$165 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 9/13. 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$523
Santo Domingo
Santo Domingo2 stops$675
Montego Bay
Montego Bay2 stops$367
Oranjestad
Oranjestad1 stop$594
Nassau
Nassau1 stop$529
Kingston
Kingston2 stops$737
Simpson Bay
Simpson Bay2 stops$656
Providenciales
Providenciales1 stop$669
Port of Spain
Port of Spain2 stops$644
George Town
George Town1 stop$680
Aguadilla
Aguadilla2 stops$566
Punta Cana
Punta Cana2 stops$523
Santo Domingo
Santo Domingo2 stops$675
Montego Bay
Montego Bay2 stops$367
Oranjestad
Oranjestad1 stop$594
Nassau
Nassau1 stop$529
Kingston
Kingston2 stops$737
Simpson Bay
Simpson Bay2 stops$656
Providenciales
Providenciales1 stop$669
Port of Spain
Port of Spain2 stops$644
George Town
George Town1 stop$680
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

Sun, Aug 9 - Sun, Aug 16
Multiple Airlines Logo
5:12 pm - 1:41 pm
DSM
-
SJU
19h 29m
1 stop
Multiple Airlines Logo
6:26 am - 11:19 pm
SJU
-
DSM
17h 53m
1 stop
$238Multiple Airlines
Thu, Jul 30 - Thu, Aug 6
Multiple Airlines Logo
5:08 pm - 2:00 pm
DSM
-
SJU
19h 52m
1 stop
Multiple Airlines Logo
6:26 am - 11:19 pm
SJU
-
DSM
17h 53m
1 stop
$262Multiple Airlines
Thu, Aug 6 - Thu, Aug 13
Multiple Airlines Logo
5:12 pm - 1:41 pm
DSM
-
SJU
19h 29m
1 stop
Multiple Airlines Logo
6:26 am - 11:19 pm
SJU
-
DSM
17h 53m
1 stop
$273Multiple Airlines
Sun, Jul 12 - Thu, Jul 16
Multiple Airlines Logo
3:59 pm - 1:55 pm
DSM
-
SJU
20h 56m
1 stop
Multiple Airlines Logo
6:30 am - 11:07 pm
SJU
-
DSM
17h 37m
1 stop
$275Multiple Airlines
Fri, Sep 11 - Fri, Sep 18
American Airlines Logo
6:22 pm - 12:53 pm
DSM
-
MBJ
18h 31m
2 stops
American Airlines Logo
5:16 pm - 8:39 am
MBJ
-
DSM
15h 23m
2 stops
$367American Airlines
Fri, Nov 6 - Sat, Nov 14
United Airlines Logo
8:15 pm - 1:46 pm
DSM
-
MBJ
16h 31m
1 stop
United Airlines Logo
3:20 pm - 10:30 pm
MBJ
-
DSM
8h 10m
1 stop
$372United Airlines
Fri, Sep 11 - Fri, Sep 18
American Airlines Logo
4:14 pm - 4:16 pm
DSM
-
MBJ
24h 02m
1 stop
American Airlines Logo
1:54 pm - 8:39 am
MBJ
-
DSM
18h 45m
2 stops
$374American Airlines
Sat, Jul 18 - Wed, Jul 22
United Airlines Logo
6:00 am - 12:50 pm
DSM
-
MBJ
6h 50m
1 stop
United Airlines Logo
4:12 pm - 10:17 am
MBJ
-
DSM
18h 05m
2 stops
$451United Airlines
Sat, Aug 29 - Wed, Sep 9
Delta Logo
5:40 am - 11:51 am
DSM
-
NAS
5h 11m
1 stop
Delta Logo
3:18 pm - 10:29 pm
NAS
-
DSM
8h 11m
1 stop
$583Delta
Fri, Sep 4 - Wed, Sep 9
Delta Logo
5:30 pm - 1:16 pm
DSM
-
NAS
18h 46m
2 stops
Delta Logo
3:18 pm - 10:29 pm
NAS
-
DSM
8h 11m
1 stop
$587Delta
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 $342, 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 $243 (return) on average. On the other hand, the most expensive months are July and March, when the average cost of round-trip tickets is $527 and $476 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 29% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$165
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 8% 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 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.
7.8
DeltaOverall score based on 8423 reviews
8.1Boarding
7.2Food
7.8Entertainment
7.8Comfort
8.5Crew
Airline reviews

Very good flight. Crew was great. No issues and we even arrived early.

10.0 ExcellentAnonymous, Jun 2026
SAN - DTW
Read more Delta reviews

Very good flight. Crew was great. No issues and we even arrived early.

The flights are constantly late anymore, and they won't even give you a glass of water on the plane. For years, they were able to do a service on this flight from Atlanta to Knoxville and Knoxville Atlanta now they say it's too short of a flight. You can't even get a quick drink of water.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Lost one piece of luggage even though I checked in 2.5 hours before the flight

It was Swiss. Our kosher meals were literally frozen solid and therefore inedible, and the crew didnt care.

For the expense of first class, the seats could have been nicer and higher tier snacks would have been nice.

The boarding process on the departure from LA was rather slow even though I was in Group 1. For first class, I was not expecting to have to pay for Wi-fi but I did and then the wi-fi was spotty. The entree was surprisingly good and so that was a pleasant surprise. However, once I got to Houston, it was terrible. Unfortunately there was bad weather but the constant gate changes for my connecting flight was difficult to manage due to having to navigate back and forth between different terminals.

We used Kayak to reserve our tickets and specifically checked the luggage option which was a more expensive option. When we arrived at the terminal we had to pay an extra $90 per suitcase for the three passengers. This has been a pattern for the past 3 years. Why charge for a more expensive luggage option, and the ticket price not include luggage?

They delayed the flight 3 hours because it wasn't full they moved us to 5 different gates probably the worst airline ever not even spirit is this bad.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Checking bag at terminal was horrible. No agents to check us in and only 1 kiosk working. Boarding went ok. Crew onboard was very scattered rained. Missed our row while serving and then didn’t see them hardly again.

Crew was amazing, takeoff wonderful. The bathroom was disgusting from before takeoff the odor made the flight uncomfortable as you could smell the bathroom from the center of the plane where we were sitting. Smelled like raw sewage. My daughter was throwing up as we landed due to the smell and horrible turbulence as we approached Newark.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

Hydraulic leak caused the flight to be cancelled. Auto system scheduled us on a 3 am flight. Wevhsedvrebook on the app and hit schedules later in the afternoon. Our luggage per gate and ticket agent would be rescanned and put in our new flight. Did not happen. Our luggage stayed in hsv. Baggage claim in wash dc unable to help. We filed a claim. Several emails about our luggage were in conflict with one another. Called as baggage and was on hold 30 minutes. Oscar said one of 2 was out fir delivery then cancelled. About 45 minutes later both pieces were delivered. Their system is suspect

I was not clear if food was offered or not.

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

Absolutely terrible. They boarded the plane, supposedly realized they didn't refuel the plane or load the luggage so we sat as the gate inside the plane for over 2 hours while they supposedly did things that should have been done before having passengers board the planem

Flight cancelled. Twice. And no communication. No gate agent. Went past boarding time and had to go and see email from AA. Airport communication was bad

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

It was awful. The communication between corporate and the crew on the ground left more to be desired. The crew even said that Corporate was waiting on answers because they themselves didn't know. Every hour, there was a new excuse. I also understood that passengers were angry, but the crew should have done a better job at crowd control. There was a racial exchange between passengers that could've been avoided has the crew acted sooner.

Delayed and horrible communication and sat on flight for an hour before taking off

Flight was delayed three times and we had an international connecting flight which we would’ve missed but AA manage to find us a flight that allowed us to catch and we made our international flight. However, due to the flight change, I’m in Amman, Jordan missing all 4 bags. It’s been a nightmare. Been waiting since June 17 and today is June 20th. Still without luggage. Customer service wait times are two hours and I get disconnected while waiting. I’ll update when/if my luggage arrives. Every day is costing money in a hotel in Amman. I can’t continue my trip to Palestine until the luggage arrives. Then, I will be updating my review.

They did not offer coffee on a 7am flight…awful!!

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports