Cheap flights from Calgary to Kissimmee from C$ 207
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MCO
14 Oct — 21 Oct1
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 October or January, booked 64 days in advance, depart on a Monday or Tuesday and return on a Wednesday
Cheap flight deals from Calgary to Kissimmee
Enter your travel dates to find the best prices.
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Best
Direct
Last-minute
One-way
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 September 2026.
Mon 30/111:20 a.m. -
1 stop7h 53m
Fri 11/128:00 a.m. -
2 stops14h 35m
Deal found 13/9C$ 448
Sat 3/107:00 a.m. -
1 stop12h 59m
Sat 10/107:10 a.m. -
1 stop12h 00m
Deal found 13/9C$ 449
Wed 7/1012:20 a.m. -
1 stop15h 20m
Thu 15/106:07 a.m. -
1 stop13h 03m
Deal found 10/9C$ 451
Mon 26/103:30 p.m. -
2 stops12h 46m
Wed 4/1112:27 p.m. -
2 stops12h 26m
Deal found 10/9C$ 452
Wed 2/127:00 a.m. -
2 stops10h 36m
Fri 11/128:00 a.m. -
2 stops14h 35m
Deal found 13/9C$ 454
Mon 16/111:37 p.m. -
1 stop8h 02m
Wed 25/118:24 p.m. -
1 stop18h 11m
Deal found 12/9C$ 455
Mon 26/103:30 p.m. -
2 stops12h 46m
Fri 30/108:00 a.m. -
1 stop15h 53m
Deal found 10/9C$ 456
Tue 13/1011:55 p.m. -
2 stops11h 57m
Mon 19/101:55 p.m. -
2 stops13h 22m
Deal found 13/9C$ 458
Mon 26/106:00 a.m. -
1 stop11h 53m
Wed 4/118:30 a.m. -
1 stop10h 40m
Deal found 13/9C$ 459
Tue 13/106:00 a.m. -
1 stop14h 32m
Mon 26/108:00 a.m. -
1 stop12h 59m
Deal found 9/9C$ 460
Sun 4/106:30 a.m. -
1 stop15h 19m
Thu 15/107:00 a.m. -
2 stops10h 02m
Deal found 12/9C$ 462
Wed 4/111:25 a.m. -
1 stop7h 40m
Wed 18/119:25 a.m. -
1 stop11h 30m
Deal found 10/9C$ 463
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 14 September 2026.
Sat 10/103:22 p.m. -
2 stops13h 50m
Fri 16/107:52 p.m. -
1 stop17h 36m
Deal found 13/9C$ 470
Mon 12/107:05 a.m. -
2 stops10h 29m
Wed 21/101:45 p.m. -
1 stop9h 30m
Deal found 13/9C$ 562
Thu 12/119:09 a.m. -
2 stops29h 09m
Mon 16/117:57 p.m. -
2 stops27h 42m
Deal found 9/9C$ 656
Sat 14/112:25 p.m. -
1 stop7h 34m
Sat 21/116:30 a.m. -
1 stop17h 28m
Deal found 12/9C$ 713
Thu 3/121:37 p.m. -
1 stop8h 22m
Sat 12/128:20 a.m. -
2 stops16h 33m
Deal found 13/9C$ 512
Sat 9/11:45 p.m. -
1 stop7h 47m
Tue 26/11:35 p.m. -
1 stop11h 05m
Deal found 9/9C$ 649
Sun 4/103:22 p.m. -
2 stops13h 50m
Tue 6/109:10 a.m. -
2 stops14h 38m
Deal found 13/9C$ 685
Sat 13/21:45 p.m. -
1 stop7h 47m
Fri 19/212:25 p.m. -
1 stop13h 00m
Deal found 9/9C$ 720
Mon 26/103:30 p.m. -
2 stops12h 46m
Fri 30/1010:54 a.m. -
2 stops12h 59m
Deal found 13/9C$ 696
Tue 17/117:00 a.m. -
2 stops11h 12m
Sun 22/118:24 p.m. -
1 stop18h 11m
Deal found 12/9C$ 696
Mon 2/114:30 p.m. -
3 stops15h 19m
Mon 16/118:24 p.m. -
1 stop18h 11m
Deal found 10/9C$ 706
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 14 September 2026.
Sat 21/1110:00 a.m. -
Nonstop4h 10m
Sat 28/115:00 p.m. -
Nonstop6h 55m
Deal found 9/9C$ 494
Sat 24/109:00 a.m. -
Nonstop5h 15m
Sat 31/107:45 a.m. -
Nonstop5h 55m
Deal found 12/9C$ 531
Mon 16/1110:00 a.m. -
Nonstop4h 10m
Fri 27/115:00 p.m. -
Nonstop6h 55m
Deal found 12/9C$ 573
Fri 30/104:40 p.m. -
Nonstop5h 10m
Fri 6/115:00 p.m. -
Nonstop6h 55m
Deal found 13/9C$ 669
Tue 27/1010:00 a.m. -
Nonstop5h 10m
Sat 12/127:45 a.m. -
Nonstop6h 55m
Deal found 12/9C$ 673
Thu 19/1110:00 a.m. -
Nonstop4h 10m
Thu 26/115:00 p.m. -
Nonstop6h 55m
Deal found 12/9C$ 678
Tue 3/1110:00 a.m. -
Nonstop4h 10m
Thu 19/115:00 p.m. -
Nonstop6h 55m
Deal found 10/9C$ 687
Last-minute flights from Calgary to Kissimmee
Discover last-minute flight deals from Calgary to Kissimmee. Data last updated 14 September 2026 and is based on user searches.
Thu 1/1012:20 a.m. -
1 stop9h 06m
Mon 5/106:50 a.m. -
1 stop12h 20m
Deal found 10/9C$ 466
Sat 3/107:00 a.m. -
1 stop12h 59m
Wed 7/109:30 a.m. -
1 stop9h 40m
Deal found 13/9C$ 449
Sun 4/106:30 a.m. -
1 stop15h 19m
Thu 15/107:00 a.m. -
2 stops10h 02m
Deal found 12/9C$ 462
Wed 7/1012:20 a.m. -
1 stop15h 20m
Thu 15/106:07 a.m. -
1 stop13h 03m
Deal found 10/9C$ 451
Tue 13/1011:55 p.m. -
2 stops11h 57m
Mon 19/101:55 p.m. -
2 stops13h 22m
Deal found 13/9C$ 458
Tue 13/106:00 a.m. -
1 stop14h 32m
Mon 26/108:00 a.m. -
1 stop12h 59m
Deal found 9/9C$ 460
Tue 13/1011:55 p.m. -
2 stops11h 57m
Sat 17/1011:55 a.m. -
1 stop9h 37m
Deal found 13/9C$ 469
Mon 26/103:30 p.m. -
2 stops12h 46m
Wed 4/1112:27 p.m. -
2 stops12h 26m
Deal found 10/9C$ 452
Mon 26/103:30 p.m. -
2 stops12h 46m
Fri 30/1010:54 a.m. -
2 stops12h 59m
Deal found 12/9C$ 455
Mon 26/106:00 a.m. -
1 stop11h 53m
Wed 4/118:30 a.m. -
1 stop10h 40m
Deal found 13/9C$ 459
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 14 September 2026.
Mon 5/107:00 a.m. -
1 stop10h 34m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 9/9C$ 207
Sat 24/107:00 a.m. -
1 stop8h 21m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 13/9C$ 222
Mon 5/109:00 p.m. -
2 stops22h 59m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 9/9C$ 223
Mon 2/111:25 a.m. -
1 stop13h 59m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 11/9C$ 225
Tue 13/106:50 p.m. -
2 stops24h 40m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 10/9C$ 227
Wed 14/108:00 p.m. -
2 stops23h 30m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 10/9C$ 233
Sun 11/106:50 p.m. -
2 stops24h 40m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 10/9C$ 234
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 14 September 2026.
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 7,457,451 searches. Data last updated 14 September 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 Calgary - MCO Orlando
YYCMCO
Calgary
Tue 3/11
4:30 p.m.-5:14 a.m.
2 stops11h 44m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 258
CalgaryOrlando
YYC Calgary - MCO Orlando
YYCMCO
Calgary
Sun 13/12
1:37 p.m.-10:54 p.m.
1 stop8h 17m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 266
CalgaryOrlando
YYC Calgary - MCO Orlando
YYCMCO
Calgary
Sat 14/11
4:30 p.m.-8:48 a.m.
3 stops15h 18m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 294
CalgaryOrlando
YYC Calgary - MCO Orlando
YYCMCO
Calgary
Wed 7/10
12:20 a.m.-5:40 p.m.
1 stop15h 20m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 297
CalgaryOrlando
YYC Calgary - MCO Orlando
YYCMCO
Calgary
Sat 12/12
7:00 a.m.-10:44 p.m.
3 stops14h 44m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 304
CalgaryOrlando
YYC Calgary - MCO Orlando
YYCMCO
Calgary
Mon 12/10
7:00 a.m.-5:21 p.m.
3 stops32h 21m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 311
CalgaryOrlando
YYC Calgary - MCO Orlando
YYCMCO
Calgary
Fri 13/11
1:25 a.m.-6:21 p.m.
2 stops15h 56m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 312
CalgaryOrlando
YYC Calgary - MCO Orlando
YYCMCO
Calgary
Sat 10/10
9:00 p.m.-11:29 p.m.
3 stops24h 29m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 316
CalgaryOrlando
YYC Calgary - MCO Orlando
YYCMCO
Calgary
Sun 27/9
8:40 p.m.-10:40 a.m.
2 stops12h 00m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 347
Quickest round-trip
CalgaryOrlando
YYC Calgary - MCO Orlando
YYCMCO
Calgary
Sat 24/10
9:00 a.m.-4:15 p.m.
Nonstop5h 15m
Orlando
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 381
Flights are sorted by cheapest round-trip flights first.
Deals found on 9/9
Showing 1-10 of 21 resultsSorted by cheapest first
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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.
YYC-MCO
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
YYC-K1S
YYC-MCO
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 September 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$ 488 and C$ 821 in October.The cheapest round-trip price found within the last 5 days was C$ 449 on Multiple Airlines (3 Oct-10 Oct).
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 September 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.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
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 is 1 daily outbound flight to Kissimmee from 6 different airlines.
How long is the flight from Calgary to Kissimmee?
For as low as C$ 562, United Airlines can have you in Kissimmee from Calgary in 10h 29m. 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 United Airlines and Air Canada, with prices starting from C$ 201 and C$ 213, respectively.
What are the most reliable airlines from Calgary to Kissimmee?
Consider Delta (86%), LATAM Airlines (83%) or WestJet (83%) 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$ 311. On average you can expect to pay C$ 837. The most popular route, (Calgary - Orlando), can usually be booked for C$ 411.
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.
Browse through other flights departing from Calgary. Flights are based on user searches made on Cheapflights and were last updated on 14 September 2026.
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 7,457,451 searches. Data last updated 14 September 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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