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C$ 150+ 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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
2 May — 9 May1
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 April 2026.

Fri 17/45:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Mon 20/49:30 p.m.
MCO
-
YYZ
Nonstop2h 59m
WestJet
Deal found 29/3C$ 261
Sun 12/48:00 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Fri 17/411:10 a.m.
MCO
-
YYZ
Nonstop2h 58m
WestJet
Deal found 28/3C$ 263
Mon 1/67:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Fri 5/65:05 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 30/3C$ 264
Thu 18/67:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Sat 20/65:05 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 31/3C$ 265
Sat 23/57:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Fri 29/58:35 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 29/3C$ 267
Sat 11/45:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Fri 17/49:15 p.m.
MCO
-
YYZ
Nonstop2h 59m
WestJet
Deal found 28/3C$ 271
Fri 17/45:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Wed 22/49:15 p.m.
MCO
-
YYZ
Nonstop2h 59m
WestJet
Deal found 29/3C$ 272
Sun 19/48:00 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Fri 24/411:10 a.m.
MCO
-
YYZ
Nonstop2h 58m
WestJet
Deal found 28/3C$ 275
Sun 21/67:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Mon 22/65:05 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 30/3C$ 276
Sat 11/45:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Mon 13/411:10 a.m.
MCO
-
YYZ
Nonstop2h 58m
WestJet
Deal found 28/3C$ 278
Mon 13/45:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Mon 20/49:30 p.m.
MCO
-
YYZ
Nonstop2h 59m
WestJet
Deal found 30/3C$ 279
Sun 12/44:30 p.m.
YTZ
-
MCO
1 stop6h 16m
Air Canada
Wed 15/48:30 a.m.
MCO
-
YTZ
1 stop7h 22m
Air Canada
Deal found 29/3C$ 293

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 April 2026.

Round-trip from

C$ 261

One-way from

C$ 150

Popular in

December

Cheapest in

September

Average price

C$ 326
WestJet
  • WestJet
  • 17/4-20/4
  • Nonstop
  • 6h 00m total
  • Toronto to Orlando
Search Deals
Flair Airlines
  • Flair Airlines
  • 4/5
  • Nonstop
  • 3h 10m total
  • Toronto to Kissimmee
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 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

Wed 3/6

7:43 p.m.-1:01 a.m.

1 stop5h 18m

Orlando

Wed 10/6

7:40 a.m.-1:47 p.m.

1 stop6h 07m

C$ 335

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 17/4

12:16 p.m.-7:35 p.m.

1 stop7h 19m

Orlando

Mon 20/4

6:45 p.m.-11:59 p.m.

1 stop5h 14m

C$ 343
Quickest round-trip

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Tue 21/4

7:43 p.m.-12:45 a.m.

1 stop5h 02m

Orlando

Sun 26/4

6:32 p.m.-11:59 p.m.

1 stop5h 27m

C$ 345

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Mon 20/4

6:27 p.m.-1:18 a.m.

1 stop6h 51m

Orlando

Tue 5/5

8:50 a.m.-4:15 p.m.

1 stop7h 25m

C$ 347

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Tue 28/4

2:34 p.m.-10:40 p.m.

1 stop8h 06m

Orlando

Tue 5/5

7:00 a.m.-4:15 p.m.

1 stop9h 15m

C$ 349

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 22/4

11:00 a.m.-8:09 p.m.

1 stop9h 09m

Orlando

Tue 28/4

6:00 a.m.-1:47 p.m.

1 stop7h 47m

C$ 353

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 6/5

12:09 p.m.-6:27 p.m.

1 stop6h 18m

Orlando

Thu 14/5

6:15 a.m.-3:14 p.m.

1 stop8h 59m

C$ 353

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 9/5

6:30 p.m.-12:12 a.m.

1 stop5h 42m

Orlando

Sat 16/5

5:30 a.m.-10:19 a.m.

1 stop4h 49m

C$ 353

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sun 10/5

2:30 p.m.-10:39 p.m.

1 stop8h 09m

Orlando

Tue 12/5

5:30 a.m.-12:19 p.m.

1 stop6h 49m

C$ 354

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 8/7

11:00 a.m.-9:55 p.m.

1 stop10h 55m

Orlando

Mon 27/7

10:51 a.m.-8:44 p.m.

1 stop9h 53m

C$ 365

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/3

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

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 13 March 2026.

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 84 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 7 hours 11 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 28 March 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 Tuesday afternoons, when prices are usually at their highest.

Weekly flight availability to Kissimmee

The most flights from Toronto to Kissimmee are scheduled on a Tuesday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 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$ 198
Porter Airlines
Porter Airlines
From C$ 159
Air Canada
Air Canada
From C$ 143
Air Transat
Air Transat
From C$ 119

What are the cheapest airlines that fly to Kissimmee?

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

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 April 2026.
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
8.0
Very good
430 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
430 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
United Airlines
7.4
Good
9,533 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
WestJet
7.2
Good
3,309 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
10,880 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Flair Airlines
6.0
Okay
268 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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$ 236, however they can be found for as little as C$ 101.

  • 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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