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Kissimmee

$169+ Cheap flights from Jamaica to Kissimmee, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MCO
ago 26 — set 21
ter 8/26
ter 9/2
1 adult, Economy
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Cheap flight deals from Jamaica to Kissimmee

Keep the following information in mind while searching for Jamaica to Kissimmee flight deals. Data was last updated agosto 21, 2025.

Round-trip from

$271
(American Airlines)

One-way from

$169
(Priceline)

Popular in

April

Cheapest in

June

Average price

$407
From Jamaica to Kissimmee
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One-way flight from Jamaica to Kissimmee
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Highest demand for flights based on searches. 13% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Jamaica to Kissimmee

Cheapest flights from Jamaica to Kissimmee
Explore the most affordable flight options available from Jamaica to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 21, 2025.

This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 10/172:30 pmMBJ - MCO
1 stop16h 38mAmerican Airlines
ter 10/217:10 amMCO - MBJ
1 stop6h 55mAmerican Airlines
Deal found 8/21$271
This OneTravel deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 9/2012:10 pmMBJ - MCO
1 stop18h 50mSpirit Airlines
ter 9/306:31 amMCO - MBJ
1 stop5h 34mSpirit Airlines
Deal found 8/21$272
This Cheapflightsfares deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 9/2512:10 pmMBJ - MCO
1 stop10h 18mSpirit Airlines
ter 9/306:31 amMCO - MBJ
1 stop5h 34mSpirit Airlines
Deal found 8/19$273
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 9/183:36 pmMBJ - MCO
1 stop7h 19mAmerican Airlines
qui 9/256:50 pmMCO - MBJ
1 stop21h 04mAmerican Airlines
Deal found 8/19$275
This Expedia deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 9/2712:10 pmMBJ - MCO
1 stop10h 18mSpirit Airlines
sáb 11/86:55 amMCO - MBJ
1 stop5h 10mSpirit Airlines
Deal found 8/18$276
This JetBlue deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 11/104:31 pmMBJ - MCO
Nonstop2h 09mJetBlue
ter 11/1112:35 pmMCO - MBJ
Nonstop2h 11mJetBlue
Deal found 8/19$277
This Cheapflightsfares deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 8/2912:19 pmMBJ - MCO
1 stop9h 33mSpirit Airlines
seg 9/16:20 amMCO - MBJ
1 stop5h 54mSpirit Airlines
Deal found 8/20$278
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/41:09 pmMBJ - MCO
1 stop9h 42mSpirit Airlines
qui 11/136:55 amMCO - MBJ
1 stop5h 10mSpirit Airlines
Deal found 8/19$282
This Cheapflightsfares deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 9/2212:08 pmKIN - MCO
1 stop10h 20mSpirit Airlines
ter 10/76:35 amMCO - KIN
1 stop5h 34mSpirit Airlines
Deal found 8/20$282
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/41:09 pmMBJ - MCO
1 stop9h 42mSpirit Airlines
qua 11/125:15 pmMCO - MBJ
1 stop18h 50mSpirit Airlines
Deal found 8/19$283
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 9/123:36 pmMBJ - MCO
1 stop7h 19mAmerican Airlines
dom 9/216:10 amMCO - MBJ
1 stop8h 28mAmerican Airlines
Deal found 8/19$284
This OneTravel deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 9/1012:10 pmMBJ - MCO
1 stop10h 18mSpirit Airlines
qui 9/255:27 pmMCO - MBJ
1 stop17h 20mSpirit Airlines
Deal found 8/21$285

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jamaica to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 21, 2025.
Use the filters below to find and compare flights from Jamaica to Kissimmee that are best for you.

Fly from

Jamaica

Fly to

Kissimmee

Route

Depart

Return

Price

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

qui 9/18

3:36 pm-11:55 pm

1 stop7h 19m

Orlando

qui 9/25

6:50 pm-2:54 pm

1 stop21h 04m

$271

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

qua 9/10

2:38 pm-8:50 am

2 stops17h 12m

Orlando

sáb 9/13

7:15 am-2:54 pm

1 stop8h 39m

$271

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

sex 10/17

2:30 pm-8:08 am

1 stop16h 38m

Orlando

ter 10/21

6:02 am-1:05 pm

1 stop8h 03m

$271

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

qui 10/2

12:10 pm-8:00 am

1 stop18h 50m

Orlando

ter 10/7

6:16 am-11:00 am

1 stop5h 44m

$272

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

sáb 9/20

12:10 pm-8:00 am

1 stop18h 50m

Orlando

ter 9/30

6:31 am-11:05 am

1 stop5h 34m

$272

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

sáb 10/4

12:10 pm-11:28 pm

1 stop10h 18m

Orlando

sáb 10/11

6:35 am-11:00 am

1 stop5h 25m

$277

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

sex 8/29

12:19 pm-10:52 pm

1 stop9h 33m

Orlando

seg 9/1

6:20 am-11:14 am

1 stop5h 54m

$278

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

qua 9/3

12:19 pm-10:52 pm

1 stop9h 33m

Orlando

ter 9/9

6:31 am-11:05 am

1 stop5h 34m

$278

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

seg 9/22

12:08 pm-11:28 pm

1 stop10h 20m

Orlando

ter 10/7

6:35 am-11:09 am

1 stop5h 34m

$282

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

qua 9/3

12:32 pm-10:52 pm

1 stop9h 20m

Orlando

seg 9/8

6:31 am-11:02 am

1 stop5h 31m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/21

Showing 1-10 of 35 results
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Best time to book a flight from Jamaica to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Jamaica with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jamaica to Kissimmee

What is the cheapest month to book a flight from Jamaica to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Jamaica to Kissimmee (average of $206). Flying from Jamaica to Kissimmee in November is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JM to K1S?

Find hourly flight availability from Jamaica to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 21, 2025.

When flying from Jamaica to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Jamaica to Kissimmee

Explore weekly flight availability from Jamaica to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated agosto 21, 2025.

The most flights from JM0 to K1S are scheduled on a Thursday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated agosto 21, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and American Airlines from Jamaica to Kissimmee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,916 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,035 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Jamaica to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Jamaica to Kissimmee?

    Airlines like American Airlines and Spirit Airlines fly from Jamaica to Kissimmee in about 7h 19m. The time it takes to get you to your destination can typically vary by up to 11h 31m. Jamaica and Kissimmee are separated by a distance of 718 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Jamaica to Kissimmee one-way?

    $169 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Spirit Airlines and JetBlue, with prices starting from $169 and $169, respectively.

  • What are the most reliable airlines from Jamaica to Kissimmee?

    Consider JetBlue (84%), Southwest (69%) or Spirit Airlines (62%) when booking your flight. These represent the most reliable airlines when flying from Jamaica to Kissimmee.

  • What are the cheapest flights from Jamaica to Kissimmee?

    On average you can expect to pay $320 for a flight from Jamaica to Kissimmee. The cheapest flight overall is $166 while the most popular route, (Montego Bay Sangster Intl - Orlando) is currently priced at $247.

  • Can I find deals for flights from Jamaica to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Jamaica to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jamaica to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jamaica to Kissimmee.

  • Can I find deals for business class flights from Jamaica to Kissimmee?

    Yes. Cheapflights offers flight deals from Jamaica to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jamaica to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Jamaica to Kissimmee (average of $206). Flying from Jamaica to Kissimmee in November is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Jamaica to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Jamaica to Kissimmee

Discover the top 5 airlines that operate flights from Jamaica to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$297FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$244Average$476FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$265Average$468FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$279Average$406FlexibilityNo cancel feeOn-time63%
DeltaCheapest$373Average$464FlexibilityNo cancel feeOn-timeN/A

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