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C$ 75+ 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 17/12. 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
20 Dec — 27 Dec1
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 20 November 2025.

Cheapest one-way flight

C$ 61

Cheapest round-trip flight

C$ 100

Cheapest airline

Frontier

Most popular destination

Toronto Pearson Intl (YYZ)
The cheapest one-way flight from Kissimmee is currently to Detroit Metropolitan Wayne County.
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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$ 243).
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Toronto Pearson Intl (YYZ) is currently the most popular flight destination from Kissimmee (average round-trip price of C$ 174).
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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 20 November 2025.

Thu 25/1211:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Thu 8/17:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Deal found 19/11C$ 186
Sat 24/111:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Sun 25/17:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Deal found 19/11C$ 190
Thu 8/111:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Sat 10/17:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Deal found 19/11C$ 194
Mon 2/311:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Tue 3/37:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Deal found 19/11C$ 197
Thu 25/1211:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Thu 1/17:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Deal found 19/11C$ 201
Thu 15/111:20 a.m.MCO - YYZ
Nonstop3h 00mMultiple Airlines
Thu 22/18:20 p.m.YYZ - MCO
Nonstop3h 05mMultiple Airlines
Deal found 19/11C$ 203
Sun 14/1211:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Mon 5/17:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Deal found 20/11C$ 204
Thu 25/1211:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Wed 31/127:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Deal found 20/11C$ 205
Sat 13/1211:20 a.m.MCO - YYZ
Nonstop3h 00mFlair Airlines
Sun 14/127:10 a.m.YYZ - MCO
Nonstop3h 10mFlair Airlines
Deal found 18/11C$ 208
Thu 2/411:20 a.m.MCO - YYZ
Nonstop3h 00mMultiple Airlines
Sat 11/45:15 p.m.YYZ - MCO
Nonstop3h 01mMultiple Airlines
Deal found 20/11C$ 215
Wed 3/126:30 a.m.MCO - YOW
1 stop10h 55mMultiple Airlines
Sat 6/127:00 a.m.YOW - MCO
2 stops13h 10mMultiple Airlines
Deal found 17/11C$ 222
Sat 20/128:45 p.m.MCO - YOW
Nonstop3h 13mMultiple Airlines
Sun 11/17:00 a.m.YOW - MCO
2 stops13h 10mMultiple Airlines
Deal found 18/11C$ 227

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 20 November 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Calgary

Route

Depart

Return

Price

OrlandoOttawa

MCO - YOW

MCOYOW

Orlando

Fri 5/12

2:00 p.m.-5:13 p.m.

Nonstop3h 13m

Ottawa

Sun 7/12

7:00 a.m.-8:10 p.m.

2 stops13h 10m

C$ 228

OrlandoOttawa

MCO - YOW

MCOYOW

Orlando

Thu 4/12

2:00 p.m.-5:13 p.m.

Nonstop3h 13m

Ottawa

Sat 6/12

7:00 a.m.-8:10 p.m.

2 stops13h 10m

C$ 262

OrlandoOttawa

MCO - YOW

MCOYOW

Orlando

Tue 10/2

8:45 p.m.-11:58 p.m.

Nonstop3h 13m

Ottawa

Sun 15/2

7:00 a.m.-8:10 p.m.

2 stops13h 10m

C$ 270

OrlandoToronto

MCO - YTZ

MCOYTZ

Orlando

Thu 15/1

2:00 p.m.-10:03 p.m.

1 stop8h 03m

Toronto Island

Thu 22/1

7:00 a.m.-12:58 p.m.

1 stop5h 58m

C$ 284

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Fri 23/1

9:20 p.m.-12:30 a.m.

Nonstop3h 10m

Montreal Pierre Elliott Trudeau Intl

Sun 25/1

4:35 p.m.-8:10 p.m.

Nonstop3h 35m

C$ 287

OrlandoOttawa

MCO - YOW

MCOYOW

Orlando

Wed 3/12

7:50 p.m.-4:51 p.m.

2 stops21h 01m

Ottawa

Sat 6/12

7:00 a.m.-8:10 p.m.

2 stops13h 10m

C$ 288

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Wed 25/3

11:20 a.m.-5:25 p.m.

1 stop6h 05m

Montreal Pierre Elliott Trudeau Intl

Sun 29/3

6:45 a.m.-11:24 p.m.

2 stops16h 39m

C$ 290

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Sun 30/11

9:20 p.m.-12:30 a.m.

Nonstop3h 10m

Montreal Pierre Elliott Trudeau Intl

Sat 6/12

4:35 p.m.-8:10 p.m.

Nonstop3h 35m

C$ 297

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Sun 30/11

9:20 p.m.-12:30 a.m.

Nonstop3h 10m

Montreal Pierre Elliott Trudeau Intl

Sun 7/12

4:35 p.m.-8:10 p.m.

Nonstop3h 35m

C$ 297

OrlandoHamilton

MCO - YHM

MCOYHM

Orlando

Fri 12/12

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

Nonstop3h 00m

Hamilton

Sun 14/12

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

Nonstop3h 15m

C$ 298

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/11

Showing 1-10 of 60 results
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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 14 November 2025.

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$ 83). Flying from Kissimmee in December will prove the most costly (average of C$ 336). 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$ 219
Porter Airlines
Porter Airlines
From C$ 209
Flair Airlines
Flair Airlines
From C$ 138
Air Canada
Air Canada
From C$ 122

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
9,027 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,027 reviews
United Airlines
7.4
Good
9,027 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
WestJet
7.2
Good
3,168 reviews
United Airlines
7.4
Good
9,027 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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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 20 November 2025.

  • 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 Montreal to Halifax from C$ 59 round trip
    Travel from Paris to Porto from C$ 62 round trip
    Travel from Edmonton to Abbotsford from C$ 69 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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