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Kissimmee

$48+ Cheap flights from Key Largo, FL 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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MCO
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Key Largo to Kissimmee are usually found in September or April, booked 89 days in advance, depart on a Saturday or Monday and return on a Monday

Cheap flight deals from Key Largo to Kissimmee

Keep the following information in mind while searching for Key Largo to Kissimmee flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$96
(American Airlines)

One-way from

$48
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$205
Provider with most accurate pricing for Miami-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Miami-Orlando (ORL) flights.
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From Key Largo to Kissimmee
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One-way flight from Key Largo to Kissimmee
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Highest demand for flights based on searches. 2% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Key Largo to Kissimmee

Cheapest flights from Key Largo to Kissimmee
Explore the most affordable flight options available from Key Largo to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/104:34 pmMIA - MCO
Nonstop1h 09mAmerican Airlines
Mon 12/1510:01 amMCO - MIA
Nonstop1h 19mAmerican Airlines
Deal found 10/30$96
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/107:00 amMIA - MCO
Nonstop1h 15mAmerican Airlines
Thu 12/116:00 amMCO - MIA
Nonstop1h 12mAmerican Airlines
Deal found 10/30$97
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/66:50 pmMIA - MCO
Nonstop1h 13mAmerican Airlines
Mon 12/89:05 amMCO - MIA
Nonstop1h 23mAmerican Airlines
Deal found 10/29$107
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Sat 11/156:35 pmMIA - MCO
1 stop5h 37mFrontier
Mon 11/175:25 amMCO - MIA
1 stop4h 46mFrontier
Deal found 10/29$109
This Frontier deal was found by Cheapflights users on 10/29. 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.
Thu 11/135:01 amMIA - MCO
1 stop5h 01mFrontier
Mon 12/87:48 pmMCO - MIA
1 stop4h 58mFrontier
Deal found 10/29$110
This Frontier deal was found by Cheapflights users on 10/29. 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.
Thu 12/410:25 amMIA - MCO
1 stop14h 03mFrontier
Mon 12/87:48 pmMCO - MIA
1 stop4h 58mFrontier
Deal found 10/29$111
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/65:35 pmMIA - MCO
Nonstop1h 12mAmerican Airlines
Sat 12/137:00 amMCO - MIA
Nonstop1h 19mAmerican Airlines
Deal found 10/29$117
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/2310:56 pmMIA - MCO
Nonstop1h 18mAmerican Airlines
Thu 12/256:00 amMCO - MIA
Nonstop1h 17mAmerican Airlines
Deal found 10/29$126
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Fri 11/1412:05 pmMIA - MCO
1 stop25h 30mMultiple Airlines
Tue 11/182:40 pmMCO - MIA
1 stop21h 49mMultiple Airlines
Deal found 10/30$129
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Fri 12/127:00 amMIA - MCO
1 stop30h 06mMultiple Airlines
Mon 12/155:25 amMCO - MIA
1 stop16h 21mMultiple Airlines
Deal found 10/29$131
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/135:01 amMIA - MCO
1 stop5h 01mMultiple Airlines
Sun 11/1611:30 amMCO - MIA
1 stop23h 52mMultiple Airlines
Deal found 10/29$132
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Thu 11/137:07 pmMIA - MCO
1 stop5h 05mMultiple Airlines
Fri 11/1410:16 pmMCO - MIA
1 stop11h 42mMultiple Airlines
Deal found 10/30$133

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key Largo 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 30, 2025.
Use the filters below to find and compare flights from Key Largo to Kissimmee that are best for you.

Fly from

Key Largo

Fly to

Kissimmee

Route

Depart

Return

Price

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Thu 12/4

5:05 pm-6:20 pm

Nonstop1h 15m

Orlando

Mon 12/8

8:40 pm-9:50 pm

Nonstop1h 10m

$97

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Thu 1/15

6:45 am-7:55 am

Nonstop1h 10m

Orlando

Thu 1/22

10:35 am-6:35 pm

1 stop8h 00m

$107

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Thu 12/11

1:30 pm-7:40 pm

1 stop6h 10m

Orlando

Mon 12/15

8:40 pm-9:50 pm

Nonstop1h 10m

$107

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Thu 11/13

5:01 am-10:02 am

1 stop5h 01m

Orlando

Mon 11/17

7:42 pm-12:34 am

1 stop4h 52m

$110

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Sat 12/6

5:35 pm-6:47 pm

Nonstop1h 12m

Orlando

Sat 12/13

7:00 am-8:19 am

Nonstop1h 19m

$117

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Tue 12/23

10:56 pm-12:14 am

Nonstop1h 18m

Orlando

Thu 12/25

6:00 am-7:17 am

Nonstop1h 17m

$126

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Thu 11/13

7:07 pm-12:12 am

1 stop5h 05m

Orlando

Sun 11/16

11:30 am-11:22 am

1 stop23h 52m

$133

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Wed 12/3

4:55 pm-10:55 pm

1 stop6h 00m

Orlando

Sun 12/7

8:55 pm-10:05 pm

Nonstop1h 10m

$147

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Thu 12/11

4:55 pm-10:55 pm

1 stop6h 00m

Orlando

Sun 12/14

8:55 pm-10:05 pm

Nonstop1h 10m

$147

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Thu 1/8

5:20 pm-6:35 pm

Nonstop1h 15m

Orlando

Sun 1/11

7:35 am-3:15 pm

1 stop7h 40m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 20 results
1
2

Best time to book a flight from Key Largo to Kissimmee

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

How far ahead should I book a flight from Key Largo to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Key Largo to Kissimmee. Price data was last updated on October 24, 2025.

The price you pay for your flight from Key Largo to Kissimmee may vary depending on when you book. For the best chance of a lower fare, look to book 89 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, April is the cheapest month in which you can book a flight from Key Largo to Kissimmee (average of $23). Flying from Key Largo to Kissimmee in July is currently the most expensive (average of $67). 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 KE9 to K1S?

Find hourly flight availability from Key Largo 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 30, 2025.

One of the essential ways to save on airfare from Key Largo to Kissimmee is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 49% on airfare.

What is the cheapest day to fly from Key Largo to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Key Largo to Kissimmee. Price data was last updated on December 1, 2024.

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

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 30, 2025.
Read reviews from past customers who have flown Southwest, Delta, and American Airlines from Key Largo to Kissimmee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Key Largo 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 Key Largo to Kissimmee?

    There are many flights that can get you from Key Largo to Kissimmee in 1h 12m. Fly via Southwest, Frontier, or American Airlines to get the fastest option. Airlines will cover a distance of 192 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most reliable airlines from Key Largo to Kissimmee?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Key Largo to Kissimmee on time: EL AL (100%), LATAM Airlines (98%), Virgin Atlantic (89%).

  • What are the cheapest flights from Key Largo to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $58. While the most popular route (Miami - Orlando) can be booked for $97 on average, our data indicates $249 when flying from Key Largo to Kissimmee.

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

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

  • How can I find direct flights from Key Largo to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Key Largo 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 Key Largo to Kissimmee?

    Currently, April is the cheapest month in which you can book a flight from Key Largo to Kissimmee (average of $23). Flying from Key Largo to Kissimmee in July is currently the most expensive (average of $67). 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 10 airlines flying from Key Largo to Kissimmee

Discover the top 10 airlines that operate flights from Key Largo 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Silver AirwaysCheapest$36Average$122FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$44Average$130FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$48Average$114FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$50Average$88FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$73Average$183FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$77Average$171FlexibilityNo cancel feeOn-time63%
Breeze AirwaysCheapest$81Average$161FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$97Average$237FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$97Average$384FlexibilityNo cancel feeOn-time71%
FrontierCheapest$108Average$173FlexibilityNo cancel feeOn-time62%

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