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C$ 133+ 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 14/12. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
29 Nov — 6 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 30 October 2025.

Sun 14/127:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Thu 18/1211:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Deal found 29/10C$ 198
Tue 2/127:15 a.m.YYZ - MCO
Nonstop3h 09mWestJet
Fri 5/129:15 p.m.MCO - YYZ
Nonstop2h 56mWestJet
Deal found 28/10C$ 202
Wed 3/125:15 p.m.YYZ - MCO
Nonstop3h 07mWestJet
Mon 8/129:30 p.m.MCO - YYZ
Nonstop2h 55mWestJet
Deal found 29/10C$ 204
Sun 23/117:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Fri 28/115:00 p.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Deal found 28/10C$ 205
Sat 13/123:25 p.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Wed 17/1211:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Deal found 29/10C$ 207
Fri 12/127:00 a.m.YHM - MCO
Nonstop3h 15mPorter Airlines
Sun 14/1211:20 a.m.MCO - YHM
Nonstop3h 00mPorter Airlines
Deal found 29/10C$ 209
Mon 1/124:00 p.m.YYZ - MCO
1 stop7h 02mAir Canada
Fri 5/129:50 p.m.MCO - YYZ
Nonstop2h 50mAir Canada
Deal found 30/10C$ 212
Wed 3/125:15 p.m.YYZ - MCO
Nonstop3h 07mWestJet
Wed 10/129:15 p.m.MCO - YYZ
Nonstop2h 56mWestJet
Deal found 30/10C$ 214
Sun 14/128:00 p.m.YYZ - MCO
Nonstop3h 07mMultiple Airlines
Fri 9/111:20 a.m.MCO - YYZ
Nonstop3h 00mMultiple Airlines
Deal found 28/10C$ 215
Sun 7/127:00 a.m.YTZ - MCO
1 stop5h 58mPorter Airlines
Wed 10/122:00 p.m.MCO - YTZ
1 stop8h 03mPorter Airlines
Deal found 29/10C$ 216
Mon 17/1112:50 p.m.YYZ - MCO
Nonstop3h 10mMultiple Airlines
Wed 3/129:15 p.m.MCO - YYZ
Nonstop2h 56mMultiple Airlines
Deal found 28/10C$ 216
Sat 6/128:20 p.m.YYZ - MCO
Nonstop3h 05mPorter Airlines
Sat 13/1211:20 a.m.MCO - YYZ
Nonstop2h 53mPorter Airlines
Deal found 30/10C$ 218

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 30 October 2025.

Round-trip from

C$ 196

One-way from

C$ 133

Popular in

December

Cheapest in

January

Average price

C$ 317
Flair Airlines
  • Flair Airlines
  • 10/1-17/1
  • Nonstop
  • 6h 10m total
  • Toronto to Orlando
Search Deals
Porter Airlines
  • Porter Airlines
  • 14/12
  • Nonstop
  • 3h 15m total
  • Toronto to Kissimmee
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (C$ 6 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 October 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 30 October 2025.
Use the filters below to find and compare flights to Kissimmee that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sun 14/12

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

Nonstop3h 15m

Orlando

Sun 21/12

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

Nonstop3h 00m

C$ 243

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Sun 25/1

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

1 stop5h 58m

Orlando

Wed 28/1

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

1 stop8h 03m

C$ 244

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Sat 7/3

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

1 stop5h 58m

Orlando

Fri 13/3

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

1 stop8h 03m

C$ 254

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sun 18/1

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

Nonstop3h 15m

Orlando

Sun 25/1

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

Nonstop3h 00m

C$ 263

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sun 11/1

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

Nonstop3h 15m

Orlando

Sun 18/1

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

Nonstop3h 00m

C$ 263

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 28/11

9:00 a.m.-6:01 p.m.

1 stop9h 01m

Orlando

Wed 3/12

8:00 a.m.-10:50 a.m.

Nonstop2h 50m

C$ 270

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Tue 16/12

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

1 stop5h 58m

Orlando

Thu 8/1

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

1 stop8h 03m

C$ 270

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Tue 16/12

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

1 stop5h 58m

Orlando

Wed 17/12

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

1 stop8h 03m

C$ 279

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Wed 15/4

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

1 stop5h 58m

Orlando

Sat 18/4

1:00 p.m.-8:35 p.m.

1 stop7h 35m

C$ 286

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Sat 7/2

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

1 stop5h 58m

Orlando

Thu 12/2

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

1 stop8h 03m

C$ 295

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

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 24 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 7 hours 16 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 26 October 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.

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$ 206
Porter Airlines
Porter Airlines
From C$ 193
Air Canada
Air Canada
From C$ 212
Flair Airlines
Flair Airlines
From C$ 142

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 30 October 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
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,996 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
WestJet
7.2
Good
3,152 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,383 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Flair Airlines
6.0
Okay
252 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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$ 106, however they can be found for as little as C$ 106.

  • 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 (3 hours 1 minute).

  • 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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Airports serving Kissimmee

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