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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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
15 Mar — 22 Mar1
1 adult
1 adult, Economy, 0 bags

Flights to Kissimmee in 2026

Enter your travel dates to find the best prices.

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 13 February 2026.

Mon 23/37:10 a.m.
YYZ
-
MCO
Nonstop3h 10m
Flair Airlines
Fri 27/311:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Flair Airlines
Deal found 10/2C$ 209
Wed 4/35:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Wed 11/39:15 p.m.
MCO
-
YYZ
Nonstop2h 59m
WestJet
Deal found 10/2C$ 211
Sun 29/37:00 a.m.
YHM
-
MCO
Nonstop3h 15m
Porter Airlines
Fri 3/411:20 a.m.
MCO
-
YHM
Nonstop3h 00m
Porter Airlines
Deal found 9/2C$ 212
Tue 24/27:10 a.m.
YYZ
-
MCO
Nonstop3h 10m
Flair Airlines
Wed 25/211:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Flair Airlines
Deal found 12/2C$ 212
Sun 22/37:10 a.m.
YYZ
-
MCO
Nonstop3h 10m
Flair Airlines
Fri 27/311:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Flair Airlines
Deal found 9/2C$ 213
Mon 6/47:15 a.m.
YYZ
-
MCO
1 stop5h 43m
Multiple Airlines
Fri 10/411:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Multiple Airlines
Deal found 11/2C$ 215
Mon 23/37:10 a.m.
YYZ
-
MCO
Nonstop3h 10m
Flair Airlines
Thu 26/311:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Flair Airlines
Deal found 11/2C$ 216
Wed 4/35:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Tue 10/39:15 p.m.
MCO
-
YYZ
Nonstop2h 59m
WestJet
Deal found 10/2C$ 217
Tue 3/37:15 a.m.
YYZ
-
MCO
Nonstop3h 04m
WestJet
Tue 3/39:15 p.m.
MCO
-
YYZ
Nonstop2h 59m
WestJet
Deal found 11/2C$ 219
Mon 6/45:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Tue 14/411:10 a.m.
MCO
-
YYZ
Nonstop2h 58m
WestJet
Deal found 10/2C$ 220
Tue 24/27:15 a.m.
YYZ
-
MCO
Nonstop3h 04m
WestJet
Thu 12/39:15 p.m.
MCO
-
YYZ
Nonstop2h 59m
WestJet
Deal found 10/2C$ 221
Fri 20/35:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
Multiple Airlines
Fri 27/311:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Multiple Airlines
Deal found 10/2C$ 223

Find flight deals to Kissimmee

Find the latest flights to Kissimmee in 2026, 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 13 February 2026.

Round-trip from

C$ 209

One-way from

C$ 133

Popular in

December

Cheapest in

September

Average price

C$ 325
Flair Airlines
  • Flair Airlines
  • 23/3-27/3
  • Nonstop
  • 6h 10m total
  • Toronto to Orlando
Search Deals
Porter Airlines
  • Porter Airlines
  • 3/3
  • Nonstop
  • 3h 15m total
  • Toronto to Kissimmee
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 14 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 February 2026
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 13 February 2026.
Use the filters below to find and compare flights to Kissimmee that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 15/4

7:15 a.m.-12:58 p.m.

1 stop5h 43m

Orlando

Mon 20/4

9:15 p.m.-12:14 a.m.

Nonstop2h 59m

C$ 250

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Mon 6/4

4:30 p.m.-10:46 p.m.

1 stop6h 16m

Orlando

Wed 15/4

8:30 a.m.-3:52 p.m.

1 stop7h 22m

C$ 261

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Mon 6/4

4:30 p.m.-10:46 p.m.

1 stop6h 16m

Orlando

Tue 14/4

8:30 a.m.-3:52 p.m.

1 stop7h 22m

C$ 261

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Mon 4/5

11:55 a.m.-7:34 p.m.

1 stop7h 39m

Orlando

Fri 8/5

11:20 a.m.-4:33 p.m.

1 stop5h 13m

C$ 266

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Mon 18/5

7:45 a.m.-10:40 a.m.

Nonstop2h 55m

Orlando

Fri 22/5

11:20 a.m.-5:09 p.m.

1 stop5h 49m

C$ 266

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Mon 18/5

11:55 a.m.-7:34 p.m.

1 stop7h 39m

Orlando

Fri 22/5

11:20 a.m.-6:58 p.m.

1 stop7h 38m

C$ 280

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Mon 6/4

4:30 p.m.-10:46 p.m.

1 stop6h 16m

Orlando

Mon 13/4

8:30 a.m.-3:52 p.m.

1 stop7h 22m

C$ 283

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 4/4

11:00 a.m.-4:58 p.m.

1 stop5h 58m

Orlando

Thu 9/4

9:38 a.m.-2:19 p.m.

1 stop4h 41m

C$ 284

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 7/3

3:30 p.m.-11:59 p.m.

1 stop8h 29m

Orlando

Thu 12/3

8:00 a.m.-1:43 p.m.

1 stop5h 43m

C$ 284

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 28/2

8:45 a.m.-9:40 p.m.

1 stop12h 55m

Orlando

Fri 6/3

7:00 a.m.-9:18 p.m.

1 stop14h 18m

C$ 284

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/2

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 6 February 2026.

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 84 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 13 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 7 February 2026.

Users looking for the lowest fares to Kissimmee should consider flying on Sunday mornings, 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 Wednesday (19 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (9 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.

Porter Airlines
Porter Airlines
From C$ 156
WestJet
WestJet
From C$ 197
Air Canada
Air Canada
From C$ 121
Air Transat
Air Transat
From C$ 136

What are the cheapest airlines that fly to Kissimmee?

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

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 13 February 2026.
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
7.9
Good
415 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

7.9

Crew

8.6

Entertainment

6.9

Food

7.5

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
Porter Airlines
7.9
Good
415 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

7.9

Crew

8.6

Entertainment

6.9

Food

7.5

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
United Airlines
7.4
Good
9,285 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

7.9

Crew

8.6

Entertainment

6.9

Food

7.5

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
WestJet
7.2
Good
3,257 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

7.9

Crew

8.6

Entertainment

6.9

Food

7.5

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
Air Canada
7.1
Good
10,717 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

7.9

Crew

8.6

Entertainment

6.9

Food

7.5

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.
Flair Airlines
6.0
Okay
265 reviews
Porter Airlines
7.9
Good
415 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

7.9

Crew

8.6

Entertainment

6.9

Food

7.5

Reviews

1 / 20
2.0
Mediocre

Milad,Feb 2026

LIR - YYZ

Not helpful staff at Liberia airport at the check-in counter. Extremely poor skill people and not willing to help the passenger.

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$ 323, however they can be found for as little as C$ 80.

  • 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. Hyatt Regency Orlando International Airport 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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