$127 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 6/8. 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$358
Santo Domingo
Santo Domingo2 stops$582
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad2 stops$549
Nassau
Nassau1 stop$464
Kingston
Kingston2 stops$814
Simpson Bay
Simpson Bay3 stops$467
Providenciales
Providenciales1 stop$461
Port of Spain
Port of Spain1 stop$630
Bridgetown
Bridgetown1 stop$727
George Town
George Town1 stop$457
Willemstad
Willemstad2 stops$711
Aguadilla
Aguadilla1 stop$498
Puerto Plata
Puerto Plata2 stops$675
St. John's
St. John's1 stop$695
Punta Cana
Punta Cana1 stop$358
Santo Domingo
Santo Domingo2 stops$582
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad2 stops$549
Nassau
Nassau1 stop$464
Kingston
Kingston2 stops$814
Simpson Bay
Simpson Bay3 stops$467
Providenciales
Providenciales1 stop$461
Port of Spain
Port of Spain1 stop$630
Bridgetown
Bridgetown1 stop$727
George Town
George Town1 stop$457
Willemstad
Willemstad2 stops$711
Aguadilla
Aguadilla1 stop$498
Puerto Plata
Puerto Plata2 stops$675
St. John's
St. John's1 stop$695

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

Mon, Jun 1 - Thu, Jun 11
Frontier Logo
6:24 pm - 11:59 pm
MCI
-
SJU
28h 35m
2 stops
Frontier Logo
5:15 pm - 5:21 pm
SJU
-
MCI
25h 06m
1 stop
$267Frontier
Mon, Jun 1 - Thu, Jun 11
Frontier Logo
6:24 pm - 3:50 pm
MCI
-
SJU
20h 26m
2 stops
Frontier Logo
5:15 pm - 5:21 pm
SJU
-
MCI
25h 06m
1 stop
$276Frontier
Sat, Sep 5 - Fri, Sep 11
American Airlines Logo
1:50 pm - 12:15 am
MCI
-
SJU
9h 25m
2 stops
American Airlines Logo
2:05 pm - 12:09 am
SJU
-
MCI
11h 04m
2 stops
$277American Airlines
Tue, Aug 25 - Sat, Aug 29
American Airlines Logo
7:00 am - 9:14 pm
MCI
-
SJU
13h 14m
1 stop
American Airlines Logo
1:38 pm - 11:49 pm
SJU
-
MCI
11h 11m
1 stop
$289American Airlines
Mon, Sep 7 - Thu, Sep 10
United Airlines Logo
6:23 am - 3:42 pm
MCI
-
SJU
8h 19m
1 stop
United Airlines Logo
2:55 pm - 11:57 pm
SJU
-
MCI
10h 02m
1 stop
$313United Airlines
Sat, May 16 - Sat, May 23
United Airlines Logo
6:17 am - 12:50 pm
MCI
-
MBJ
6h 33m
1 stop
United Airlines Logo
2:40 pm - 10:31 pm
MBJ
-
MCI
7h 51m
1 stop
$355United Airlines
Tue, Aug 4 - Tue, Aug 18
Delta Logo
5:39 am - 11:31 am
MCI
-
GCM
5h 52m
1 stop
Delta Logo
12:56 pm - 9:01 pm
GCM
-
MCI
8h 05m
1 stop
$457Delta
Wed, May 13 - Wed, May 20
Delta Logo
7:05 am - 2:10 pm
MCI
-
PLS
6h 05m
1 stop
Delta Logo
3:25 pm - 11:49 pm
PLS
-
MCI
9h 24m
1 stop
$461Delta
Wed, May 20 - Wed, May 27
Southwest Logo
9:20 am - 6:30 pm
MCI
-
NAS
8h 10m
2 stops
Southwest Logo
8:45 am - 2:15 pm
NAS
-
MCI
6h 30m
1 stop
$559Southwest
Mon, May 18 - Mon, May 25
Southwest Logo
5:55 pm - 1:35 pm
MCI
-
AUA
18h 40m
2 stops
Southwest Logo
2:35 pm - 9:15 am
AUA
-
MCI
19h 40m
2 stops
$651Southwest
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 $377 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 $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 $318 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $596 and $556 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 17% 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$127
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 16% 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 4327 reviews
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

4.0 OkayDavid, Apr 2026
COS - DAL
Read more Southwest reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

Everything was great. The only issue is unfixable. Seats are too small. 😁🤪

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Food was surprisingly delicious. Space in the seat is horrible when the seating front is reclined. Movie offerings were terrible. Crew was friendly and helpful.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Flight itself excellent, but delayed so missed connection & got to destination 2 hrs later

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was delayed from take off because only one runway was operational in San Francisco.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

Overall a good experience, however Wifi was not working on the flight.

For a 4 1/2 hour international flight all we got was 1 small pack of cookies and a drink. You had to watch movies on your own devise.

Airlines should be prohibited from using the seats they get away with.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

Easy to get our TSA pre check #added. Flight crew was great and entertaining and we landed early!

Flight was delayed 6plus hours Did not take flight Customer service was terrible Will never fly again and will spread how terrible you are You stink

I didnt have a flight. Kayak must be on drugs because I confirmed with spirit that I had no booked flight.

We were surprised to be charged $99 for a personal item. And of course everything offered on the flight was an additional charge. Other than that the pilot flew and landed the plane well and the attendants and fellow passengers were nice enough.

baggage drop off was a bit much. I felt like I worked for spirit airlines since I did all the work.

Gate changed multiple times. The staff seemed annoyed that we asked for water. We had to pay for the water as well.

It was a full Spirit experience. Got to witness police officers having to deboard a passenger and cost us about an hour of delay. Front seat was spacious and better than expected.

Broke my bag and offered no support or solution afterwards

We didn't get on the flight, they canceled our flight and said there was no flights leaving this weekend and sent me our money back.

Horrible company: canceled flights and delayed flights. Spirit canceled my flight from Miami to Philadelphia the day before we were supposed to leave from Philadelphia to Miami, with no explanation. I had to rebook another flight, spending more money and instead of flying from Miami, I had to choose a flight from Fort Lauderdale because there were no direct flights available from Miami. That created additional cost. The flight with Spirit from Fort Lauderdale was scheduled to depart at 6am, so I had to wake up my 3 and 6 years old at 3am to get to the airport in time and then, at 5am while we were at the gate the delayed the flight until 7:45am with again no explanation.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports