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 26/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MCO
18 Feb — 25 Feb1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Calgary to Kissimmee are usually found in May or September, booked 85 days in advance, depart on a Tuesday or Monday and return on a Friday
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 19 January 2026.
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 19 January 2026.
Tue 24/29:00 a.m.
YYC
-
MCO
1 stop9h 16m
WestJet
Mon 9/37:30 a.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 17/1C$ 392
Sat 7/28:10 a.m.
YYC
-
MCO
1 stop9h 38m
Porter Airlines
Sat 14/211:20 a.m.
MCO
-
YYC
2 stops11h 43m
Porter Airlines
Deal found 17/1C$ 395
Sat 11/412:40 p.m.
YYC
-
MCO
1 stop8h 45m
Porter Airlines
Fri 17/42:00 p.m.
MCO
-
YYC
1 stop9h 35m
Porter Airlines
Deal found 17/1C$ 398
Mon 30/38:20 a.m.
YYC
-
MCO
1 stop9h 28m
Porter Airlines
Thu 9/42:00 p.m.
MCO
-
YYC
1 stop9h 35m
Porter Airlines
Deal found 18/1C$ 401
Mon 30/38:20 a.m.
YYC
-
MCO
1 stop9h 28m
Porter Airlines
Wed 8/42:00 p.m.
MCO
-
YYC
1 stop9h 35m
Porter Airlines
Deal found 18/1C$ 409
Tue 17/212:40 p.m.
YYC
-
MCO
1 stop8h 45m
Porter Airlines
Thu 19/211:20 a.m.
MCO
-
YYC
2 stops11h 43m
Porter Airlines
Deal found 17/1C$ 410
Mon 20/412:30 a.m.
YYC
-
MCO
1 stop9h 03m
Multiple Airlines
Tue 28/410:30 a.m.
MCO
-
YYC
1 stop11h 30m
Multiple Airlines
Deal found 18/1C$ 412
Tue 24/29:00 a.m.
YYC
-
MCO
1 stop9h 16m
WestJet
Sun 8/37:30 a.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 17/1C$ 413
Sat 11/44:20 p.m.
YYC
-
MCO
Nonstop5h 07m
WestJet
Fri 17/411:10 a.m.
MCO
-
YYC
1 stop9h 18m
WestJet
Deal found 17/1C$ 415
Sat 18/44:20 p.m.
YYC
-
MCO
Nonstop5h 07m
WestJet
Thu 23/49:15 p.m.
MCO
-
YYC
2 stops23h 57m
WestJet
Deal found 17/1C$ 417
Mon 23/28:15 a.m.
YYC
-
MCO
1 stop9h 33m
Multiple Airlines
Tue 3/36:00 a.m.
MCO
-
YYC
2 stops15h 09m
Multiple Airlines
Deal found 18/1C$ 422
Best flights from Calgary to Kissimmee
Discover carefully curated flight deals from Calgary to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 19 January 2026.
Sat 18/412:34 p.m.
YYC
-
MCO
1 stop7h 24m
United Airlines
Mon 20/47:30 p.m.
MCO
-
YYC
1 stop18h 02m
United Airlines
Deal found 17/1C$ 424
Mon 23/28:15 a.m.
YYC
-
MCO
1 stop9h 33m
Porter Airlines
Tue 10/38:30 a.m.
MCO
-
YYC
1 stop9h 02m
Porter Airlines
Deal found 17/1C$ 427
Tue 24/212:40 p.m.
YYC
-
MCO
1 stop9h 10m
Delta
Tue 10/311:50 a.m.
MCO
-
YYC
1 stop10h 55m
Delta
Deal found 17/1C$ 527
Wed 4/33:30 p.m.
YYC
-
MCO
2 stops16h 40m
United Airlines
Mon 9/37:33 p.m.
MCO
-
YYC
1 stop18h 53m
United Airlines
Deal found 17/1C$ 424
Tue 31/36:00 a.m.
YYC
-
MCO
1 stop15h 37m
United Airlines
Wed 8/49:00 a.m.
MCO
-
YYC
2 stops14h 48m
United Airlines
Deal found 18/1C$ 424
Mon 30/38:20 a.m.
YYC
-
MCO
1 stop9h 28m
Porter Airlines
Fri 10/42:00 p.m.
MCO
-
YYC
2 stops11h 22m
Porter Airlines
Deal found 18/1C$ 480
Mon 23/28:15 a.m.
YYC
-
MCO
1 stop9h 33m
Porter Airlines
Mon 9/38:30 a.m.
MCO
-
YYC
1 stop9h 02m
Porter Airlines
Deal found 17/1C$ 480
Mon 30/38:20 a.m.
YYC
-
MCO
1 stop9h 28m
Porter Airlines
Wed 1/411:20 a.m.
MCO
-
YYC
2 stops12h 15m
Porter Airlines
Deal found 17/1C$ 502
Fri 3/48:20 a.m.
YYC
-
MCO
1 stop9h 28m
Porter Airlines
Wed 8/42:00 p.m.
MCO
-
YYC
1 stop9h 35m
Porter Airlines
Deal found 18/1C$ 537
Thu 19/28:15 a.m.
YYC
-
MCO
2 stops13h 10m
Porter Airlines
Thu 26/22:00 p.m.
MCO
-
YYC
1 stop9h 39m
Porter Airlines
Deal found 18/1C$ 563
Direct flights from Calgary to Kissimmee
Explore direct flight options from Calgary to Kissimmee based on user searches, and compare prices and availability for your desired travel dates. Data last updated 19 January 2026.
Sat 11/44:20 p.m.
YYC
-
MCO
Nonstop5h 07m
WestJet
Fri 17/45:30 p.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 17/1C$ 548
Sat 18/44:20 p.m.
YYC
-
MCO
Nonstop5h 07m
WestJet
Mon 20/47:30 a.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 17/1C$ 573
Sat 6/610:05 a.m.
YYC
-
MCO
Nonstop5h 08m
WestJet
Wed 10/66:05 p.m.
MCO
-
YYC
Nonstop5h 35m
WestJet
Deal found 18/1C$ 615
Fri 6/34:20 p.m.
YYC
-
MCO
Nonstop5h 07m
WestJet
Fri 20/35:30 p.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 17/1C$ 664
Mon 11/510:05 a.m.
YYC
-
MCO
Nonstop5h 08m
WestJet
Fri 15/56:05 p.m.
MCO
-
YYC
Nonstop5h 35m
WestJet
Deal found 18/1C$ 666
Wed 6/510:05 a.m.
YYC
-
MCO
Nonstop5h 08m
WestJet
Mon 11/56:05 p.m.
MCO
-
YYC
Nonstop5h 35m
WestJet
Deal found 18/1C$ 672
Wed 15/710:05 a.m.
YYC
-
MCO
Nonstop5h 08m
WestJet
Wed 22/76:05 p.m.
MCO
-
YYC
Nonstop5h 35m
WestJet
Deal found 18/1C$ 673
Tue 7/710:05 a.m.
YYC
-
MCO
Nonstop5h 08m
WestJet
Tue 28/76:05 p.m.
MCO
-
YYC
Nonstop5h 35m
WestJet
Deal found 17/1C$ 682
Wed 8/710:05 a.m.
YYC
-
MCO
Nonstop5h 08m
WestJet
Mon 27/76:05 p.m.
MCO
-
YYC
Nonstop5h 35m
WestJet
Deal found 17/1C$ 693
Thu 9/710:05 a.m.
YYC
-
MCO
Nonstop5h 08m
WestJet
Mon 27/76:05 p.m.
MCO
-
YYC
Nonstop5h 35m
WestJet
Deal found 18/1C$ 725
Tue 10/29:30 a.m.
YYC
-
MCO
Nonstop5h 09m
WestJet
Tue 17/25:30 p.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 18/1C$ 729
Fri 10/44:20 p.m.
YYC
-
MCO
Nonstop5h 07m
WestJet
Mon 13/47:30 a.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 17/1C$ 730
Last-minute flights from Calgary to Kissimmee
Discover last-minute flight deals from Calgary to Kissimmee. Data last updated 19 January 2026 and is based on user searches.
Sun 1/21:05 a.m.
YYC
-
MCO
2 stops16h 43m
Multiple Airlines
Mon 9/28:30 a.m.
MCO
-
YYC
1 stop10h 10m
Multiple Airlines
Deal found 17/1C$ 433
Sat 7/28:10 a.m.
YYC
-
MCO
1 stop9h 38m
Porter Airlines
Sat 14/211:20 a.m.
MCO
-
YYC
2 stops11h 43m
Porter Airlines
Deal found 17/1C$ 395
Tue 17/212:40 p.m.
YYC
-
MCO
1 stop8h 45m
Porter Airlines
Thu 19/211:20 a.m.
MCO
-
YYC
2 stops11h 43m
Porter Airlines
Deal found 17/1C$ 410
Wed 18/212:40 p.m.
YYC
-
MCO
1 stop8h 45m
Multiple Airlines
Fri 27/211:20 a.m.
MCO
-
YYC
1 stop14h 45m
Multiple Airlines
Deal found 18/1C$ 430
Wed 18/212:40 p.m.
YYC
-
MCO
1 stop8h 45m
Multiple Airlines
Thu 26/211:20 a.m.
MCO
-
YYC
1 stop11h 38m
Multiple Airlines
Deal found 18/1C$ 431
Thu 19/27:30 a.m.
YYC
-
MCO
1 stop12h 21m
Multiple Airlines
Fri 27/211:20 a.m.
MCO
-
YYC
1 stop14h 45m
Multiple Airlines
Deal found 18/1C$ 438
Mon 23/28:15 a.m.
YYC
-
MCO
1 stop9h 33m
Multiple Airlines
Tue 3/36:00 a.m.
MCO
-
YYC
2 stops15h 09m
Multiple Airlines
Deal found 18/1C$ 422
Mon 23/28:15 a.m.
YYC
-
MCO
1 stop9h 33m
Porter Airlines
Tue 10/38:30 a.m.
MCO
-
YYC
1 stop9h 02m
Porter Airlines
Deal found 17/1C$ 427
Tue 24/29:00 a.m.
YYC
-
MCO
1 stop9h 16m
WestJet
Mon 9/37:30 a.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 17/1C$ 392
Tue 24/29:00 a.m.
YYC
-
MCO
1 stop9h 16m
WestJet
Sun 8/37:30 a.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 17/1C$ 413
Tue 24/26:15 a.m.
YYC
-
MCO
1 stop15h 15m
United Airlines
Mon 9/37:33 p.m.
MCO
-
YYC
1 stop18h 53m
United Airlines
Deal found 18/1C$ 424
One-way flights from Calgary to Kissimmee
Search for one-way flight options from Calgary to Kissimmee. Find affordable one-way fares based on user searches. Data last updated 19 January 2026.
Thu 26/38:20 a.m.
YYC
-
MCO
1 stop9h 28m
Porter Airlines
Deal found 18/1C$ 211
Tue 3/312:20 p.m.
YYC
-
MCO
1 stop9h 09m
Multiple Airlines
Deal found 17/1C$ 213
Fri 27/38:20 a.m.
YYC
-
MCO
1 stop9h 28m
Porter Airlines
Deal found 18/1C$ 216
Sat 28/37:00 a.m.
YYC
-
MCO
1 stop25h 20m
Flair Airlines
Deal found 18/1C$ 225
Mon 23/312:30 a.m.
YYC
-
MCO
1 stop17h 49m
Multiple Airlines
Deal found 18/1C$ 232
Wed 4/31:05 a.m.
YYC
-
MCO
1 stop20h 20m
Multiple Airlines
Deal found 18/1C$ 234
Tue 24/312:30 a.m.
YYC
-
MCO
1 stop17h 49m
Multiple Airlines
Deal found 18/1C$ 238
Thu 26/310:40 a.m.
YYC
-
MCO
2 stops24h 18m
Multiple Airlines
Deal found 18/1C$ 242
Mon 23/311:40 p.m.
YYC
-
MCO
1 stop9h 35m
Air Canada
Deal found 18/1C$ 246
Wed 4/211:45 p.m.
YYC
-
MCO
2 stops18h 03m
Multiple Airlines
Deal found 17/1C$ 249
Sat 24/11:05 a.m.
YYC
-
MCO
1 stop31h 15m
Flair Airlines
Deal found 18/1C$ 250
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 19 January 2026.
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
Sat 18/4
12:34 p.m.-9:58 p.m.
1 stop7h 24m
Orlando
Mon 20/4
7:30 p.m.-11:32 a.m.
1 stop18h 02m
C$ 424
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Wed 4/3
3:30 p.m.-10:10 a.m.
2 stops16h 40m
Orlando
Mon 9/3
7:33 p.m.-12:26 p.m.
1 stop18h 53m
C$ 424
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Tue 31/3
6:00 a.m.-11:37 p.m.
1 stop15h 37m
Orlando
Wed 8/4
9:00 a.m.-9:48 p.m.
2 stops14h 48m
C$ 424
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Mon 23/2
8:15 a.m.-7:48 p.m.
1 stop9h 33m
Orlando
Tue 10/3
8:30 a.m.-3:32 p.m.
1 stop9h 02m
C$ 427
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Mon 30/3
8:20 a.m.-7:48 p.m.
1 stop9h 28m
Orlando
Fri 10/4
2:00 p.m.-11:22 p.m.
2 stops11h 22m
C$ 480
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Mon 23/2
8:15 a.m.-7:48 p.m.
1 stop9h 33m
Orlando
Mon 9/3
8:30 a.m.-3:32 p.m.
1 stop9h 02m
C$ 480
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Mon 30/3
8:20 a.m.-7:48 p.m.
1 stop9h 28m
Orlando
Wed 1/4
11:20 a.m.-9:35 p.m.
2 stops12h 15m
C$ 502
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Tue 24/2
12:40 p.m.-11:50 p.m.
1 stop9h 10m
Orlando
Tue 10/3
11:50 a.m.-8:45 p.m.
1 stop10h 55m
C$ 527
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Fri 3/4
8:20 a.m.-7:48 p.m.
1 stop9h 28m
Orlando
Wed 8/4
2:00 p.m.-9:35 p.m.
1 stop9h 35m
C$ 537
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Thu 19/2
8:15 a.m.-11:25 p.m.
2 stops13h 10m
Orlando
Thu 26/2
2:00 p.m.-9:39 p.m.
1 stop9h 39m
C$ 563
Flights are sorted by cheapest round-trip flights first.
Deals found on 18/1
Showing 1-10 of 20 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 16 January 2026.
The best time to book flights from Calgary to Kissimmee is 85 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, September is the cheapest month in which you can book a flight from Calgary to Kissimmee (average of C$ 170). Flying from Calgary to Kissimmee in July is currently the most expensive (average of C$ 352). 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 19 January 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.
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 19 January 2026.
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.
It's good. Planes are new and fresh. WiFi is best and stands out
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$ 424, United Airlines can have you in Kissimmee from Calgary in 7h 24m. 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$ 177 is the cheapest one-way deal found within the past few days, from WestJet. You may also be able to find cheap deals on Porter Airlines and United Airlines, with prices starting from C$ 179 and C$ 202, respectively.
What are the most reliable airlines from Calgary to Kissimmee?
Consider LATAM Airlines (83%), Delta (77%) or WestJet (76%) 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$ 171. On average you can expect to pay C$ 500. The most popular route, (Calgary - Orlando), can usually be booked for C$ 398.
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, September is the cheapest month in which you can book a flight from Calgary to Kissimmee (average of C$ 170). Flying from Calgary to Kissimmee in July is currently the most expensive (average of C$ 352). 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.
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 19 January 2026.
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
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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