$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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — RSW
Jul 24 — Jul 311
Round-trip
1 adult, Economy
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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 June 24, 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 June 24, 2026.
This Southwest deal was found by Cheapflights users on 6/22. 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.
Wed 7/228:55 pm
MCO
- RSW
Nonstop1h 10m
Southwest
Wed 7/296:10 am
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/22![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 6/23. 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 8/85:45 pm
MCO
- RSW
Nonstop1h 05m
Southwest
Mon 8/105:05 pm
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/23![Southwest logo]()
$149
This Southwest deal was found by Cheapflights users on 6/22. 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.
Tue 8/46:45 pm
MCO
- RSW
Nonstop1h 05m
Southwest
Wed 8/52:35 pm
RSW
- MCO
1 stop7h 55m
Southwest
Deal found 6/22![Southwest logo]()
$159
This Southwest deal was found by Cheapflights users on 6/20. 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 8/610:15 am
MCO
- RSW
Nonstop1h 00m
Southwest
Thu 8/137:20 am
RSW
- MCO
Nonstop0h 55m
Southwest
Deal found 6/20![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 6/23. 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 7/203:20 pm
MCO
- RSW
2 stops7h 35m
Southwest
Sat 7/256:20 am
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/23![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 6/20. 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 11/910:40 am
MCO
- RSW
Nonstop1h 05m
Southwest
Tue 11/107:30 am
RSW
- MCO
2 stops7h 15m
Southwest
Deal found 6/20![Southwest logo]()
$196
This Southwest deal was found by Cheapflights users on 6/22. 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.
Thu 10/88:50 pm
MCO
- RSW
Nonstop1h 00m
Southwest
Sun 10/1111:55 am
RSW
- MCO
1 stop7h 05m
Southwest
Deal found 6/22![Southwest logo]()
$212
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 June 24, 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 June 24, 2026.
This Southwest deal was found by Cheapflights users on 6/24. 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 7/228:55 pm
MCO
- RSW
Nonstop1h 10m
Southwest
Wed 7/296:10 am
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/24![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 6/20. 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.
Tue 7/218:55 pm
MCO
- RSW
Nonstop1h 10m
Southwest
Wed 7/226:10 am
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/20![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 6/22. 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.
Tue 8/412:45 pm
MCO
- RSW
2 stops7h 05m
Southwest
Wed 8/55:00 pm
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/22![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 6/23. 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 7/203:20 pm
MCO
- RSW
2 stops7h 35m
Southwest
Sat 7/256:20 am
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/23![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 6/24. 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 8/85:45 pm
MCO
- RSW
Nonstop1h 05m
Southwest
Mon 8/107:05 am
RSW
- MCO
2 stops7h 00m
Southwest
Deal found 6/24![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 6/22. 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.
Thu 8/1310:15 am
MCO
- RSW
Nonstop1h 00m
Southwest
Mon 8/177:05 am
RSW
- MCO
2 stops7h 00m
Southwest
Deal found 6/22![Southwest logo]()
$217
Last-minute flights from Kissimmee to Fort MyersDiscover last-minute flight deals from Kissimmee to Fort Myers. Data last updated June 24, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Fort Myers. Data last updated June 24, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/23. 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 7/203:20 pm
MCO
- RSW
2 stops7h 35m
Southwest
Sat 7/256:20 am
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/23![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 6/19. 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.
Mon 7/208:50 pm
MCO
- RSW
Nonstop1h 10m
Southwest
Thu 7/236:15 am
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/19![Southwest logo]()
$243
This Southwest deal was found by Cheapflights users on 6/19. 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.
Tue 7/218:55 pm
MCO
- RSW
Nonstop1h 10m
Southwest
Fri 7/246:15 am
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/19![Southwest logo]()
$180
This Southwest deal was found by Cheapflights users on 6/20. 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.
Tue 7/2110:55 am
MCO
- RSW
1 stop5h 45m
Southwest
Wed 7/227:35 am
RSW
- MCO
2 stops7h 05m
Southwest
Deal found 6/20![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 6/24. 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 7/228:55 pm
MCO
- RSW
Nonstop1h 10m
Southwest
Wed 7/296:10 am
RSW
- MCO
Nonstop1h 00m
Southwest
Deal found 6/24![Southwest logo]()
$117
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 June 24, 2026.
Search for one-way flight options from Kissimmee to Fort Myers. Find affordable one-way fares based on user searches. Data last updated June 24, 2026.
This Southwest deal was found by Cheapflights users on 6/22. 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.
Sat 7/188:50 pm
MCO
- RSW
Nonstop1h 10m
Southwest
Deal found 6/22![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 6/22. 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.
Wed 8/199:00 am
MCO
- RSW
2 stops6h 25m
Southwest
Deal found 6/22![Southwest logo]()
$74
This Southwest deal was found by Cheapflights users on 6/20. 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 8/178:55 pm
MCO
- RSW
Nonstop1h 05m
Southwest
Deal found 6/20![Southwest logo]()
$91
This Southwest deal was found by Cheapflights users on 6/21. 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 8/182:50 pm
MCO
- RSW
1 stop5h 00m
Southwest
Deal found 6/21![Southwest logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 9/227:10 am
MCO
- RSW
1 stop25h 36m
Breeze Airways
Deal found 6/23![Breeze Airways logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:30 pm
MCO
- RSW
1 stop22h 40m
Frontier
Deal found 6/20![Frontier logo]()
$108
This Southwest deal was found by Cheapflights users on 6/24. 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 7/219:35 am
MCO
- RSW
1 stop7h 05m
Southwest
Deal found 6/24![Southwest logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:20 pm
MCO
- RSW
1 stop6h 53m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 8/187:10 am
MCO
- RSW
1 stop24h 29m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$111
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/194:21 pm
MCO
- RSW
1 stop5h 32m
American Airlines
Deal found 6/24![American Airlines logo]()
$115
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 June 24, 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 | August |
Average price | $316 |
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 June 24, 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 - RSW
MCORSW
Orlando
Wed 7/22
8:55 pm-10:05 pm
Nonstop1h 10m
Fort Myers SW Florida Intl
Wed 7/29
6:10 am-7:10 am
Nonstop1h 00m
$117
OrlandoFort Myers
MCO - RSW
MCORSW
Orlando
Tue 7/21
8:55 pm-10:05 pm
Nonstop1h 10m
Fort Myers SW Florida Intl
Wed 7/22
6:10 am-7:10 am
Nonstop1h 00m
$117
OrlandoFort Myers
MCO - RSW
MCORSW
Orlando
Tue 8/4
12:45 pm-7:50 pm
2 stops7h 05m
Fort Myers SW Florida Intl
Wed 8/5
5:00 pm-6:00 pm
Nonstop1h 00m
$172
OrlandoFort Myers
MCO - RSW
MCORSW
Orlando
Mon 7/20
3:20 pm-10:55 pm
2 stops7h 35m
Fort Myers SW Florida Intl
Sat 7/25
6:20 am-7:20 am
Nonstop1h 00m
$185
OrlandoFort Myers
MCO - RSW
MCORSW
Orlando
Sat 8/8
5:45 pm-6:50 pm
Nonstop1h 05m
Fort Myers SW Florida Intl
Mon 8/10
7:05 am-2:05 pm
2 stops7h 00m
$185
OrlandoFort Myers
MCO - RSW
MCORSW
Orlando
Thu 8/13
10:15 am-11:15 am
Nonstop1h 00m
Fort Myers SW Florida Intl
Mon 8/17
7:05 am-2:05 pm
2 stops7h 00m
$217
Cheapest one-way
OrlandoFort Myers
MCO - RSW
MCORSW
Orlando
Sat 7/18
8:50 pm-10:00 pm
Nonstop1h 10m
$59
OrlandoFort Myers
MCO - RSW
MCORSW
Orlando
Wed 8/19
9:00 am-3:25 pm
2 stops6h 25m
$74
OrlandoFort Myers
MCO - RSW
MCORSW
Orlando
Mon 8/17
8:55 pm-10:00 pm
Nonstop1h 05m
$91
OrlandoFort Myers
MCO - RSW
MCORSW
Orlando
Thu 9/17
8:55 pm-10:00 pm
Nonstop1h 05m
$91
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 June 24, 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 June 24, 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.
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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
Sanibel
Lehigh Acres
Estero
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Complete your trip
Complete your trip to Fort Myers by adding a car rental and/or hotel reservation to your travel itinerary.
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Kissimmee and Fort Myers flights
Browse other Kissimmee and Fort Myers flight options. Last updated on June 24, 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 2,558,603 searches. Data last updated June 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$217 | FlexibilityNo cancel fee | On-time63% |