$142 Find Cheap Flights from Des Moines to Caribbean Islands

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 4/27. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Des Moines to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Des Moines to Caribbean Islands, as well as popular online travel agencies
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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$488
Santo Domingo
Santo Domingo2 stops$556
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad2 stops$385
Nassau
Nassau2 stops$524
Kingston
Kingston2 stops$734
Simpson Bay
Simpson Bay2 stops$690
Providenciales
Providenciales2 stops$619
Port of Spain
Port of Spain2 stops$746
George Town
George Town2 stops$686
Aguadilla
Aguadilla2 stops$586
Punta Cana
Punta Cana1 stop$488
Santo Domingo
Santo Domingo2 stops$556
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad2 stops$385
Nassau
Nassau2 stops$524
Kingston
Kingston2 stops$734
Simpson Bay
Simpson Bay2 stops$690
Providenciales
Providenciales2 stops$619
Port of Spain
Port of Spain2 stops$746
George Town
George Town2 stops$686
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, May 24 - Fri, May 29
Multiple Airlines Logo
4:41 pm - 4:01 am
DSM
-
SJU
10h 20m
1 stop
Multiple Airlines Logo
6:00 am - 11:24 pm
SJU
-
DSM
18h 24m
1 stop
$265Multiple Airlines
Sun, May 24 - Sun, May 31
Multiple Airlines Logo
4:41 pm - 4:01 am
DSM
-
SJU
10h 20m
1 stop
Multiple Airlines Logo
8:04 pm - 11:24 pm
SJU
-
DSM
28h 20m
1 stop
$276Multiple Airlines
Sat, May 2 - Fri, May 8
American Airlines Logo
8:03 pm - 12:13 pm
DSM
-
MBJ
16h 10m
1 stop
American Airlines Logo
10:17 am - 10:18 pm
MBJ
-
DSM
12h 01m
1 stop
$352American Airlines
Mon, Jun 29 - Sat, Jul 4
American Airlines Logo
7:02 pm - 11:45 am
DSM
-
MBJ
16h 43m
2 stops
American Airlines Logo
2:09 pm - 9:11 am
MBJ
-
DSM
19h 02m
2 stops
$357American Airlines
Fri, May 8 - Fri, May 15
United Airlines Logo
6:15 am - 3:10 pm
DSM
-
MBJ
8h 55m
2 stops
United Airlines Logo
2:40 pm - 10:37 am
MBJ
-
DSM
19h 57m
2 stops
$377United Airlines
Tue, Apr 21 - Thu, Apr 30
United Airlines Logo
6:20 am - 3:10 pm
DSM
-
MBJ
8h 50m
2 stops
United Airlines Logo
2:40 pm - 9:23 am
MBJ
-
DSM
18h 43m
2 stops
$397United Airlines
Mon, May 11 - Mon, May 18
Delta Logo
5:27 am - 1:51 pm
DSM
-
STT
7h 24m
1 stop
Delta Logo
3:01 pm - 10:32 pm
STT
-
DSM
8h 31m
1 stop
$400Delta
Fri, May 8 - Fri, May 15
Delta Logo
5:27 am - 3:34 pm
DSM
-
MBJ
10h 07m
1 stop
Delta Logo
1:18 pm - 10:32 pm
MBJ
-
DSM
9h 14m
1 stop
$432Delta
Tue, May 5 - Wed, May 13
Southwest Logo
6:30 pm - 1:15 pm
DSM
-
NAS
17h 45m
2 stops
Southwest Logo
8:45 am - 10:10 pm
NAS
-
DSM
14h 25m
2 stops
$524Southwest
Sat, Aug 15 - Thu, Aug 20
Southwest Logo
3:05 pm - 12:15 pm
DSM
-
NAS
20h 10m
2 stops
Southwest Logo
1:10 pm - 10:10 pm
NAS
-
DSM
10h 00m
2 stops
$592Southwest
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 $363, 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 May, when tickets cost $466 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $815 and $656 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 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$142
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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 3 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.
7.9
DeltaOverall score based on 8398 reviews
8.5Crew
7.2Food
8.1Boarding
7.9Comfort
7.8Entertainment
Airline reviews

The flight was smooth, the crew was great but the plane was quite old

8.0 ExcellentDimitrina, Apr 2026
BOS - DCA
Read more Delta reviews

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

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.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

This was the first flight in the morning. We boarded fine. The cabin door was closed and we were ready to go. We were notified by the Captain that ATC issued and ground stop for 40 minutes. So, without even pushing back from the gate, we were already 40 minutes late. We actually were released to push-back and taxi at 30 minutes. But, some passengers had tight connections and were not going to make their connections. Some passengers asked about the delay and the effect on the connections and were told by the cabin attendant that all flights will be delayed and so they should be OK. However, that was not true. My connecting flight was on time and I arrived at IAH with 21 minutes to make my connection. I did and I'm happy about that, but the flight crew should not have given assurances to the passengers who might have missed their connections.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

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.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

All good flight was 35 minutes early when arriving in Edinburgh

Flights were on time actually early service was good and crew cheerful

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports