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C$ 176+ 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 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
14 Jun — 21 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 15 May 2026.

Mon 26/107:15 a.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Sat 31/109:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 13/5C$ 272
Thu 29/105:15 p.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Tue 3/119:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 14/5C$ 279
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 11/5C$ 280
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 14/5C$ 282
Wed 28/105:15 p.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Fri 30/1011:10 a.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 14/5C$ 285
Wed 21/107:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Mon 26/109:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 15/5C$ 287
Fri 30/105:15 p.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Thu 5/119:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 14/5C$ 289
Fri 23/107:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Mon 26/1011:10 a.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 10/5C$ 294
Mon 26/107:15 a.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Wed 11/119:15 p.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 11/5C$ 297
Mon 26/105:15 p.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Mon 2/1111:10 a.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 14/5C$ 298
Fri 18/97:45 a.m.
YYZ
-
MCO
Nonstop2h 55m
WestJet
Mon 21/95:05 p.m.
MCO
-
YYZ
Nonstop3h 00m
WestJet
Deal found 14/5C$ 300
Thu 5/115:15 p.m.
YYZ
-
MCO
Nonstop3h 09m
WestJet
Tue 10/1111:10 a.m.
MCO
-
YYZ
Nonstop2h 55m
WestJet
Deal found 12/5C$ 301

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 15 May 2026.

Round-trip from

C$ 272

One-way from

C$ 176

Popular in

December

Cheapest in

November

Average price

C$ 399
WestJet
  • WestJet
  • 26/10-31/10
  • Nonstop
  • 6h 04m total
  • Toronto to Orlando
Search Deals
WestJet
  • WestJet
  • 28/5
  • Nonstop
  • 2h 55m 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 15 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

Fri 4/9

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

1 stop10h 29m

Orlando

Tue 8/9

9:40 a.m.-7:37 p.m.

1 stop9h 57m

C$ 389

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 7/11

1:30 p.m.-9:38 p.m.

1 stop8h 08m

Orlando

Sun 15/11

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

1 stop7h 51m

C$ 406

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Wed 27/5

6:00 a.m.-12:51 p.m.

1 stop6h 51m

Orlando

Sat 30/5

8:00 a.m.-5:15 p.m.

1 stop9h 15m

C$ 408

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 5/6

1:34 p.m.-8:14 p.m.

1 stop6h 40m

Orlando

Mon 8/6

9:05 a.m.-5:19 p.m.

1 stop8h 14m

C$ 417

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 6/6

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

1 stop5h 42m

Orlando

Tue 16/6

10:05 a.m.-5:19 p.m.

1 stop7h 14m

C$ 417

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sun 9/8

8:45 a.m.-9:55 p.m.

1 stop13h 10m

Orlando

Sun 16/8

7:40 a.m.-1:42 p.m.

1 stop6h 02m

C$ 422

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 18/7

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

1 stop5h 18m

Orlando

Wed 22/7

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

1 stop6h 06m

C$ 422

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Thu 25/6

6:34 p.m.-12:59 a.m.

1 stop6h 25m

Orlando

Sat 4/7

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

1 stop4h 53m

C$ 422

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sat 22/8

7:00 a.m.-6:22 p.m.

1 stop11h 22m

Orlando

Sun 30/8

7:40 a.m.-1:42 p.m.

1 stop6h 02m

C$ 426

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Fri 26/6

6:15 a.m.-2:32 p.m.

1 stop8h 17m

Orlando

Fri 3/7

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

1 stop9h 14m

C$ 428

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/5

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 7 hours 31 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 9 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 Wednesday (14 on average). You will have fewer flight options on Tuesday, 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.

Porter Airlines
Porter Airlines
From C$ 158
Air Canada
Air Canada
From C$ 160
WestJet
WestJet
From C$ 197
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 15 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
439 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Crew

8.6

Boarding

8.2

Food

7.6

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
439 reviews
Porter Airlines
8.0
Very good
439 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Crew

8.6

Boarding

8.2

Food

7.6

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
9,727 reviews
Porter Airlines
8.0
Very good
439 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Crew

8.6

Boarding

8.2

Food

7.6

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
3,336 reviews
Porter Airlines
8.0
Very good
439 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Crew

8.6

Boarding

8.2

Food

7.6

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
11,045 reviews
Porter Airlines
8.0
Very good
439 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Crew

8.6

Boarding

8.2

Food

7.6

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
439 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Crew

8.6

Boarding

8.2

Food

7.6

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$ 386, however they can be found for as little as C$ 68.

  • 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.
Flights to Orlando
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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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