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Kissimmee

$148+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MCO
May 29 — Jun 51
Fri 5/29
Fri 6/5
1 adult, Economy
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Cheap 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 April 29, 2026.

This CheapOair deal was found by Cheapflights users on 4/28. 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.
Thu 5/141:36 pm
MBJ
-
MCO
1 stop7h 49m
Spirit Airlines
Mon 5/186:41 pm
MCO
-
MBJ
1 stop18h 50m
Spirit Airlines
Deal found 4/28$309
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/211:36 pm
MBJ
-
MCO
1 stop7h 49m
Spirit Airlines
Tue 5/266:00 am
MCO
-
MBJ
1 stop7h 31m
Spirit Airlines
Deal found 4/27$310
This Priceline deal was found by Cheapflights users on 4/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:16 pm
MBJ
-
MCO
1 stop7h 31m
Multiple Airlines
Mon 6/110:59 am
MCO
-
MBJ
Nonstop2h 03m
Multiple Airlines
Deal found 4/28$313
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/41:36 pm
MBJ
-
MCO
1 stop7h 49m
Spirit Airlines
Sat 8/298:25 am
MCO
-
MBJ
1 stop4h 26m
Spirit Airlines
Deal found 4/27$315
This Travelocity deal was found by Cheapflights users on 4/28. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:16 pm
MBJ
-
MCO
1 stop7h 31m
Frontier
Mon 6/15:10 pm
MCO
-
MBJ
1 stop20h 01m
Frontier
Deal found 4/28$320
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Thu 5/141:36 pm
MBJ
-
MCO
1 stop7h 49m
Spirit Airlines
Sun 5/316:00 am
MCO
-
MBJ
1 stop7h 31m
Spirit Airlines
Deal found 4/28$321
This CheapOair deal was found by Cheapflights users on 4/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1111:35 am
MBJ
-
MCO
Nonstop2h 07m
Multiple Airlines
Tue 5/196:00 am
MCO
-
MBJ
1 stop7h 31m
Multiple Airlines
Deal found 4/25$322
This Priceline deal was found by Cheapflights users on 4/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/141:16 pm
MBJ
-
MCO
1 stop7h 31m
Multiple Airlines
Mon 5/189:25 am
MCO
-
MBJ
Nonstop2h 04m
Multiple Airlines
Deal found 4/28$323
This Priceline deal was found by Cheapflights users on 4/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/101:16 pm
MBJ
-
MCO
2 stops22h 39m
Frontier
Sat 5/164:52 pm
MCO
-
MBJ
2 stops20h 19m
Frontier
Deal found 4/24$324
This CheapOair deal was found by Cheapflights users on 4/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/711:35 am
MBJ
-
MCO
Nonstop2h 07m
Multiple Airlines
Sun 5/106:00 am
MCO
-
MBJ
1 stop7h 31m
Multiple Airlines
Deal found 4/24$325
This Priceline deal was found by Cheapflights users on 4/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/101:16 pm
MBJ
-
MCO
1 stop16h 24m
Multiple Airlines
Tue 5/199:25 am
MCO
-
MBJ
Nonstop2h 04m
Multiple Airlines
Deal found 4/24$326
This CheapOair deal was found by Cheapflights users on 4/28. 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.
Thu 5/141:16 pm
MBJ
-
MCO
1 stop7h 31m
Multiple Airlines
Mon 5/2510:59 am
MCO
-
MBJ
Nonstop2h 03m
Multiple Airlines
Deal found 4/28$328

Find flight deals from Jamaica to Kissimmee

Keep the following information in mind while searching for Jamaica to Kissimmee flight deals. Data was last updated April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(CheapOair)

One-way from

$148
(Priceline)

Popular in

April

Cheapest in

June

Average price

$458
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. 11% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 29, 2026.
Use the filters below to find and compare flights from Jamaica to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Fri 5/22

12:15 pm-3:20 pm

Nonstop2h 05m

Orlando

Mon 5/25

7:45 pm-11:15 am

2 stops16h 30m

$394

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Wed 5/13

4:59 pm-9:47 am

1 stop15h 48m

Orlando

Tue 6/9

6:15 am-3:34 pm

1 stop10h 19m

$400

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Thu 5/14

2:55 pm-12:05 am

1 stop8h 10m

Orlando

Mon 5/25

10:20 pm-1:55 pm

2 stops16h 35m

$400

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Thu 8/13

12:15 pm-3:20 pm

Nonstop2h 05m

Orlando

Sun 8/16

6:45 am-12:30 pm

1 stop6h 45m

$402
Quickest round-trip

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Wed 6/3

12:15 pm-3:20 pm

Nonstop2h 05m

Orlando

Tue 6/30

9:45 am-10:45 am

Nonstop2h 00m

$403

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sun 5/10

11:35 am-2:42 pm

Nonstop2h 07m

Orlando

Mon 6/8

10:59 am-12:02 pm

Nonstop2h 03m

$405

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Wed 5/13

11:35 am-2:42 pm

Nonstop2h 07m

Orlando

Tue 6/9

8:59 am-11:43 am

1 stop3h 44m

$410

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Fri 5/22

12:15 pm-3:20 pm

Nonstop2h 05m

Orlando

Sat 5/30

7:15 am-1:30 pm

1 stop7h 15m

$410

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Wed 7/15

4:59 pm-1:05 am

1 stop7h 06m

Orlando

Thu 7/30

11:05 am-3:34 pm

1 stop5h 29m

$417

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sat 5/9

2:40 pm-11:46 am

1 stop20h 06m

Orlando

Tue 6/9

4:49 pm-3:10 pm

1 stop23h 21m

$420

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 41 resultsSorted by cheapest first
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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 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 April 29, 2026.

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 15% versus a flight in the morning.

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 April 29, 2026.

The most flights from JM0 to K1S are scheduled on a Monday (2 on average). You will have fewer flight options on Saturday, 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 April 29, 2026.
Peruse reviews from past customers who have flown with Southwest,JetBlue, andAmerican 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
4,315 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,315 reviews
Southwest
8.0
Very good
4,315 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,968 reviews
Southwest
8.0
Very good
4,315 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,680 reviews
Southwest
8.0
Very good
4,315 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,631 reviews
Southwest
8.0
Very good
4,315 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 Southwest, Delta, and JetBlue 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 13h 43m. 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?

    $130 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 Southwest, with prices starting from $168 and $176, respectively.

  • What are the cheapest flights from Jamaica to Kissimmee?

    On average you can expect to pay $406 for a flight from Jamaica to Kissimmee. The cheapest flight overall is $208 while the most popular route, (Montego Bay Sangster Intl - Orlando) is currently priced at $296.

  • 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.

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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$129Average$318FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$256Average$440FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$263Average$472FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$291Average$437FlexibilityNo cancel feeOn-time63%
DeltaCheapest$495Average$876FlexibilityNo cancel feeOn-timeN/A

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