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Kissimmee

$62+ Cheap flights from Cleveland (CLE) 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MCO
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Kissimmee are usually found in September or August, booked 13 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Cleveland to Kissimmee

Keep the following information in mind while searching for Cleveland to Kissimmee flight deals. Data was last updated July 3, 2025.

Round-trip from

$110
(Priceline)

One-way from

$62
(FlightHub)

Popular in

November

Cheapest in

September

Average price

$185
From Cleveland Hopkins Intl to Kissimmee
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One-way flight from Cleveland Hopkins Intl to Kissimmee
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Highest demand for flights based on searches. 9% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Cleveland to Kissimmee

Cheapest flights from Cleveland to Kissimmee
Explore the most affordable flight options available from Cleveland to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/165:51 pmCLE - MCO
Nonstop2h 39mFrontier
Thu 8/217:14 pmMCO - CLE
1 stop5h 24mFrontier
Deal found 7/2$110
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/23:48 pmCLE - MCO
Nonstop2h 25mMultiple Airlines
Fri 8/86:00 amMCO - CLE
1 stop4h 32mMultiple Airlines
Deal found 7/2$113
This FlightHub deal was found by Cheapflights users on 7/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/193:48 pmCLE - MCO
Nonstop2h 25mSpirit Airlines
Sat 7/2612:24 pmMCO - CLE
Nonstop2h 29mSpirit Airlines
Deal found 7/1$124

Cheapflights Fare Finder

Customize your flight search to find flights from Cleveland 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 July 3, 2025.
Use the filters below to find and compare flights from Cleveland to Kissimmee that are best for you.

Fly from

Cleveland

Fly to

Kissimmee

Route

Depart

Return

Price

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 8/16

5:51 pm-8:30 pm

Nonstop2h 39m

Orlando

Thu 8/21

7:14 pm-12:38 am

1 stop5h 24m

$110

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 8/2

3:48 pm-6:13 pm

Nonstop2h 25m

Orlando

Fri 8/8

6:00 am-10:32 am

1 stop4h 32m

$113

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 7/12

3:48 pm-6:13 pm

Nonstop2h 25m

Orlando

Sat 7/19

12:24 pm-2:53 pm

Nonstop2h 29m

$118

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 8/2

5:51 pm-8:30 pm

Nonstop2h 39m

$62

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Sat 7/19

3:48 pm-6:13 pm

Nonstop2h 25m

$71

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 10/1

4:00 pm-11:15 pm

1 stop7h 15m

$89

ClevelandOrlando

CLE - MCO

CLEMCO

Cleveland Hopkins Intl

Wed 7/23

6:08 pm-12:15 am

1 stop6h 07m

$103

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Best time to book a flight from Cleveland to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Cleveland 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 Cleveland to Kissimmee

How far ahead should I book a flight from Cleveland to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Kissimmee. Price data was last updated on June 27, 2025.

To ensure you get the cheapest price possible for a flight from Cleveland to Kissimmee, you should look to book at least 13 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Cleveland to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Cleveland to Kissimmee (average of $206). Flying from Cleveland to Kissimmee in November is currently the most expensive (average of $289). 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 CLE to K1S?

Find hourly flight availability from Cleveland 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 July 3, 2025.

When flying from Cleveland to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Cleveland to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Cleveland to Kissimmee. Price data was last updated on June 29, 2025.

Travelers seeking maximum savings on their Cleveland to Kissimmee flight should consider departing on Monday at noon when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Cleveland to Kissimmee

Explore weekly flight availability from Cleveland to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 3, 2025.

The most flights from CLE to K1S are scheduled on a Thursday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

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 July 3, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Spirit Airlines from Cleveland 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
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,086 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,286 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Cleveland 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 Cleveland to Kissimmee?

    Located just 10.1 mi from the city center, Cleveland Hopkins Intl is the airport most travelers will use when flying to Kissimmee from Cleveland. Booking flights from Hopkins Intl (CLE) to Kissimmee should be relatively easy as there are 5 daily outbound flights to Kissimmee from 8 different airlines.

  • What are the cheapest airlines to fly from Cleveland to Kissimmee one-way?

    One-way options have recently been found by users for as low as $62 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $71 and Southwest from $89 one-way.

  • What are the most reliable airlines from Cleveland to Kissimmee?

    Before booking your flight to Kissimmee from Cleveland, check out the most reliable airlines to get you to your destination on time: Spirit Airlines (100%), Azul (93%), Avianca( 92%).

  • What are the cheapest flights from Cleveland to Kissimmee?

    The cheapest flight price from Cleveland to Kissimmee is $65. On average you can expect to pay $459. The most popular route, (Cleveland Hopkins Intl - Orlando), can usually be booked for $104.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cleveland 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 Cleveland to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Cleveland to Kissimmee (average of $206). Flying from Cleveland to Kissimmee in November is currently the most expensive (average of $289). 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 8 airlines flying from Cleveland to Kissimmee

Discover the top 8 airlines that operate flights from Cleveland 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$52Average$131FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$72Average$252FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$78Average$181FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$85Average$140FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$161Average$362FlexibilityNo cancel feeOn-time69%
DeltaCheapest$196Average$346FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$356FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$218Average$364FlexibilityNo cancel feeOn-time63%

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