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Kissimmee

$55+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MCO
Jul 23 — Jul 301
Thu 7/23
Thu 7/30
1 adult, Economy
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Cheap flight deals from Fort Myers to Kissimmee

Cheapest flights from Fort Myers to Kissimmee
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 June 23, 2026.

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.
Sat 7/186:20 am
RSW
-
MCO
Nonstop1h 00m
Southwest
Sat 7/258:50 pm
MCO
-
RSW
Nonstop1h 10m
Southwest
Deal found 6/20$117
This Southwest deal was found by Cheapflights users on 6/18. 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.
Tue 11/107:10 am
RSW
-
MCO
Nonstop0h 55m
Southwest
Thu 11/1210:40 am
MCO
-
RSW
Nonstop1h 05m
Southwest
Deal found 6/18$145
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 10/105:55 pm
RSW
-
MCO
Nonstop1h 00m
Southwest
Wed 10/143:10 pm
MCO
-
RSW
1 stop4h 50m
Southwest
Deal found 6/22$159
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 7/166:05 am
RSW
-
MCO
1 stop5h 45m
Southwest
Wed 7/228:55 pm
MCO
-
RSW
Nonstop1h 10m
Southwest
Deal found 6/22$180
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 10/265:40 pm
RSW
-
MCO
Nonstop1h 00m
Southwest
Thu 10/2910:40 am
MCO
-
RSW
Nonstop1h 05m
Southwest
Deal found 6/19$181
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.
Fri 7/176:05 am
RSW
-
MCO
1 stop6h 45m
Southwest
Sat 7/188:50 pm
MCO
-
RSW
Nonstop1h 10m
Southwest
Deal found 6/19$187
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.
Wed 7/156:10 am
RSW
-
MCO
Nonstop1h 00m
Southwest
Fri 7/173:20 pm
MCO
-
RSW
2 stops7h 35m
Southwest
Deal found 6/20$192

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 June 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$109
(Southwest)

One-way from

$55
(Southwest)

Popular in

April

Cheapest in

August

Average price

$320
Provider with most accurate pricing for Fort Myers SW Florida Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Orlando (ORL) flights.
Search Deals
From Fort Myers SW Florida Intl to Kissimmee
Search Deals
One-way flight from Fort Myers SW Florida Intl to Kissimmee
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 June 23, 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

Price

Cheapest round-trip
Quickest round-trip

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 11/10

7:10 am-8:05 am

Nonstop0h 55m

Orlando

Thu 11/12

10:40 am-11:45 am

Nonstop1h 05m

$145

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 7/24

6:15 am-7:15 am

Nonstop1h 00m

Orlando

Sat 7/25

8:50 pm-10:00 pm

Nonstop1h 10m

$180

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 7/16

6:05 am-11:50 am

1 stop5h 45m

Orlando

Wed 7/22

8:55 pm-10:05 pm

Nonstop1h 10m

$180

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 7/31

6:15 am-7:15 am

Nonstop1h 00m

Orlando

Sat 8/1

8:50 pm-10:00 pm

Nonstop1h 10m

$180

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Mon 10/26

5:40 pm-6:40 pm

Nonstop1h 00m

Orlando

Thu 10/29

10:40 am-11:45 am

Nonstop1h 05m

$181

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Wed 7/15

1:05 pm-8:45 pm

1 stop7h 40m

Orlando

Fri 7/17

3:20 pm-10:55 pm

2 stops7h 35m

$242

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Sun 7/19

6:10 am-7:10 am

Nonstop1h 00m

Orlando

Sun 7/26

5:25 pm-11:00 pm

1 stop5h 35m

$243

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 7/17

6:15 am-7:15 am

Nonstop1h 00m

Orlando

Sun 7/19

8:55 pm-10:05 pm

Nonstop1h 10m

$243
Cheapest one-way
Quickest one-way

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 12/15

7:10 am-8:05 am

Nonstop0h 55m

$55

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 8/18

5:00 pm-6:00 pm

Nonstop1h 00m

$59

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

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.
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

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 June 23, 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 June 23, 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.
Southwest
7.9
Good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
7.9
Good
4,242 reviews
Southwest
7.9
Good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

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.

  • What airport do you fly from for flights from Fort Myers to Kissimmee?

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

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

    Airlines like Southwest fly from Fort Myers to Kissimmee in about 55m. The time it takes to get you to your destination is usually consistent. There are 134 mi between Fort Myers and Kissimmee. All flights are typically nonstop.

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

    Looking for the cheapest flight from Fort Myers to Kissimmee? While on average our users pay $375, our data indicates the cheapest price to be $140. The most popular route (Fort Myers SW Florida Intl - Orlando), is priced around $180.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Fort Myers to Kissimmee 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

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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 June 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$217FlexibilityNo cancel feeOn-time63%

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