$113 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 8/22. 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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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$468
Santo Domingo
Santo Domingo1 stop$600
Montego Bay
Montego Bay1 stop$382
Oranjestad
Oranjestad1 stop$527
Nassau
Nassau1 stop$489
Kingston
Kingston2 stops$757
Simpson Bay
Simpson Bay1 stop$577
Providenciales
Providenciales1 stop$463
Port of Spain
Port of Spain2 stops$634
Bridgetown
Bridgetown2 stops$702
George Town
George Town1 stop$459
Willemstad
Willemstad1 stop$737
Aguadilla
Aguadilla2 stops$439
Puerto Plata
Puerto Plata1 stop$710
St. John's
St. John's1 stop$670
Punta Cana
Punta Cana1 stop$468
Santo Domingo
Santo Domingo1 stop$600
Montego Bay
Montego Bay1 stop$382
Oranjestad
Oranjestad1 stop$527
Nassau
Nassau1 stop$489
Kingston
Kingston2 stops$757
Simpson Bay
Simpson Bay1 stop$577
Providenciales
Providenciales1 stop$463
Port of Spain
Port of Spain2 stops$634
Bridgetown
Bridgetown2 stops$702
George Town
George Town1 stop$459
Willemstad
Willemstad1 stop$737
Aguadilla
Aguadilla2 stops$439
Puerto Plata
Puerto Plata1 stop$710
St. John's
St. John's1 stop$670

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, Sep 19 - Wed, Sep 23
American Airlines Logo
5:24 pm - 12:51 pm
MCI
-
STT
18h 27m
2 stops
American Airlines Logo
1:41 pm - 8:58 am
STT
-
MCI
20h 17m
2 stops
$284American Airlines
Sat, Sep 5 - Fri, Sep 11
American Airlines Logo
11:20 am - 12:15 am
MCI
-
SJU
11h 55m
2 stops
American Airlines Logo
3:35 pm - 8:58 am
SJU
-
MCI
18h 23m
1 stop
$316American Airlines
Fri, Oct 16 - Wed, Oct 21
Multiple Airlines Logo
6:11 pm - 11:41 pm
MCI
-
SJU
28h 30m
2 stops
Multiple Airlines Logo
4:39 pm - 8:06 am
SJU
-
MCI
16h 27m
1 stop
$322Multiple Airlines
Thu, Aug 20 - Tue, Aug 25
Delta Logo
12:22 pm - 10:29 pm
MCI
-
SJU
9h 07m
1 stop
Delta Logo
2:59 pm - 11:58 pm
SJU
-
MCI
9h 59m
1 stop
$326Delta
Thu, Aug 13 - Tue, Aug 18
Multiple Airlines Logo
7:09 pm - 12:41 am
MCI
-
SJU
28h 32m
1 stop
Multiple Airlines Logo
4:05 pm - 5:24 pm
SJU
-
MCI
26h 19m
2 stops
$330Multiple Airlines
Thu, Aug 20 - Tue, Aug 25
Delta Logo
12:22 pm - 10:29 pm
MCI
-
SJU
9h 07m
1 stop
Delta Logo
2:59 pm - 11:58 pm
SJU
-
MCI
9h 59m
1 stop
$336Delta
Sat, Nov 7 - Wed, Nov 11
United Airlines Logo
6:00 am - 1:48 pm
MCI
-
MBJ
6h 48m
1 stop
United Airlines Logo
3:20 pm - 10:26 am
MBJ
-
MCI
20h 06m
2 stops
$392United Airlines
Wed, Dec 16 - Wed, Dec 23
Southwest Logo
5:25 am - 12:35 pm
MCI
-
GCM
6h 10m
1 stop
Southwest Logo
1:30 pm - 9:40 pm
GCM
-
MCI
9h 10m
1 stop
$539Southwest
Wed, Nov 11 - Wed, Nov 18
Southwest Logo
5:25 am - 2:20 pm
MCI
-
SXM
6h 55m
1 stop
Southwest Logo
3:20 pm - 9:45 pm
SXM
-
MCI
8h 25m
1 stop
$577Southwest
Thu, Jul 23 - Mon, Jul 27
United Airlines Logo
6:41 pm - 12:33 pm
MCI
-
SXM
16h 52m
2 stops
United Airlines Logo
3:50 pm - 8:42 am
SXM
-
MCI
17h 52m
2 stops
$640United 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 5 days was to Montego Bay, at $377 round-trip. The most popular route is from Kansas City (MCI) to Montego Bay (MBJ), and the cheapest round-trip airline ticket found on this route in the last 5 days was $377.

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 $717, 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 $108 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $2,056 and $1,250 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 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$113
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 9% lower on average.
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 4 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.
7.9
SouthwestOverall score based on 4241 reviews
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

2.0 MediocreMarcela, Jun 2026
DAL - COS
Read more Southwest reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

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.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

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

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

The entertainment they offer could use some games, and maybe they could add some cookies to the snack menu. And the automated messages are a bit repetitive. But it was comfortable temperature wise and the seats were comfortable. The crew is very polite and helpful

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

This planes staff was top tier. Everything went great and had a great flight home.

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!!

Plane temperature was so hot that everyone on the plane was sweating. Departure gates changed 3 times in the hour before the flight. Internet service was so poor in the terminal that updates weren't always being received.

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

Check in for 5am flight at RDU was hampered by American check in counters being seriously understaffed , was told even supervisor called out. Took so long in line for special services check in that we missed our 5am departure even after arriving at 3:30am. Had to be rescheduled to later flight from Charlotte to St Thomas.

Delayed flight due to maintenance and I have had multiple delayed flights due to maintenance in the last month plus

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports