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C$ 76+ Cheap flights from 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 24/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MCO — YYC
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Kissimmee

Discover essential information about flights departing from Kissimmee, including flight schedules, destinations, airlines operating at the Kissimmee airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 15 January 2026.

Cheapest one-way flight

C$ 41

Cheapest round-trip flight

C$ 86

Cheapest airline

Frontier

Most popular destination

Toronto Pearson Intl (YYZ)
The cheapest one-way flight from Kissimmee is currently to Buffalo.
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The cheapest round-trip flight from Kissimmee is currently to Toronto Pearson Intl.
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On average, Frontier currently has the cheapest one-way flight from Kissimmee (avg. price of C$ 204).
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Toronto Pearson Intl (YYZ) is currently the most popular flight destination from Kissimmee (average round-trip price of C$ 225).
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Find flights from Kissimmee

Enter your travel dates to find the best prices.

Cheapest flights from Kissimmee
Explore the most affordable flight options available from Kissimmee. Find the lowest fares based on data from user searches, with prices last updated on 15 January 2026.

Fri 30/111:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Multiple Airlines
Sun 1/28:20 p.m.
YYZ
-
MCO
Nonstop3h 05m
Multiple Airlines
Deal found 15/1C$ 200
Fri 6/211:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Flair Airlines
Mon 9/27:10 a.m.
YYZ
-
MCO
Nonstop3h 10m
Flair Airlines
Deal found 14/1C$ 203
Tue 24/211:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Flair Airlines
Tue 3/37:10 a.m.
YYZ
-
MCO
Nonstop3h 10m
Flair Airlines
Deal found 14/1C$ 204
Fri 6/211:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Flair Airlines
Sun 8/27:10 a.m.
YYZ
-
MCO
Nonstop3h 10m
Flair Airlines
Deal found 15/1C$ 207
Fri 27/211:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Multiple Airlines
Tue 3/37:15 a.m.
YYZ
-
MCO
Nonstop3h 05m
Multiple Airlines
Deal found 15/1C$ 210
Fri 30/111:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Flair Airlines
Mon 2/27:10 a.m.
YYZ
-
MCO
Nonstop3h 10m
Flair Airlines
Deal found 15/1C$ 211
Fri 30/111:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Multiple Airlines
Tue 3/27:15 a.m.
YYZ
-
MCO
1 stop5h 43m
Multiple Airlines
Deal found 15/1C$ 213
Thu 29/111:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Flair Airlines
Mon 2/27:10 a.m.
YYZ
-
MCO
Nonstop3h 10m
Flair Airlines
Deal found 15/1C$ 214
Sat 14/311:20 a.m.
MCO
-
YYZ
Nonstop3h 00m
Multiple Airlines
Sat 21/38:20 p.m.
YYZ
-
MCO
Nonstop3h 05m
Multiple Airlines
Deal found 15/1C$ 215
Tue 24/29:15 p.m.
MCO
-
YYZ
Nonstop2h 59m
WestJet
Mon 2/35:15 p.m.
YYZ
-
MCO
Nonstop3h 01m
WestJet
Deal found 14/1C$ 218
Wed 4/22:00 p.m.
MCO
-
YTZ
1 stop5h 54m
Porter Airlines
Sun 8/22:05 p.m.
YTZ
-
MCO
1 stop5h 43m
Porter Airlines
Deal found 14/1C$ 222
Fri 30/111:20 a.m.
MCO
-
YHM
Nonstop3h 00m
Porter Airlines
Sun 1/27:00 a.m.
YHM
-
MCO
Nonstop3h 15m
Porter Airlines
Deal found 13/1C$ 222

Find flights from Kissimmee within your budget

 
Find flights departing from Kissimmee that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 15 January 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Calgary

Route

Depart

Return

Price

OrlandoToronto

MCO - YYZ

MCOYYZ

Orlando

Tue 24/2

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

Toronto Pearson Intl

Sun 1/3

8:00 p.m.-11:01 p.m.

Nonstop3h 01m

C$ 217

OrlandoToronto

MCO - YTZ

MCOYTZ

Orlando

Thu 5/2

2:00 p.m.-7:54 p.m.

1 stop5h 54m

Toronto Island

Mon 9/2

2:05 p.m.-7:48 p.m.

1 stop5h 43m

C$ 224

OrlandoHamilton

MCO - YHM

MCOYHM

Orlando

Fri 30/1

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

Hamilton

Sun 1/2

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

C$ 231

OrlandoHamilton

MCO - YHM

MCOYHM

Orlando

Fri 6/2

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

Hamilton

Sun 8/2

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

C$ 232

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Thu 12/2

6:15 p.m.-9:25 p.m.

Nonstop3h 10m

Montreal Pierre Elliott Trudeau Intl

Sun 15/2

7:25 p.m.-11:02 p.m.

Nonstop3h 37m

C$ 270

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Tue 17/3

6:15 p.m.-9:25 p.m.

Nonstop3h 10m

Montreal Pierre Elliott Trudeau Intl

Mon 30/3

7:25 p.m.-10:46 p.m.

Nonstop3h 21m

C$ 270

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Fri 3/4

6:15 p.m.-9:25 p.m.

Nonstop3h 10m

Montreal Pierre Elliott Trudeau Intl

Mon 6/4

7:25 p.m.-10:46 p.m.

Nonstop3h 21m

C$ 270

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Thu 26/3

6:15 p.m.-9:25 p.m.

Nonstop3h 10m

Montreal Pierre Elliott Trudeau Intl

Sun 29/3

7:25 p.m.-10:46 p.m.

Nonstop3h 21m

C$ 270

OrlandoHamilton

MCO - YHM

MCOYHM

Orlando

Fri 24/4

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

Hamilton

Sun 26/4

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

C$ 272

OrlandoToronto

MCO - YYZ

MCOYYZ

Orlando

Sat 31/1

6:00 a.m.-1:43 p.m.

1 stop7h 43m

Toronto Pearson Intl

Sat 31/1

3:45 p.m.-11:14 p.m.

1 stop7h 29m

C$ 282

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

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Best time to book a flight from Kissimmee

Have a flexible travel schedule? Discover the best time to fly from 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.

Travel insights for flights from Kissimmee

Get recent, data-driven insights about flights from Kissimmee including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Kissimmee to Calgary. Price data was last updated on 9 January 2026.

The price you pay for your flight from Kissimmee may vary depending on when you book. For the best chance of a lower fare, look to book 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Kissimmee?

Currently, November is the cheapest month in which you can book a flight from Kissimmee (average of C$ 82). Flying from Kissimmee in December will prove the most costly (average of C$ 320). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Kissimmee?

For flights departing from Kissimmee check dates and pricing for the following: WestJet, United Airlines. These airlines depart to the following popular destinations: Calgary.

WestJet
WestJet
From C$ 217
Porter Airlines
Porter Airlines
From C$ 180
Flair Airlines
Flair Airlines
From C$ 151
Air Canada
Air Canada
From C$ 139

Airline reviews for flights from Kissimmee

Get insights into the airlines that provide service from Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Kissimmee. In the last 7 days, Cheapflights users made a total of 629,999 searches.
Check out reviews from past customers who have flown United Airlines and WestJet from Kissimmee to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,164 reviews
Check prices

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,164 reviews
United Airlines
7.4
Good
9,164 reviews
Check prices

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
WestJet
7.2
Good
3,243 reviews
United Airlines
7.4
Good
9,164 reviews
Check prices

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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Related info for your journey

Access useful and relevant information related to your journey from Kissimmee. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 15 January 2026.

  • Which is the cheapest airport to catch a flight from Kissimmee?

    The cheapest routes to Jeju City can be found at Busan Gimhae airport from C$ 38. While Madrid Barajas airport is usually cheaper if your destination is London with prices starting at C$ 46. Reference our flight search to find the best deals in real time.

  • What is the cheapest month to fly from Kissimmee?

    At the present moment the cheapest month to fly from Kissimmee is currently November; with December being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • Where are the cheapest places to fly to from Kissimmee?

    Check out the cheapest flights from Kissimmee to embark to:
    Travel from Busan to Jeju City from C$ 38 round trip
    Travel from Madrid to London from C$ 46 round trip
    Travel from Edmonton to Abbotsford from C$ 54 round trip
    Travel from Vancouver to Las Vegas from C$ 56 round trip
    Travel from Montreal to Halifax from C$ 57 round trip

  • How does Cheapflights help users find flights from Kissimmee?

    Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Kissimmee. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

  • Why should you use Cheapflights to find cheap flight tickets from Kissimmee?

    Millions of users choose and trust Cheapflights to book the best flight deals from Kissimmee for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

  • Can Cheapflights find flights from Kissimmee with no change fees?

    Users can book flights with no change fees policies with our dedicated filters. Book flights from Kissimmee flexibly with Cheapflights today.

  • Can Cheapflights notify me if prices for flights from Kissimmee become cheaper?

    Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Kissimmee today and book when you’re ready!

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How does Cheapflights help users find flights from Kissimmee?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Kissimmee. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Kissimmee?

Millions of users choose and trust Cheapflights to book the best flight deals from Kissimmee for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Kissimmee with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Kissimmee flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Kissimmee become cheaper?

Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Kissimmee today and book when you’re ready!

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