$59+ Cheap flights from Kissimmee, FL to Fort Myers (RSW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — RSW
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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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
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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 Kissimmee to Fort Myers
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Best
Last-minute
One-way
Cheapest flights from Kissimmee to Fort MyersExplore 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 September 22, 2026.
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 September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/18. 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 10/1010:35 am -
Nonstop1h 05m
Mon 10/126:20 pm -
Nonstop0h 55m
Deal found 9/18![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 9/17. 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 10/159:55 pm -
Nonstop1h 05m
Thu 10/226:25 pm -
1 stop5h 30m
Deal found 9/17![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/18. 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 10/2210:40 am -
Nonstop1h 05m
Tue 10/278:15 am -
2 stops6h 30m
Deal found 9/18![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 9/21. 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 10/295:50 pm -
1 stop5h 40m
Thu 11/54:50 pm -
1 stop8h 00m
Deal found 9/21![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 9/18. 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 11/23:10 pm -
1 stop7h 25m
Mon 11/98:15 am -
2 stops6h 20m
Deal found 9/18![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 9/20. 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 10/159:55 pm -
Nonstop1h 05m
Fri 10/167:15 am -
Nonstop0h 55m
Deal found 9/20![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/18. 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 10/169:55 pm -
Nonstop1h 05m
Fri 10/236:20 pm -
Nonstop0h 55m
Deal found 9/18![Southwest logo]()
$171
Best flights from Kissimmee to Fort MyersDiscover carefully curated flight deals from Kissimmee to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from Kissimmee to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/17. 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 10/129:55 pm -
Nonstop1h 05m
Mon 10/197:15 am -
Nonstop0h 55m
Deal found 9/17![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 9/18. 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 11/28:55 pm -
Nonstop1h 05m
Mon 11/95:30 pm -
Nonstop1h 00m
Deal found 9/18![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 9/20. 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 10/199:55 pm -
Nonstop1h 05m
Mon 10/262:50 pm -
1 stop6h 00m
Deal found 9/20![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/20. 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 10/159:55 pm -
Nonstop1h 05m
Fri 10/167:15 am -
Nonstop0h 55m
Deal found 9/20![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/21. 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 10/199:55 pm -
Nonstop1h 05m
Fri 10/2312:30 pm -
2 stops8h 30m
Deal found 9/21![Southwest logo]()
$210
This Southwest deal was found by Cheapflights users on 9/21. 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 10/79:55 am -
1 stop7h 10m
Mon 10/126:20 pm -
Nonstop0h 55m
Deal found 9/21![Southwest logo]()
$212
This Southwest deal was found by Cheapflights users on 9/22. 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 11/610:40 am -
Nonstop1h 05m
Sun 11/86:50 pm -
1 stop5h 35m
Deal found 9/22![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 9/20. 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 10/2910:40 am -
2 stops7h 00m
Sun 11/16:20 am -
2 stops8h 05m
Deal found 9/20![Southwest logo]()
$248
Last-minute flights from Kissimmee to Fort MyersDiscover last-minute flight deals from Kissimmee to Fort Myers. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Fort Myers. Data last updated September 22, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/18. 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 10/1010:35 am -
Nonstop1h 05m
Mon 10/126:20 pm -
Nonstop0h 55m
Deal found 9/18![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 9/17. 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 10/159:55 pm -
Nonstop1h 05m
Thu 10/226:25 pm -
1 stop5h 30m
Deal found 9/17![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/20. 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 10/159:55 pm -
Nonstop1h 05m
Fri 10/167:15 am -
Nonstop0h 55m
Deal found 9/20![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/18. 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 10/169:55 pm -
Nonstop1h 05m
Fri 10/236:20 pm -
Nonstop0h 55m
Deal found 9/18![Southwest logo]()
$171
This Southwest deal was found by Cheapflights users on 9/17. 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 10/178:55 pm -
Nonstop1h 05m
Sat 10/246:40 am -
Nonstop0h 55m
Deal found 9/17![Southwest logo]()
$188
This Southwest deal was found by Cheapflights users on 9/18. 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 10/2210:40 am -
Nonstop1h 05m
Tue 10/278:15 am -
2 stops6h 30m
Deal found 9/18![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 9/21. 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 10/295:50 pm -
1 stop5h 40m
Thu 11/54:50 pm -
1 stop8h 00m
Deal found 9/21![Southwest logo]()
$137
One-way flights from Kissimmee to Fort MyersSearch for one-way flight options from Kissimmee to Fort Myers. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Kissimmee to Fort Myers. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/21. 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 10/2010:40 am -
Nonstop1h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 9/18. 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 11/410:40 am -
2 stops6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$74
This Southwest deal was found by Cheapflights users on 9/18. 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 -
Nonstop1h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$86
This Southwest deal was found by Cheapflights users on 9/17. 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 10/710:40 am -
Nonstop1h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 9/297:10 am -
1 stop25h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$100
This Southwest deal was found by Cheapflights users on 9/18. 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 10/241:45 pm -
2 stops6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 12/157:07 pm -
1 stop22h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$108
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 September 22, 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 | $185 |
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 7,457,451 searches. Data last updated September 22, 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
Cheapest round-trip
Quickest round-trip
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Sat 12/5
7:40 pm-8:45 pm
Nonstop1h 05m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Sat 10/24
8:55 pm-10:00 pm
Nonstop1h 05m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Wed 12/2
12:10 pm-7:00 pm
1 stop6h 50m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Tue 11/17
12:55 pm-10:20 pm
1 stop9h 25m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Tue 10/20
6:10 am-1:20 pm
1 stop7h 10m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Wed 12/9
9:10 am-4:10 pm
1 stop7h 00m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Thu 12/17
2:35 pm-9:40 pm
1 stop7h 05m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Mon 10/12
9:55 pm-11:00 pm
Nonstop1h 05m
Fort Myers SW Florida Intl
Mon 10/19
7:15 am-8:10 am
Nonstop0h 55m
$117
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Mon 11/2
8:55 pm-10:00 pm
Nonstop1h 05m
Fort Myers SW Florida Intl
Mon 11/9
5:30 pm-6:30 pm
Nonstop1h 00m
$117
OrlandoFort Myers
MCO Orlando - RSW Fort Myers SW Florida Intl
MCORSW
Orlando
Fri 1/29
10:45 am-11:55 am
Nonstop1h 10m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$121
Showing 1-10 of 16 resultsSorted by cheapest first
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.
MCO-RSW
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
K1S-RSW
MCO-RSW
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 September 22, 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.
How much does it cost to fly round-trip from Kissimmee to Fort Myers?
Airfare is below average for this route at the moment.
Kissimmee to Fort Myers flights typically cost between $140 and $212 in October.The cheapest round-trip price found within the last 5 days was $117 on Southwest (Oct 10-Oct 12).
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 September 22, 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.
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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.
Traveling to a place near Fort Myers?
Book flights to Fort Myers if you plan to visit one of these locationsNorth Fort Myers
Lehigh Acres
Sanibel
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Kissimmee and Fort Myers flights
Browse other Kissimmee and Fort Myers flight options. Last updated on September 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Kissimmee to Fort Myers flights
Consider these flights traveling from Kissimmee to Fort Myers.
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 7,457,451 searches. Data last updated September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$117 | Average$217 | FlexibilityNo cancel fee | On-time63% |