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Cheap flights from Calgary to Kissimmee from C$ 231

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 25/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MCO
27 Aug — 3 Sep1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Calgary to Kissimmee are usually found in January or October, booked 64 days in advance, depart on a Monday or Friday and return on a Thursday

Cheap 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 28 July 2026.

Thu 20/87:00 a.m.
YYC
-
MCO
1 stop11h 00m
Multiple Airlines
Thu 27/87:45 a.m.
MCO
-
YYC
1 stop11h 25m
Multiple Airlines
Deal found 23/7C$ 405
Thu 20/812:20 a.m.
YYC
-
MCO
1 stop17h 40m
Multiple Airlines
Tue 25/81:45 p.m.
MCO
-
YYC
1 stop10h 05m
Multiple Airlines
Deal found 23/7C$ 413
Tue 3/1112:30 a.m.
YYC
-
MCO
1 stop6h 52m
Multiple Airlines
Thu 5/1110:27 a.m.
MCO
-
YYC
1 stop11h 47m
Multiple Airlines
Deal found 27/7C$ 430
Tue 13/1012:20 a.m.
YYC
-
MCO
1 stop7h 44m
Multiple Airlines
Sat 17/105:30 a.m.
MCO
-
YYC
1 stop13h 40m
Multiple Airlines
Deal found 24/7C$ 441
Tue 13/1012:20 a.m.
YYC
-
MCO
1 stop7h 44m
Multiple Airlines
Sun 18/105:30 a.m.
MCO
-
YYC
1 stop13h 40m
Multiple Airlines
Deal found 26/7C$ 443
Tue 27/108:55 a.m.
YYC
-
MCO
1 stop11h 15m
Multiple Airlines
Sat 31/1012:52 p.m.
MCO
-
YYC
1 stop8h 22m
Multiple Airlines
Deal found 24/7C$ 446
Fri 28/812:20 a.m.
YYC
-
MCO
1 stop12h 06m
Multiple Airlines
Sat 5/97:00 a.m.
MCO
-
YYC
1 stop17h 15m
Multiple Airlines
Deal found 24/7C$ 447
Thu 20/87:00 a.m.
YYC
-
MCO
1 stop11h 00m
Multiple Airlines
Fri 28/83:21 p.m.
MCO
-
YYC
1 stop8h 29m
Multiple Airlines
Deal found 26/7C$ 451
Mon 31/87:00 a.m.
YYC
-
MCO
1 stop11h 00m
Multiple Airlines
Tue 29/97:40 a.m.
MCO
-
YYC
1 stop16h 35m
Multiple Airlines
Deal found 26/7C$ 453
Tue 8/91:15 p.m.
YYC
-
MCO
1 stop21h 30m
Multiple Airlines
Wed 30/93:38 p.m.
MCO
-
YYC
1 stop8h 37m
Multiple Airlines
Deal found 24/7C$ 454

Find flight deals from Calgary to Kissimmee

Keep the following information in mind while searching for Calgary to Kissimmee flight deals. Data was last updated 28 July 2026.

Round-trip from

C$ 405

One-way from

C$ 231

Popular in

August

Cheapest in

January

Average price

C$ 743
20/8-27/8
  • 20/8-27/8
  • 2 total stops
  • 22h 25m total
  • Calgary to Kissimmee
Search Deals
25/8
  • 25/8
  • 1 total stop
  • 26h 09m total
  • Calgary to Kissimmee
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 28 July 2026.
Use the filters below to find and compare flights from Calgary to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 26/10

3:30 p.m.-6:31 a.m.

2 stops13h 01m

Orlando

Wed 4/11

9:53 a.m.-10:53 p.m.

2 stops14h 00m

C$ 564

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Thu 13/8

6:00 a.m.-12:59 a.m.

2 stops16h 59m

Orlando

Mon 31/8

12:33 p.m.-9:48 p.m.

2 stops11h 15m

C$ 613
Quickest round-trip

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 19/10

12:20 a.m.-9:59 a.m.

1 stop7h 39m

Orlando

Wed 21/10

11:30 a.m.-3:10 p.m.

Nonstop5h 40m

C$ 619

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sat 9/1

9:30 a.m.-2:38 p.m.

Nonstop4h 08m

Orlando

Sun 24/1

1:20 p.m.-11:09 p.m.

1 stop10h 49m

C$ 653

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 16/11

7:35 a.m.-6:47 p.m.

1 stop10h 12m

Orlando

Sun 22/11

9:15 a.m.-9:14 p.m.

1 stop12h 59m

C$ 660

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sat 14/11

5:25 p.m.-10:33 p.m.

Nonstop4h 08m

Orlando

Fri 20/11

10:00 a.m.-11:59 p.m.

1 stop14h 59m

C$ 664

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Wed 4/11

8:10 a.m.-10:59 p.m.

1 stop13h 49m

Orlando

Thu 5/11

7:56 p.m.-10:27 p.m.

2 stops27h 31m

C$ 684

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Thu 12/11

3:30 p.m.-5:31 a.m.

2 stops13h 01m

Orlando

Sun 22/11

7:00 a.m.-10:53 p.m.

2 stops16h 53m

C$ 709

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 16/11

1:35 p.m.-3:02 p.m.

3 stops24h 27m

Orlando

Sun 22/11

7:00 a.m.-10:53 p.m.

2 stops16h 53m

C$ 709

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Thu 12/11

3:30 p.m.-5:31 a.m.

2 stops13h 01m

Orlando

Mon 23/11

6:00 a.m.-10:53 p.m.

2 stops17h 53m

C$ 709

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/7

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

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

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 28 July 2026.

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.

How much does it cost to fly round-trip from Calgary to Kissimmee?

Airfare is below average for this route at the moment.
Calgary to Kissimmee flights typically cost between C$ 622 and C$ 894 in August.
The cheapest round-trip price found within the last 5 days was C$ 405 on Multiple Airlines (20 Aug-27 Aug).

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 28 July 2026.
Read through reviews of airlines operating flights from Calgary to Kissimmee, such as Porter Airlines,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
448 reviews
Check prices

Overall

8.0

Food

7.5

Entertainment

6.9

Boarding

8.2

Crew

8.6

Comfort

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Porter Airlines
8.0
Very good
448 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Overall

8.0

Food

7.5

Entertainment

6.9

Boarding

8.2

Crew

8.6

Comfort

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
United Airlines
7.4
Good
10,042 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Overall

8.0

Food

7.5

Entertainment

6.9

Boarding

8.2

Crew

8.6

Comfort

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
WestJet
7.2
Good
3,415 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Overall

8.0

Food

7.5

Entertainment

6.9

Boarding

8.2

Crew

8.6

Comfort

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
American Airlines
7.1
Good
11,837 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Overall

8.0

Food

7.5

Entertainment

6.9

Boarding

8.2

Crew

8.6

Comfort

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Air Canada
7.1
Good
11,391 reviews
Porter Airlines
8.0
Very good
448 reviews
Check prices

Overall

8.0

Food

7.5

Entertainment

6.9

Boarding

8.2

Crew

8.6

Comfort

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats

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 6 different airlines.

  • How long is the flight from Calgary to Kissimmee?

    For as low as C$ 619, United Airlines can have you in Kissimmee from Calgary in 7h 39m. 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 cheapest airlines to fly from Calgary to Kissimmee one-way?

    C$ 180 is the cheapest one-way deal found within the past few days, from WestJet. You may also be able to find cheap deals on United Airlines and Air Canada, with prices starting from C$ 205 and C$ 217, respectively.

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

    Consider Aeromexico (82%), LATAM Airlines (81%) or WestJet (81%) 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$ 327. On average you can expect to pay C$ 634. The most popular route, (Calgary - Orlando), can usually be booked for C$ 396.

  • 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.

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 28 July 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 209AverageC$ 511FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 250AverageC$ 621FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 283AverageC$ 666FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 290AverageC$ 620FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 308AverageC$ 654FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Porter AirlinesCheapestC$ 385AverageC$ 576FlexibilityNo 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?

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