$175 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 4/26. 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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Flight Deals

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$458
Santo Domingo
Santo Domingo2 stops$461
Montego Bay
Montego Bay1 stop$460
Oranjestad
Oranjestad2 stops$461
Nassau
Nassau1 stop$503
Kingston
Kingston1 stop$655
Simpson Bay
Simpson Bay2 stops$548
Providenciales
Providenciales1 stop$529
Port of Spain
Port of Spain1 stop$710
George Town
George Town1 stop$562
Aguadilla
Aguadilla2 stops$566
Punta Cana
Punta Cana2 stops$458
Santo Domingo
Santo Domingo2 stops$461
Montego Bay
Montego Bay1 stop$460
Oranjestad
Oranjestad2 stops$461
Nassau
Nassau1 stop$503
Kingston
Kingston1 stop$655
Simpson Bay
Simpson Bay2 stops$548
Providenciales
Providenciales1 stop$529
Port of Spain
Port of Spain1 stop$710
George Town
George Town1 stop$562
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

Mon, Feb 23 - Fri, Mar 6
Multiple Airlines Logo
7:17 pm - 12:43 am
DSM
-
SJU
27h 26m
2 stops
Multiple Airlines Logo
8:05 pm - 9:25 am
SJU
-
DSM
15h 20m
1 stop
$325Multiple Airlines
Mon, Mar 23 - Wed, Mar 25
Multiple Airlines Logo
10:26 am - 10:03 pm
DSM
-
SJU
10h 37m
1 stop
Multiple Airlines Logo
1:45 am - 1:29 pm
SJU
-
DSM
12h 44m
2 stops
$350Multiple Airlines
Sun, Mar 1 - Tue, Mar 10
Multiple Airlines Logo
9:00 am - 10:17 am
DSM
-
SJU
23h 17m
2 stops
Multiple Airlines Logo
6:00 am - 9:35 am
SJU
-
DSM
28h 35m
1 stop
$366Multiple Airlines
Mon, Feb 23 - Fri, Mar 6
Multiple Airlines Logo
7:20 pm - 2:25 pm
DSM
-
SJU
17h 05m
1 stop
Multiple Airlines Logo
8:05 pm - 9:25 am
SJU
-
DSM
15h 20m
1 stop
$378Multiple Airlines
Mon, Apr 27 - Tue, May 5
United Airlines Logo
8:04 am - 9:24 pm
DSM
-
SJU
12h 20m
2 stops
United Airlines Logo
7:40 am - 2:24 pm
SJU
-
DSM
7h 44m
1 stop
$416United Airlines
Tue, Feb 10 - Tue, Feb 24
American Airlines Logo
6:07 am - 8:50 pm
DSM
-
SJU
12h 43m
2 stops
American Airlines Logo
5:25 pm - 11:40 pm
SJU
-
DSM
8h 15m
1 stop
$427American Airlines
Sun, Feb 1 - Wed, Feb 4
Delta Logo
6:24 am - 8:58 pm
DSM
-
SJU
12h 34m
2 stops
Delta Logo
7:30 am - 8:54 pm
SJU
-
DSM
15h 24m
2 stops
$438Delta
Sun, Feb 1 - Tue, Feb 10
American Airlines Logo
5:05 am - 3:16 pm
DSM
-
MBJ
9h 11m
1 stop
American Airlines Logo
1:58 pm - 11:29 pm
MBJ
-
DSM
10h 31m
1 stop
$460American Airlines
Thu, Feb 19 - Thu, Feb 26
United Airlines Logo
8:00 am - 3:22 pm
DSM
-
NAS
6h 22m
1 stop
United Airlines Logo
3:35 pm - 9:41 pm
NAS
-
DSM
7h 06m
1 stop
$503United Airlines
Sun, Mar 1 - Tue, Mar 10
Delta Logo
6:50 am - 4:09 pm
DSM
-
PUJ
7h 19m
1 stop
Delta Logo
3:50 pm - 10:38 pm
PUJ
-
DSM
7h 48m
1 stop
$517Delta
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 May, when tickets cost $428 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $805 and $670 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 2 weeks before departure, which saves you about 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$175
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 3% 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 8093 reviews
7.9Comfort
8.1Boarding
7.8Entertainment
8.5Crew
7.2Food
Airline reviews

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

4.0 OkayJohn, Jan 2026
DAL - ATL
Read more Delta reviews

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

Because I was moved to an exit row, the snacks in economy comfort, the selection of snacks was better.

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Easiest airport experience ever in my life at MSP with Delta check-in and flight attendant gave us a bottle of champagne in celebration of our 10-year wedding anniversary, so overall amazing!

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

Enough space,crew was helpful,food was good.The gates are way far especially for travelers with health issues

No enough space plus only allowing one laggage instead of two like other airlines.

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

It was good. But the gate team made me check my carry on when there was plenty of space for my luggage on the plane. Otherwise our trip was fine.

The entertainment options were at best, fair. It was exactly the same as my outbound flight. It would have been more entertaining if there were some series from Apple TV, HBO, Showtime or other carriers for me to catch up with.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports