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C$ 135+ Cheap flights to Kissimmee

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
6 Dec — 13 Dec1
1 adult
1 adult, Economy, 0 bags

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Cheapest flights to Kissimmee
Explore the most affordable flight options available to Kissimmee. Find the lowest fares based on data from user searches, with prices last updated on 6 November 2025.

Fri 5/125:15 p.m.YYZ - MCO
Nonstop3h 07mWestJet
Mon 8/129:15 p.m.MCO - YYZ
Nonstop2h 56mWestJet
Deal found 5/11C$ 200
Sat 6/128:20 p.m.YYZ - MCO
Nonstop3h 05mPorter Airlines
Fri 12/1211:20 a.m.MCO - YYZ
Nonstop2h 53mPorter Airlines
Deal found 6/11C$ 202
Sat 6/128:20 p.m.YYZ - MCO
Nonstop3h 05mPorter Airlines
Sat 13/1211:20 a.m.MCO - YYZ
Nonstop2h 53mPorter Airlines
Deal found 6/11C$ 203
Sat 13/123:25 p.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Wed 17/1211:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Deal found 5/11C$ 205
Sat 13/128:20 p.m.YYZ - MCO
Nonstop3h 05mPorter Airlines
Wed 17/122:00 p.m.MCO - YYZ
1 stop6h 13mPorter Airlines
Deal found 5/11C$ 206
Fri 12/127:15 a.m.YYZ - MCO
Nonstop3h 05mPorter Airlines
Thu 18/128:50 a.m.MCO - YYZ
Nonstop2h 53mPorter Airlines
Deal found 6/11C$ 207
Sun 7/128:20 p.m.YYZ - MCO
Nonstop3h 05mPorter Airlines
Sat 13/1211:20 a.m.MCO - YYZ
Nonstop2h 53mPorter Airlines
Deal found 6/11C$ 210
Sun 7/127:15 a.m.YYZ - MCO
1 stop5h 43mPorter Airlines
Thu 11/1211:20 a.m.MCO - YYZ
Nonstop2h 53mPorter Airlines
Deal found 6/11C$ 213
Sun 14/127:15 a.m.YYZ - MCO
1 stop5h 43mMultiple Airlines
Sat 17/111:20 a.m.MCO - YYZ
Nonstop3h 00mMultiple Airlines
Deal found 5/11C$ 214
Tue 9/127:15 a.m.YYZ - MCO
Nonstop3h 05mPorter Airlines
Sun 14/128:50 a.m.MCO - YYZ
Nonstop2h 53mPorter Airlines
Deal found 6/11C$ 216
Sun 14/122:05 p.m.YTZ - MCO
1 stop5h 43mPorter Airlines
Wed 17/122:00 p.m.MCO - YTZ
1 stop8h 03mPorter Airlines
Deal found 5/11C$ 217
Sat 22/117:10 a.m.YYZ - MCO
Nonstop3h 10mMultiple Airlines
Thu 11/129:15 p.m.MCO - YYZ
Nonstop2h 56mMultiple Airlines
Deal found 6/11C$ 217

Flights to Kissimmee in 2025

Find the latest flights to Kissimmee in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 6 November 2025.

Round-trip from

C$ 199

One-way from

C$ 135

Popular in

December

Cheapest in

January

Average price

C$ 330
Flair Airlines
  • Flair Airlines
  • 16/2-24/2
  • Nonstop
  • 6h 10m total
  • Toronto to Orlando
Search Deals
WestJet
  • WestJet
  • 5/12
  • Nonstop
  • 3h 07m total
  • Toronto to Kissimmee
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (C$ 5 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Locate flights to Kissimmee that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 6 November 2025.
Use the filters below to find and compare flights to Kissimmee that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Fri 16/1

2:05 p.m.-7:48 p.m.

1 stop5h 43m

Orlando

Tue 20/1

2:00 p.m.-10:03 p.m.

1 stop8h 03m

C$ 248

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Tue 16/12

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

Orlando

Tue 6/1

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 254

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 15/4

7:15 a.m.-10:20 a.m.

Nonstop3h 05m

Orlando

Sat 18/4

8:30 a.m.-11:26 a.m.

Nonstop2h 56m

C$ 285

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Tue 9/12

10:45 a.m.-5:28 p.m.

1 stop6h 43m

Orlando

Fri 12/12

6:00 p.m.-11:59 p.m.

1 stop5h 59m

C$ 298

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Wed 21/1

7:00 a.m.-7:48 p.m.

2 stops12h 48m

Orlando

Sun 25/1

1:00 p.m.-8:59 p.m.

1 stop7h 59m

C$ 299

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Tue 24/3

7:15 a.m.-10:20 a.m.

Nonstop3h 05m

Orlando

Wed 25/3

2:00 p.m.-8:10 p.m.

1 stop6h 10m

C$ 299

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Tue 24/3

4:25 p.m.-11:02 p.m.

1 stop6h 37m

Orlando

Wed 25/3

8:30 a.m.-3:55 p.m.

1 stop7h 25m

C$ 312

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Mon 9/2

7:00 a.m.-12:58 p.m.

1 stop5h 58m

Orlando

Wed 18/2

2:00 p.m.-10:03 p.m.

1 stop8h 03m

C$ 313

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Thu 5/2

7:00 a.m.-12:58 p.m.

1 stop5h 58m

Orlando

Wed 18/2

2:00 p.m.-10:03 p.m.

1 stop8h 03m

C$ 313

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Sun 8/2

2:05 p.m.-7:48 p.m.

1 stop5h 43m

Orlando

Wed 18/2

2:00 p.m.-10:03 p.m.

1 stop8h 03m

C$ 313

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 60 results
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Best time to book a flight to Kissimmee

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

When is the best time to book a flight to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Toronto to Kissimmee. Price data was last updated on 31 October 2025.

The price you pay for your flight to Kissimmee may vary depending on when you book. For the best chance of a lower fare, look to book 70 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

How long is the flight to Kissimmee?

On average, a flight from Toronto to Kissimmee takes 5 hours 46 minutes. Flights to Kissimmee from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

When is the cheapest time to fly to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Toronto to Kissimmee. Price data was last updated on 2 November 2025.

Users looking for the lowest fares to Kissimmee should consider flying on Sunday evenings, when prices are typically cheapest. Budget-minded travellers will want to avoid Friday afternoons, when prices are usually at their highest.

Weekly flight availability to Kissimmee

The most flights from Toronto to Kissimmee are scheduled on a Thursday (13 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (7 on average).

What are the most popular airlines that fly to Kissimmee?

The most popular airlines flying from Toronto to Kissimmee are WestJet, Porter Airlines and Air Canada.

WestJet
WestJet
From C$ 209
Porter Airlines
Porter Airlines
From C$ 195
Air Canada
Air Canada
From C$ 213
Flair Airlines
Flair Airlines
From C$ 144

What are the cheapest airlines that fly to Kissimmee?

The cheapest airlines flying from Toronto to Kissimmee are Frontier, Flair Airlines and American Airlines.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 61.0 - 221.0 mm per month. June is typically the wettest month, when rainfall can reach 221.0 mm. November is typically the driest time to visit Kissimmee when rainfall is around 61.0 mm.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 29.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 16.0 C).

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 6 November 2025.
Check out reviews from past customers who have flown Porter Airlines,United Airlines, andWestJet to the United States to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
387 reviews
Check prices

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Porter Airlines
8.0
Very good
387 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
United Airlines
7.4
Good
9,007 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
WestJet
7.2
Good
3,155 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Air Canada
7.1
Good
10,416 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Flair Airlines
6.0
Okay
253 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

FAQs about flying to Kissimmee

  • Can I find cheaper flights to Kissimmee if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Kissimmee on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Kissimmee?

    Based on reviews from Cheapflights users, Frontier is rated the highest out of the airlines that fly to Kissimmee.

  • How much is a round-trip flight to Kissimmee?

    A round-trip flight to Kissimmee will typically cost around C$ 299, however they can be found for as little as C$ 97.

  • Where does the fastest flight to Kissimmee depart from?

    For those looking to save time traveling to Kissimmee, Toronto offers the quickest one-way flight (2 hours 55 minutes).

  • Does Orlando have rental cars?

    Yes. Those touching down at Orlando can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Orlando?

    Yes. Orlando has hotels nearby for those requiring accommodations. 2 Connecting Suites at a 4️ Hotel is the closest property to Orlando (0.0 km away from Orlando).

See more FAQs

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