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C$ 144+ 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 22/10. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
17 Oct — 24 Oct1
1 adult
1 adult, Economy

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 17 September 2025.

Round-trip from

C$ 206

One-way from

C$ 144

Popular in

December

Cheapest in

January

Average price

C$ 301
Flair Airlines
  • Flair Airlines
  • 8/11-10/11
  • Nonstop
  • 6h 10m total
  • Toronto to Orlando
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Porter Airlines
  • Porter Airlines
  • 22/10
  • 1 total stop
  • 7h 41m total
  • Toronto to Kissimmee
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Highest demand for flights based on searches. 2% potential increase in price (C$ 11 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals to Kissimmee

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 17 September 2025.

Sat 8/117:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Mon 10/115:00 p.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Deal found 15/9C$ 206
Sat 22/117:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Mon 1/125:00 p.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Deal found 16/9C$ 209
Sat 4/104:00 p.m.YYZ - MCO
Nonstop2h 55mWestJet
Thu 9/107:45 p.m.MCO - YYZ
Nonstop2h 55mWestJet
Deal found 15/9C$ 210
Mon 6/104:00 p.m.YYZ - MCO
Nonstop2h 55mWestJet
Tue 7/107:45 p.m.MCO - YYZ
Nonstop2h 55mWestJet
Deal found 16/9C$ 213
Tue 30/97:15 a.m.YYZ - MCO
Nonstop2h 54mWestJet
Tue 7/107:45 p.m.MCO - YYZ
Nonstop2h 55mWestJet
Deal found 16/9C$ 215
Fri 3/109:50 a.m.YYZ - MCO
Nonstop2h 52mPorter Airlines
Mon 6/108:45 p.m.MCO - YYZ
Nonstop2h 56mPorter Airlines
Deal found 15/9C$ 216
Thu 27/115:15 p.m.YYZ - MCO
Nonstop3h 07mWestJet
Sat 6/129:15 p.m.MCO - YYZ
Nonstop2h 56mWestJet
Deal found 16/9C$ 217
Thu 27/115:15 p.m.YYZ - MCO
Nonstop3h 07mWestJet
Thu 11/129:15 p.m.MCO - YYZ
Nonstop2h 56mWestJet
Deal found 16/9C$ 219
Tue 7/107:15 a.m.YYZ - MCO
Nonstop2h 54mWestJet
Tue 7/107:45 p.m.MCO - YYZ
Nonstop2h 55mWestJet
Deal found 15/9C$ 220
Tue 30/97:15 a.m.YYZ - MCO
Nonstop2h 54mWestJet
Mon 6/109:00 p.m.MCO - YYZ
Nonstop2h 55mWestJet
Deal found 16/9C$ 221
Wed 1/109:50 a.m.YYZ - MCO
Nonstop2h 52mMultiple Airlines
Tue 7/1011:00 a.m.MCO - YYZ
Nonstop2h 52mMultiple Airlines
Deal found 16/9C$ 223
Wed 1/1012:00 p.m.YTZ - MCO
1 stop7h 41mPorter Airlines
Sun 5/101:45 p.m.MCO - YTZ
1 stop7h 58mPorter Airlines
Deal found 15/9C$ 234

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 17 September 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

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 1/10

9:50 a.m.-12:42 p.m.

Nonstop2h 52m

Orlando

Mon 6/10

8:45 p.m.-11:41 p.m.

Nonstop2h 56m

C$ 234

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Tue 3/2

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

Nonstop3h 15m

Orlando

Tue 17/2

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

Nonstop3h 00m

C$ 237

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 11/3

3:00 p.m.-10:48 p.m.

1 stop7h 48m

Orlando

Wed 18/3

8:50 p.m.-11:40 p.m.

Nonstop2h 50m

C$ 250

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 23/1

8:55 a.m.-8:00 p.m.

1 stop11h 05m

Orlando

Thu 5/2

12:20 p.m.-5:54 p.m.

1 stop5h 34m

C$ 264

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Tue 30/9

10:45 a.m.-4:00 p.m.

1 stop5h 15m

Orlando

Fri 3/10

1:35 p.m.-7:05 p.m.

1 stop5h 30m

C$ 268

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Wed 1/10

8:50 a.m.-7:41 p.m.

2 stops10h 51m

Orlando

Sun 5/10

1:45 p.m.-9:43 p.m.

1 stop7h 58m

C$ 278

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Mon 3/11

2:57 p.m.-11:30 p.m.

1 stop8h 33m

Orlando

Tue 11/11

9:40 a.m.-7:45 p.m.

1 stop10h 05m

C$ 279

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 23/1

12:45 p.m.-7:26 p.m.

1 stop6h 41m

Orlando

Sat 7/2

5:45 p.m.-11:29 p.m.

1 stop5h 44m

C$ 279

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Tue 28/10

3:30 p.m.-9:47 p.m.

1 stop6h 17m

Orlando

Sun 2/11

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

1 stop5h 43m

C$ 279

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 24/10

6:10 a.m.-9:58 p.m.

1 stop15h 48m

Orlando

Sat 1/11

3:28 p.m.-9:24 p.m.

1 stop5h 56m

C$ 282

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

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 12 September 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 45 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 5 May 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 Monday (11 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (3 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$ 143
Air Canada
Air Canada
From C$ 154
Porter Airlines
Porter Airlines
From C$ 138
Flair Airlines
Flair Airlines
From C$ 102

What are the cheapest airlines that fly to Kissimmee?

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

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 17 September 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
7.9
Good
365 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

7.9

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
7.9
Good
365 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

7.9

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
8,926 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

7.9

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
3,095 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

7.9

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
10,000 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

7.9

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
249 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

Overall

7.9

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$ 88, however they can be found for as little as C$ 39.

  • 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 52 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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Airports serving Kissimmee

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