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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MCO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

April

Cheapest in

August

Average price

$217
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. 22% potential increase in price ($72 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 September 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 September 15, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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.
Tue 11/47:10 amRSW - MCO
Nonstop0h 55mSouthwest
Thu 11/68:50 pmMCO - RSW
Nonstop1h 00mSouthwest
Deal found 9/15$97
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 12/127:15 amRSW - MCO
Nonstop0h 55mSouthwest
Mon 12/158:50 pmMCO - RSW
Nonstop1h 00mSouthwest
Deal found 9/15$107
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:10 amRSW - MCO
2 stops7h 45mSouthwest
Sat 10/2510:50 amMCO - RSW
Nonstop1h 00mSouthwest
Deal found 9/14$112
This Southwest deal was found by Cheapflights users on 9/13. 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.
Sun 10/196:25 pmRSW - MCO
Nonstop0h 55mSouthwest
Sat 10/2510:50 amMCO - RSW
Nonstop1h 00mSouthwest
Deal found 9/13$147
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/249:16 amRSW - MCO
1 stop12h 02mFrontier
Sun 10/2610:28 pmMCO - RSW
1 stop9h 53mFrontier
Deal found 9/14$153
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2911:31 amRSW - MCO
1 stop12h 41mFrontier
Fri 10/310:39 amMCO - RSW
1 stop6h 52mFrontier
Deal found 9/14$155
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1210:16 pmRSW - MCO
1 stop9h 30mFrontier
Sun 10/2610:28 pmMCO - RSW
1 stop9h 53mFrontier
Deal found 9/15$157
This Southwest deal was found by Cheapflights users on 9/15. 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.
Tue 11/48:00 amRSW - MCO
2 stops7h 25mSouthwest
Wed 11/58:50 pmMCO - RSW
Nonstop1h 00mSouthwest
Deal found 9/15$162
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:45 pmRSW - MCO
Nonstop0h 55mSouthwest
Sat 11/1512:05 pmMCO - RSW
1 stop6h 30mSouthwest
Deal found 9/14$167

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 September 15, 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 11/4

5:10 pm-6:05 pm

Nonstop0h 55m

Orlando

Wed 11/5

8:50 pm-9:50 pm

Nonstop1h 00m

$97

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Mon 10/13

7:10 am-8:05 am

Nonstop0h 55m

Orlando

Mon 10/20

10:40 am-11:40 am

Nonstop1h 00m

$97

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Sat 10/18

7:00 am-7:55 am

Nonstop0h 55m

Orlando

Sat 10/25

10:50 am-11:50 am

Nonstop1h 00m

$97

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 11/7

7:15 am-8:10 am

Nonstop0h 55m

Orlando

Mon 11/10

8:50 pm-9:50 pm

Nonstop1h 00m

$107

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 12/12

5:45 pm-6:40 pm

Nonstop0h 55m

Orlando

Thu 12/18

8:50 pm-9:50 pm

Nonstop1h 00m

$107

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 12/12

7:15 am-8:10 am

Nonstop0h 55m

Orlando

Mon 12/15

10:40 am-11:40 am

Nonstop1h 00m

$107

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Sun 10/19

6:25 pm-7:20 pm

Nonstop0h 55m

Orlando

Sat 10/25

10:50 am-11:50 am

Nonstop1h 00m

$147

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Mon 9/29

11:31 am-12:12 am

1 stop12h 41m

Orlando

Fri 10/3

10:39 am-5:31 pm

1 stop6h 52m

$155

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Sun 10/12

10:16 pm-7:46 am

1 stop9h 30m

Orlando

Sun 10/26

10:28 pm-8:21 am

1 stop9h 53m

$157

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 12/12

7:15 am-8:10 am

Nonstop0h 55m

Orlando

Sun 12/14

10:40 am-11:40 am

Nonstop1h 00m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 21 results
1
2
3

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 $289). 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 September 15, 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 September 15, 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
4,242 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

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 1 outbound flight 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 $259, our data indicates the cheapest price to be $83. 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 $289). 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
Orlando to Miami flights
Tampa to Fort Lauderdale flights
Miami to Orlando flights
Jacksonville to Miami flights
Miami to Tampa flights
Fort Lauderdale to Tampa flights
Fort Lauderdale to Tallahassee flights
Miami to Jacksonville flights
Pensacola to Miami flights
Orlando to Fort Lauderdale flights
Fort Lauderdale to Jacksonville flights
Fort Lauderdale to Orlando flights
Tampa to Key West flights
Pensacola to Orlando flights
Pensacola to Fort Lauderdale flights
Miami to Pensacola flights
Pensacola to Tampa flights
West Palm Beach to Tallahassee flights
Miami to Tallahassee flights
Orlando to Key West flights
Fort Lauderdale to Pensacola flights
Tallahassee to Fort Lauderdale flights
Jacksonville to Fort Lauderdale flights
Tallahassee to Miami flights
Orlando to Pensacola flights
Tampa to Pensacola flights
Tampa to West Palm Beach flights
West Palm Beach to Tampa flights
Panama City to Miami flights
Jacksonville to West Palm Beach flights
West Palm Beach to Jacksonville flights
Pensacola to Key West flights
Miami to Key West flights
Jacksonville to Key West flights
Fort Lauderdale to Key West flights
Key West to Orlando flights
Valparaiso to Miami flights
Orlando to Tampa flights
West Palm Beach to Pensacola flights
Miami to Panama City flights
Fort Myers to Orlando flights
Sarasota to Miami flights
Gainesville to Miami flights
Fort Lauderdale to Panama City flights
Tallahassee to West Palm Beach flights
Fort Myers to Pensacola flights
Pensacola to Jacksonville flights
Sarasota to Key West flights
Tampa to Orlando 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$252FlexibilityNo 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.