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Kissimmee

$156+ 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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MCO
juin 28 — juil. 51
sam. 6/28
sam. 7/5
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 juin 23, 2025.

Round-trip from

$229
(FlightHub)

One-way from

$156
(FlightHub)

Popular in

April

Cheapest in

June

Average price

$289
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. 11% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 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 juin 23, 2025.

This FlightHub deal was found by Cheapflights users on 6/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 7/1812:10 pmMBJ - MCO
1 stop6h 05mSpirit Airlines
sam. 8/2311:57 amMCO - MBJ
Nonstop2h 04mSpirit Airlines
Deal found 6/22$229
This JetBlue deal was found by Cheapflights users on 6/22. 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.
jeu. 7/176:30 pmMBJ - MCO
Nonstop2h 10mJetBlue
mer. 8/204:15 pmMCO - MBJ
Nonstop2h 10mJetBlue
Deal found 6/22$270
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
sam. 9/2012:21 pmKIN - MCO
1 stop9h 06mSpirit Airlines
sam. 10/45:30 amMCO - KIN
1 stop6h 46mSpirit Airlines
Deal found 6/22$288
This American Airlines deal was found by Cheapflights users on 6/22. 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.
mer. 7/234:30 pmMBJ - MCO
1 stop19h 42mAmerican Airlines
ven. 8/226:30 pmMCO - MBJ
1 stop15h 55mAmerican Airlines
Deal found 6/22$291
This Frontier deal was found by Cheapflights users on 6/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 7/109:05 amMBJ - MCO
1 stop10h 08mFrontier
dim. 8/2410:32 pmMCO - MBJ
1 stop10h 23mFrontier
Deal found 6/21$364
This Mytrip deal was found by Cheapflights users on 6/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 7/92:09 pmMBJ - MCO
Nonstop2h 06mMultiple Airlines
mer. 7/238:38 pmMCO - MBJ
3 stops38h 52mMultiple Airlines
Deal found 6/22$404
This Trip.com deal was found by Cheapflights users on 6/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/17:05 amKIN - MCO
1 stop12h 19mMultiple Airlines
ven. 7/49:32 pmMCO - KIN
1 stop24h 03mMultiple Airlines
Deal found 6/21$409
This JetBlue deal was found by Cheapflights users on 6/23. 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.
ven. 9/52:10 amKIN - MCO
1 stop14h 35mJetBlue
sam. 9/131:20 pmMCO - KIN
1 stop12h 19mJetBlue
Deal found 6/23$485
This American Airlines deal was found by Cheapflights users on 6/21. 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.
mar. 11/254:00 pmKIN - MCO
2 stops16h 55mAmerican Airlines
mar. 12/27:07 pmMCO - KIN
1 stop19h 13mAmerican Airlines
Deal found 6/21$490
This FlightHub deal was found by Cheapflights users on 6/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/252:35 pmKIN - MCO
2 stops33h 03mAir Canada
mar. 12/26:10 pmMCO - KIN
2 stops19h 25mAir Canada
Deal found 6/21$713

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 juin 23, 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

ven. 7/18

12:10 pm-7:15 pm

1 stop6h 05m

Orlando

sam. 8/23

11:57 am-1:01 pm

Nonstop2h 04m

$229

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

jeu. 7/17

8:10 am-11:13 am

Nonstop2h 03m

Orlando

mar. 8/19

10:55 am-12:03 pm

Nonstop2h 08m

$270

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

sam. 9/20

12:21 pm-10:27 pm

1 stop9h 06m

Orlando

sam. 10/4

5:30 am-11:16 am

1 stop6h 46m

$288

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

mer. 7/23

4:30 pm-1:12 pm

1 stop19h 42m

Orlando

ven. 8/22

6:30 pm-9:25 am

1 stop15h 55m

$291

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

jeu. 7/10

9:05 am-8:13 pm

1 stop10h 08m

Orlando

dim. 8/24

10:32 pm-7:55 am

1 stop10h 23m

$364

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

mer. 7/9

2:09 pm-5:15 pm

Nonstop2h 06m

Orlando

mer. 7/23

8:38 pm-10:30 am

3 stops38h 52m

$404

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

mer. 8/6

7:05 am-7:15 pm

1 stop11h 10m

Orlando

mer. 8/13

6:30 am-8:35 pm

1 stop15h 05m

$410

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

ven. 7/11

2:55 pm-6:10 pm

Nonstop2h 15m

Orlando

ven. 7/25

6:30 am-1:55 pm

1 stop8h 25m

$455

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

ven. 9/5

2:10 am-5:45 pm

1 stop14h 35m

Orlando

sam. 9/13

1:20 pm-12:39 am

1 stop12h 19m

$485

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

mar. 11/25

4:00 pm-8:55 am

2 stops16h 55m

Orlando

mar. 12/2

7:07 pm-2:20 pm

1 stop19h 13m

$490

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/21

Showing 1-10 of 25 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 juin 23, 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 juin 23, 2025.

The most flights from JM0 to K1S are scheduled on a Saturday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 juin 23, 2025.
Read reviews from past customers who have flown Caribbean Airlines, Southwest and United Airlines from Jamaica to Kissimmee. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.2
Very good
160 reviews

Boarding

8.2

Entertainment

6.8

Overall

8.2

Crew

8.5

Comfort

7.9

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Caribbean Airlines
8.2
Very good
160 reviews
Caribbean Airlines
8.2
Very good
160 reviews

Boarding

8.2

Entertainment

6.8

Overall

8.2

Crew

8.5

Comfort

7.9

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Southwest
8.0
Very good
4,278 reviews
Caribbean Airlines
8.2
Very good
160 reviews

Boarding

8.2

Entertainment

6.8

Overall

8.2

Crew

8.5

Comfort

7.9

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
United Airlines
7.4
Good
8,831 reviews
Caribbean Airlines
8.2
Very good
160 reviews

Boarding

8.2

Entertainment

6.8

Overall

8.2

Crew

8.5

Comfort

7.9

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
JetBlue
7.3
Good
2,922 reviews
Caribbean Airlines
8.2
Very good
160 reviews

Boarding

8.2

Entertainment

6.8

Overall

8.2

Crew

8.5

Comfort

7.9

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
American Airlines
7.2
Good
10,000 reviews
Caribbean Airlines
8.2
Very good
160 reviews

Boarding

8.2

Entertainment

6.8

Overall

8.2

Crew

8.5

Comfort

7.9

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

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.

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

    $156 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on JetBlue and American Airlines, with prices starting from $177 and $187, respectively.

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

    Consider JetBlue (93%), Southwest (81%) or Spirit Airlines (0%) 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 $333 for a flight from Jamaica to Kissimmee. The cheapest flight overall is $132 while the most popular route, (Montego Bay Sangster Intl - Orlando) is currently priced at $236.

  • 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 juin 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$130Average$299FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$243Average$587FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$273Average$485FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$278Average$392FlexibilityNo cancel feeOn-time63%
DeltaCheapest$312Average$376FlexibilityNo cancel feeOn-timeN/A

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