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$141+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MCO
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$190
(Cheapflightsfares)

One-way from

$141
(Cheapflightsfares)

Popular in

March

Cheapest in

April

Average price

$212
Provider with most accurate pricing for Montego Bay Sangster Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Orlando (ORL) flights.
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From Jamaica to Kissimmee
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One-way flight from Jamaica to Kissimmee
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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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.
Fri 5/912:07 pmMBJ - MCO
1 stop7h 30mSpirit Airlines
Mon 5/199:42 pmMCO - MBJ
1 stop14h 20mSpirit Airlines
Deal found 4/2$190
This JetBlue deal was found by Cheapflights users on 4/2. 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.
Thu 4/2410:35 amMBJ - MCO
Nonstop2h 10mJetBlue
Mon 5/54:05 pmMCO - MBJ
Nonstop2h 08mJetBlue
Deal found 4/2$206
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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.
Sat 5/101:34 pmKIN - MCO
1 stop6h 03mSpirit Airlines
Sat 5/179:42 pmMCO - KIN
1 stop15h 47mSpirit Airlines
Deal found 4/2$252
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Sat 5/312:55 pmMBJ - MCO
2 stops10h 37mAmerican Airlines
Sun 5/189:59 amMCO - MBJ
1 stop4h 37mAmerican Airlines
Deal found 4/1$284
This CheapOair deal was found by Cheapflights users on 4/2. 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.
Sat 4/51:05 pmMBJ - MCO
1 stop10h 38mMultiple Airlines
Sat 4/1910:46 pmMCO - MBJ
1 stop13h 09mMultiple Airlines
Deal found 4/2$312
This Southwest deal was found by Cheapflights users on 4/2. 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.
Sat 5/1012:55 pmMBJ - MCO
1 stop8h 00mSouthwest
Sat 5/1711:45 amMCO - MBJ
Nonstop2h 05mSouthwest
Deal found 4/2$348
This Frontier deal was found by Cheapflights users on 4/2. 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.
Mon 6/99:08 amMBJ - MCO
1 stop6h 56mFrontier
Fri 6/139:21 amMCO - MBJ
1 stop5h 52mFrontier
Deal found 4/2$391
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/121:51 pmMBJ - MCO
1 stop24h 12mUnited Airlines
Sun 4/276:09 pmMCO - MBJ
1 stop19h 40mUnited Airlines
Deal found 4/1$422
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Wed 4/96:29 amKIN - MCO
2 stops14h 20mAmerican Airlines
Sun 4/137:00 amMCO - KIN
1 stop5h 46mAmerican Airlines
Deal found 4/2$446
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/31:29 pmMBJ - MCO
1 stop6h 31mDelta
Mon 4/1410:00 amMCO - MBJ
1 stop6h 31mDelta
Deal found 4/2$470
This Mytrip deal was found by Cheapflights users on 4/2. 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.
Sun 6/297:05 amKIN - MCO
1 stop23h 13mMultiple Airlines
Mon 7/215:30 amMCO - KIN
1 stop6h 46mMultiple Airlines
Deal found 4/2$471
This JetBlue deal was found by Cheapflights users on 4/2. 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.
Thu 4/242:47 amKIN - MCO
1 stop15h 53mJetBlue
Mon 5/56:39 pmMCO - KIN
1 stop14h 14mJetBlue
Deal found 4/2$616

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 3, 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

Fri 5/9

12:07 pm-8:37 pm

1 stop7h 30m

Orlando

Mon 5/19

9:42 pm-11:02 am

1 stop14h 20m

$190

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Thu 4/24

10:35 am-1:45 pm

Nonstop2h 10m

Orlando

Mon 5/5

4:05 pm-5:13 pm

Nonstop2h 08m

$206

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

Sat 5/10

1:34 pm-8:37 pm

1 stop6h 03m

Orlando

Sat 5/17

9:42 pm-12:29 pm

1 stop15h 47m

$252

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sat 5/3

12:55 pm-12:32 am

2 stops10h 37m

Orlando

Sun 5/18

9:59 am-1:36 pm

1 stop4h 37m

$284

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sat 5/10

12:55 pm-9:55 pm

1 stop8h 00m

Orlando

Sat 5/17

11:45 am-12:50 pm

Nonstop2h 05m

$348

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Mon 6/9

9:08 am-5:04 pm

1 stop6h 56m

Orlando

Fri 6/13

9:21 am-2:13 pm

1 stop5h 52m

$391

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

Thu 5/22

2:30 pm-9:49 am

2 stops18h 19m

Orlando

Sun 5/25

7:37 pm-1:25 pm

2 stops18h 48m

$446

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

Sun 6/29

7:05 am-7:18 am

1 stop23h 13m

Orlando

Mon 7/21

5:30 am-11:16 am

1 stop6h 46m

$471

Montego BayOrlando

MBJ - MCO

MBJMCO

Montego Bay Sangster Intl

Sat 5/17

12:07 pm-9:00 pm

2 stops31h 53m

Orlando

Sat 5/24

9:33 am-12:45 pm

2 stops28h 12m

$517

KingstonOrlando

KIN - MCO

KINMCO

Kingston Norman Manley

Thu 4/24

2:47 am-7:40 pm

1 stop15h 53m

Orlando

Mon 5/5

6:39 pm-7:53 am

1 stop14h 14m

$616

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 31 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 April 3, 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 April 3, 2025.

The most flights from JM0 to K1S are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 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 April 3, 2025.
Read reviews from past customers who have flown Caribbean Airlines, Southwest and Delta 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
149 reviews

Entertainment

6.8

Crew

8.5

Overall

8.2

Food

6.8

Boarding

8.2

Comfort

7.9

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
149 reviews
Caribbean Airlines
8.2
Very good
149 reviews

Entertainment

6.8

Crew

8.5

Overall

8.2

Food

6.8

Boarding

8.2

Comfort

7.9

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
4,274 reviews
Caribbean Airlines
8.2
Very good
149 reviews

Entertainment

6.8

Crew

8.5

Overall

8.2

Food

6.8

Boarding

8.2

Comfort

7.9

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Delta
8.0
Very good
7,897 reviews
Caribbean Airlines
8.2
Very good
149 reviews

Entertainment

6.8

Crew

8.5

Overall

8.2

Food

6.8

Boarding

8.2

Comfort

7.9

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.6
Good
1,400 reviews
Caribbean Airlines
8.2
Very good
149 reviews

Entertainment

6.8

Crew

8.5

Overall

8.2

Food

6.8

Boarding

8.2

Comfort

7.9

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
8,619 reviews
Caribbean Airlines
8.2
Very good
149 reviews

Entertainment

6.8

Crew

8.5

Overall

8.2

Food

6.8

Boarding

8.2

Comfort

7.9

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?

    $141 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 Delta, with prices starting from $144 and $187, respectively.

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

    Consider JetBlue (94%), Southwest (81%) or Spirit Airlines (50%) 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 $344 for a flight from Jamaica to Kissimmee. The cheapest flight overall is $202 while the most popular route, (Montego Bay Sangster Intl - Orlando) is currently priced at $190.

  • 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 6 airlines flying from Jamaica to Kissimmee

Discover the top 6 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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$143Average$317FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$246Average$500FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$273Average$492FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$275Average$381FlexibilityNo cancel feeOn-time63%
DeltaCheapest$312Average$403FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$334Average$390FlexibilityNo cancel feeOn-time70%

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