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Jamaica

$81+ 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
Apr 30 — May 71
Wed 4/30
Wed 5/7
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 April 25, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$285
(SmartFares)

One-way from

$81
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$443
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. 1% potential price decrease ($6 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 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 April 25, 2025.

This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/198:17 amMCO - KIN
1 stop5h 12mSpirit Airlines
Wed 5/281:34 pmKIN - MCO
1 stop6h 03mSpirit Airlines
Deal found 4/25$285
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/239:32 pmMCO - MBJ
1 stop14h 30mSpirit Airlines
Sat 6/282:09 pmMBJ - MCO
Nonstop2h 06mSpirit Airlines
Deal found 4/24$313
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 5/19:59 pmMCO - MBJ
1 stop16h 09mMultiple Airlines
Sun 5/412:00 pmMBJ - MCO
1 stop8h 53mMultiple Airlines
Deal found 4/24$318
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/210:39 amMCO - MBJ
Nonstop2h 12mJetBlue
Fri 5/91:22 pmMBJ - MCO
Nonstop2h 11mJetBlue
Deal found 4/25$330
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/206:25 amMCO - MBJ
1 stop8h 30mSouthwest
Thu 5/2912:00 pmMBJ - MCO
2 stops9h 40mSouthwest
Deal found 4/24$391
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/25:07 amMCO - MBJ
1 stop9h 01mFrontier
Fri 5/92:07 pmMBJ - MCO
1 stop8h 21mFrontier
Deal found 4/25$397
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/109:01 amMCO - MBJ
1 stop3h 53mAmerican Airlines
Wed 5/142:41 pmMBJ - MCO
2 stops8h 57mAmerican Airlines
Deal found 4/24$400
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/159:59 pmMCO - KIN
2 stops15h 30mMultiple Airlines
Mon 5/191:34 pmKIN - MCO
1 stop6h 03mMultiple Airlines
Deal found 4/24$403
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/246:25 amMCO - KIN
2 stops14h 30mAmerican Airlines
Wed 7/26:00 amKIN - MCO
2 stops16h 59mAmerican Airlines
Deal found 4/24$524
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/123:10 pmMCO - KIN
1 stop5h 54mDelta
Wed 7/239:10 amKIN - MCO
1 stop8h 28mDelta
Deal found 4/24$573
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/258:00 amMCO - KIN
2 stops29h 35mAir Canada
Tue 7/11:45 pmKIN - MCO
1 stop9h 00mAir Canada
Deal found 4/24$598
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/76:40 pmMCO - KIN
1 stop8h 17mJetBlue
Fri 6/201:06 amKIN - MCO
1 stop9h 17mJetBlue
Deal found 4/24$671

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 April 25, 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

Mon 5/19

8:17 am-12:29 pm

1 stop5h 12m

Kingston Norman Manley

Wed 5/28

1:34 pm-8:37 pm

1 stop6h 03m

$285

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Mon 6/23

9:32 pm-11:02 am

1 stop14h 30m

Montego Bay Sangster Intl

Sat 6/28

2:09 pm-5:15 pm

Nonstop2h 06m

$313

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Thu 5/1

9:59 pm-1:08 pm

1 stop16h 09m

Montego Bay Sangster Intl

Sun 5/4

12:00 pm-9:53 pm

1 stop8h 53m

$315

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Fri 5/2

10:39 am-11:51 am

Nonstop2h 12m

Montego Bay Sangster Intl

Fri 5/9

1:22 pm-4:33 pm

Nonstop2h 11m

$330

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

12:00 pm-10:40 pm

2 stops9h 40m

$391

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Fri 5/2

5:07 am-1:08 pm

1 stop9h 01m

Montego Bay Sangster Intl

Fri 5/9

2:07 pm-11:28 pm

1 stop8h 21m

$397

OrlandoMontego Bay

MCO - MBJ

MCOMBJ

Orlando

Sat 5/10

9:01 am-11:54 am

1 stop3h 53m

Montego Bay Sangster Intl

Wed 5/14

2:41 pm-12:38 am

2 stops8h 57m

$400

OrlandoKingston

MCO - KIN

MCOKIN

Orlando

Thu 5/15

9:59 pm-12:29 pm

2 stops15h 30m

Kingston Norman Manley

Mon 5/19

1:34 pm-8:37 pm

1 stop6h 03m

$403

OrlandoKingston

MCO - KIN

MCOKIN

Orlando

Tue 6/24

6:25 am-7:55 pm

2 stops14h 30m

Kingston Norman Manley

Wed 7/2

6:00 am-11:59 pm

2 stops16h 59m

$524

OrlandoKingston

MCO - KIN

MCOKIN

Orlando

Sat 7/12

3:10 pm-8:04 pm

1 stop5h 54m

Kingston Norman Manley

Wed 7/23

9:10 am-6:38 pm

1 stop8h 28m

$573

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Showing 1-10 of 24 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 April 25, 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 April 25, 2025.

The most flights from K1S to JM0 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).

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 April 25, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Kissimmee to Jamaica. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,685 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $81 on Spirit Airlines. Other airlines that offer cheap prices include JetBlue from $166 and Frontier from $175 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 $215 on average our data indicates $314 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 Oranjestad flights
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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 April 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$92Average$380FlexibilityNo cancel feeOn-time65%
FrontierCheapest$233Average$391FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$308Average$531FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$316Average$575FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$321Average$485FlexibilityNo cancel feeOn-time63%
DeltaCheapest$370Average$524FlexibilityNo cancel feeOn-timeN/A

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