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Cheap flights from Calgary to Kissimmee from C$ 211

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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MCO
19 Aug — 26 Aug1
1 adult

Cheapflights Tip: The best prices from Calgary to Kissimmee are usually found in June or July, booked 59 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 14 August 2025.

Round-trip from

C$ 354

One-way from

C$ 211

Popular in

December

Cheapest in

June

Average price

C$ 556
29/8-4/9
  • 29/8-4/9
  • 2 total stops
  • 34h 28m total
  • Calgary to Kissimmee
Search Deals
7/9
  • 7/9
  • 2 total stops
  • 23h 00m total
  • Calgary to Kissimmee
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 14 August 2025.

Fri 29/87:00 a.m.YYC - MCO
1 stop10h 44mMultiple Airlines
Thu 4/910:18 p.m.MCO - YYC
1 stop23h 44mMultiple Airlines
Deal found 13/8C$ 354
Wed 27/87:00 a.m.YYC - MCO
1 stop8h 35mMultiple Airlines
Tue 2/910:24 p.m.MCO - YYC
1 stop23h 38mMultiple Airlines
Deal found 13/8C$ 356
Wed 15/107:00 a.m.YYC - MCO
1 stop10h 41mMultiple Airlines
Mon 27/108:34 a.m.MCO - YYC
2 stops10h 56mMultiple Airlines
Deal found 12/8C$ 357
Tue 14/1012:30 a.m.YYC - MCO
1 stop8h 54mMultiple Airlines
Wed 22/1011:04 a.m.MCO - YYC
1 stop10h 56mMultiple Airlines
Deal found 12/8C$ 358
Fri 29/811:55 p.m.YYC - MCO
1 stop10h 50mPorter Airlines
Tue 2/91:45 p.m.MCO - YYC
1 stop9h 35mPorter Airlines
Deal found 14/8C$ 363
Mon 13/107:00 a.m.YYC - MCO
2 stops12h 35mMultiple Airlines
Wed 22/102:00 p.m.MCO - YYC
1 stop8h 00mMultiple Airlines
Deal found 12/8C$ 364
Mon 10/1112:30 a.m.YYC - MCO
1 stop7h 39mMultiple Airlines
Sat 15/1110:51 a.m.MCO - YYC
1 stop13h 00mMultiple Airlines
Deal found 13/8C$ 365
Fri 29/811:55 p.m.YYC - MCO
2 stops10h 50mPorter Airlines
Thu 4/91:40 p.m.MCO - YYC
1 stop9h 49mPorter Airlines
Deal found 13/8C$ 367
Mon 10/1112:30 a.m.YYC - MCO
1 stop12h 56mMultiple Airlines
Sun 16/117:15 a.m.MCO - YYC
1 stop15h 11mMultiple Airlines
Deal found 11/8C$ 368
Fri 17/1012:15 p.m.YYC - MCO
1 stop9h 41mMultiple Airlines
Sat 25/1010:39 a.m.MCO - YYC
1 stop11h 21mMultiple Airlines
Deal found 12/8C$ 369
Fri 12/912:30 a.m.YYC - MCO
1 stop8h 58mMultiple Airlines
Sat 20/96:40 p.m.MCO - YYC
2 stops18h 40mMultiple Airlines
Deal found 12/8C$ 371

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 14 August 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 19/10

11:05 a.m.-11:10 p.m.

1 stop10h 05m

Orlando

Tue 21/10

6:40 p.m.-11:19 a.m.

1 stop18h 39m

C$ 354

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Fri 29/8

7:00 a.m.-7:44 p.m.

1 stop10h 44m

Orlando

Thu 4/9

10:18 p.m.-8:02 p.m.

1 stop23h 44m

C$ 354

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 10/11

11:15 a.m.-12:43 a.m.

1 stop11h 28m

Orlando

Fri 14/11

7:15 a.m.-8:26 p.m.

1 stop15h 11m

C$ 356

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Wed 27/8

7:00 a.m.-5:35 p.m.

1 stop8h 35m

Orlando

Tue 2/9

10:24 p.m.-8:02 p.m.

1 stop23h 38m

C$ 356

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Fri 7/11

11:15 a.m.-12:43 a.m.

1 stop11h 28m

Orlando

Fri 14/11

7:15 a.m.-8:26 p.m.

1 stop15h 11m

C$ 356

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 14/10

12:30 a.m.-11:24 a.m.

1 stop8h 54m

Orlando

Wed 22/10

11:04 a.m.-8:00 p.m.

1 stop10h 56m

C$ 358

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sat 8/11

9:45 p.m.-5:03 p.m.

2 stops17h 18m

Orlando

Fri 14/11

7:15 a.m.-8:26 p.m.

1 stop15h 11m

C$ 358

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 9/9

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

1 stop10h 41m

Orlando

Tue 16/9

6:45 a.m.-8:19 p.m.

2 stops15h 34m

C$ 358

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Fri 26/9

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

1 stop10h 41m

Orlando

Fri 3/10

10:18 p.m.-8:02 p.m.

1 stop23h 44m

C$ 360

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sat 13/9

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

1 stop10h 41m

Orlando

Sat 20/9

3:15 p.m.-10:18 p.m.

1 stop9h 03m

C$ 363

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/8

Showing 1-10 of 21 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 8 August 2025.

The best time to book flights from Calgary to Kissimmee is 59 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$ 311). 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 14 August 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 10 August 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 14 August 2025.
Read through reviews of airlines operating flights from Calgary to Kissimmee, such as Porter Airlines,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
332 reviews
Check prices

Crew

8.7

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
332 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Crew

8.7

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,980 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Crew

8.7

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,916 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Crew

8.7

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
3,015 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Crew

8.7

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,949 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Crew

8.7

Boarding

8.2

Food

7.6

Overall

8.0

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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 2 daily outbound flights to Kissimmee from 6 different airlines.

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

    Consider LATAM Airlines (55%), Delta (55%) or WestJet (52%) 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$ 219. On average you can expect to pay C$ 457. The most popular route, (Calgary - Orlando), can usually be booked for C$ 309.

  • 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$ 311). 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 14 August 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 177AverageC$ 509FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 190AverageC$ 585FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 216AverageC$ 442FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 248AverageC$ 598FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 279AverageC$ 600FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Porter AirlinesCheapestC$ 280AverageC$ 452FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

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

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

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

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