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C$ 175+ 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 26/10. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
9 Jun — 16 Jun1
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 10 May 2026.

Mon 26/107:15 a.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Thu 29/109:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 9/5C$ 293
Mon 26/107:15 a.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Sat 31/109:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 8/5C$ 294
Thu 29/1010:55 a.m.
YYZ
-
MCO
Nonstop3h 05m
Porter Airlines
Tue 3/112:00 p.m.
MCO
-
YYZ
1 stop6h 08m
Porter Airlines
Deal found 5/5C$ 297
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 8/5C$ 298
Sun 29/116:45 a.m.
YHM
-
MCO
Nonstop3h 19m
Porter Airlines
Fri 11/1211:15 a.m.
MCO
-
YHM
Nonstop2h 54m
Porter Airlines
Deal found 9/5C$ 301
Sun 29/116:45 a.m.
YHM
-
MCO
Nonstop3h 19m
Porter Airlines
Sun 13/1211:15 a.m.
MCO
-
YHM
Nonstop2h 54m
Porter Airlines
Deal found 6/5C$ 302
Sun 15/116:45 a.m.
YHM
-
MCO
Nonstop3h 19m
Porter Airlines
Sun 22/1111:15 a.m.
MCO
-
YHM
Nonstop2h 54m
Porter Airlines
Deal found 5/5C$ 304
Mon 19/107:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Mon 26/1011:10 a.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 9/5C$ 305
Mon 2/1110:55 a.m.
YYZ
-
MCO
Nonstop3h 05m
Porter Airlines
Mon 30/113:00 p.m.
MCO
-
YYZ
Nonstop2h 53m
Porter Airlines
Deal found 6/5C$ 306
Mon 26/1010:55 a.m.
YYZ
-
MCO
Nonstop3h 05m
Porter Airlines
Mon 2/113:00 p.m.
MCO
-
YYZ
Nonstop2h 53m
Porter Airlines
Deal found 8/5C$ 308
Wed 18/1110:55 a.m.
YYZ
-
MCO
Nonstop3h 05m
Porter Airlines
Tue 1/123:00 p.m.
MCO
-
YYZ
Nonstop2h 53m
Porter Airlines
Deal found 8/5C$ 309
Mon 12/107:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Fri 16/105:05 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 5/5C$ 312

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 10 May 2026.

Round-trip from

C$ 293

One-way from

C$ 178

Popular in

December

Cheapest in

November

Average price

C$ 397
WestJet
  • WestJet
  • 26/10-29/10
  • Nonstop
  • 6h 04m total
  • Toronto to Orlando
Search Deals
Porter Airlines
  • Porter Airlines
  • 18/5
  • 1 total stop
  • 7h 44m 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. 2% potential price decrease (C$ 8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 10 May 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

Tue 26/5

1:34 p.m.-10:44 p.m.

1 stop9h 10m

Orlando

Thu 28/5

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

1 stop8h 59m

C$ 382

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sun 18/10

2:15 p.m.-10:54 p.m.

1 stop8h 39m

Orlando

Sun 1/11

7:00 a.m.-4:51 p.m.

1 stop9h 51m

C$ 390

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 4/9

7:43 p.m.-12:59 a.m.

1 stop5h 16m

Orlando

Fri 11/9

7:00 a.m.-2:24 p.m.

1 stop7h 24m

C$ 394

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 11/9

7:43 p.m.-12:59 a.m.

1 stop5h 16m

Orlando

Sat 19/9

9:40 a.m.-3:46 p.m.

1 stop6h 06m

C$ 394

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 18/9

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

1 stop15h 15m

Orlando

Sun 27/9

7:10 a.m.-8:44 p.m.

1 stop13h 34m

C$ 394

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 4/9

11:00 a.m.-5:52 p.m.

1 stop6h 52m

Orlando

Thu 10/9

6:00 a.m.-11:43 a.m.

1 stop5h 43m

C$ 395

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 2/9

10:15 a.m.-4:34 p.m.

1 stop6h 19m

Orlando

Tue 8/9

9:40 a.m.-5:56 p.m.

1 stop8h 16m

C$ 410

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 29/5

6:30 p.m.-11:52 p.m.

1 stop5h 22m

Orlando

Wed 3/6

6:15 a.m.-1:30 p.m.

1 stop7h 15m

C$ 414

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Thu 23/7

2:45 p.m.-9:55 p.m.

1 stop7h 10m

Orlando

Wed 29/7

2:25 p.m.-8:44 p.m.

1 stop6h 19m

C$ 425

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 22/8

8:50 a.m.-4:34 p.m.

1 stop7h 44m

Orlando

Fri 28/8

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

1 stop6h 22m

C$ 425

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/5

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 23 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 2 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.

Weekly flight availability to Kissimmee

The most flights from Toronto to Kissimmee are scheduled on a Friday (13 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (6 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$ 157
Air Canada
Air Canada
From C$ 160
WestJet
WestJet
From C$ 196
Air Transat
Air Transat
From C$ 117

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).

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 10 May 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
437 reviews
Check prices

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

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
437 reviews
Porter Airlines
8.0
Very good
437 reviews
Check prices

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

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
9,696 reviews
Porter Airlines
8.0
Very good
437 reviews
Check prices

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

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
3,332 reviews
Porter Airlines
8.0
Very good
437 reviews
Check prices

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

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
11,012 reviews
Porter Airlines
8.0
Very good
437 reviews
Check prices

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

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
437 reviews
Check prices

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

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, 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$ 405, however they can be found for as little as C$ 67.

  • 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 51 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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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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