ever book this flight.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

In flight connectivity (via T-Mobile) was often not working.

Terrible. Internet/kiosk glitch prevented baggage checkin. Line at ticket co in Ter was under serviced and did not move. Agents did not call for flight but rather allowed time to pass. Then told each person as they reached the front if line that it was too late to check bags so they’d have to rebook flights. At least 15 people missed the flight as a result of this incompetence.

It was exactly what I expected, actually arriving sooner than scheduled.

Terrible, they canceled my flight due to an issue they had, couldn't fly me into the same place within 24 hrs so had to fly in 2.5 hrs away from my destination and spend even more money. The customer service was terrible (except at the airport in Charleston). Had to call to get my checked baggage fees reimbursed 2 wks later in which one customer service agent was very rude, wouldn't listen and then hung up on me. The second lady I spoke with was actually able to help me with that part thankfully. Would not recommend flying AA.

Delayed, missed connecting flight, ground crew double charged for international charges, were super rude and told me to just”deal with it” when I complained. Horrible airline, very frustrating.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports