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$59+ Cheap flights from Kissimmee, FL to Fort Myers (RSW)

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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — RSW
Sep 3 — Sep 101
Thu 9/3
Thu 9/10
1 adult, Economy
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Cheap flight deals from Kissimmee to Fort Myers

Cheapest flights from Kissimmee to Fort Myers
Explore the most affordable flight options available from Kissimmee to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.

This Southwest deal was found by Cheapflights users on 8/2. 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 9/55:45 pm
MCO
-
RSW
Nonstop1h 10m
Southwest
Sun 9/68:30 am
RSW
-
MCO
Nonstop0h 55m
Southwest
Deal found 8/2$117
This Southwest deal was found by Cheapflights users on 7/31. 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 8/2210:50 am
MCO
-
RSW
Nonstop1h 00m
Southwest
Sat 8/295:10 pm
RSW
-
MCO
Nonstop1h 00m
Southwest
Deal found 7/31$151
This Southwest deal was found by Cheapflights users on 8/3. 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 10/2310:40 am
MCO
-
RSW
Nonstop1h 05m
Southwest
Mon 10/267:15 am
RSW
-
MCO
Nonstop0h 55m
Southwest
Deal found 8/3$172
This Southwest deal was found by Cheapflights users on 7/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/273:00 pm
MCO
-
RSW
1 stop5h 10m
Southwest
Thu 9/37:05 am
RSW
-
MCO
2 stops7h 00m
Southwest
Deal found 7/30$180
This Southwest deal was found by Cheapflights users on 7/31. 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 8/308:45 pm
MCO
-
RSW
Nonstop1h 00m
Southwest
Sun 9/61:25 pm
RSW
-
MCO
Nonstop1h 00m
Southwest
Deal found 7/31$185

Find flight deals from Kissimmee to Fort Myers

Keep the following information in mind while searching for Kissimmee to Fort Myers flight deals. Data was last updated August 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Southwest)

One-way from

$59
(Southwest)

Popular in

February

Cheapest in

January

Average price

$197
Provider with most accurate pricing for Orlando (ORL)-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Fort Myers SW Florida Intl flights.
Search Deals
From Kissimmee to Fort Myers SW Florida Intl
Search Deals
One-way flight from Kissimmee to Fort Myers SW Florida Intl
Search Deals
Highest demand for flights based on searches. 53% potential increase in price ($640 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 107% potential price decrease ($287 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Fort Myers 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 August 4, 2026.
Use the filters below to find and compare flights from Kissimmee to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Sat 9/5

10:20 am-5:15 pm

1 stop6h 55m

Fort Myers SW Florida Intl

Sun 9/6

8:30 am-9:25 am

Nonstop0h 55m

$127

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Sat 8/29

6:25 am-1:10 pm

1 stop6h 45m

Fort Myers SW Florida Intl

Sat 9/5

7:20 am-8:15 am

Nonstop0h 55m

$127

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Wed 9/16

9:00 am-3:25 pm

2 stops6h 25m

Fort Myers SW Florida Intl

Mon 9/21

7:20 am-8:15 am

Nonstop0h 55m

$132

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Wed 9/16

11:10 am-7:55 pm

2 stops8h 45m

Fort Myers SW Florida Intl

Sat 9/19

5:10 pm-6:10 pm

Nonstop1h 00m

$166

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Fri 9/4

8:55 pm-10:05 pm

Nonstop1h 10m

Fort Myers SW Florida Intl

Mon 9/7

7:20 am-8:15 am

Nonstop0h 55m

$172
Quickest round-trip

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Fri 8/28

10:15 am-11:15 am

Nonstop1h 00m

Fort Myers SW Florida Intl

Mon 8/31

5:05 pm-6:05 pm

Nonstop1h 00m

$172

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Sat 8/22

8:15 am-1:10 pm

1 stop4h 55m

Fort Myers SW Florida Intl

Sat 8/29

7:30 am-4:00 pm

2 stops8h 30m

$176
Cheapest one-way

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Wed 9/16

8:40 am-3:25 pm

1 stop6h 45m

$69

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Tue 9/29

2:50 pm-7:55 pm

1 stop5h 05m

$69

OrlandoFort Myers

MCO - RSW

MCORSW

Orlando

Thu 10/29

2:05 pm-10:05 pm

1 stop8h 00m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

Best time to book a flight from Kissimmee to Fort Myers

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

What is the cheapest time of day to fly from K1S to RSW?

Find hourly flight availability from Kissimmee to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 4, 2026.

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

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated August 4, 2026.
See what other customers who have flown with Southwest from Kissimmee to Fort Myers have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,222 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
8.0
Very good
4,222 reviews
Southwest
8.0
Very good
4,222 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

Related info for your journey

Find useful and relevant information for your journey from Kissimmee to Fort Myers. 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 into for flights to Fort Myers from Kissimmee?

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

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

    A quick flight from Kissimmee to Fort Myers can take about 6h 55m. Southwest provides one of the quickest options available for as low as $127. There are 134 mi between Kissimmee and Fort Myers.

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

    Looking at all options, your cheapest flight can be booked for $58. While the most popular route (Orlando - Fort Myers SW Florida Intl) can be booked for $151 on average, our data indicates $121 when flying from Kissimmee to Fort Myers.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kissimmee to Fort Myers by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
North Fort Myers
Lehigh Acres
Sanibel

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Top airline flying from Kissimmee to Fort Myers

Discover the top airline that operate flights from Kissimmee to Fort Myers. 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 August 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$147Average$217FlexibilityNo cancel feeOn-time63%

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