$263+ Cheap flights from Toledo, OH (TOL) 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
TOL — MCO
Oct 6 — Oct 131
Round-trip
1 adult, Economy
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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
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One-way
One-way flights from Toledo to KissimmeeSearch for one-way flight options from Toledo to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 6, 2026.
Search for one-way flight options from Toledo to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:07 pm -
3 stops47h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/107:04 pm -
2 stops38h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:42 pm -
2 stops15h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 12/3011:03 am -
2 stops23h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1110:04 am -
2 stops31h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$521
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/257:18 pm -
2 stops27h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$577
Find flight deals from Toledo to Kissimmee
Keep the following information in mind while searching for Toledo to Kissimmee flight deals. Data was last updated September 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Popular in | June |
Cheapest in | January |
Average price | $220 |
Cheapflights Fare Finder
Customize your flight search to find flights from Toledo 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 6, 2026.
Use the filters below to find and compare flights from Toledo to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ToledoOrlando
TOL Toledo Express - MCO Orlando
TOLMCO
Toledo Express
Thu 10/29
6:07 pm-5:24 pm
3 stops47h 17m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$263
ToledoOrlando
TOL Toledo Express - MCO Orlando
TOLMCO
Toledo Express
Sat 10/10
7:04 pm-9:33 am
2 stops38h 29m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$339
Quickest round-trip
ToledoOrlando
TOL Toledo Express - MCO Orlando
TOLMCO
Toledo Express
Sun 9/20
8:42 pm-12:17 pm
2 stops15h 35m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$383
ToledoOrlando
TOL Toledo Express - MCO Orlando
TOLMCO
Toledo Express
Wed 12/30
11:03 am-10:33 am
2 stops23h 30m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$393
ToledoOrlando
TOL Toledo Express - MCO Orlando
TOLMCO
Toledo Express
Thu 2/11
10:04 am-5:22 pm
2 stops31h 18m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$521
ToledoOrlando
TOL Toledo Express - MCO Orlando
TOLMCO
Toledo Express
Fri 12/25
7:18 pm-11:03 pm
2 stops27h 45m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$577
Sorted by cheapest first
Best time to book a flight from Toledo to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Toledo with our price prediction graph.
TOL-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 Toledo to Kissimmee
TOL-K1S
TOL-MCO
What is the cheapest time of day to fly from TOL to K1S?
Find hourly flight availability from Toledo 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 6, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 43% on flights from Toledo, Ohio to Kissimmee by exploring options for tickets in the evening.
Related info for your journey
Find useful and relevant information for your journey from Toledo 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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Alternative routes for Toledo to Kissimmee
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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.
Search flights from Toledo to Kissimmee by cabin class
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Toledo and Kissimmee flights
Browse other Toledo and Kissimmee flight options. Last updated on September 6, 2026.
Other flights from Toledo
Browse through other flights departing from Toledo. Flights are based on user searches made on Cheapflights and were last updated on September 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Toledo to Kissimmee flights
Consider these flights traveling from Toledo to Kissimmee.
Top 2 airlines flying from Toledo to Kissimmee
Discover the top 2 airlines that operate flights from Toledo 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 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$79 | Average$187 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$198 | FlexibilityNo cancel fee | On-time88% |