HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MCO
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Fort Myers to Kissimmee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

April

Cheapest in

August

Average price

$152
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. 23% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 30, 2025.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/97:10 amRSW - MCO
Nonstop0h 55mSouthwest
Tue 12/1610:40 amMCO - RSW
Nonstop1h 00mSouthwest
Deal found 10/29$97
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:10 pmRSW - MCO
Nonstop0h 55mSouthwest
Wed 12/1010:40 amMCO - RSW
Nonstop1h 00mSouthwest
Deal found 10/29$167
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.
Tue 12/96:29 pmRSW - MCO
1 stop28h 04mMultiple Airlines
Tue 12/168:25 pmMCO - RSW
2 stops21h 20mMultiple Airlines
Deal found 10/30$194
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 11/283:52 pmRSW - MCO
1 stop8h 48mMultiple Airlines
Fri 12/510:50 amMCO - RSW
1 stop7h 30mMultiple Airlines
Deal found 10/29$196
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 11/131:13 pmRSW - MCO
1 stop7h 53mMultiple Airlines
Sun 11/167:06 pmMCO - RSW
1 stop23h 14mMultiple Airlines
Deal found 10/29$201

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 October 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

Tue 12/9

5:10 pm-6:05 pm

Nonstop0h 55m

Orlando

Tue 12/16

8:25 am-3:00 pm

1 stop6h 35m

$107

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 1/13

10:30 am-5:40 pm

1 stop7h 10m

Orlando

Sat 1/17

8:25 pm-9:20 pm

Nonstop0h 55m

$117

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 1/29

5:40 pm-6:40 pm

Nonstop1h 00m

Orlando

Sun 2/1

11:00 am-11:55 am

Nonstop0h 55m

$167

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 12/4

7:10 am-8:05 am

Nonstop0h 55m

Orlando

Wed 12/10

9:20 am-3:00 pm

1 stop5h 40m

$177

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 12/9

6:29 pm-10:33 pm

1 stop28h 04m

Orlando

Tue 12/16

8:25 pm-5:45 pm

2 stops21h 20m

$194

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 1/29

11:28 am-10:42 pm

2 stops11h 14m

Orlando

Sun 2/1

6:00 am-4:17 pm

1 stop10h 17m

$212

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 3/3

7:35 am-4:03 pm

1 stop8h 28m

Orlando

Wed 3/4

10:00 am-7:50 pm

1 stop9h 50m

$229

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 1/29

5:40 pm-6:40 pm

Nonstop1h 00m

$49

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Wed 2/18

5:40 pm-6:40 pm

Nonstop1h 00m

$49

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 1/27

5:40 pm-6:40 pm

Nonstop1h 00m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 17 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 October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Fort Myers to Kissimmee at noon. If you’re flexible enough to do this you can expect to save up to 42% on your trip compared to booking a flight in the afternoon.

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.
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
4,243 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

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

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

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 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 Southwest fly from Fort Myers to Kissimmee in about 55m. The time it takes to get you to your destination is usually consistent. There are 134 mi between Fort Myers and Kissimmee. All flights are typically nonstop.

  • 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 $276, our data indicates the cheapest price to be $88. The most popular route (Fort Myers SW Florida Intl - Orlando), is priced around $107.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Fort Myers to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
Tampa to Miami flights
Tampa to Fort Lauderdale flights
Orlando to Miami flights
Miami to Orlando flights
Pensacola to Orlando flights
Fort Lauderdale to Tampa flights
Jacksonville to Miami flights
Miami to Tampa flights
Fort Lauderdale to Orlando flights
Orlando to Fort Lauderdale flights
Miami to Jacksonville flights
Fort Lauderdale to Jacksonville flights
Pensacola to Fort Lauderdale flights
Fort Lauderdale to Tallahassee flights
Tampa to Key West flights
Jacksonville to Fort Lauderdale flights
Miami to Tallahassee flights
Pensacola to Miami flights
West Palm Beach to Tallahassee flights
Pensacola to Tampa flights
Orlando to Key West flights
Miami to Key West flights
Tampa to Pensacola flights
Fort Lauderdale to Pensacola flights
Tallahassee to Fort Lauderdale flights
Key West to Orlando flights
Tampa to West Palm Beach flights
Miami to Pensacola flights
Sarasota to Key West flights
West Palm Beach to Tampa flights
Fort Lauderdale to Valdosta flights
Jacksonville to West Palm Beach flights
Tallahassee to Miami flights
Orlando to Pensacola flights
Jacksonville to Fort Myers flights
Jacksonville to Key West flights
Miami to Valdosta flights
Fort Myers to Orlando flights
Miami to Panama City flights
West Palm Beach to Valdosta flights
Tampa to Orlando flights
West Palm Beach to Jacksonville flights
Jacksonville to Orlando flights
Fort Lauderdale to Key West flights
Orlando to Fort Myers flights
Key West to Tampa flights
Fort Lauderdale to Panama City flights
Fort Myers to Jacksonville flights
Gainesville to Miami flights
Panama City to Miami flights

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$226FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.