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Kissimmee

$49+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MCO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheapflights Tip: The best prices from Key Largo to Kissimmee are usually found in September or January, booked 57 days in advance, depart on a Saturday or Monday and return on a Monday

Cheap 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 January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:35 pm
MIA
-
MCO
Nonstop1h 20m
Southwest
Wed 3/189:05 pm
MCO
-
MIA
Nonstop1h 10m
Southwest
Deal found 1/27$97
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/188:38 pm
MIA
-
MCO
Nonstop1h 22m
American Airlines
Wed 2/256:00 am
MCO
-
MIA
Nonstop1h 14m
American Airlines
Deal found 1/28$98
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:20 pm
MIA
-
MCO
Nonstop1h 15m
Southwest
Thu 2/269:45 pm
MCO
-
MIA
Nonstop1h 15m
Southwest
Deal found 1/28$107
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:04 pm
MIA
-
MCO
Nonstop1h 21m
American Airlines
Tue 3/109:43 am
MCO
-
MIA
Nonstop1h 22m
American Airlines
Deal found 1/27$108
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:05 pm
MIA
-
MCO
Nonstop1h 21m
American Airlines
Wed 4/158:15 pm
MCO
-
MIA
Nonstop1h 15m
American Airlines
Deal found 1/28$110
This Southwest deal was found by Cheapflights users on 1/26. 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 2/2412:55 pm
MIA
-
MCO
2 stops7h 05m
Southwest
Tue 3/38:50 pm
MCO
-
MIA
Nonstop1h 10m
Southwest
Deal found 1/26$112
This American Airlines deal was found by Cheapflights users on 1/29. 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 2/288:38 pm
MIA
-
MCO
Nonstop1h 22m
American Airlines
Sat 3/77:00 am
MCO
-
MIA
Nonstop1h 16m
American Airlines
Deal found 1/29$121
This Mytrip deal was found by Cheapflights users on 1/26. 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 2/247:05 am
MIA
-
MCO
1 stop13h 02m
Spirit Airlines
Tue 3/36:21 am
MCO
-
MIA
1 stop13h 52m
Spirit Airlines
Deal found 1/26$125
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:52 pm
MIA
-
MCO
1 stop8h 06m
Spirit Airlines
Wed 3/410:30 am
MCO
-
MIA
1 stop9h 43m
Spirit Airlines
Deal found 1/27$126
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1812:55 pm
MIA
-
MCO
1 stop6h 05m
Southwest
Mon 2/237:10 am
MCO
-
MIA
1 stop9h 00m
Southwest
Deal found 1/28$127

Find 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

March

Cheapest in

September

Average price

$177
Provider with most accurate pricing for Miami-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Miami-Orlando (ORL) flights.
Search Deals
From Key Largo to Kissimmee
Search Deals
One-way flight from Key Largo to Kissimmee
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 29, 2026.
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

Wed 3/4

6:55 am-8:05 am

Nonstop1h 10m

Orlando

Wed 3/4

10:50 am-12:05 pm

Nonstop1h 15m

$97

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Tue 2/24

5:20 pm-6:35 pm

Nonstop1h 15m

Orlando

Tue 3/3

8:50 pm-10:00 pm

Nonstop1h 10m

$97

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Wed 2/25

5:20 pm-6:35 pm

Nonstop1h 15m

Orlando

Wed 3/4

2:15 pm-8:05 pm

1 stop5h 50m

$107

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Tue 2/24

6:55 am-8:05 am

Nonstop1h 10m

Orlando

Thu 2/26

9:45 pm-11:00 pm

Nonstop1h 15m

$107

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Tue 3/10

11:40 am-8:10 pm

2 stops8h 30m

Orlando

Wed 3/11

9:05 pm-10:15 pm

Nonstop1h 10m

$112

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Thu 2/26

6:30 pm-7:45 pm

Nonstop1h 15m

Orlando

Thu 3/5

8:50 pm-10:05 pm

Nonstop1h 15m

$117

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Tue 3/3

6:55 am-8:05 am

Nonstop1h 10m

$49

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Wed 2/18

5:20 pm-6:35 pm

Nonstop1h 15m

$49

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Tue 3/17

5:35 pm-6:55 pm

Nonstop1h 20m

$49

MiamiOrlando

MIA - MCO

MIAMCO

Miami

Wed 3/4

5:20 pm-6:35 pm

Nonstop1h 15m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 16 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 January 23, 2026.

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 57 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 November is currently the most expensive (average of $68). 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 January 29, 2026.

One of the essential ways to save on airfare from Key Largo to Kissimmee is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 12% 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 January 24, 2026.

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

Weekly flight availability from Key Largo to Kissimmee

Explore weekly flight availability from Key Largo 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 January 29, 2026.

The most flights from KE9 to K1S are scheduled on a Thursday (37 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (24 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 January 29, 2026.
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
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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
8,127 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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
11,206 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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
8,394 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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 10m. Fly via Southwest to get the fastest option. Airlines will cover a distance of 192 mi. Most flights are nonstop.

  • What are the cheapest airlines to fly from Key Largo to Kissimmee one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $23. Users have also found prices from $38 and $48 on Southwest and American Airlines, respectively.

  • 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: GOL (85%), Gulf Air (85%), Qatar Airways (84%).

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

    Looking at all options, your cheapest flight can be booked for $68. While the most popular route (Miami - Orlando) can be booked for $97 on average, our data indicates $317 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 November is currently the most expensive (average of $68). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Silver AirwaysCheapest$33Average$116FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$46Average$98FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$49Average$141FlexibilityNo cancel feeOn-time69%
Allegiant AirCheapest$50Average$84FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$77Average$187FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$78Average$166FlexibilityNo cancel feeOn-time62%
DeltaCheapest$97Average$243FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$97Average$392FlexibilityNo cancel feeOn-time71%
Breeze AirwaysCheapest$101Average$142FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$158Average$184FlexibilityNo cancel feeOn-time62%

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