Cheap flights from Calgary to Kissimmee from C$ 251
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
7 Jul — 14 Jul1
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 September or October, booked 64 days in advance, depart on a Monday or Tuesday and return on a Thursday
Cheap flight deals from Calgary to Kissimmee
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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 7 June 2026.
Mon 21/97:00 a.m.
YYC
-
MCO
1 stop10h 34m
Porter Airlines
Mon 28/91:45 p.m.
MCO
-
YYC
1 stop9h 29m
Porter Airlines
Deal found 6/6C$ 445
Mon 21/99:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Mon 28/911:30 a.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 6/6C$ 467
Tue 1/99:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Sat 5/95:15 p.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 5/6C$ 484
Sat 3/1011:50 p.m.
YYC
-
MCO
1 stop8h 50m
WestJet
Sat 10/105:15 p.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 5/6C$ 488
Sun 6/99:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Mon 14/95:05 p.m.
MCO
-
YYC
1 stop9h 39m
WestJet
Deal found 5/6C$ 489
Sun 18/108:40 p.m.
YYC
-
MCO
2 stops12h 00m
WestJet
Sun 25/107:30 a.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 5/6C$ 495
Thu 10/911:50 p.m.
YYC
-
MCO
1 stop8h 50m
WestJet
Thu 17/911:30 a.m.
MCO
-
YYC
1 stop8h 40m
WestJet
Deal found 5/6C$ 528
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 7 June 2026.
Sat 3/106:45 a.m.
YYC
-
MCO
1 stop14h 11m
Delta
Tue 6/1011:00 a.m.
MCO
-
YYC
1 stop11h 54m
Delta
Deal found 5/6C$ 555
Thu 17/92:58 p.m.
YYC
-
MCO
1 stop8h 01m
United Airlines
Tue 22/99:10 a.m.
MCO
-
YYC
2 stops14h 38m
United Airlines
Deal found 7/6C$ 610
Tue 14/79:00 p.m.
YYC
-
MCO
2 stops11h 40m
WestJet
Tue 28/711:30 a.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 7/6C$ 624
Tue 29/93:22 p.m.
YYC
-
MCO
2 stops13h 40m
Multiple Airlines
Sat 17/107:00 a.m.
MCO
-
YYC
1 stop9h 10m
Multiple Airlines
Deal found 3/6C$ 754
Mon 16/117:45 a.m.
YYC
-
MCO
1 stop10h 05m
Delta
Mon 23/1111:00 a.m.
MCO
-
YYC
1 stop11h 54m
Delta
Deal found 6/6C$ 597
Sat 3/106:00 a.m.
YYC
-
MCO
2 stops16h 59m
United Airlines
Sat 10/109:36 a.m.
MCO
-
YYC
2 stops14h 12m
United Airlines
Deal found 5/6C$ 714
Mon 22/612:33 p.m.
YYC
-
MCO
1 stop9h 20m
Delta
Mon 29/611:17 a.m.
MCO
-
YYC
1 stop11h 21m
Delta
Deal found 6/6C$ 676
Wed 23/91:41 p.m.
YYC
-
MCO
3 stops22h 16m
United Airlines
Tue 29/96:00 a.m.
MCO
-
YYC
2 stops17h 48m
United Airlines
Deal found 5/6C$ 723
Sat 4/78:40 p.m.
YYC
-
MCO
2 stops12h 00m
WestJet
Sat 11/75:15 p.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 7/6C$ 813
Wed 1/76:45 a.m.
YYC
-
MCO
1 stop11h 25m
Delta
Fri 3/711:17 a.m.
MCO
-
YYC
1 stop11h 21m
Delta
Deal found 7/6C$ 755
Thu 2/76:45 a.m.
YYC
-
MCO
1 stop11h 25m
Delta
Tue 7/711:17 a.m.
MCO
-
YYC
1 stop11h 18m
Delta
Deal found 3/6C$ 762
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 7 June 2026.
Mon 21/99:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Mon 28/911:30 a.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 6/6C$ 467
Tue 1/99:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Sat 5/95:15 p.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 5/6C$ 484
Thu 29/109:30 a.m.
YYC
-
MCO
Nonstop5h 08m
WestJet
Thu 5/115:30 p.m.
MCO
-
YYC
Nonstop6h 49m
WestJet
Deal found 7/6C$ 528
Mon 20/79:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Wed 29/711:30 a.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 4/6C$ 562
Fri 23/109:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Sun 25/105:30 p.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 5/6C$ 564
Fri 23/109:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Tue 27/105:30 p.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 5/6C$ 576
Fri 23/109:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Mon 26/105:30 p.m.
MCO
-
YYC
Nonstop5h 49m
WestJet
Deal found 5/6C$ 604
Last-minute flights from Calgary to Kissimmee
Discover last-minute flight deals from Calgary to Kissimmee. Data last updated 7 June 2026 and is based on user searches.
Fri 19/66:45 a.m.
YYC
-
MCO
1 stop15h 34m
American Airlines
Fri 26/68:02 a.m.
MCO
-
YYC
1 stop17h 40m
American Airlines
Deal found 3/6C$ 545
Fri 19/611:55 p.m.
YYC
-
MCO
1 stop10h 50m
Porter Airlines
Fri 10/71:45 p.m.
MCO
-
YYC
1 stop9h 29m
Porter Airlines
Deal found 3/6C$ 581
Wed 8/76:45 a.m.
YYC
-
MCO
1 stop12h 25m
American Airlines
Sun 12/77:51 a.m.
MCO
-
YYC
1 stop17h 58m
American Airlines
Deal found 7/6C$ 609
Wed 15/77:00 a.m.
YYC
-
MCO
1 stop10h 03m
American Airlines
Wed 22/77:52 a.m.
MCO
-
YYC
1 stop17h 57m
American Airlines
Deal found 3/6C$ 612
Sat 18/79:35 a.m.
YYC
-
MCO
1 stop23h 05m
WestJet
Tue 21/711:30 a.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 5/6C$ 608
Mon 20/79:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Wed 29/711:30 a.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 4/6C$ 562
Mon 20/79:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Mon 27/75:05 p.m.
MCO
-
YYC
1 stop9h 39m
WestJet
Deal found 5/6C$ 590
Mon 20/711:55 p.m.
YYC
-
MCO
1 stop10h 50m
Porter Airlines
Wed 29/71:45 p.m.
MCO
-
YYC
1 stop9h 29m
Porter Airlines
Deal found 4/6C$ 597
Mon 20/79:35 a.m.
YYC
-
MCO
2 stops26h 50m
Multiple Airlines
Tue 28/75:24 p.m.
MCO
-
YYC
1 stop19h 36m
Multiple Airlines
Deal found 3/6C$ 598
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 7 June 2026.
Wed 17/66:45 a.m.
YYC
-
MCO
1 stop9h 46m
American Airlines
Deal found 3/6C$ 251
Fri 19/68:00 a.m.
YYC
-
MCO
1 stop13h 27m
United Airlines
Deal found 5/6C$ 273
Sun 13/99:35 a.m.
YYC
-
MCO
1 stop8h 10m
WestJet
Deal found 4/6C$ 291
Wed 17/61:27 p.m.
YYC
-
MCO
2 stops18h 18m
United Airlines
Deal found 3/6C$ 294
Wed 19/87:00 a.m.
YYC
-
MCO
1 stop13h 09m
Multiple Airlines
Deal found 4/6C$ 300
Sun 20/911:50 p.m.
YYC
-
MCO
1 stop8h 50m
WestJet
Deal found 5/6C$ 301
Fri 24/71:15 p.m.
YYC
-
MCO
1 stop29h 09m
Multiple Airlines
Deal found 4/6C$ 305
Thu 16/711:55 p.m.
YYC
-
MCO
1 stop10h 50m
Porter Airlines
Deal found 7/6C$ 308
Wed 22/71:15 p.m.
YYC
-
MCO
1 stop29h 04m
Multiple Airlines
Deal found 4/6C$ 309
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 7 June 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 629,999 searches. Data last updated 7 June 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
Sat 3/10
6:45 a.m.-10:56 p.m.
1 stop14h 11m
Orlando
Tue 6/10
11:00 a.m.-8:54 p.m.
1 stop11h 54m
C$ 555
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Mon 16/11
7:45 a.m.-7:50 p.m.
1 stop10h 05m
Orlando
Mon 23/11
11:00 a.m.-8:54 p.m.
1 stop11h 54m
C$ 597
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Thu 17/9
2:58 p.m.-12:59 a.m.
1 stop8h 01m
Orlando
Tue 22/9
9:10 a.m.-9:48 p.m.
2 stops14h 38m
C$ 610
Quickest round-trip
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Tue 14/7
9:00 p.m.-10:40 a.m.
2 stops11h 40m
Orlando
Tue 28/7
11:30 a.m.-3:10 p.m.
Nonstop5h 40m
C$ 624
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Mon 22/6
12:33 p.m.-11:53 p.m.
1 stop9h 20m
Orlando
Mon 29/6
11:17 a.m.-8:38 p.m.
1 stop11h 21m
C$ 676
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Sat 3/10
6:00 a.m.-12:59 a.m.
2 stops16h 59m
Orlando
Sat 10/10
9:36 a.m.-9:48 p.m.
2 stops14h 12m
C$ 714
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Wed 23/9
1:41 p.m.-1:57 p.m.
3 stops22h 16m
Orlando
Tue 29/9
6:00 a.m.-9:48 p.m.
2 stops17h 48m
C$ 723
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Tue 29/9
3:22 p.m.-7:02 a.m.
2 stops13h 40m
Orlando
Sat 17/10
7:00 a.m.-2:10 p.m.
1 stop9h 10m
C$ 754
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Wed 1/7
6:45 a.m.-8:10 p.m.
1 stop11h 25m
Orlando
Fri 3/7
11:17 a.m.-8:38 p.m.
1 stop11h 21m
C$ 755
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Thu 2/7
6:45 a.m.-8:10 p.m.
1 stop11h 25m
Orlando
Tue 7/7
11:17 a.m.-8:35 p.m.
1 stop11h 18m
C$ 762
Flights are sorted by cheapest round-trip flights first.
Deals found on 5/6
Showing 1-10 of 20 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.
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 7 June 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?
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 7 June 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.
Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
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$ 597, Delta can have you in Kissimmee from Calgary in 7h 43m. 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$ 178 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 Porter Airlines, with prices starting from C$ 202 and C$ 208, respectively.
What are the most reliable airlines from Calgary to Kissimmee?
Consider Aeromexico (86%), LATAM Airlines (82%) or WestJet (82%) 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$ 239. On average you can expect to pay C$ 677. The most popular route, (Calgary - Orlando), can usually be booked for C$ 445.
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.
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 7 June 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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