$151 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 6/28. 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$567
Santo Domingo
Santo Domingo2 stops$654
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$586
Kingston
Kingston1 stop$774
Simpson Bay
Simpson Bay1 stop$665
Providenciales
Providenciales2 stops$649
Port of Spain
Port of Spain2 stops$650
George Town
George Town2 stops$673
Aguadilla
Aguadilla2 stops$556
Punta Cana
Punta Cana2 stops$567
Santo Domingo
Santo Domingo2 stops$654
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$586
Kingston
Kingston1 stop$774
Simpson Bay
Simpson Bay1 stop$665
Providenciales
Providenciales2 stops$649
Port of Spain
Port of Spain2 stops$650
George Town
George Town2 stops$673
Aguadilla
Aguadilla2 stops$556

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 23 - Sat, Aug 29
American Airlines Logo
6:53 am - 1:34 pm
DSM
-
MBJ
6h 41m
1 stop
American Airlines Logo
2:52 pm - 11:34 pm
MBJ
-
DSM
8h 42m
1 stop
$352American Airlines
Sun, Aug 23 - Sat, Aug 29
American Airlines Logo
7:56 pm - 1:28 pm
DSM
-
MBJ
17h 32m
2 stops
American Airlines Logo
2:52 pm - 11:34 pm
MBJ
-
DSM
8h 42m
1 stop
$357American Airlines
Sat, Jul 11 - Sat, Jul 18
United Airlines Logo
6:00 am - 12:50 pm
DSM
-
MBJ
6h 50m
1 stop
United Airlines Logo
1:52 pm - 9:22 pm
MBJ
-
DSM
7h 30m
1 stop
$403United Airlines
Sat, Jul 11 - Sat, Jul 18
United Airlines Logo
6:50 pm - 1:30 pm
DSM
-
MBJ
18h 40m
2 stops
United Airlines Logo
1:52 pm - 9:22 pm
MBJ
-
DSM
7h 30m
1 stop
$412United Airlines
Thu, Sep 17 - Sun, Sep 20
Multiple Airlines Logo
1:58 pm - 3:19 pm
DSM
-
SJU
24h 21m
1 stop
Multiple Airlines Logo
6:15 am - 7:57 pm
SJU
-
DSM
14h 42m
1 stop
$420Multiple Airlines
Tue, Aug 11 - Tue, Aug 18
Southwest Logo
6:10 am - 4:25 pm
DSM
-
SJU
9h 15m
2 stops
Southwest Logo
1:20 pm - 9:55 pm
SJU
-
DSM
9h 35m
2 stops
$421Southwest
Mon, Aug 10 - Sun, Aug 16
Multiple Airlines Logo
6:07 pm - 4:05 pm
DSM
-
SJU
20h 58m
1 stop
Multiple Airlines Logo
6:45 am - 11:19 pm
SJU
-
DSM
17h 34m
1 stop
$433Multiple Airlines
Thu, Sep 3 - Sun, Sep 6
Southwest Logo
5:40 am - 8:05 pm
DSM
-
SJU
13h 25m
2 stops
Southwest Logo
2:05 pm - 10:10 pm
SJU
-
DSM
9h 05m
2 stops
$461Southwest
Tue, Sep 22 - Tue, Sep 29
Delta Logo
2:34 pm - 10:00 pm
DSM
-
SJU
6h 26m
1 stop
Delta Logo
7:00 am - 4:41 pm
SJU
-
DSM
10h 41m
2 stops
$466Delta
Tue, Oct 20 - Tue, Oct 27
Delta Logo
5:45 am - 1:49 pm
DSM
-
NAS
7h 04m
1 stop
Delta Logo
1:16 pm - 10:29 pm
NAS
-
DSM
10h 13m
1 stop
$586Delta
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 $327, 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 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$151
Best time to beat the crowds with an average 9% 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 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 8412 reviews
7.2Food
7.8Comfort
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

6.0 GoodAnonymous, May 2026
ATL - ECP
Read more Delta reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Flight was delayed but more than 90 minutes. This caused me to miss my available windows for pick-up by a friend. I had to pay $125 for an uber back home from the airport which was an added expense that I had not budgeted for my trip. Staff was friendly.

I felt scammed. The priced advertised was different than what I paid. I paid the whole some online. I then got a call 20 minutes later saying I need to paid 70 more person. She said the price online is not the guaranteed price.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Easy of boarding, helpfully staff at check in, surprisingly comfortable seating

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Lost of requested seat assignments. Lost my husband's meal choice

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports