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C$ 169+ Cheap flights to Kissimmee

— MCO
7 Oct — 14 Oct1
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

Fri 4/126:20 a.m. -
Nonstop3h 05m
Sun 13/1211:15 a.m. -
Nonstop2h 54m
Deal found 6/9C$ 274
Sun 22/116:20 a.m. -
Nonstop3h 05m
Sun 29/1110:40 a.m. -
Nonstop2h 54m
Deal found 3/9C$ 292
Sun 8/117:15 a.m. -
Nonstop3h 05m
Wed 18/1111:10 a.m. -
Nonstop3h 00m
Deal found 3/9C$ 295
Sun 8/117:00 a.m. -
Nonstop2h 55m
Thu 12/1110:40 a.m. -
Nonstop3h 00m
Deal found 6/9C$ 296
Sun 11/107:45 a.m. -
Nonstop2h 55m
Fri 16/105:05 p.m. -
Nonstop3h 00m
Deal found 3/9C$ 297
Sat 7/117:15 a.m. -
Nonstop3h 05m
Wed 11/1111:10 a.m. -
Nonstop3h 00m
Deal found 3/9C$ 299
Wed 28/107:15 a.m. -
Nonstop3h 05m
Fri 30/109:15 p.m. -
Nonstop3h 00m
Deal found 3/9C$ 300
Fri 13/115:15 p.m. -
Nonstop3h 05m
Fri 20/1111:10 a.m. -
Nonstop3h 00m
Deal found 3/9C$ 302
Fri 27/116:30 a.m. -
Nonstop3h 10m
Fri 4/1210:40 a.m. -
Nonstop3h 00m
Deal found 2/9C$ 303
Mon 2/116:30 a.m. -
Nonstop3h 10m
Sat 7/1110:40 a.m. -
Nonstop3h 00m
Deal found 5/9C$ 304
Fri 25/94:50 p.m. -
Nonstop2h 55m
Mon 28/95:05 p.m. -
Nonstop3h 00m
Deal found 5/9C$ 307
Thu 17/97:45 a.m. -
Nonstop2h 55m
Wed 23/911:30 a.m. -
Nonstop3h 00m
Deal found 3/9C$ 309

Find flight deals to Kissimmee

Round-trip from

C$ 274

One-way from

C$ 169

Popular in

August

Cheapest in

January

Average price

C$ 368
Porter Airlines
  • Porter Airlines
  • 4/12-13/12
  • Nonstop
  • 5h 59m total
  • Toronto to Orlando
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Porter Airlines
  • Porter Airlines
  • 5/10-31/12
  • 1 total stop
  • 7h 49m total
  • Toronto to Kissimmee
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Highest demand for flights based on searches. 11% potential increase in price (C$ 50 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 9 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
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

YTZ Toronto Island - MCO Orlando

YTZMCO

Toronto Island

Mon 14/9

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

1 stop7h 39m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 217

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Sun 18/10

1:34 p.m.-11:16 p.m.

1 stop9h 42m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 226

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Sat 31/10

6:00 a.m.-2:57 p.m.

1 stop8h 57m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 226

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Thu 3/12

12:17 p.m.-7:35 p.m.

1 stop7h 18m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 226

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Mon 9/11

12:20 p.m.-8:40 p.m.

1 stop8h 20m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 226

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Sat 17/10

7:55 a.m.-2:47 p.m.

1 stop6h 52m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 226

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Mon 9/11

9:44 a.m.-11:39 p.m.

2 stops13h 55m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 231

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Wed 18/11

7:43 a.m.-8:12 p.m.

2 stops12h 29m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 231

TorontoOrlando

YYZ Toronto Pearson Intl - MCO Orlando

YYZMCO

Toronto Pearson Intl

Fri 20/11

12:15 p.m.-10:31 p.m.

1 stop10h 16m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 237

TorontoOrlando

YTZ Toronto Island - MCO Orlando

YTZMCO

Toronto Island

Tue 15/12

1:10 p.m.-9:09 p.m.

1 stop7h 59m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 239

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

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

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 57 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 Friday (11 on average). You will have fewer flight options on Tuesday, 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.

Air Canada
Air Canada
From C$ 134
WestJet
WestJet
From C$ 196
Porter Airlines
Porter Airlines
From C$ 156
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 Porter Airlines.

Rainfall in Kissimmee 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

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?

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 Tuesday afternoons, when prices are usually at their highest.

Reviews of airlines servicing Kissimmee

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
458 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

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
458 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

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
8,548 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

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
3,447 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

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
11,595 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

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
275 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

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$ 637, however they can be found for as little as C$ 139.

  • 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 54 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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