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Cheap flights from Calgary to Kissimmee from C$ 174

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 31/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MCO
31 Oct — 7 Nov1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Calgary to Kissimmee are usually found in June or July, booked 81 days in advance, depart on a Monday or Sunday and return on a Sunday

Cheap flight deals from Calgary to Kissimmee

Keep the following information in mind while searching for Calgary to Kissimmee flight deals. Data was last updated 1 October 2025.

Round-trip from

C$ 360

One-way from

C$ 174

Popular in

December

Cheapest in

June

Average price

C$ 701
WestJet
  • WestJet
  • 21/1-5/2
  • Nonstop
  • 10h 57m total
  • Calgary to Kissimmee
Search Deals
WestJet
  • WestJet
  • 31/10
  • 1 total stop
  • 9h 22m total
  • Calgary to Kissimmee
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Find flight deals from Calgary to Kissimmee

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Kissimmee
Explore the most affordable flight options available from Calgary to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 1 October 2025.

Wed 22/106:15 a.m.YYC - MCO
2 stops14h 15mUnited Airlines
Sat 25/109:00 a.m.MCO - YYC
2 stops29h 26mUnited Airlines
Deal found 29/9C$ 363
Tue 28/105:15 p.m.YYC - MCO
1 stop25h 07mWestJet
Tue 4/115:30 p.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 29/9C$ 365
Thu 13/115:15 p.m.YYC - MCO
1 stop25h 07mMultiple Airlines
Sat 15/1111:20 a.m.MCO - YYC
1 stop14h 45mMultiple Airlines
Deal found 30/9C$ 366
Sun 9/114:00 p.m.YYC - MCO
1 stop22h 08mWestJet
Mon 17/119:15 p.m.MCO - YYC
1 stop13h 35mWestJet
Deal found 30/9C$ 369
Sun 19/1012:30 a.m.YYC - MCO
1 stop21h 47mMultiple Airlines
Sat 25/1010:39 a.m.MCO - YYC
1 stop11h 21mMultiple Airlines
Deal found 29/9C$ 370
Mon 27/109:00 a.m.YYC - MCO
1 stop12h 43mMultiple Airlines
Mon 3/117:30 a.m.MCO - YYC
Nonstop5h 49mMultiple Airlines
Deal found 29/9C$ 372
Fri 14/1112:40 p.m.YYC - MCO
1 stop8h 40mMultiple Airlines
Mon 17/117:30 a.m.MCO - YYC
Nonstop5h 49mMultiple Airlines
Deal found 30/9C$ 373
Tue 11/116:15 p.m.YYC - MCO
1 stop13h 05mAir Canada
Tue 18/1110:20 a.m.MCO - YYC
1 stop10h 34mAir Canada
Deal found 30/9C$ 374
Tue 2/125:45 a.m.YYC - MCO
1 stop9h 22mAir Canada
Wed 10/124:05 p.m.MCO - YYC
2 stops17h 14mAir Canada
Deal found 29/9C$ 377
Fri 31/106:30 a.m.YYC - MCO
2 stops12h 33mWestJet
Sun 2/115:15 p.m.MCO - YYC
2 stops19h 35mWestJet
Deal found 1/10C$ 379
Sun 19/107:00 a.m.YYC - MCO
2 stops22h 55mMultiple Airlines
Wed 22/101:45 p.m.MCO - YYC
1 stop9h 41mMultiple Airlines
Deal found 29/9C$ 381

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 1 October 2025.
Use the filters below to find and compare flights from Calgary to Kissimmee that are best for you.

Fly from

Calgary

Fly to

Kissimmee

Route

Depart

Return

Price

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sun 2/11

12:15 a.m.-8:22 p.m.

1 stop18h 07m

Orlando

Wed 5/11

5:30 p.m.-9:19 p.m.

Nonstop5h 49m

C$ 363

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Thu 13/11

12:15 a.m.-8:22 p.m.

1 stop18h 07m

Orlando

Fri 21/11

11:10 a.m.-7:32 p.m.

1 stop10h 22m

C$ 372

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Fri 14/11

12:40 p.m.-11:20 p.m.

1 stop8h 40m

Orlando

Mon 17/11

7:30 a.m.-11:19 a.m.

Nonstop5h 49m

C$ 373

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 11/11

6:15 p.m.-9:20 a.m.

1 stop13h 05m

Orlando

Tue 18/11

10:20 a.m.-6:54 p.m.

1 stop10h 34m

C$ 374

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Fri 31/10

6:30 a.m.-9:03 p.m.

2 stops12h 33m

Orlando

Sun 2/11

5:15 p.m.-10:50 a.m.

2 stops19h 35m

C$ 379

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Thu 13/11

12:15 a.m.-8:22 p.m.

1 stop18h 07m

Orlando

Mon 17/11

7:30 a.m.-11:19 a.m.

Nonstop5h 49m

C$ 383

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Thu 13/11

12:20 p.m.-11:27 p.m.

1 stop9h 07m

Orlando

Sat 15/11

11:20 a.m.-7:47 a.m.

2 stops22h 27m

C$ 397

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 20/10

11:55 p.m.-11:09 p.m.

2 stops21h 14m

Orlando

Sat 25/10

6:06 a.m.-9:26 p.m.

2 stops17h 20m

C$ 405

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Thu 5/2

1:05 a.m.-8:16 p.m.

1 stop17h 11m

Orlando

Wed 18/2

11:20 a.m.-12:05 a.m.

1 stop14h 45m

C$ 422

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 21/10

7:00 a.m.-11:09 p.m.

2 stops14h 09m

Orlando

Wed 22/10

6:06 a.m.-9:26 p.m.

2 stops17h 20m

C$ 423

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/10

Showing 1-10 of 18 results
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Best time to book a flight from Calgary to Kissimmee

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

How far ahead should I book a flight from Calgary to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Calgary to Kissimmee. Price data was last updated on 26 September 2025.

The best time to book flights from Calgary to Kissimmee is 81 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, June is the cheapest month in which you can book a flight from Calgary to Kissimmee (average of C$ 196). Flying from Calgary to Kissimmee in February is currently the most expensive (average of C$ 312). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YYC to K1S?

Find hourly flight availability from Calgary to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 1 October 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Calgary to Kissimmee as you normally would.

What is the cheapest day to fly from Calgary to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Calgary to Kissimmee. Price data was last updated on 28 September 2025.

Travelers seeking maximum savings on their Calgary to Kissimmee flight should consider departing on Thursday afternoons when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 1 October 2025.
Read through reviews of airlines operating flights from Calgary to Kissimmee, such as Delta,Porter Airlines, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews
Check prices

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews
Check prices

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Porter Airlines
7.9
Good
372 reviews
Delta
8.0
Very good
7,961 reviews
Check prices

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,961 reviews
Check prices

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
WestJet
7.2
Good
3,111 reviews
Delta
8.0
Very good
7,961 reviews
Check prices

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Air Canada
7.1
Good
10,223 reviews
Delta
8.0
Very good
7,961 reviews
Check prices

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Calgary to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Calgary to Kissimmee?

    Located just 9.3 km from the city centre, Calgary is the airport most travellers will use when flying to Kissimmee from Calgary. Booking flights from Calgary (YYC) to Kissimmee should be relatively easy as there are 0 daily outbound flights to Kissimmee from 6 different airlines.

  • How long is the flight from Calgary to Kissimmee?

    For as low as C$ 374, WestJet can have you in Kissimmee from Calgary in 13h 05m. Airlines will cover a distance of 3710 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the most reliable airlines from Calgary to Kissimmee?

    Consider Delta (57%), WestJet (57%) or LATAM Airlines (57%) when booking your flight. These represent the most reliable airlines when flying from Calgary to Kissimmee.

  • What are the cheapest flights from Calgary to Kissimmee?

    The cheapest flight price from Calgary to Kissimmee is C$ 234. On average you can expect to pay C$ 516. The most popular route, (Calgary - Orlando), can usually be booked for C$ 312.

  • Can I find deals for flights from Calgary to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Calgary to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to Kissimmee.

  • Can I find deals for business class flights from Calgary to Kissimmee?

    Yes. Cheapflights offers flight deals from Calgary to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, June is the cheapest month in which you can book a flight from Calgary to Kissimmee (average of C$ 196). Flying from Calgary to Kissimmee in February is currently the most expensive (average of C$ 312). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from Calgary to Kissimmee

Discover the top 6 airlines that operate flights from Calgary to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 1 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 187AverageC$ 597FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 218AverageC$ 407FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 223AverageC$ 580FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 250AverageC$ 601FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 274AverageC$ 488FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 276AverageC$ 454FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Calgary to Kissimmee?

Cheapflights makes it easy to find Calgary to Kissimmee flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Kissimmee from Calgary.

Can Cheapflights find flights from Calgary to Kissimmee with no change fees?

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

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

Yes! Start tracking prices for Calgary to Kissimmee flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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