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Kissimmee

$69+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MCO
Jun 5 — Jun 121
Fri 6/5
Fri 6/12
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 May 6, 2026.

This Southwest deal was found by Cheapflights users on 5/3. 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 6/27:20 am
RSW
-
MCO
Nonstop0h 50m
Southwest
Tue 6/98:55 pm
MCO
-
RSW
Nonstop1h 05m
Southwest
Deal found 5/3$137
This Southwest deal was found by Cheapflights users on 5/1. 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 5/275:45 pm
RSW
-
MCO
Nonstop1h 00m
Southwest
Wed 6/108:55 pm
MCO
-
RSW
Nonstop1h 05m
Southwest
Deal found 5/1$157
This Southwest deal was found by Cheapflights users on 5/5. 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.
Mon 8/243:40 pm
RSW
-
MCO
1 stop7h 10m
Southwest
Wed 9/3010:35 am
MCO
-
RSW
Nonstop1h 00m
Southwest
Deal found 5/5$167
This Southwest deal was found by Cheapflights users on 5/6. 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 5/286:35 am
RSW
-
MCO
Nonstop0h 50m
Southwest
Mon 6/19:00 pm
MCO
-
RSW
Nonstop0h 50m
Southwest
Deal found 5/6$177
This Southwest deal was found by Cheapflights users on 5/6. 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.
Tue 7/76:10 am
RSW
-
MCO
Nonstop1h 00m
Southwest
Fri 7/103:20 pm
MCO
-
RSW
2 stops7h 30m
Southwest
Deal found 5/6$195
This Southwest deal was found by Cheapflights users on 5/4. 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.
Wed 5/276:45 am
RSW
-
MCO
1 stop5h 40m
Southwest
Sun 5/316:55 am
MCO
-
RSW
1 stop5h 35m
Southwest
Deal found 5/4$200

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 May 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$137
(Southwest)

One-way from

$69
(Southwest)

Popular in

April

Cheapest in

August

Average price

$270
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. 24% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 6, 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 6/2

7:20 am-8:10 am

Nonstop0h 50m

Orlando

Tue 6/9

8:55 pm-10:00 pm

Nonstop1h 05m

$137

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 6/19

4:45 pm-12:15 am

1 stop7h 30m

Orlando

Tue 6/23

8:55 pm-10:00 pm

Nonstop1h 05m

$190

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Mon 6/1

6:35 am-7:25 am

Nonstop0h 50m

Orlando

Sun 6/7

8:55 pm-10:00 pm

Nonstop1h 05m

$210

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Thu 6/4

6:05 am-11:50 am

1 stop5h 45m

Orlando

Thu 6/4

8:50 pm-9:55 pm

Nonstop1h 05m

$210

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Sun 5/31

3:55 pm-9:20 pm

1 stop5h 25m

Orlando

Thu 6/4

8:50 pm-9:55 pm

Nonstop1h 05m

$210

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 6/5

1:20 pm-9:50 pm

1 stop8h 30m

Orlando

Fri 6/12

8:50 pm-9:55 pm

Nonstop1h 05m

$243

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Mon 5/18

5:25 pm-10:55 pm

1 stop5h 30m

Orlando

Sun 5/24

11:20 am-4:55 pm

1 stop5h 35m

$250

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Fri 5/15

9:00 am-4:55 pm

1 stop7h 55m

Orlando

Sun 5/17

8:50 pm-9:40 pm

Nonstop0h 50m

$322
Cheapest one-way
Quickest one-way

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Tue 6/9

6:10 am-7:10 am

Nonstop1h 00m

$69

Fort MyersOrlando

RSW - MCO

RSWMCO

Fort Myers SW Florida Intl

Wed 7/29

2:30 pm-8:25 pm

1 stop5h 55m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/3

Showing 1-10 of 16 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 May 6, 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?

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 May 6, 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
4,305 reviews

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,305 reviews
Southwest
7.9
Good
4,305 reviews

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 1 outbound flight 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 50m. 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 $322, our data indicates the cheapest price to be $138. The most popular route (Fort Myers SW Florida Intl - Orlando), is priced around $137.

  • 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 May 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$226FlexibilityNo cancel feeOn-time63%

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