$59+ Cheap flights from Fort Myers (RSW) to Kissimmee, FL
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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MCO
Oct 21 — Oct 281
Round-trip
1 adult, Economy
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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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Cheapest flights from Fort Myers to KissimmeeExplore 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 21, 2026.
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 21, 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.
Sat 10/176:15 pm -
Nonstop0h 55m
Mon 10/199:55 pm -
Nonstop1h 05m
Deal found 9/17![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 9/19. 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 11/77:05 am -
Nonstop0h 55m
Tue 11/176:45 am -
1 stop5h 45m
Deal found 9/19![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/19. 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 10/175:55 am -
1 stop9h 00m
Sat 10/2410:35 am -
Nonstop1h 05m
Deal found 9/19![Southwest logo]()
$133
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 10/96:20 pm -
Nonstop0h 55m
Mon 10/129:55 pm -
Nonstop1h 05m
Deal found 9/18![Southwest logo]()
$144
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.
Wed 11/187:30 am -
2 stops7h 20m
Wed 1/139:00 am -
2 stops7h 00m
Deal found 9/20![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 9/19. 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 10/162:25 pm -
1 stop6h 10m
Wed 10/219:55 am -
1 stop7h 10m
Deal found 9/19![Southwest logo]()
$164
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 11/28:15 am -
2 stops6h 20m
Fri 11/64:00 pm -
1 stop6h 30m
Deal found 9/20![Southwest logo]()
$169
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 10/166:20 pm -
Nonstop0h 55m
Fri 10/2310:40 am -
Nonstop1h 05m
Deal found 9/18![Southwest logo]()
$171
Best flights from Fort Myers to KissimmeeDiscover carefully curated flight deals from Fort Myers to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
Discover carefully curated flight deals from Fort Myers to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
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.
Wed 11/187:10 am -
Nonstop0h 55m
Wed 1/138:35 am -
1 stop7h 25m
Deal found 9/20![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/19. 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 10/175:55 am -
1 stop9h 00m
Sat 10/2410:35 am -
Nonstop1h 05m
Deal found 9/19![Southwest logo]()
$133
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.
Sat 1/99:25 am -
1 stop5h 45m
Mon 1/1110:10 am -
2 stops7h 30m
Deal found 9/20![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 9/19. 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 11/72:30 pm -
1 stop6h 05m
Tue 11/1710:40 am -
2 stops6h 20m
Deal found 9/19![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.
Mon 11/26:50 pm -
1 stop5h 30m
Fri 11/68:55 pm -
Nonstop1h 10m
Deal found 9/20![Southwest logo]()
$154
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 10/166:20 pm -
Nonstop0h 55m
Fri 10/2310:40 am -
Nonstop1h 05m
Deal found 9/18![Southwest logo]()
$171
This Southwest deal was found by Cheapflights users on 9/16. 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 11/167:10 am -
Nonstop0h 55m
Wed 11/181:30 pm -
1 stop6h 20m
Deal found 9/16![Southwest logo]()
$198
This Southwest deal was found by Cheapflights users on 9/19. 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 10/145:40 pm -
Nonstop0h 55m
Sun 10/1810:45 am -
Nonstop1h 05m
Deal found 9/19![Southwest logo]()
$205
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 11/125:30 pm -
Nonstop1h 00m
Sun 11/158:45 pm -
Nonstop1h 10m
Deal found 9/18![Southwest logo]()
$205
Last-minute flights from Fort Myers to KissimmeeDiscover last-minute flight deals from Fort Myers to Kissimmee. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Kissimmee. Data last updated September 21, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/16. 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 10/75:40 pm -
Nonstop0h 55m
Sat 10/1010:35 am -
Nonstop1h 05m
Deal found 9/16![Southwest logo]()
$181
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 10/96:20 pm -
Nonstop0h 55m
Mon 10/129:55 pm -
Nonstop1h 05m
Deal found 9/18![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/19. 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 10/162:25 pm -
1 stop6h 10m
Wed 10/219:55 am -
1 stop7h 10m
Deal found 9/19![Southwest logo]()
$164
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 10/166:20 pm -
Nonstop0h 55m
Fri 10/2310:40 am -
Nonstop1h 05m
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 10/176:15 pm -
Nonstop0h 55m
Mon 10/199:55 pm -
Nonstop1h 05m
Deal found 9/17![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 9/19. 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 10/175:55 am -
1 stop9h 00m
Sat 10/2410:35 am -
Nonstop1h 05m
Deal found 9/19![Southwest logo]()
$133
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 10/196:20 pm -
Nonstop0h 55m
Fri 10/2310:40 am -
2 stops7h 00m
Deal found 9/20![Southwest logo]()
$185
One-way flights from Fort Myers to KissimmeeSearch for one-way flight options from Fort Myers to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
Search for one-way flight options from Fort Myers to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
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 10/196:20 pm -
Nonstop0h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$59
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.
Sat 10/246:55 am -
2 stops8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$74
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:51 pm -
1 stop4h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![American Airlines logo]()
$80
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.
Wed 2/107:00 am -
Nonstop1h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$86
This Southwest deal was found by Cheapflights users on 9/16. 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 10/75:40 pm -
Nonstop0h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$87
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.
Fri 10/169:04 pm -
1 stop27h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$107
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.
Mon 10/199:04 pm -
1 stop11h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$108
This Southwest deal was found by Cheapflights users on 9/16. 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 10/85:15 pm -
1 stop6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$110
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 September 21, 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 | April |
Cheapest in | January |
Average price | $239 |
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 7,457,451 searches. Data last updated September 21, 2026.
Use the filters below to find and compare flights from Fort Myers to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Mon 12/7
11:50 am-8:00 pm
1 stop8h 10m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Wed 11/18
6:35 am-1:10 pm
1 stop6h 35m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Mon 10/19
5:50 am-11:35 am
1 stop5h 45m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Tue 11/10
6:30 am-3:05 pm
2 stops8h 35m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$74
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Wed 2/10
7:00 am-8:00 am
Nonstop1h 00m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$86
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Wed 2/17
7:00 am-8:00 am
Nonstop1h 00m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$87
Quickest round-trip
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Wed 10/7
5:40 pm-6:35 pm
Nonstop0h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$87
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Wed 12/16
6:35 am-2:00 pm
2 stops7h 25m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$96
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Thu 10/15
6:20 pm-7:15 pm
Nonstop0h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$108
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Wed 11/18
7:10 am-8:05 am
Nonstop0h 55m
Orlando
Wed 1/13
8:35 am-4:00 pm
1 stop7h 25m
$127
Showing 1-10 of 18 resultsSorted by cheapest first
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.
RSW-MCO
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
RSW-K1S
RSW-MCO
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 21, 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.
How much does it cost to fly round-trip from Fort Myers to Kissimmee?
Airfare is below average for this route at the moment.
Fort Myers to Kissimmee flights typically cost between $147 and $228 in October.The cheapest round-trip price found within the last 5 days was $117 on Southwest (Oct 17-Oct 19).
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 21, 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.
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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.
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Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
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Fort Myers and Kissimmee flights
Browse other Fort Myers and Kissimmee flight options. Last updated on September 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fort Myers to Kissimmee flights
Consider these flights traveling from Fort Myers to Kissimmee.
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 7,457,451 searches. Data last updated September 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$117 | Average$243 | FlexibilityNo cancel fee | On-time63% |