$151 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 8/24. 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 Cana2 stops$477
Santo Domingo
Santo Domingo2 stops$634
Montego Bay
Montego Bay1 stop$392
Oranjestad
Oranjestad2 stops$614
Nassau
Nassau1 stop$533
Kingston
Kingston2 stops$757
Simpson Bay
Simpson Bay2 stops$656
Providenciales
Providenciales1 stop$685
Port of Spain
Port of Spain2 stops$757
George Town
George Town2 stops$671
Aguadilla
Aguadilla2 stops$586
Punta Cana
Punta Cana2 stops$477
Santo Domingo
Santo Domingo2 stops$634
Montego Bay
Montego Bay1 stop$392
Oranjestad
Oranjestad2 stops$614
Nassau
Nassau1 stop$533
Kingston
Kingston2 stops$757
Simpson Bay
Simpson Bay2 stops$656
Providenciales
Providenciales1 stop$685
Port of Spain
Port of Spain2 stops$757
George Town
George Town2 stops$671
Aguadilla
Aguadilla2 stops$586

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

Sun, Sep 20 - Thu, Sep 24
Multiple Airlines Logo
1:58 pm - 11:50 pm
DSM
-
SJU
8h 52m
1 stop
Multiple Airlines Logo
6:15 am - 7:57 pm
SJU
-
DSM
14h 42m
1 stop
$265Multiple Airlines
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
$274Multiple Airlines
Mon, Sep 21 - Thu, Sep 24
Multiple Airlines Logo
4:59 pm - 11:57 pm
DSM
-
SJU
29h 58m
1 stop
Multiple Airlines Logo
6:15 am - 7:57 pm
SJU
-
DSM
14h 42m
1 stop
$277Multiple Airlines
Thu, Oct 22 - Wed, Oct 28
Multiple Airlines Logo
8:43 am - 11:04 am
DSM
-
SJU
25h 21m
1 stop
Multiple Airlines Logo
5:12 pm - 5:02 pm
SJU
-
DSM
24h 50m
1 stop
$300Multiple Airlines
Tue, Dec 1 - Fri, Dec 4
United Airlines Logo
8:15 pm - 1:46 pm
DSM
-
MBJ
16h 31m
1 stop
United Airlines Logo
2:48 pm - 9:17 pm
MBJ
-
DSM
7h 29m
1 stop
$392United Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
7:56 pm - 1:12 pm
DSM
-
MBJ
17h 16m
1 stop
American Airlines Logo
5:16 pm - 8:39 am
MBJ
-
DSM
15h 23m
2 stops
$396American Airlines
Fri, Oct 30 - Sat, Nov 7
American Airlines Logo
7:42 pm - 12:54 pm
DSM
-
MBJ
17h 12m
2 stops
American Airlines Logo
11:05 am - 12:14 am
MBJ
-
DSM
14h 09m
2 stops
$397American Airlines
Sun, Oct 18 - Sat, Oct 24
United Airlines Logo
6:00 am - 1:30 pm
DSM
-
MBJ
7h 30m
1 stop
United Airlines Logo
2:40 pm - 10:35 am
MBJ
-
DSM
19h 55m
2 stops
$420United Airlines
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 - 10:34 pm
NAS
-
DSM
10h 18m
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
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 $345, 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

$151
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 San Juan

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 4238 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
8.6Crew
Airline reviews

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

10.0 ExcellentTamara, Jul 2026
MCO - DEN
Read more Southwest reviews

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

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.

My flight was canceled, and instead of rebooking me on a non-stop first-class flight for the same day, which I originally had, Delta rebooked me on a one-stop flight for the following day. When I checked the Delta app, I noticed that there were available flights for both the same day and the next day. I believe this indicates poor management on their part.

The Columbus-based WestJet crews that cover Delta commuter flights between LGA and CMH are excellent - this team included. Our flight today landed 40 minutes early, which is unheard of when flying out of LaGuardia. I've flown with the same crew in more challenging conditions, and they always rise to the occasion with helpful communication to the passengers so that we may manage expectations.

Easy on easy off and the staff onboard were wonderful. Left on time, arrived a bit early.

Weather in Atlanta necessitated an hour's hold on the tarmac before we could leave Detroit. The plane was packed, and I expected some surliness. But no! The crew was fantastic (jovial even!), responsive to people's needs, and kept us informed. Consequently, the passengers took the delay in stride, and what could have been an ugly situation turned out to be no more than a minor inconvenience. The crew were the stars here.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

My flight was delayed and I got back around 3.5 hours later than expected. I had to get a new connecting flight

Seat was too small for someone as tall as I am. I was behind an exit row making my leg room even less. There flights were delayed by multiple hours. Some weather related and others staff related. The plane was hot. Horrible experience.

The Atlanta airport had thunderstorms, which caused our flight to be delayed by multiple hours. Once we were able to board.the gate agent was rude and was trying to rush us onto the plane because the team in the plane was about to run out of hours once we were all aboard the plane they ran into an issue where the catering truck was filling up the back of the plane and they left and had to come back because they didn’t fill it up all the way, causing even more of a delay. My seat was very tight. I didn’t have a lot of legroom overall this was a miserable experience.

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

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.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

Our flight gor canceled and there was no one to help us but told us to scan the qr code and fill the forms on-line. Very poor service especially we are tourists traveling to Washington DC for the 1st time.

1. Everything was satisfactory concerning the flight. 2. Can't think of what could be better right now.

Onboard staff was courteous, helpful, responsive and friendly. The boarding process was disorganized, poorly communicated, and disheveled. Gate agents were yelling instead of using the PA system, didn’t communicate the timing delay of our flight, and created an atmosphere of chaos rather than order and communication. As far as I know, there was no reason for their. I would hate to see how it operated under extreme conditions. I’ve never seen United Airlines operations in such a state.

Baggage claim signs were not updated with my flight information, so I had to guess. The app wasn't updated either.

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.

American was the airline that Starlux contracted for this trip. I arrived in time to make the connecting flight on American, and then the baggage-handler debacle happened. For some reason, the first class and premium economy passengers' luggage was unloaded first. Never seen this happen before. They had handlers removing the bags from the carousel for those passengers. Meanwhile, all of the economy passengers were waiting for their bags, including me. And there were a lot of bags because it was an international flight packed full. While waiting for 45 minutes, my bag didn't show. Meanwhile, an American representative showed up asking if anyone has a connecting flight to Phoenix. Of course I spoke up, and they proceeded to try to find my bag because I had to take a bus to the actual terminal to catch my flight. Which I was not informed of before I arrived. After another 15 minutes of searching, my bag was finally found with the first-class passengers' bags because they had pulled it by mistake. So I rushed to the terminal with the American representative to catch my flight, and they informed me that I missed it and could not get another flight until the next day. Of course, after being on an international flight for 18 hours, I was in no mood to hear this. Now, to be fair, there were a few American employees who tried to help me. After hearing about the missed flight, they got a supervisor to talk to. I expressed my situation to the supervisor, and she was not helpful until I asked for compensation. She agreed to get me a hotel room for the night. So I agreed, and she disappeared into her office, and I waited. And waited. And waited. And waited. While waiting, I was asked by three different employees who knew of my situation if I had been helped. I told them I was waiting for the supervisor to get the hotel room, and they said they would check. Finally, after waiting for 75 minutes, one of the employees who had asked me if I had been helped arrived with my hotel room and arranged a ride to the hotel for me. Never saw the supervisor again. It was now 8 o'clock; I arrived at 5:45! My rebooked fight was scheduled for 6:11 this morning and I have now been informed it has been delayed until 10:00. So am I happy with American? NO I'M NOT!! ;

My flight was delayed by 8 hours I arrived at airport 4hrs earlier but to see if they can reroute me to get my connecting flt to Hong Kong. They auto rebooked my flt. With no chance. Which I missed this entire reservation through kayak. My next flt they got me on was at 6 am. Misses an entire day of my trip abroad all my accommodations seat assignments were missed and missed adding my TSA precheck to my ticket as well as my vegan meal request so I didnt have meals on any of the flight....so not a comfortable experience. Please help me with accommodations upon my return.

The boarding crew was very helpful with a little special problem I had. The inflight crew - so-so.

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