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Kissimmee

$49+ Cheap flights from Fort Myers (RSW) 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MCO
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Fort Myers to Kissimmee

Keep the following information in mind while searching for Fort Myers to Kissimmee flight deals. Data was last updated July 30, 2025.

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

April

Cheapest in

August

Average price

$237
From Fort Myers SW Florida Intl to Kissimmee
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One-way flight from Fort Myers SW Florida Intl to Kissimmee
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Highest demand for flights based on searches. 19% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Fort Myers to Kissimmee

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

This Southwest deal was found by Cheapflights users on 7/28. 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 8/277:10 amRSW - MCO
Nonstop0h 55mSouthwest
Wed 9/37:50 pmMCO - RSW
Nonstop1h 00mSouthwest
Deal found 7/28$97
This FlightHub deal was found by Cheapflights users on 7/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/187:00 amRSW - MCO
1 stop14h 01mSpirit Airlines
Mon 8/258:23 pmMCO - RSW
1 stop20h 37mSpirit Airlines
Deal found 7/28$199

Cheapflights Fare Finder

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

Fly from

Fort Myers

Fly to

Kissimmee

Route

Depart

Return

Price

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Wed 8/27

7:10 am-8:05 am

Nonstop0h 55m

Orlando

Wed 9/3

7:50 pm-8:50 pm

Nonstop1h 00m

$97

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Mon 8/18

7:00 am-9:01 pm

1 stop14h 01m

Orlando

Mon 8/25

8:23 pm-5:00 pm

1 stop20h 37m

$199

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 10/28

7:10 am-8:05 am

Nonstop0h 55m

$49

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 10/24

6:55 am-9:06 pm

1 stop14h 11m

$92

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Sun 1/25

3:55 pm-11:30 pm

1 stop7h 35m

$118

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 9/30

11:06 am-2:21 pm

1 stop27h 15m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Best time to book a flight from Fort Myers to Kissimmee

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

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

Currently, May is the cheapest month in which you can book a flight from Fort Myers to Kissimmee (average of $206). Flying from Fort Myers to Kissimmee in November is currently the most expensive (average of $288). 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 RSW to K1S?

Find hourly flight availability from Fort Myers 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 July 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Fort Myers to Kissimmee as you normally would.

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 July 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and JetBlue from Fort Myers to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
8,048 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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 Fort Myers to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Fort Myers to Kissimmee?

    Fort Myers SW Florida Intl (RSW), located 10.0 mi from the city center, is the airport you fly out of when you book flights from Fort Myers to Kissimmee. 1 airline have flights from SW Florida Intl to Kissimmee on a regular basis. Booking flights from Fort Myers SW Florida Intl to Kissimmee should not be difficult; the airport handles an average of 0 outbound flights to Kissimmee per day.

  • What are the cheapest airlines to fly from Fort Myers to Kissimmee one-way?

    The cheapest airlines for a one-way flight from Fort Myers to Kissimmee are Southwest ($49), Spirit Airlines ($92), and JetBlue ($118).

  • What are the cheapest flights from Fort Myers to Kissimmee?

    Looking for the cheapest flight from Fort Myers to Kissimmee? While on average our users pay $187, our data indicates the cheapest price to be $38. The most popular route (Fort Myers SW Florida Intl - Orlando), is priced around $97.

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

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

  • How can I find direct flights from Fort Myers to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Fort Myers 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 Fort Myers to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Fort Myers to Kissimmee (average of $206). Flying from Fort Myers to Kissimmee in November is currently the most expensive (average of $288). 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.

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Top airline flying from Fort Myers to Kissimmee

Discover the top airline that operate flights from Fort Myers 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$147Average$281FlexibilityNo cancel feeOn-time63%

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