$137 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 9/24. 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 Cana1 stop$505
Santo Domingo
Santo Domingo2 stops$644
Montego Bay
Montego Bay1 stop$392
Oranjestad
Oranjestad1 stop$609
Nassau
Nassau1 stop$578
Kingston
Kingston2 stops$747
Simpson Bay
Simpson Bay2 stops$660
Providenciales
Providenciales2 stops$675
Port of Spain
Port of Spain2 stops$653
George Town
George Town2 stops$551
Aguadilla
Aguadilla2 stops$496
Punta Cana
Punta Cana1 stop$505
Santo Domingo
Santo Domingo2 stops$644
Montego Bay
Montego Bay1 stop$392
Oranjestad
Oranjestad1 stop$609
Nassau
Nassau1 stop$578
Kingston
Kingston2 stops$747
Simpson Bay
Simpson Bay2 stops$660
Providenciales
Providenciales2 stops$675
Port of Spain
Port of Spain2 stops$653
George Town
George Town2 stops$551
Aguadilla
Aguadilla2 stops$496

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, Sep 17 - Wed, Sep 23
Multiple Airlines Logo
1:58 pm - 12:01 amDSM  Des Moines-SJU San Juan Luis Munoz Marin Intl
9h 03m1 stop Philadelphia
Multiple Airlines Logo
12:59 am - 7:57 pmSJU  San Juan Luis Munoz Marin Intl-DSM Des Moines
19h 58m1 stop Philadelphia
$247Multiple Airlines
Thu, Sep 17 - Wed, Sep 23
Multiple Airlines Logo
1:58 pm - 5:57 pmDSM  Des Moines-SJU San Juan Luis Munoz Marin Intl
26h 59m1 stop Philadelphia
Multiple Airlines Logo
12:59 am - 7:57 pmSJU  San Juan Luis Munoz Marin Intl-DSM Des Moines
19h 58m1 stop Philadelphia
$269Multiple Airlines
Thu, Sep 24 - Sat, Sep 26
Multiple Airlines Logo
1:58 pm - 12:01 amDSM  Des Moines-SJU San Juan Luis Munoz Marin Intl
9h 03m1 stop Philadelphia
Multiple Airlines Logo
12:59 am - 7:57 pmSJU  San Juan Luis Munoz Marin Intl-DSM Des Moines
19h 58m1 stop Philadelphia
$288Multiple Airlines
Mon, Jan 11 - Wed, Jan 20
American Airlines Logo
6:30 am - 2:13 pmDSM  Des Moines-MBJ Montego Bay Sangster Intl
6h 43m1 stop Miami
American Airlines Logo
4:27 pm - 11:23 pmMBJ  Montego Bay Sangster Intl-DSM Des Moines
7h 56m1 stop Dallas/Fort Worth
$392American Airlines
Sun, Jan 24 - Sat, Jan 30
United Airlines Logo
6:15 am - 1:46 pmDSM  Des Moines-MBJ Montego Bay Sangster Intl
6h 31m1 stop Chicago O'Hare Intl
United Airlines Logo
3:20 pm - 10:30 pmMBJ  Montego Bay Sangster Intl-DSM Des Moines
8h 10m1 stop Houston George Bush Intcntl
$392United Airlines
Sun, Jan 24 - Sat, Jan 30
United Airlines Logo
8:15 pm - 1:46 pmDSM  Des Moines-MBJ Montego Bay Sangster Intl
16h 31m1 stop Chicago O'Hare Intl
United Airlines Logo
3:20 pm - 10:30 pmMBJ  Montego Bay Sangster Intl-DSM Des Moines
8h 10m1 stop Houston George Bush Intcntl
$392United Airlines
Sat, Jan 9 - Wed, Jan 13
Delta Logo
5:15 pm - 11:10 amDSM  Des Moines-MBJ Montego Bay Sangster Intl
16h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:10 pm - 8:52 pmMBJ  Montego Bay Sangster Intl-DSM Des Moines
7h 42m1 stop Detroit Metropolitan Wayne County
$392Delta
Mon, Jan 11 - Wed, Jan 13
Delta Logo
5:15 pm - 11:10 amDSM  Des Moines-MBJ Montego Bay Sangster Intl
16h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:10 pm - 8:52 pmMBJ  Montego Bay Sangster Intl-DSM Des Moines
7h 42m1 stop Detroit Metropolitan Wayne County
$392Delta
Sun, Jan 10 - Wed, Jan 13
Delta Logo
5:15 pm - 11:10 amDSM  Des Moines-MBJ Montego Bay Sangster Intl
16h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:10 pm - 8:52 pmMBJ  Montego Bay Sangster Intl-DSM Des Moines
7h 42m1 stop Detroit Metropolitan Wayne County
$392Delta
Fri, Oct 30 - Sat, Nov 7
American Airlines Logo
7:42 pm - 12:54 pmDSM  Des Moines-MBJ Montego Bay Sangster Intl
17h 12m2 stops Dallas/Fort Worth Miami
American Airlines Logo
6:09 pm - 10:48 amMBJ  Montego Bay Sangster Intl-DSM Des Moines
17h 39m2 stops Miami Charlotte Douglas
$397American 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 $354, 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 $650 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $789 and $771 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 26% 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

$137
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 9% 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 4218 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

Exceptional. The gate crew responded quickly and got me onto this earlier flight as the final passenger, saving me more than four hours of wait time for my reserved flight.

10.0 ExcellentAnonymous, Aug 2026
Read more Southwest reviews

Exceptional. The gate crew responded quickly and got me onto this earlier flight as the final passenger, saving me more than four hours of wait time for my reserved flight.

The flight was delayed due to earlier issues at other airports. The crew was excellent & made it a good trip.

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

No wifi, seems to be very common with Southwest currently. Everything else was normal.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

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.

the flight got cancelled - few hours before the departure time - no time to change

This a short easy flight. No food or drink but that was not an issue since we were only in the air for 35 minutes.

The meal tray was not usable it was completely uneven

My experience with Delta started with my luggage being found ripped open with items missing. The baggage office told me to bring the bag, and I wanted them to see how I found it. The agent refused, so I carried my bag into the office myself. The agent was nice enough to fix the zipper and gave me a red card with a number to call. I followed the steps; first one department, then the baggage department took over. This took more than two hours on the phone. The return flight was okay. The flight lead was checking her meals and then asked if we wanted anything before departure. However, throughout the flight, I had to ask for things because she was reading her book;which I have no issue with if she had been more attentive. At the end of the flight, the pilot appeared annoyed with the flight lead for not following his instructions regarding a meal he had requested; a chicken sandwichand said, "I asked for that for the flight." On the positive side, my work event in Vegas went well, and now I'm home relaxing.

Internet connectivity still seems to be touchy on these flights, making it difficult to rely on it for getting work done.

The ac must have died, it was way to hot on this flight. Boarding g was chaotic. The flight was delayed for boarding. Not a great experience.

Comfortable seats. Nice service online. Short flight, so not a lot of time to enjoy.

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

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 a good experience, unfortunately my checked baggages were come late and not arrived on time.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

Staff and flight attendants were very polite. Flight was smooth. My seat on the plane was a bit broken so it would not stay in upright position but it was fine for the most part.

Flight staff and all was fine. Food always sucks on planes so nothing new.

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

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.

The power outlets were not working for my row. Also felt like the seats have gotten smaller. I was in the window seat and felt like suffocated, as the two passengers next to me were tall and wide.

Delays and multiple changes in gates. In accurate info sent to phone. Worst flight in years. With no apologies or recompense.

No AC, no beverage service and no explanation from the captain. 4 flight legs in 2 days with no internet service.

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