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Kissimmee

$157+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MCO
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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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 October 27, 2025.

This American Airlines deal was found by Cheapflights users on 10/24. 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.
Sun 11/161:40 pmMBJ - MCO
1 stop10h 19mAmerican Airlines
Tue 12/96:00 amMCO - MBJ
1 stop7h 26mAmerican Airlines
Deal found 10/24$277
This Cheapflightsfares deal was found by Cheapflights users on 10/25. 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.
Thu 12/181:05 pmMBJ - MCO
1 stop4h 24mSpirit Airlines
Wed 1/711:50 amMCO - MBJ
Nonstop2h 07mSpirit Airlines
Deal found 10/25$279
This Southwest deal was found by Cheapflights users on 10/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/211:00 pmMBJ - MCO
1 stop9h 20mSouthwest
Sun 12/712:50 pmMCO - MBJ
Nonstop2h 05mSouthwest
Deal found 10/26$280
This OneTravel deal was found by Cheapflights users on 10/25. 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.
Sat 11/112:09 pmMBJ - MCO
1 stop8h 03mSpirit Airlines
Mon 11/107:50 pmMCO - MBJ
1 stop16h 12mSpirit Airlines
Deal found 10/25$281
This OneTravel deal was found by Cheapflights users on 10/26. 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.
Thu 11/61:07 pmMBJ - MCO
1 stop19h 08mSpirit Airlines
Sat 11/156:30 amMCO - MBJ
1 stop5h 32mSpirit Airlines
Deal found 10/26$284
This American Airlines deal was found by Cheapflights users on 10/25. 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.
Thu 12/1811:27 amMBJ - MCO
1 stop10h 33mAmerican Airlines
Wed 1/76:00 amMCO - MBJ
1 stop4h 32mAmerican Airlines
Deal found 10/25$285
This Cheapflightsfares deal was found by Cheapflights users on 10/25. 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.
Mon 12/223:05 pmMBJ - MCO
Nonstop2h 10mSpirit Airlines
Sun 1/46:45 amMCO - MBJ
1 stop5h 20mSpirit Airlines
Deal found 10/25$286
This CheapOair deal was found by Cheapflights users on 10/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/193:05 pmMBJ - MCO
Nonstop2h 10mSpirit Airlines
Sat 1/36:45 amMCO - MBJ
1 stop5h 20mSpirit Airlines
Deal found 10/27$287
This American Airlines deal was found by Cheapflights users on 10/25. 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.
Mon 11/241:40 pmMBJ - MCO
1 stop6h 24mAmerican Airlines
Mon 12/15:00 amMCO - MBJ
2 stops9h 12mAmerican Airlines
Deal found 10/25$289
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Sun 11/231:40 pmMBJ - MCO
1 stop5h 28mAmerican Airlines
Sun 12/77:00 amMCO - MBJ
1 stop7h 12mAmerican Airlines
Deal found 10/26$290
This OneTravel deal was found by Cheapflights users on 10/25. 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.
Thu 11/271:07 pmMBJ - MCO
1 stop10h 18mSpirit Airlines
Mon 12/88:25 pmMCO - MBJ
2 stops15h 45mSpirit Airlines
Deal found 10/25$291
This OneTravel deal was found by Cheapflights users on 10/27. 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.
Sat 11/151:14 pmKIN - MCO
1 stop8h 54mSpirit Airlines
Sat 12/67:49 pmMCO - KIN
1 stop16h 25mSpirit Airlines
Deal found 10/27$292

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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(American Airlines)

One-way from

$157
(Cheapflightsfares)

Popular in

April

Cheapest in

June

Average price

$323
Provider with most accurate pricing for Montego Bay Sangster Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Orlando (ORL) flights.
Search Deals
From Jamaica to Kissimmee
Search Deals
One-way flight from Jamaica to Kissimmee
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 27, 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

Wed 11/26

11:09 am-5:41 pm

1 stop6h 32m

Orlando

Tue 12/2

6:00 am-1:01 pm

1 stop7h 01m

$285

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Thu 12/11

3:25 pm-5:30 pm

Nonstop2h 05m

Orlando

Fri 1/2

12:50 pm-2:55 pm

Nonstop2h 05m

$285

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Fri 1/23

11:10 am-9:50 pm

1 stop10h 40m

Orlando

Mon 1/26

5:00 am-1:32 pm

1 stop8h 32m

$285

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sat 11/22

11:17 am-8:04 pm

1 stop8h 47m

Orlando

Sat 11/29

10:03 am-2:12 pm

1 stop4h 09m

$285

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sun 11/23

11:09 am-8:06 pm

1 stop8h 57m

Orlando

Sun 12/7

6:00 am-1:00 pm

1 stop7h 00m

$290

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sat 12/20

1:05 pm-5:29 pm

1 stop4h 24m

Orlando

Mon 1/5

11:50 am-1:57 pm

Nonstop2h 07m

$297

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Thu 12/18

4:17 pm-6:28 pm

Nonstop2h 11m

Orlando

Tue 1/6

3:02 pm-5:07 pm

Nonstop2h 05m

$300

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sat 12/20

9:02 am-11:09 am

Nonstop2h 07m

Orlando

Sun 1/4

6:00 am-8:02 am

Nonstop2h 02m

$300

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sat 12/20

9:02 am-11:09 am

Nonstop2h 07m

Orlando

Sat 1/3

6:00 am-8:02 am

Nonstop2h 02m

$300

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

Wed 11/19

1:06 pm-10:08 pm

1 stop9h 02m

Orlando

Wed 12/10

6:44 am-12:14 pm

1 stop5h 30m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 32 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, January is the cheapest month in which you can book a flight from Jamaica to Kissimmee (average of $160). Flying from Jamaica to Kissimmee in March is currently the most expensive (average of $256). 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 October 27, 2025.

When flying from Jamaica to Kissimmee, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 24% versus a flight at noon.

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 October 27, 2025.

The most flights from JM0 to K1S are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 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 October 27, 2025.
Peruse reviews from past customers who have flown with Southwest, American Airlines, and JetBlue 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
4,238 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
11,032 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
2,907 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
8,110 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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, Southwest, and Spirit Airlines fly from Jamaica to Kissimmee in about 2h 05m. The time it takes to get you to your destination can typically vary by up to 6h 49m. 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?

    $177 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Southwest and Spirit Airlines, with prices starting from $177 and $206, respectively.

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

    Consider JetBlue (85%), Southwest (78%) or Spirit Airlines (67%) 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 $312 for a flight from Jamaica to Kissimmee. The cheapest flight overall is $178 while the most popular route, (Montego Bay Sangster Intl - Orlando) is currently priced at $254.

  • 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, January is the cheapest month in which you can book a flight from Jamaica to Kissimmee (average of $160). Flying from Jamaica to Kissimmee in March is currently the most expensive (average of $256). 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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Top 4 airlines flying from Jamaica to Kissimmee

Discover the top 4 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$305FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$243Average$460FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$265Average$451FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$300Average$428FlexibilityNo cancel feeOn-time63%

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