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Kissimmee

$201+ Cheap flights from Toledo, OH (TOL) 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
TOL — MCO
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Cheap flight deals from Toledo to Kissimmee

Keep the following information in mind while searching for Toledo to Kissimmee flight deals. Data was last updated October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$507
(Mytrip)

One-way from

$201
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$125
Provider with most accurate pricing for Detroit (DTT)-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Detroit (DTT)-Orlando (ORL) flights.
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From Toledo Express to Kissimmee
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One-way flight from Toledo Express to Kissimmee
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Highest demand for flights based on searches. 23% potential increase in price ($75 potential increase over avg. RT price).
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Cheapest flight prices on average. 19% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Toledo to Kissimmee

Cheapest flights from Toledo to Kissimmee
Explore the most affordable flight options available from Toledo to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2025.

This Mytrip deal was found by Cheapflights users on 10/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:26 amTOL - MCO
2 stops22h 15mMultiple Airlines
Sat 12/276:23 pmMCO - TOL
2 stops19h 46mMultiple Airlines
Deal found 10/12$746
This Mytrip deal was found by Cheapflights users on 10/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:56 pmTOL - MCO
2 stops20h 04mMultiple Airlines
Sat 10/257:59 pmMCO - TOL
2 stops22h 07mMultiple Airlines
Deal found 10/13$776

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 2,558,603 searches. Data last updated October 14, 2025.
Use the filters below to find and compare flights from Toledo to Kissimmee that are best for you.

Fly from

Toledo

Fly to

Kissimmee

Route

Depart

Return

Price

ToledoOrlando

TOL - MCO

TOLMCO

Toledo Express

Mon 1/5

9:46 am-8:41 am

2 stops22h 55m

Orlando

Fri 1/9

7:15 am-11:03 am

2 stops27h 48m

$507

ToledoOrlando

TOL - MCO

TOLMCO

Toledo Express

Mon 12/22

10:26 am-8:41 am

2 stops22h 15m

Orlando

Sat 12/27

6:23 pm-2:09 pm

2 stops19h 46m

$746

ToledoOrlando

TOL - MCO

TOLMCO

Toledo Express

Thu 10/23

6:56 pm-3:00 pm

2 stops20h 04m

Orlando

Sat 10/25

7:59 pm-6:06 pm

2 stops22h 07m

$776

ToledoOrlando

TOL - MCO

TOLMCO

Toledo Express

Sat 3/28

10:20 am-11:34 am

2 stops25h 14m

Orlando

Sat 4/4

9:15 pm-5:12 pm

2 stops19h 57m

$1,440

ToledoOrlando

TOL - MCO

TOLMCO

Toledo Express

Thu 1/22

11:52 am-2:26 pm

2 stops26h 34m

$201

ToledoOrlando

TOL - MCO

TOLMCO

Toledo Express

Mon 1/5

9:46 am-10:23 am

2 stops24h 37m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

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.
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

What is the cheapest month to book a flight from Toledo, Ohio to Kissimmee?

Currently, December is the cheapest month in which you can book a flight from Toledo, Ohio to Kissimmee (average of $58). Flying from Toledo, Ohio to Kissimmee in June is currently the most expensive (average of $94). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 October 14, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 51% on flights from Toledo, Ohio to Kissimmee by exploring options for tickets at noon.

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 October 14, 2025.
Get a feel of what it's like to fly with Frontier from Toledo 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.
Frontier
5.8
Fair
3,135 reviews

Comfort

5.5

Crew

6.7

Boarding

6.1

Overall

5.8

Entertainment

4.4

Food

4.6

Reviews

1 / 20
2.0
Mediocre

Shawn,Sep 2025

SAN - SFO

The flight was over booked and was unadble to get help with issue. I could not get a refund or rebooked in order to make my trip
Frontier
5.8
Fair
3,135 reviews
Frontier
5.8
Fair
3,135 reviews

Comfort

5.5

Crew

6.7

Boarding

6.1

Overall

5.8

Entertainment

4.4

Food

4.6

Reviews

1 / 20
2.0
Mediocre

Shawn,Sep 2025

SAN - SFO

The flight was over booked and was unadble to get help with issue. I could not get a refund or rebooked in order to make my trip

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.

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

    Located just 13.9 mi from the city center, Toledo Express is the airport most travelers will use when flying to Kissimmee from Toledo. Booking flights from Express (TOL) to Kissimmee should be relatively easy as there are 0 daily outbound flights to Kissimmee from 2 different airlines.

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

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

  • How can I find direct flights from Toledo to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Toledo 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.

  • What is the cheapest month to book a flight from Toledo, Ohio to Kissimmee?

    Currently, December is the cheapest month in which you can book a flight from Toledo, Ohio to Kissimmee (average of $58). Flying from Toledo, Ohio to Kissimmee in June is currently the most expensive (average of $94). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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 2,558,603 searches. Data last updated October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$79Average$200FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$110Average$184FlexibilityNo cancel feeOn-time88%

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