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Kissimmee

$72+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MCO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:00 am
RSW
-
MCO
1 stop10h 31m
Multiple Airlines
Fri 3/65:35 am
MCO
-
RSW
1 stop12h 55m
Multiple Airlines
Deal found 1/28$151
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 3/37:15 am
RSW
-
MCO
Nonstop0h 50m
Southwest
Thu 3/58:50 pm
MCO
-
RSW
Nonstop1h 05m
Southwest
Deal found 1/28$157
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
RSW
-
MCO
1 stop10h 31m
Multiple Airlines
Thu 3/59:54 pm
MCO
-
RSW
1 stop20h 36m
Multiple Airlines
Deal found 1/28$160
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/184:25 pm
RSW
-
MCO
1 stop8h 00m
Frontier
Fri 2/205:15 am
MCO
-
RSW
1 stop6h 46m
Frontier
Deal found 1/27$161
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 2/255:40 pm
RSW
-
MCO
Nonstop1h 00m
Southwest
Wed 3/48:50 pm
MCO
-
RSW
Nonstop0h 50m
Southwest
Deal found 1/28$172
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.
Mon 4/206:40 am
RSW
-
MCO
Nonstop0h 50m
Southwest
Wed 4/228:30 am
MCO
-
RSW
1 stop8h 40m
Southwest
Deal found 1/28$173
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/184:25 pm
RSW
-
MCO
1 stop8h 00m
Multiple Airlines
Fri 2/206:54 pm
MCO
-
RSW
2 stops17h 07m
Multiple Airlines
Deal found 1/28$175
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
RSW
-
MCO
1 stop8h 34m
Multiple Airlines
Wed 2/259:45 am
MCO
-
RSW
1 stop9h 29m
Multiple Airlines
Deal found 1/27$176
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:35 pm
RSW
-
MCO
1 stop26h 10m
Multiple Airlines
Fri 3/138:00 am
MCO
-
RSW
1 stop10h 30m
Multiple Airlines
Deal found 1/28$180
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.
Thu 2/195:50 pm
RSW
-
MCO
Nonstop1h 00m
Southwest
Mon 2/238:45 pm
MCO
-
RSW
Nonstop0h 50m
Southwest
Deal found 1/26$182
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 2/246:00 am
RSW
-
MCO
1 stop10h 31m
Spirit Airlines
Tue 3/35:34 pm
MCO
-
RSW
1 stop17h 42m
Spirit Airlines
Deal found 1/26$185

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$151
(Kiwi.com)

One-way from

$72
(Kiwi.com)

Popular in

April

Cheapest in

February

Average price

$207
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. 28% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($13 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 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 January 29, 2026.
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 2/18

4:25 pm-12:25 am

1 stop8h 00m

Orlando

Fri 2/20

5:15 am-12:01 pm

1 stop6h 46m

$161

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 2/26

6:40 pm-7:40 pm

Nonstop1h 00m

Orlando

Thu 3/5

8:50 pm-9:55 pm

Nonstop1h 05m

$167

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 3/10

5:55 pm-6:55 pm

Nonstop1h 00m

Orlando

Fri 3/13

8:50 pm-9:55 pm

Nonstop1h 05m

$172

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 4/28

5:45 pm-6:45 pm

Nonstop1h 00m

Orlando

Thu 4/30

10:15 am-11:10 am

Nonstop0h 55m

$172

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Wed 2/25

5:40 pm-6:40 pm

Nonstop1h 00m

Orlando

Wed 3/4

8:50 pm-9:40 pm

Nonstop0h 50m

$172

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 2/27

1:02 pm-8:07 pm

1 stop7h 05m

Orlando

Sun 3/8

9:54 pm-6:30 pm

1 stop20h 36m

$182

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 2/26

8:00 am-11:55 pm

1 stop15h 55m

Orlando

Thu 3/5

7:48 pm-6:30 pm

1 stop22h 42m

$182

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Mon 4/20

6:40 am-7:30 am

Nonstop0h 50m

Orlando

Wed 4/22

10:20 am-11:15 am

Nonstop0h 55m

$182

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 4/10

6:40 am-7:30 am

Nonstop0h 50m

Orlando

Fri 4/10

10:15 am-11:10 am

Nonstop0h 55m

$197

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 3/17

6:45 am-7:45 am

Nonstop1h 00m

$74

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 20 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 January 29, 2026.

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 January 29, 2026.
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
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

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

Entertainment

7.5

Overall

8.0

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 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 1 outbound flight to Kissimmee per day.

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

    Airlines like Frontier 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 7h. 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 $313, our data indicates the cheapest price to be $98. The most popular route (Fort Myers SW Florida Intl - Orlando), is priced around $157.

  • 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.

See more FAQs

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Alternative routes for Fort Myers to Kissimmee

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$226FlexibilityNo cancel feeOn-time63%

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