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Kissimmee

$63+ 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MCO
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap 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 December 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Wed 12/319:02 pmRSW - MCO
1 stop19h 23mMultiple Airlines
Tue 1/2011:04 amMCO - RSW
1 stop12h 20mMultiple Airlines
Deal found 12/15$203
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Mon 12/297:00 pmRSW - MCO
1 stop17h 25mMultiple Airlines
Fri 1/28:34 pmMCO - RSW
1 stop22h 09mMultiple Airlines
Deal found 12/14$238
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Wed 12/317:14 pmRSW - MCO
1 stop5h 11mFrontier
Sat 1/35:15 amMCO - RSW
1 stop13h 28mFrontier
Deal found 12/15$242
This Mytrip deal was found by Cheapflights users on 12/15. 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 12/318:20 pmRSW - MCO
2 stops24h 24mSpirit Airlines
Tue 1/203:07 pmMCO - RSW
2 stops19h 54mSpirit Airlines
Deal found 12/15$260
This Southwest deal was found by Cheapflights users on 12/16. 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 12/166:30 amRSW - MCO
1 stop6h 40mSouthwest
Thu 1/158:55 pmMCO - RSW
Nonstop0h 50mSouthwest
Deal found 12/16$269
This Southwest deal was found by Cheapflights users on 12/15. 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.
Thu 12/255:10 pmRSW - MCO
Nonstop0h 55mSouthwest
Fri 1/29:50 pmMCO - RSW
Nonstop1h 00mSouthwest
Deal found 12/15$272
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/257:00 amRSW - MCO
1 stop6h 11mMultiple Airlines
Fri 1/28:34 pmMCO - RSW
1 stop22h 09mMultiple Airlines
Deal found 12/15$277
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Wed 12/317:14 pmRSW - MCO
2 stops12h 31mMultiple Airlines
Sat 1/35:15 amMCO - RSW
1 stop13h 28mMultiple Airlines
Deal found 12/15$286
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Tue 12/305:30 amRSW - MCO
2 stops31h 20mMultiple Airlines
Sat 1/35:15 amMCO - RSW
1 stop13h 28mMultiple Airlines
Deal found 12/15$291

Find 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 December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$140
(Kiwi.com)

One-way from

$63
(Trip.com)

Popular in

April

Cheapest in

February

Average price

$257
Provider with most accurate pricing for Fort Myers SW Florida Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Orlando (ORL) flights.
Search Deals
From Fort Myers SW Florida Intl to Kissimmee
Search Deals
One-way flight from Fort Myers SW Florida Intl to Kissimmee
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 16, 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 1/7

6:15 am-4:01 pm

1 stop9h 46m

Orlando

Fri 1/9

5:28 pm-11:01 am

1 stop17h 33m

$154

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Sat 2/14

1:02 pm-12:25 am

1 stop11h 23m

Orlando

Thu 2/19

8:20 am-8:50 pm

1 stop12h 30m

$165

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Wed 2/4

7:31 am-4:31 pm

1 stop9h 00m

Orlando

Sun 2/8

5:25 am-6:41 pm

1 stop13h 16m

$171

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Wed 1/7

5:40 pm-6:40 pm

Nonstop1h 00m

Orlando

Fri 1/9

8:55 am-4:20 pm

1 stop7h 25m

$174

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 1/8

5:40 pm-6:40 pm

Nonstop1h 00m

Orlando

Mon 1/12

10:40 am-11:35 am

Nonstop0h 55m

$177

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 1/15

8:04 pm-8:08 am

1 stop12h 04m

Orlando

Sun 1/18

9:46 pm-12:29 pm

1 stop14h 43m

$183

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Sat 2/7

5:25 pm-6:20 pm

Nonstop0h 55m

Orlando

Sun 2/8

10:40 am-11:35 am

Nonstop0h 55m

$184

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Sat 1/31

7:10 am-8:00 am

Nonstop0h 50m

Orlando

Sun 2/1

6:50 am-1:35 pm

1 stop6h 45m

$184

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Wed 2/18

4:25 pm-12:25 am

1 stop8h 00m

$68

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Wed 2/11

4:25 pm-12:25 am

1 stop8h 00m

$68

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 18 results
1
2

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, August is the cheapest month in which you can book a flight from Fort Myers to Kissimmee (average of $84). Flying from Fort Myers to Kissimmee in June is currently the most expensive (average of $331). 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 December 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Fort Myers to Kissimmee in the evening. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight at noon.

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 December 16, 2025.
Get a feel of what it's like to fly with Southwest 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
7.9
Good
4,250 reviews

Comfort

8.0

Food

7.0

Overall

7.9

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Food

7.0

Overall

7.9

Boarding

8.1

Crew

8.6

Entertainment

7.5

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.

  • How long is the flight from Fort Myers to Kissimmee?

    Airlines like Spirit Airlines and Southwest fly from Fort Myers to Kissimmee in about 1h. The time it takes to get you to your destination can typically vary by up to 8h 46m. There are 134 mi between Fort Myers and Kissimmee. This flight may include one or multiple stops.

  • 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 $310, our data indicates the cheapest price to be $90. The most popular route (Fort Myers SW Florida Intl - Orlando), is priced around $140.

  • 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, August is the cheapest month in which you can book a flight from Fort Myers to Kissimmee (average of $84). Flying from Fort Myers to Kissimmee in June is currently the most expensive (average of $331). 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$226FlexibilityNo cancel feeOn-time63%

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