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C$ 177+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
2 Jul — 9 Jul1
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 2 June 2026.

Wed 28/105:15 p.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Fri 30/109:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 29/5C$ 292
Sat 30/59:50 a.m.
YYZ
-
MCO
Nonstop2h 55m
Porter Airlines
Mon 1/61:45 p.m.
MCO
-
YYZ
Nonstop3h 00m
Porter Airlines
Deal found 28/5C$ 293
Sun 25/107:15 a.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Sat 31/109:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 29/5C$ 299
Mon 7/97:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Mon 21/95:05 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 28/5C$ 300
Fri 4/126:45 a.m.
YHM
-
MCO
Nonstop3h 19m
Porter Airlines
Sun 13/1211:15 a.m.
MCO
-
YHM
Nonstop2h 54m
Porter Airlines
Deal found 30/5C$ 301
Mon 7/911:55 a.m.
YTZ
-
MCO
1 stop7h 39m
Porter Airlines
Fri 11/911:20 a.m.
MCO
-
YTZ
1 stop7h 38m
Porter Airlines
Deal found 1/6C$ 310
Mon 5/107:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Fri 9/108:35 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 29/5C$ 311
Mon 19/107:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Mon 26/109:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 30/5C$ 314
Fri 11/97:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Sat 19/98:35 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 29/5C$ 315
Mon 21/97:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Fri 2/1011:30 a.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 28/5C$ 318
Mon 26/1010:45 a.m.
YTZ
-
MCO
1 stop6h 22m
Air Canada
Wed 28/108:25 a.m.
MCO
-
YTZ
1 stop6h 30m
Air Canada
Deal found 28/5C$ 322
Wed 2/1210:45 a.m.
YTZ
-
MCO
1 stop6h 22m
Air Canada
Wed 9/128:25 a.m.
MCO
-
YTZ
1 stop6h 30m
Air Canada
Deal found 29/5C$ 328

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 2 June 2026.

Round-trip from

C$ 292

One-way from

C$ 180

Popular in

December

Cheapest in

November

Average price

C$ 354
WestJet
  • WestJet
  • 28/10-30/10
  • Nonstop
  • 6h 04m total
  • Toronto to Orlando
Search Deals
Porter Airlines
  • Porter Airlines
  • 21/9
  • 1 total stop
  • 7h 39m total
  • Toronto to Kissimmee
Search Deals
Highest demand for flights based on searches. 4% potential increase in price.
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 2 June 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 - MCO

YYZMCO

Toronto Pearson Intl

Sat 7/11

7:40 p.m.-12:44 a.m.

1 stop5h 04m

Orlando

Sat 14/11

7:00 a.m.-1:43 p.m.

1 stop6h 43m

C$ 380
Quickest round-trip

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 17/6

6:15 a.m.-10:57 a.m.

1 stop4h 42m

Orlando

Mon 29/6

5:30 a.m.-10:23 a.m.

1 stop4h 53m

C$ 384

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 21/8

7:45 a.m.-3:38 p.m.

1 stop7h 53m

Orlando

Wed 2/9

5:30 a.m.-10:25 a.m.

1 stop4h 55m

C$ 394

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Tue 11/8

6:10 a.m.-2:59 p.m.

1 stop8h 49m

Orlando

Wed 19/8

5:30 a.m.-10:25 a.m.

1 stop4h 55m

C$ 394

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 29/7

4:10 p.m.-11:34 p.m.

1 stop7h 24m

Orlando

Sun 2/8

8:05 a.m.-5:19 p.m.

1 stop9h 14m

C$ 394

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 14/11

6:15 a.m.-3:29 p.m.

1 stop9h 14m

Orlando

Sat 12/12

3:10 p.m.-12:01 a.m.

1 stop8h 51m

C$ 400

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Thu 11/6

11:38 a.m.-8:35 p.m.

1 stop8h 57m

Orlando

Sun 14/6

6:00 a.m.-3:19 p.m.

1 stop9h 19m

C$ 412

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Mon 29/6

6:15 a.m.-3:35 p.m.

1 stop9h 20m

Orlando

Mon 6/7

6:45 p.m.-11:58 p.m.

1 stop5h 13m

C$ 413

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 3/7

6:15 a.m.-3:35 p.m.

1 stop9h 20m

Orlando

Wed 8/7

5:30 a.m.-10:25 a.m.

1 stop4h 55m

C$ 413

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 13/11

6:15 a.m.-2:29 p.m.

1 stop8h 14m

Orlando

Mon 16/11

9:00 a.m.-4:51 p.m.

1 stop7h 51m

C$ 420

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/5

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 6 hours 36 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 Monday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 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$ 158
Air Canada
Air Canada
From C$ 161
WestJet
WestJet
From C$ 198
Air Transat
Air Transat
From C$ 118

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 30 May 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 afternoons, 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 2 June 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
440 reviews
Check prices

Overall

8.0

Comfort

8.0

Food

7.6

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Porter Airlines
8.0
Very good
440 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Overall

8.0

Comfort

8.0

Food

7.6

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Delta
7.9
Good
8,400 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Overall

8.0

Comfort

8.0

Food

7.6

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
WestJet
7.2
Good
3,350 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Overall

8.0

Comfort

8.0

Food

7.6

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Air Canada
7.1
Good
11,110 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Overall

8.0

Comfort

8.0

Food

7.6

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Flair Airlines
6.0
Okay
268 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Overall

8.0

Comfort

8.0

Food

7.6

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

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$ 305, however they can be found for as little as C$ 61.

  • 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 50 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

Book a flight to or from one of these Kissimmee airports.
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How does Cheapflights help users find flights to Kissimmee?

Cheapflights makes it easy to find Kissimmee flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets to Kissimmee?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights to Kissimmee.

Can Cheapflights find flights to Kissimmee with no change fees?

Yes! Cheapflights helps users easily find flights to Kissimmee with no change fees.

Can Cheapflights notify me if prices for flights to Kissimmee become cheaper?

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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