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Jamaica

$80+ Cheap flights from Kissimmee, FL to Jamaica

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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MBJ
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Kissimmee to Jamaica

Keep the following information in mind while searching for Kissimmee to Jamaica flight deals. Data was last updated May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$297
(Cheapflightsfares)

One-way from

$80
(FlightHub)

Popular in

December

Cheapest in

January

Average price

$410
Provider with most accurate pricing for Orlando (ORL)-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Montego Bay Sangster Intl flights.
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From Kissimmee to Jamaica
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One-way flight from Kissimmee to Jamaica
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 0% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Kissimmee to Jamaica

Cheapest flights from Kissimmee to Jamaica
Explore the most affordable flight options available from Kissimmee to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Wed 5/218:17 amMCO - KIN
1 stop5h 12mSpirit Airlines
Wed 6/111:34 pmKIN - MCO
1 stop6h 03mSpirit Airlines
Deal found 4/30$297
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Tue 5/133:35 pmMCO - MBJ
2 stops20h 27mSpirit Airlines
Tue 5/2012:07 pmMBJ - MCO
1 stop7h 30mSpirit Airlines
Deal found 4/30$310
This Mytrip deal was found by Cheapflights users on 5/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/199:42 pmMCO - MBJ
1 stop14h 20mMultiple Airlines
Thu 6/512:07 pmMBJ - MCO
2 stops31h 23mMultiple Airlines
Deal found 5/1$322
This JetBlue deal was found by Cheapflights users on 4/30. 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.
Tue 7/14:15 pmMCO - MBJ
Nonstop2h 10mJetBlue
Wed 7/91:10 pmMBJ - MCO
Nonstop2h 13mJetBlue
Deal found 4/30$374
This Southwest deal was found by Cheapflights users on 4/30. 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.
Wed 5/76:25 amMCO - MBJ
1 stop8h 30mSouthwest
Wed 5/1412:35 pmMBJ - MCO
Nonstop2h 20mSouthwest
Deal found 4/30$381
This Delta deal was found by Cheapflights users on 4/30. 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.
Mon 7/79:00 amMCO - MBJ
1 stop7h 34mDelta
Wed 7/92:29 pmMBJ - MCO
1 stop6h 47mDelta
Deal found 4/30$389
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Sun 5/2510:51 pmMCO - KIN
2 stops14h 38mMultiple Airlines
Fri 5/301:34 pmKIN - MCO
1 stop6h 03mMultiple Airlines
Deal found 4/30$390
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Mon 5/196:03 amMCO - MBJ
2 stops8h 33mAmerican Airlines
Wed 5/213:40 pmMBJ - MCO
1 stop7h 14mAmerican Airlines
Deal found 5/1$395
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Thu 7/246:07 amMCO - KIN
1 stop14h 53mAmerican Airlines
Sat 8/96:00 amKIN - MCO
1 stop7h 01mAmerican Airlines
Deal found 5/1$519
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/35:25 pmMCO - KIN
2 stops20h 10mAir Canada
Tue 6/101:45 pmKIN - MCO
2 stops26h 51mAir Canada
Deal found 4/30$557
This JetBlue deal was found by Cheapflights users on 4/30. 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 6/1210:09 amMCO - KIN
1 stop12h 09mJetBlue
Sun 6/151:06 amKIN - MCO
1 stop12h 47mJetBlue
Deal found 4/30$599
This WestJet deal was found by Cheapflights users on 4/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/37:45 pmMCO - KIN
1 stop19h 45mWestJet
Wed 6/113:30 pmKIN - MCO
2 stops24h 48mWestJet
Deal found 4/30$657

Cheapflights Fare Finder

Customize your flight search to find flights from Kissimmee to Jamaica 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 May 1, 2025.
Use the filters below to find and compare flights from Kissimmee to Jamaica that are best for you.

Fly from

Kissimmee

Fly to

Jamaica

Route

Depart

Return

Price

OrlandoKingston

MCO - KIN

MCOKIN

Orlando

Wed 5/21

8:17 am-12:29 pm

1 stop5h 12m

Kingston Norman Manley

Wed 6/11

1:34 pm-8:37 pm

1 stop6h 03m

$297

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Tue 5/13

3:35 pm-11:02 am

2 stops20h 27m

Montego Bay Sangster Intl

Tue 5/20

12:07 pm-8:37 pm

1 stop7h 30m

$310

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Mon 5/19

9:42 pm-11:02 am

1 stop14h 20m

Montego Bay Sangster Intl

Thu 6/5

12:07 pm-8:30 pm

2 stops31h 23m

$322

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Tue 7/1

4:15 pm-5:25 pm

Nonstop2h 10m

Montego Bay Sangster Intl

Wed 7/9

1:10 pm-4:23 pm

Nonstop2h 13m

$374

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Tue 5/20

6:25 am-1:55 pm

1 stop8h 30m

Montego Bay Sangster Intl

Thu 5/29

12:35 pm-3:55 pm

Nonstop2h 20m

$385

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Mon 7/7

9:00 am-3:34 pm

1 stop7h 34m

Montego Bay Sangster Intl

Wed 7/9

2:29 pm-10:16 pm

1 stop6h 47m

$389

OrlandoKingston

MCO - KIN

MCOKIN

Orlando

Sun 5/25

10:51 pm-12:29 pm

2 stops14h 38m

Kingston Norman Manley

Fri 5/30

1:34 pm-8:37 pm

1 stop6h 03m

$390

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Mon 5/19

6:03 am-1:36 pm

2 stops8h 33m

Montego Bay Sangster Intl

Wed 5/21

3:40 pm-11:54 pm

1 stop7h 14m

$395

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Sun 5/25

10:51 pm-7:50 am

1 stop9h 59m

Montego Bay Sangster Intl

Mon 6/2

3:23 pm-9:59 am

2 stops17h 36m

$465

OrlandoKingston

MCO - KIN

MCOKIN

Orlando

Thu 7/24

6:07 am-8:00 pm

1 stop14h 53m

Kingston Norman Manley

Sat 8/9

6:00 am-2:01 pm

1 stop7h 01m

$519

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 27 results
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Best time to book a flight from Kissimmee to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Kissimmee 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 Kissimmee to Jamaica

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

Currently, January is the cheapest month in which you can book a flight from Kissimmee to Jamaica (average of $403). Flying from Kissimmee to Jamaica in July is currently the most expensive (average of $569). 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 K1S to JM?

Find hourly flight availability from Kissimmee to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

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

What is the cheapest day to fly from Kissimmee to Jamaica?

Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Jamaica. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kissimmee to Jamaica flight should consider departing on Saturday at noon when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Kissimmee to Jamaica

Explore weekly flight availability from Kissimmee to Jamaica. 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 May 1, 2025.

The most flights from K1S to JM0 are scheduled on a Thursday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Jamaica by month

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

In terms of precipitation, rainfall in Jamaica ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Jamaica when rainfall is around 1.6 in.

Temperature in Jamaica by month

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

If weather is an important factor for your trip to Jamaica, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated May 1, 2025.
Read reviews from past customers who have flown Caribbean Airlines, Southwest and Delta from Kissimmee to Jamaica. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Food

6.8

Entertainment

6.8

Crew

8.5

Boarding

8.2

Overall

8.2

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
151 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Food

6.8

Entertainment

6.8

Crew

8.5

Boarding

8.2

Overall

8.2

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
4,293 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Food

6.8

Entertainment

6.8

Crew

8.5

Boarding

8.2

Overall

8.2

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
7,934 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Food

6.8

Entertainment

6.8

Crew

8.5

Boarding

8.2

Overall

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.5
Good
1,415 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Food

6.8

Entertainment

6.8

Crew

8.5

Boarding

8.2

Overall

8.2

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
8,696 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Food

6.8

Entertainment

6.8

Crew

8.5

Boarding

8.2

Overall

8.2

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 Kissimmee to Jamaica. 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 Kissimmee to Jamaica one-way?

    One-way options have recently been found by users for as low as $80 on Spirit Airlines. Other airlines that offer cheap prices include JetBlue from $166 and American Airlines from $176 one-way.

  • What are the cheapest flights from Kissimmee to Jamaica?

    Looking at all options, your cheapest flight can be booked for $99. While the most popular route (Orlando - Montego Bay Sangster Intl) can be booked for $220 on average our data indicates $317 when flying from Kissimmee to Jamaica.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kissimmee to Jamaica 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 Kissimmee to Jamaica?

    Currently, January is the cheapest month in which you can book a flight from Kissimmee to Jamaica (average of $403). Flying from Kissimmee to Jamaica in July is currently the most expensive (average of $569). 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 Kissimmee to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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Fort Lauderdale to Santiago de los Caballeros flights
Miami to St. John's flights
Tampa to Nassau flights
Miami to St. George's flights
Miami to Georgetown flights
Miami to George Town flights
Jacksonville to Montego Bay flights
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Tampa to Saint Thomas Island flights
Fort Lauderdale to Marsh Harbour flights

Top 6 airlines flying from Kissimmee to Jamaica

Discover the top 6 airlines that operate flights from Kissimmee to Jamaica. 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$95Average$378FlexibilityNo cancel feeOn-time65%
FrontierCheapest$233Average$432FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$309Average$531FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$316Average$572FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$321Average$486FlexibilityNo cancel feeOn-time63%
DeltaCheapest$370Average$543FlexibilityNo cancel feeOn-timeN/A

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