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C$ 164+ 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
13 Sep — 20 Sep1
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 14 August 2026.

Sat 31/106:30 a.m. -
Nonstop3h 10m
Thu 12/111:35 p.m. -
1 stop5h 30m
Deal found 13/8C$ 319
Sat 24/107:00 a.m. -
Nonstop2h 55m
Fri 30/109:15 p.m. -
Nonstop2h 55m
Deal found 11/8C$ 321
Sun 8/118:00 p.m. -
Nonstop3h 09m
Mon 16/119:30 p.m. -
Nonstop2h 55m
Deal found 11/8C$ 322
Sat 24/107:00 a.m. -
Nonstop2h 55m
Sun 1/1110:40 a.m. -
Nonstop3h 00m
Deal found 12/8C$ 323
Wed 30/97:45 a.m. -
Nonstop2h 55m
Sat 3/1010:50 a.m. -
Nonstop2h 55m
Deal found 13/8C$ 325
Wed 14/104:00 p.m. -
1 stop6h 32m
Fri 16/107:00 a.m. -
Nonstop2h 42m
Deal found 10/8C$ 326
Mon 14/98:55 p.m. -
Nonstop2h 54m
Mon 21/98:40 p.m. -
Nonstop2h 46m
Deal found 13/8C$ 328
Tue 8/94:30 p.m. -
1 stop6h 02m
Tue 15/97:30 a.m. -
1 stop6h 50m
Deal found 9/8C$ 329
Fri 13/116:30 a.m. -
Nonstop3h 10m
Wed 18/119:15 p.m. -
Nonstop2h 55m
Deal found 10/8C$ 329
Mon 5/109:50 a.m. -
Nonstop2h 55m
Thu 15/1011:30 a.m. -
Nonstop3h 00m
Deal found 13/8C$ 330
Thu 12/118:55 p.m. -
Nonstop3h 03m
Thu 19/118:30 a.m. -
1 stop6h 15m
Deal found 11/8C$ 332
Wed 14/108:55 p.m. -
Nonstop2h 54m
Thu 3/128:55 p.m. -
Nonstop2h 47m
Deal found 12/8C$ 333

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 14 August 2026.

Round-trip from

C$ 319

One-way from

C$ 164

Popular in

August

Cheapest in

January

Average price

C$ 491
Flair Airlines
  • Flair Airlines
  • 31/10-12/11
  • Nonstop
  • 6h 10m total
  • Toronto to Orlando
Search Deals
Porter Airlines
  • Porter Airlines
  • 5/10
  • 1 total stop
  • 7h 49m total
  • Toronto to Kissimmee
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 14 August 2026.
Use the filters below to find and compare flights to Kissimmee that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Tue 6/10

6:00 a.m.-11:23 a.m.

1 stop5h 23m

Orlando

Wed 14/10

12:11 p.m.-6:09 p.m.

1 stop5h 58m

C$ 350

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Sun 11/10

9:44 a.m.-12:59 a.m.

1 stop15h 15m

Orlando

Fri 16/10

9:10 a.m.-3:46 p.m.

1 stop6h 36m

C$ 357

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Thu 3/12

7:50 a.m.-1:54 p.m.

1 stop6h 04m

Orlando

Sun 13/12

8:45 a.m.-5:05 p.m.

1 stop8h 20m

C$ 361

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Sat 7/11

6:33 p.m.-12:23 a.m.

1 stop5h 50m

Orlando

Mon 16/11

6:05 a.m.-1:33 p.m.

1 stop7h 28m

C$ 371

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Mon 9/11

6:00 a.m.-2:24 p.m.

1 stop8h 24m

Orlando

Fri 13/11

5:40 a.m.-11:15 a.m.

1 stop5h 35m

C$ 371

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Fri 4/9

6:34 p.m.-1:04 a.m.

1 stop6h 30m

Orlando

Thu 10/9

5:40 p.m.-11:59 p.m.

1 stop6h 19m

C$ 386

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Wed 25/11

7:44 p.m.-12:59 a.m.

1 stop5h 15m

Orlando

Mon 7/12

8:30 a.m.-4:46 p.m.

1 stop8h 16m

C$ 390

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Sun 20/9

12:45 p.m.-12:59 a.m.

1 stop12h 14m

Orlando

Wed 23/9

2:22 p.m.-8:44 p.m.

1 stop6h 22m

C$ 417

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Fri 6/11

9:40 a.m.-7:39 p.m.

1 stop9h 59m

Orlando

Sat 14/11

3:45 p.m.-11:59 p.m.

1 stop8h 14m

C$ 421

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Fri 13/11

6:05 a.m.-3:22 p.m.

1 stop9h 17m

Orlando

Sat 21/11

8:45 a.m.-5:05 p.m.

1 stop8h 20m

C$ 421

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/8

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How long is the flight to Kissimmee?

On average, a flight from Toronto to Kissimmee takes 7 hours 48 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.

Weekly flight availability to Kissimmee

The most flights from Toronto to Kissimmee are scheduled on a Wednesday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 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.

Air Canada
Air Canada
From C$ 160
WestJet
WestJet
From C$ 199
Porter Airlines
Porter Airlines
From C$ 160
Flair Airlines
Flair Airlines
From C$ 170

What are the cheapest airlines that fly to Kissimmee?

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

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 8 August 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 Saturday evenings, when prices are usually at their highest.

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 14 August 2026.
Check out reviews from past customers who have flown Porter Airlines,Delta, 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
456 reviews
Check prices

Crew

8.6

Entertainment

6.9

Food

7.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Porter Airlines
8.0
Very good
456 reviews
Porter Airlines
8.0
Very good
456 reviews
Check prices

Crew

8.6

Entertainment

6.9

Food

7.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Delta
7.8
Good
8,502 reviews
Porter Airlines
8.0
Very good
456 reviews
Check prices

Crew

8.6

Entertainment

6.9

Food

7.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
WestJet
7.2
Good
3,433 reviews
Porter Airlines
8.0
Very good
456 reviews
Check prices

Crew

8.6

Entertainment

6.9

Food

7.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Air Canada
7.1
Good
11,470 reviews
Porter Airlines
8.0
Very good
456 reviews
Check prices

Crew

8.6

Entertainment

6.9

Food

7.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Flair Airlines
6.0
Okay
274 reviews
Porter Airlines
8.0
Very good
456 reviews
Check prices

Crew

8.6

Entertainment

6.9

Food

7.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.

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, Air Transat 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$ 657, however they can be found for as little as C$ 148.

  • 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. 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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Yes, Cheapflights has a feature called Price Alerts, which notifies users when flight prices change. Track prices for your flight to Kissimmee today and book when you’re ready!

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