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C$ 194+ 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 15/11. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
24 Jul — 31 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 24 June 2026.

Sun 13/126:55 a.m.
YHM
-
MCO
Nonstop3h 05m
Porter Airlines
Thu 7/111:15 a.m.
MCO
-
YHM
Nonstop2h 54m
Porter Airlines
Deal found 21/6C$ 336
Tue 1/97:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Mon 21/95:05 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 20/6C$ 342
Sun 8/116:30 a.m.
YYZ
-
MCO
Nonstop3h 10m
Multiple Airlines
Fri 13/1111:20 a.m.
MCO
-
YYZ
1 stop7h 40m
Multiple Airlines
Deal found 19/6C$ 345
Thu 29/106:30 a.m.
YYZ
-
MCO
Nonstop3h 10m
Multiple Airlines
Tue 10/1111:10 a.m.
MCO
-
YYZ
Nonstop2h 55m
Multiple Airlines
Deal found 22/6C$ 346
Mon 14/127:15 a.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Wed 6/19:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 21/6C$ 348
Sun 11/104:50 p.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Sun 18/105:05 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 19/6C$ 349
Fri 4/97:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Thu 10/911:30 a.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 21/6C$ 350
Fri 16/104:50 p.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Sun 18/108:35 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 20/6C$ 352
Sun 15/116:55 a.m.
YHM
-
MCO
Nonstop3h 05m
Porter Airlines
Sat 6/38:00 p.m.
MCO
-
YHM
Nonstop2h 54m
Porter Airlines
Deal found 19/6C$ 353
Mon 31/87:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Sat 12/98:35 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 21/6C$ 353
Sun 11/104:50 p.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Fri 16/105:05 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 21/6C$ 355
Fri 18/97:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Sat 26/98:35 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 23/6C$ 356

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 24 June 2026.

Round-trip from

C$ 336

One-way from

C$ 194

Popular in

August

Cheapest in

January

Average price

C$ 423
Porter Airlines
  • Porter Airlines
  • 13/12-7/1
  • Nonstop
  • 5h 59m total
  • Toronto to Orlando
Search Deals
Porter Airlines
  • Porter Airlines
  • 15/11
  • Nonstop
  • 3h 05m total
  • Toronto to Kissimmee
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 8 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 24 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

Thu 3/12

6:00 a.m.-4:01 p.m.

1 stop10h 01m

Orlando

Sun 13/12

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

1 stop7h 51m

C$ 387

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 13/11

6:00 p.m.-12:56 a.m.

1 stop6h 56m

Orlando

Wed 18/11

11:00 a.m.-4:51 p.m.

1 stop5h 51m

C$ 392

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 17/10

2:30 p.m.-12:59 a.m.

1 stop10h 29m

Orlando

Fri 30/10

8:00 a.m.-10:50 a.m.

Nonstop2h 50m

C$ 393

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 28/10

2:30 p.m.-11:07 p.m.

1 stop8h 37m

Orlando

Fri 30/10

5:30 a.m.-10:24 a.m.

1 stop4h 54m

C$ 399
Quickest round-trip

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sun 15/11

6:55 a.m.-10:00 a.m.

Nonstop3h 05m

Orlando

Thu 4/3

11:15 a.m.-2:09 p.m.

Nonstop2h 54m

C$ 403

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 25/7

9:35 a.m.-1:01 a.m.

1 stop15h 26m

Orlando

Thu 30/7

8:30 p.m.-11:20 p.m.

Nonstop2h 50m

C$ 403

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 29/7

6:00 a.m.-3:38 p.m.

1 stop9h 38m

Orlando

Thu 6/8

1:05 p.m.-9:59 p.m.

1 stop8h 54m

C$ 403

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 26/9

11:38 a.m.-8:30 p.m.

1 stop8h 52m

Orlando

Sun 11/10

6:20 a.m.-3:19 p.m.

1 stop8h 59m

C$ 409

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 11/11

6:15 a.m.-12:57 p.m.

1 stop6h 42m

Orlando

Mon 16/11

4:10 p.m.-12:01 a.m.

1 stop7h 51m

C$ 413

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Tue 11/8

11:40 a.m.-8:35 p.m.

1 stop8h 55m

Orlando

Wed 19/8

2:05 p.m.-11:57 p.m.

1 stop9h 52m

C$ 419

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/6

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 16 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 Saturday, which is when the least amount of flights are scheduled (4 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$ 163
WestJet
WestJet
From C$ 201
Porter Airlines
Porter Airlines
From C$ 163
Air Transat
Air Transat
From C$ 121

What are the cheapest airlines that fly to Kissimmee?

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

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 20 June 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 24 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
439 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.5

Crew

8.6

Entertainment

6.9

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
439 reviews
Porter Airlines
8.0
Very good
439 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.5

Crew

8.6

Entertainment

6.9

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
7.8
Good
8,433 reviews
Porter Airlines
8.0
Very good
439 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.5

Crew

8.6

Entertainment

6.9

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
3,384 reviews
Porter Airlines
8.0
Very good
439 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.5

Crew

8.6

Entertainment

6.9

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
11,251 reviews
Porter Airlines
8.0
Very good
439 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.5

Crew

8.6

Entertainment

6.9

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
270 reviews
Porter Airlines
8.0
Very good
439 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.5

Crew

8.6

Entertainment

6.9

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$ 224, however they can be found for as little as C$ 62.

  • 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

Book a flight to or from one of these Kissimmee airports.
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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.

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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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