$59+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MCO
Sep 8 — Sep 151
Round-trip
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
Cheapest
Best
Last-minute
One-way
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 August 9, 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 August 9, 2026.
This Southwest deal was found by Cheapflights users on 8/6. 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 10/266:20 pm -
Nonstop0h 55m
Fri 10/309:55 pm -
Nonstop1h 00m
Deal found 8/6![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 8/5. 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 9/17:20 am -
Nonstop0h 55m
Wed 9/3010:35 am -
Nonstop1h 00m
Deal found 8/5![Southwest logo]()
$151
This Southwest deal was found by Cheapflights users on 8/4. 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 9/17:30 am -
1 stop5h 45m
Mon 9/710:15 am -
Nonstop1h 00m
Deal found 8/4![Southwest logo]()
$161
This Southwest deal was found by Cheapflights users on 8/8. 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 9/27:20 am -
Nonstop0h 55m
Sun 9/68:10 pm -
Nonstop1h 05m
Deal found 8/8![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 8/5. 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 8/267:30 am -
1 stop7h 15m
Sat 8/291:10 pm -
2 stops7h 05m
Deal found 8/5![Southwest logo]()
$176
This Southwest deal was found by Cheapflights users on 8/4. 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 9/155:00 pm -
Nonstop1h 00m
Fri 9/1810:00 am -
1 stop7h 45m
Deal found 8/4![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 8/5. 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 9/45:05 pm -
Nonstop1h 00m
Fri 9/48:55 pm -
Nonstop1h 10m
Deal found 8/5![Southwest logo]()
$193
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 August 9, 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 August 9, 2026.
This Southwest deal was found by Cheapflights users on 8/6. 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 10/262:25 pm -
1 stop6h 10m
Fri 10/309:55 pm -
Nonstop1h 00m
Deal found 8/6![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 8/6. 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 9/37:20 am -
Nonstop0h 55m
Thu 9/108:55 pm -
Nonstop1h 10m
Deal found 8/6![Southwest logo]()
$151
This Southwest deal was found by Cheapflights users on 8/4. 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 9/15:00 pm -
Nonstop1h 00m
Mon 9/78:55 pm -
Nonstop1h 10m
Deal found 8/4![Southwest logo]()
$151
This Southwest deal was found by Cheapflights users on 8/7. 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 9/105:05 pm -
Nonstop1h 00m
Sat 9/128:15 am -
1 stop4h 55m
Deal found 8/7![Southwest logo]()
$161
This Southwest deal was found by Cheapflights users on 8/8. 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 9/27:10 am -
1 stop8h 50m
Sun 9/611:25 am -
Nonstop1h 00m
Deal found 8/8![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 8/7. 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 10/207:20 am -
Nonstop0h 55m
Fri 10/239:55 pm -
Nonstop1h 00m
Deal found 8/7![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 8/5. 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 9/16:10 am -
2 stops8h 50m
Wed 9/3011:10 am -
2 stops8h 45m
Deal found 8/5![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 8/7. 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 9/297:20 am -
Nonstop0h 55m
Fri 10/22:30 pm -
2 stops8h 25m
Deal found 8/7![Southwest logo]()
$187
Last-minute flights from Fort Myers to KissimmeeDiscover last-minute flight deals from Fort Myers to Kissimmee. Data last updated August 9, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Kissimmee. Data last updated August 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/5. 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 8/267:30 am -
1 stop7h 15m
Sat 8/291:10 pm -
2 stops7h 05m
Deal found 8/5![Southwest logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Thu 8/277:00 am -
1 stop28h 09m
Mon 8/319:20 pm -
1 stop19h 50m
Deal found 8/7![Multiple Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 8/5. 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 9/17:20 am -
Nonstop0h 55m
Wed 9/3010:35 am -
Nonstop1h 00m
Deal found 8/5![Southwest logo]()
$151
This Southwest deal was found by Cheapflights users on 8/4. 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 9/16:10 am -
2 stops8h 50m
Mon 9/710:15 am -
Nonstop1h 00m
Deal found 8/4![Southwest logo]()
$166
This Southwest deal was found by Cheapflights users on 8/8. 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 9/27:10 am -
1 stop8h 50m
Sun 9/611:25 am -
Nonstop1h 00m
Deal found 8/8![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 8/6. 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 9/310:15 am -
2 stops8h 05m
Thu 9/101:30 pm -
1 stop8h 55m
Deal found 8/6![Southwest logo]()
$197
This Southwest deal was found by Cheapflights users on 8/5. 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 9/45:05 pm -
Nonstop1h 00m
Fri 9/48:55 pm -
Nonstop1h 10m
Deal found 8/5![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 8/4. 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 9/155:00 pm -
Nonstop1h 00m
Fri 9/1810:00 am -
1 stop7h 45m
Deal found 8/4![Southwest logo]()
$182
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 August 9, 2026.
Search for one-way flight options from Fort Myers to Kissimmee. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
This Southwest deal was found by Cheapflights users on 8/7. 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 9/68:30 am -
Nonstop0h 55m
Deal found 8/7![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 8/5. 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 8/267:20 am -
Nonstop0h 55m
Deal found 8/5![Southwest logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 10/59:11 pm -
1 stop25h 26m
Deal found 8/7![Frontier logo]()
$90
This Southwest deal was found by Cheapflights users on 8/4. 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 9/37:05 am -
2 stops7h 00m
Deal found 8/4![Southwest logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sun 10/49:11 pm -
1 stop11h 44m
Deal found 8/7![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Sun 10/119:05 pm -
2 stops25h 05m
Deal found 8/8![Frontier logo]()
$96
This Southwest deal was found by Cheapflights users on 8/7. 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 11/67:25 am -
Nonstop0h 55m
Deal found 8/7![Southwest logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 10/67:00 am -
1 stop12h 26m
Deal found 8/8![Multiple Airlines logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 9/92:41 pm -
1 stop7h 56m
Deal found 8/8![Frontier logo]()
$100
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 August 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $134 (Southwest) |
One-way from | $59 (Southwest) |
Popular in | April |
Cheapest in | October |
Average price | $197 |
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 August 9, 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 10/26
2:25 pm-8:35 pm
1 stop6h 10m
Orlando
Fri 10/30
9:55 pm-10:55 pm
Nonstop1h 00m
$144
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Thu 9/3
7:20 am-8:15 am
Nonstop0h 55m
Orlando
Thu 9/10
8:55 pm-10:05 pm
Nonstop1h 10m
$151
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Tue 9/1
5:00 pm-6:00 pm
Nonstop1h 00m
Orlando
Mon 9/7
8:55 pm-10:05 pm
Nonstop1h 10m
$151
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Thu 9/10
5:05 pm-6:05 pm
Nonstop1h 00m
Orlando
Sat 9/12
8:15 am-1:10 pm
1 stop4h 55m
$161
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Wed 9/2
7:10 am-4:00 pm
1 stop8h 50m
Orlando
Sun 9/6
11:25 am-12:25 pm
Nonstop1h 00m
$172
Quickest round-trip
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Tue 10/20
7:20 am-8:15 am
Nonstop0h 55m
Orlando
Fri 10/23
9:55 pm-10:55 pm
Nonstop1h 00m
$172
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Tue 9/1
6:10 am-3:00 pm
2 stops8h 50m
Orlando
Wed 9/30
11:10 am-7:55 pm
2 stops8h 45m
$181
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Tue 9/29
7:20 am-8:15 am
Nonstop0h 55m
Orlando
Fri 10/2
2:30 pm-10:55 pm
2 stops8h 25m
$187
Cheapest one-way
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Thu 9/3
5:05 pm-6:05 pm
Nonstop1h 00m
$76
Quickest one-way
Fort MyersOrlando
RSW Fort Myers SW Florida Intl - MCO Orlando
RSWMCO
Fort Myers SW Florida Intl
Mon 10/5
7:15 am-8:10 am
Nonstop0h 55m
$76
Showing 1-10 of 16 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 August 9, 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.
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 August 9, 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.
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
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 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.
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
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Fort Myers to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Fort Myers to Kissimmee by cabin class
Find flights from Fort Myers to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Fort Myers and Kissimmee flights
Browse other Fort Myers and Kissimmee flight options. Last updated on August 9, 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 2,558,603 searches. Data last updated August 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$107 | Average$217 | FlexibilityNo cancel fee | On-time63% |