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Cheap flights from Calgary to Kissimmee from C$ 175

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 17/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MCO
8 Apr — 15 Apr1
1 adult

Cheapflights Tip: The best prices from Calgary to Kissimmee are usually found in January or September, booked 81 days in advance, depart on a Wednesday or Monday and return on a Saturday

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 3 April 2025.

Round-trip from

C$ 352

One-way from

C$ 179

Popular in

December

Cheapest in

January

Average price

C$ 634
WestJet
  • WestJet
  • 25/5-2/6
  • 2 total stops
  • 17h 56m total
  • Calgary to Kissimmee
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Porter Airlines
  • Porter Airlines
  • 17/6
  • 1 total stop
  • 10h 41m total
  • Calgary to Kissimmee
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 50 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 April 2025
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Find flight deals from Calgary to Kissimmee

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 3 April 2025.

Sun 25/510:05 a.m.YYC - MCO
Nonstop5h 13mWestJet
Mon 2/611:00 a.m.MCO - YYC
2 stops12h 43mWestJet
Deal found 1/4C$ 352
Tue 3/61:18 p.m.YYC - MCO
2 stops9h 20mAmerican Airlines
Tue 10/65:35 p.m.MCO - YYC
1 stop7h 54mAmerican Airlines
Deal found 1/4C$ 353
Thu 14/811:55 p.m.YYC - MCO
1 stop10h 47mPorter Airlines
Tue 19/81:45 p.m.MCO - YYC
1 stop9h 30mPorter Airlines
Deal found 2/4C$ 356
Wed 30/412:30 a.m.YYC - MCO
1 stop21h 18mMultiple Airlines
Thu 8/55:15 a.m.MCO - YYC
1 stop16h 50mMultiple Airlines
Deal found 2/4C$ 360
Mon 29/911:55 p.m.YYC - MCO
1 stop9h 28mAir Canada
Wed 8/107:45 a.m.MCO - YYC
2 stops12h 35mAir Canada
Deal found 2/4C$ 370
Tue 29/46:15 a.m.YYC - MCO
2 stops16h 15mUnited Airlines
Sat 3/55:10 p.m.MCO - YYC
2 stops21h 09mUnited Airlines
Deal found 1/4C$ 385
Fri 31/106:35 a.m.YYC - MCO
1 stop11h 17mDelta
Thu 6/115:00 p.m.MCO - YYC
1 stop8h 12mDelta
Deal found 2/4C$ 406
Wed 23/412:45 p.m.YYC - MCO
1 stop7h 47mWestJet Encore
Tue 29/47:29 p.m.MCO - YYC
1 stop18h 16mWestJet Encore
Deal found 2/4C$ 489

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 3 April 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 25/5

10:05 a.m.-5:18 p.m.

Nonstop5h 13m

Orlando

Mon 2/6

11:00 a.m.-9:43 p.m.

2 stops12h 43m

C$ 352

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 3/6

1:18 p.m.-12:38 a.m.

2 stops9h 20m

Orlando

Tue 10/6

5:35 p.m.-11:29 p.m.

1 stop7h 54m

C$ 353

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Thu 14/8

11:55 p.m.-12:42 p.m.

1 stop10h 47m

Orlando

Tue 19/8

1:45 p.m.-9:15 p.m.

1 stop9h 30m

C$ 356

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Wed 30/4

12:30 a.m.-11:48 p.m.

1 stop21h 18m

Orlando

Thu 8/5

5:15 a.m.-8:05 p.m.

1 stop16h 50m

C$ 360

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 29/9

11:55 p.m.-11:23 a.m.

1 stop9h 28m

Orlando

Wed 8/10

7:45 a.m.-6:20 p.m.

2 stops12h 35m

C$ 370

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 29/4

3:49 p.m.-5:42 a.m.

1 stop11h 53m

Orlando

Sat 3/5

5:10 p.m.-12:19 p.m.

2 stops21h 09m

C$ 385

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 13/5

10:05 a.m.-5:18 p.m.

Nonstop5h 13m

Orlando

Tue 27/5

6:05 p.m.-9:42 p.m.

Nonstop5h 37m

C$ 488

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Wed 23/4

12:45 p.m.-10:32 p.m.

1 stop7h 47m

Orlando

Tue 29/4

7:29 p.m.-11:45 a.m.

1 stop18h 16m

C$ 489

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 17/6

7:00 a.m.-7:41 p.m.

1 stop10h 41m

C$ 175

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sun 4/5

10:00 a.m.-3:57 p.m.

1 stop27h 57m

C$ 185

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 17 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 28 March 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$ 316). 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 3 April 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 30 March 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. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 3 April 2025.
Get a feel of what it's like to fly with Delta, Porter Airlines and United Airlines from Calgary to Kissimmee by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,897 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.5

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
7,897 reviews
Delta
8.0
Very good
7,897 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.5

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
279 reviews
Delta
8.0
Very good
7,897 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.5

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
8,619 reviews
Delta
8.0
Very good
7,897 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.5

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.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,897 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.5

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
2,795 reviews
Delta
8.0
Very good
7,897 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.5

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 3 daily outbound flights to Kissimmee from 7 different airlines.

  • What are the cheapest airlines to fly from Calgary to Kissimmee one-way?

    C$ 179 is the cheapest one-way deal found within the past few days, from Porter Airlines. You may also be able to find cheap deals on United Airlines and Air Canada, with prices starting from C$ 205 and C$ 206, respectively.

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

    Consider WestJet (76%), LATAM Airlines (75%) or Aeromexico (67%) 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$ 264. On average you can expect to pay C$ 561. The most popular route, (Calgary - Orlando), can usually be booked for C$ 262.

  • 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$ 316). 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 7 airlines flying from Calgary to Kissimmee

Discover the top 7 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 3 April 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 184AverageC$ 559FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 206AverageC$ 616FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 257AverageC$ 628FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 296AverageC$ 499FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
American AirlinesCheapestC$ 394AverageC$ 613FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 398AverageC$ 731FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Air TransatCheapestC$ 571AverageC$ 576FlexibilityNo cancel feeOn-time50%
Search Air Transat 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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