$111 Find Cheap Flights from Kansas City to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kansas City to Caribbean departing on 4/10. 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

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Cheap Flights from Kansas City to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$469
Santo Domingo
Santo Domingo2 stops$591
Montego Bay
Montego Bay2 stops$352
Oranjestad
Oranjestad1 stop$533
Nassau
Nassau1 stop$440
Kingston
Kingston2 stops$707
Simpson Bay
Simpson Bay1 stop$513
Providenciales
Providenciales1 stop$383
Port of Spain
Port of Spain1 stop$650
Bridgetown
Bridgetown1 stop$692
George Town
George Town1 stop$341
Willemstad
Willemstad1 stop$712
Puerto Plata
Puerto Plata1 stop$669
St. John's
St. John's1 stop$760
Aguadilla
Aguadilla1 stop$435
Punta Cana
Punta Cana1 stop$469
Santo Domingo
Santo Domingo2 stops$591
Montego Bay
Montego Bay2 stops$352
Oranjestad
Oranjestad1 stop$533
Nassau
Nassau1 stop$440
Kingston
Kingston2 stops$707
Simpson Bay
Simpson Bay1 stop$513
Providenciales
Providenciales1 stop$383
Port of Spain
Port of Spain1 stop$650
Bridgetown
Bridgetown1 stop$692
George Town
George Town1 stop$341
Willemstad
Willemstad1 stop$712
Puerto Plata
Puerto Plata1 stop$669
St. John's
St. John's1 stop$760
Aguadilla
Aguadilla1 stop$435

Book Cheap Kansas City to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kansas City to Caribbean 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 Kansas City to Caribbean

Sat, May 2 - Wed, May 6
Southwest Logo
5:10 am - 3:35 pm
MCI
-
SJU
9h 25m
2 stops
Southwest Logo
11:25 am - 9:30 pm
SJU
-
MCI
11h 05m
2 stops
$260Southwest
Fri, May 1 - Wed, May 6
Southwest Logo
8:55 pm - 8:55 am
MCI
-
SJU
11h 00m
1 stop
Southwest Logo
5:35 am - 4:15 pm
SJU
-
MCI
11h 40m
2 stops
$263Southwest
Sat, May 2 - Wed, May 6
United Airlines Logo
11:30 am - 8:34 pm
MCI
-
SJU
8h 04m
1 stop
United Airlines Logo
7:40 am - 2:26 pm
SJU
-
MCI
7h 46m
1 stop
$270United Airlines
Tue, Apr 21 - Thu, Apr 30
American Airlines Logo
5:30 am - 11:02 pm
MCI
-
SJU
16h 32m
1 stop
American Airlines Logo
6:00 am - 2:48 pm
SJU
-
MCI
9h 48m
1 stop
$276American Airlines
Wed, Apr 8 - Wed, Apr 29
American Airlines Logo
6:48 am - 8:51 pm
MCI
-
SJU
13h 03m
1 stop
American Airlines Logo
6:00 am - 9:56 pm
SJU
-
MCI
16h 56m
1 stop
$281American Airlines
Sun, May 3 - Fri, May 8
Delta Logo
8:10 am - 8:24 pm
MCI
-
SJU
11h 14m
1 stop
Delta Logo
5:43 pm - 11:49 pm
SJU
-
MCI
7h 06m
1 stop
$288Delta
Wed, Apr 8 - Tue, Apr 21
United Airlines Logo
11:30 am - 8:34 pm
MCI
-
SJU
8h 04m
1 stop
United Airlines Logo
1:00 am - 10:27 am
SJU
-
MCI
10h 27m
2 stops
$290United Airlines
Tue, Apr 21 - Tue, Apr 28
Delta Logo
5:40 am - 12:00 pm
MCI
-
GCM
6h 20m
1 stop
Delta Logo
1:25 pm - 11:50 pm
GCM
-
MCI
10h 25m
1 stop
$341Delta
Mon, Apr 13 - Wed, Apr 15
Spirit Airlines Logo
5:45 am - 1:26 pm
MCI
-
STT
6h 41m
1 stop
Spirit Airlines Logo
10:49 am - 5:06 pm
STT
-
MCI
7h 17m
1 stop
$377Spirit Airlines
Sat, Apr 11 - Tue, Apr 14
Spirit Airlines Logo
5:45 am - 1:26 pm
MCI
-
STT
6h 41m
1 stop
Spirit Airlines Logo
2:36 pm - 5:06 pm
STT
-
MCI
27h 30m
1 stop
$383Spirit Airlines
Booking Insights

KAYAK's insights & trends for Kansas City to Caribbean flights

Get data-powered insights and trends into flights from Kansas City to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Kansas City to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Kansas City found in the last 72 hours was to Montego Bay, at $297 round-trip. The most popular route is from Kansas City (MCI) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $661.

Can I save money by flying with a layover from Kansas City to Caribbean?

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 $606, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Kansas City to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Kansas City to Caribbean, 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 Kansas City to Caribbean is September, when tickets cost $314 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $595 and $540 respectively.

How far in advance should I book a flight from Kansas City to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Kansas City to Caribbean, 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 Kansas City to Caribbean, you should book around 2 weeks before departure, which saves you about 23% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$111
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Kansas City to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Kansas City to Caribbean?

    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 Kansas City to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kansas City to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Kansas City to Caribbean 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 Kansas City to Caribbean?

    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 Kansas City to Caribbean 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 Kansas City to Caribbean?

    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 Kansas City to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Kansas City to Caribbean

 
Need help choosing which airline to fly with from Kansas City to Caribbean? 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 4324 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
8.6Crew
Airline reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

10.0 ExcellentMartie, Mar 2026
LGB - BNA
Read more Southwest reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

Didn't make the flight because the first leg of my flight was canceled and the next leg was already booked.

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

Good quick flight on a small but comfortable plane. I'm 6'3 and had plenty of space.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

Business class seats felt very cramped compared to other airlines.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Great experience. Good dinner and service. FA's were very nice and attentive.

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Mostly good. The WiFi wasn’t working so that was not great.

They cancelled our flight. 2 hours before we were supposed to take off and offered us nothing! We got our money back and that was it. No other flight to get to our cruise no working with another airline or with us to get there. Terrible customer service, no apology.

we boarded the plane and then sat for OVER AN HOUR on it, first waiting for fuel and then the crew timed out. the flight kept getting delayed longer and longer, a 9:30pm flight is still on the ground at 1:15am.

The airplane rattled near the left wing as if several screws were loose. Then after we landed in Fort Lauderdale, we had to sit and wait on the runway for quite some time. It was very scary and TOTALLY unacceptable!

Smooth flight staff very friendly and we arrived 15 mins earlier

I was in the airport when I'll check the status of my flight and it was canceled and without any reason. The worst of the worst ...

I never had an opportunity to experience them! They cancelled my flight TWICE!!!

Return flight was canceled. Needed to reschedule with another airline the next day. Cost an an additional $84. At another airport 45 miles further away

Spent seven hours in the airport with spirit pushing he flight time back two hours every two hours only to then have it canceled without explanation. The employees said, “They’ve been doing this for the last five days.” Would have been great if they told us to expect that when we arrived.

Seat do not reclined and tight space. Flight changed so many times hard to keep up.

Bad airline to travel with my flight was delayed for more than 3 hours they act like it’s normal

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports