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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 21/9. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
4 Sep — 11 Sep1
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 5 August 2026.

Sun 22/116:55 a.m. -
Nonstop3h 05m
Thu 17/1211:15 a.m. -
Nonstop2h 54m
Deal found 2/8C$ 288
Mon 19/1011:45 a.m. -
1 stop7h 49m
Mon 26/101:35 p.m. -
1 stop8h 35m
Deal found 2/8C$ 309
Wed 2/910:15 a.m. -
1 stop8h 07m
Wed 9/98:54 a.m. -
1 stop6h 52m
Deal found 3/8C$ 333
Mon 19/101:50 p.m. -
1 stop5h 44m
Mon 26/101:35 p.m. -
1 stop5h 30m
Deal found 4/8C$ 335
Mon 7/91:50 p.m. -
1 stop5h 44m
Sat 12/91:45 p.m. -
Nonstop2h 55m
Deal found 4/8C$ 336
Sun 22/116:45 a.m. -
1 stop16h 51m
Thu 17/128:30 a.m. -
1 stop5h 56m
Deal found 2/8C$ 337
Fri 13/118:35 a.m. -
1 stop9h 36m
Wed 18/118:30 a.m. -
1 stop6h 15m
Deal found 31/7C$ 337
Fri 16/108:50 a.m. -
1 stop9h 38m
Tue 20/108:00 a.m. -
1 stop6h 33m
Deal found 4/8C$ 339
Mon 14/91:50 p.m. -
1 stop5h 44m
Mon 21/97:30 a.m. -
1 stop6h 03m
Deal found 31/7C$ 340
Tue 8/94:30 p.m. -
1 stop6h 02m
Mon 14/97:30 a.m. -
1 stop6h 50m
Deal found 1/8C$ 342
Thu 17/94:45 p.m. -
Nonstop2h 54m
Mon 21/97:30 a.m. -
1 stop6h 03m
Deal found 31/7C$ 342
Tue 20/107:45 a.m. -
Nonstop2h 55m
Mon 26/109:30 p.m. -
Nonstop2h 55m
Deal found 1/8C$ 343

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 5 August 2026.

Round-trip from

C$ 288

One-way from

C$ 150

Popular in

August

Cheapest in

November

Average price

C$ 495
Porter Airlines
  • Porter Airlines
  • 22/11-17/12
  • Nonstop
  • 5h 59m total
  • Toronto to Orlando
Search Deals
Porter Airlines
  • Porter Airlines
  • 21/9
  • 1 total stop
  • 7h 49m total
  • Toronto to Kissimmee
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 5 August 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 16/10

8:50 a.m.-6:28 p.m.

1 stop9h 38m

Orlando

Tue 20/10

9:36 a.m.-11:59 p.m.

2 stops14h 23m

C$ 350

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Sun 1/11

9:00 p.m.-9:48 a.m.

1 stop12h 48m

Orlando

Thu 5/11

10:58 a.m.-4:47 p.m.

1 stop5h 49m

C$ 363

TorontoOrlando

YYZ - MCO

YYZMCO

Toronto Pearson Intl

Mon 7/9

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

1 stop8h 49m

Orlando

Wed 16/9

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

1 stop4h 53m

C$ 370

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Tue 8/9

12:15 p.m.-8:36 p.m.

1 stop8h 21m

Orlando

Tue 22/9

8:54 a.m.-4:42 p.m.

1 stop7h 48m

C$ 409

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Sat 19/9

3:15 p.m.-12:59 a.m.

1 stop9h 44m

Orlando

Wed 23/9

9:53 a.m.-4:42 p.m.

1 stop6h 49m

C$ 415

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Sun 20/9

3:15 p.m.-12:59 a.m.

1 stop9h 44m

Orlando

Sun 27/9

7:47 p.m.-10:07 a.m.

1 stop14h 20m

C$ 415

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Sat 19/9

3:15 p.m.-12:59 a.m.

1 stop9h 44m

Orlando

Tue 22/9

9:53 a.m.-4:42 p.m.

1 stop6h 49m

C$ 415

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Sat 17/10

12:15 p.m.-7:31 p.m.

1 stop7h 16m

Orlando

Sat 24/10

10:15 a.m.-4:42 p.m.

1 stop6h 27m

C$ 415

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Thu 24/9

12:15 p.m.-7:31 p.m.

1 stop7h 16m

Orlando

Sat 3/10

9:10 a.m.-4:42 p.m.

1 stop7h 32m

C$ 415

TorontoOrlando

YTZ - MCO

YTZMCO

Toronto Island

Sat 24/10

12:15 p.m.-7:31 p.m.

1 stop7h 16m

Orlando

Sun 1/11

11:50 a.m.-6:45 p.m.

1 stop6h 55m

C$ 415

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

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 52 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 Thursday, 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.

Air Canada
Air Canada
From C$ 162
WestJet
WestJet
From C$ 200
Porter Airlines
Porter Airlines
From C$ 161
Air Transat
Air Transat
From C$ 120

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 1 August 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 evenings, 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 5 August 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
450 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Food

7.5

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Porter Airlines
8.0
Very good
450 reviews
Porter Airlines
8.0
Very good
450 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Food

7.5

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Delta
7.8
Good
8,487 reviews
Porter Airlines
8.0
Very good
450 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Food

7.5

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
WestJet
7.2
Good
3,426 reviews
Porter Airlines
8.0
Very good
450 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Food

7.5

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Air Canada
7.1
Good
11,428 reviews
Porter Airlines
8.0
Very good
450 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Food

7.5

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Flair Airlines
6.0
Okay
275 reviews
Porter Airlines
8.0
Very good
450 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Food

7.5

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats

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$ 107, however they can be found for as little as C$ 107.

  • 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

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

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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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