Cheap flights from Calgary to Kissimmee from C$ 161
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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MCO
26 Dec — 2 Jan1
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 June, booked 81 days in advance, depart on a Monday or Sunday and return on a Sunday
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 26 November 2025.
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 26 November 2025.
Mon 8/1212:30 a.m.YYC - MCO
1 stop7h 46mMultiple Airlines
Thu 8/19:20 a.m.MCO - YYC
1 stop14h 31mMultiple Airlines
Deal found 25/11C$ 306
Mon 8/1212:30 a.m.YYC - MCO
1 stop7h 46mMultiple Airlines
Sat 10/15:20 a.m.MCO - YYC
2 stops11h 48mMultiple Airlines
Deal found 25/11C$ 315
Mon 8/1212:30 a.m.YYC - MCO
1 stop7h 46mMultiple Airlines
Sun 11/15:20 a.m.MCO - YYC
2 stops11h 48mMultiple Airlines
Deal found 25/11C$ 332
Tue 9/1212:30 a.m.YYC - MCO
1 stop7h 46mMultiple Airlines
Sun 11/15:20 a.m.MCO - YYC
1 stop8h 24mMultiple Airlines
Deal found 25/11C$ 334
Tue 9/1212:30 a.m.YYC - MCO
1 stop11h 57mMultiple Airlines
Fri 9/15:20 a.m.MCO - YYC
2 stops14h 10mMultiple Airlines
Deal found 25/11C$ 337
Wed 10/129:30 a.m.YYC - MCO
Nonstop5h 08mMultiple Airlines
Thu 8/12:00 p.m.MCO - YYC
1 stop9h 35mMultiple Airlines
Deal found 25/11C$ 340
Tue 9/129:30 a.m.YYC - MCO
Nonstop5h 08mWestJet
Fri 9/111:10 a.m.MCO - YYC
1 stop9h 22mWestJet
Deal found 25/11C$ 341
Thu 11/128:55 a.m.YYC - MCO
1 stop13h 26mMultiple Airlines
Mon 15/127:48 p.m.MCO - YYC
1 stop17h 56mMultiple Airlines
Deal found 25/11C$ 346
Wed 10/129:30 a.m.YYC - MCO
Nonstop5h 08mMultiple Airlines
Sat 10/18:50 a.m.MCO - YYC
2 stops14h 45mMultiple Airlines
Deal found 25/11C$ 347
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 26 November 2025.
Thu 16/43:22 p.m.YYC - MCO
1 stop15h 05mUnited Airlines
Tue 21/47:00 a.m.MCO - YYC
2 stops16h 48mUnited Airlines
Deal found 24/11C$ 325
Thu 16/412:40 p.m.YYC - MCO
1 stop8h 45mPorter Airlines
Sat 25/48:50 a.m.MCO - YYC
2 stops14h 00mPorter Airlines
Deal found 26/11C$ 334
Wed 10/129:30 a.m.YYC - MCO
Nonstop5h 08mWestJet
Sun 14/127:30 a.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 24/11C$ 340
Tue 28/46:00 a.m.YYC - MCO
2 stops16h 40mUnited Airlines
Mon 4/57:56 p.m.MCO - YYC
1 stop18h 07mUnited Airlines
Deal found 26/11C$ 329
Sun 25/18:15 a.m.YYC - MCO
1 stop9h 33mPorter Airlines
Wed 28/12:00 p.m.MCO - YYC
1 stop9h 35mPorter Airlines
Deal found 23/11C$ 346
Thu 26/22:13 p.m.YYC - MCO
1 stop13h 23mUnited Airlines
Sat 7/37:33 p.m.MCO - YYC
1 stop17h 53mUnited Airlines
Deal found 23/11C$ 346
Tue 20/13:30 p.m.YYC - MCO
2 stops21h 55mUnited Airlines
Mon 26/18:50 p.m.MCO - YYC
2 stops19h 31mUnited Airlines
Deal found 24/11C$ 354
Wed 14/13:30 p.m.YYC - MCO
2 stops12h 05mUnited Airlines
Wed 28/17:45 a.m.MCO - YYC
2 stops16h 08mUnited Airlines
Deal found 24/11C$ 354
Fri 9/13:30 p.m.YYC - MCO
2 stops23h 30mUnited Airlines
Fri 16/110:00 a.m.MCO - YYC
1 stop13h 53mUnited Airlines
Deal found 25/11C$ 354
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 26 November 2025.
Sun 11/14:20 p.m.YYC - MCO
Nonstop5h 07mWestJet
Sat 17/15:30 p.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 26/11C$ 305
Sun 11/14:20 p.m.YYC - MCO
Nonstop5h 07mWestJet
Fri 30/15:30 p.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 24/11C$ 325
Wed 10/129:30 a.m.YYC - MCO
Nonstop5h 08mWestJet
Sun 14/127:30 a.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 24/11C$ 340
Sun 18/14:20 p.m.YYC - MCO
Nonstop5h 07mDelta
Sat 24/17:30 a.m.MCO - YYC
Nonstop5h 49mDelta
Deal found 24/11C$ 483
Wed 10/129:30 a.m.YYC - MCO
Nonstop5h 08mWestJet
Wed 17/125:30 p.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 26/11C$ 494
Fri 30/14:20 p.m.YYC - MCO
Nonstop5h 07mWestJet
Mon 9/27:30 a.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 25/11C$ 509
Thu 29/19:30 a.m.YYC - MCO
Nonstop5h 08mWestJet
Mon 9/27:30 a.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 25/11C$ 512
Sat 31/14:20 p.m.YYC - MCO
Nonstop5h 07mWestJet
Mon 9/27:30 a.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 25/11C$ 516
Fri 9/14:20 p.m.YYC - MCO
Nonstop5h 07mWestJet
Fri 16/15:30 p.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 25/11C$ 518
Fri 12/124:20 p.m.YYC - MCO
Nonstop5h 07mWestJet
Sat 10/15:30 p.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 25/11C$ 522
Fri 12/124:20 p.m.YYC - MCO
Nonstop5h 07mWestJet
Fri 9/15:30 p.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 25/11C$ 525
Tue 3/29:30 a.m.YYC - MCO
Nonstop5h 09mWestJet
Tue 10/25:30 p.m.MCO - YYC
Nonstop5h 49mWestJet
Deal found 25/11C$ 535
Last-minute flights from Calgary to Kissimmee
Discover last-minute flight deals from Calgary to Kissimmee. Data last updated 26 November 2025 and is based on user searches.
Mon 8/1212:30 a.m.YYC - MCO
1 stop7h 46mMultiple Airlines
Thu 8/19:20 a.m.MCO - YYC
1 stop14h 31mMultiple Airlines
Deal found 25/11C$ 306
Mon 8/1212:30 a.m.YYC - MCO
1 stop7h 46mMultiple Airlines
Sat 10/15:20 a.m.MCO - YYC
2 stops11h 48mMultiple Airlines
Deal found 25/11C$ 315
Mon 8/1212:30 a.m.YYC - MCO
1 stop7h 46mMultiple Airlines
Sun 11/15:20 a.m.MCO - YYC
2 stops11h 48mMultiple Airlines
Deal found 25/11C$ 332
Tue 9/1212:30 a.m.YYC - MCO
1 stop7h 46mMultiple Airlines
Sun 11/15:20 a.m.MCO - YYC
1 stop8h 24mMultiple Airlines
Deal found 25/11C$ 334
Tue 9/1212:30 a.m.YYC - MCO
1 stop11h 57mMultiple Airlines
Fri 9/15:20 a.m.MCO - YYC
2 stops14h 10mMultiple Airlines
Deal found 25/11C$ 337
Tue 9/129:30 a.m.YYC - MCO
Nonstop5h 08mWestJet
Fri 9/111:10 a.m.MCO - YYC
1 stop9h 22mWestJet
Deal found 25/11C$ 341
Wed 10/129:30 a.m.YYC - MCO
Nonstop5h 08mMultiple Airlines
Thu 8/12:00 p.m.MCO - YYC
1 stop9h 35mMultiple Airlines
Deal found 25/11C$ 340
Wed 10/129:30 a.m.YYC - MCO
Nonstop5h 08mMultiple Airlines
Sat 10/18:50 a.m.MCO - YYC
2 stops14h 45mMultiple Airlines
Deal found 25/11C$ 347
Thu 11/128:55 a.m.YYC - MCO
1 stop13h 26mMultiple Airlines
Mon 15/127:48 p.m.MCO - YYC
1 stop17h 56mMultiple Airlines
Deal found 25/11C$ 346
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 26 November 2025.
Sat 7/29:45 p.m.YYC - MCO
2 stops20h 09mMultiple Airlines
Deal found 26/11C$ 161
Sun 8/24:20 p.m.YYC - MCO
Nonstop5h 07mWestJet
Deal found 25/11C$ 169
Mon 9/212:20 p.m.YYC - MCO
1 stop9h 24mMultiple Airlines
Deal found 26/11C$ 175
Mon 8/1212:30 a.m.YYC - MCO
1 stop15h 58mMultiple Airlines
Deal found 26/11C$ 176
Wed 14/112:20 p.m.YYC - MCO
1 stop9h 24mMultiple Airlines
Deal found 25/11C$ 178
Fri 16/15:15 p.m.YYC - MCO
3 stops24h 55mMultiple Airlines
Deal found 24/11C$ 179
Sat 10/19:45 p.m.YYC - MCO
2 stops18h 15mMultiple Airlines
Deal found 26/11C$ 181
Mon 12/17:30 a.m.YYC - MCO
1 stop10h 56mMultiple Airlines
Deal found 25/11C$ 182
Mon 12/18:15 p.m.YYC - MCO
2 stops12h 09mWestJet
Deal found 25/11C$ 183
Sun 8/27:00 p.m.YYC - MCO
2 stops13h 07mMultiple Airlines
Deal found 25/11C$ 185
Tue 13/19:30 a.m.YYC - MCO
Nonstop5h 08mWestJet
Deal found 25/11C$ 186
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 26 November 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
Thu 16/4
3:22 p.m.-8:27 a.m.
1 stop15h 05m
Orlando
Tue 21/4
7:00 a.m.-9:48 p.m.
2 stops16h 48m
C$ 325
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Tue 28/4
6:00 a.m.-12:40 a.m.
2 stops16h 40m
Orlando
Mon 4/5
7:56 p.m.-12:03 p.m.
1 stop18h 07m
C$ 329
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Thu 16/4
12:40 p.m.-11:25 p.m.
1 stop8h 45m
Orlando
Sat 25/4
8:50 a.m.-8:50 p.m.
2 stops14h 00m
C$ 334
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Wed 10/12
9:30 a.m.-4:38 p.m.
Nonstop5h 08m
Orlando
Sun 14/12
7:30 a.m.-11:19 a.m.
Nonstop5h 49m
C$ 340
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Sun 25/1
8:15 a.m.-7:48 p.m.
1 stop9h 33m
Orlando
Wed 28/1
2:00 p.m.-9:35 p.m.
1 stop9h 35m
C$ 346
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Thu 26/2
2:13 p.m.-5:36 a.m.
1 stop13h 23m
Orlando
Sat 7/3
7:33 p.m.-11:26 a.m.
1 stop17h 53m
C$ 346
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Tue 20/1
3:30 p.m.-3:25 p.m.
2 stops21h 55m
Orlando
Mon 26/1
8:50 p.m.-2:21 p.m.
2 stops19h 31m
C$ 354
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Wed 14/1
3:30 p.m.-5:35 a.m.
2 stops12h 05m
Orlando
Wed 28/1
7:45 a.m.-9:53 p.m.
2 stops16h 08m
C$ 354
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Fri 9/1
3:30 p.m.-5:00 p.m.
2 stops23h 30m
Orlando
Fri 16/1
10:00 a.m.-9:53 p.m.
1 stop13h 53m
C$ 354
CalgaryOrlando
YYC - MCO
YYCMCO
Calgary
Wed 14/1
12:20 p.m.-11:44 p.m.
1 stop9h 24m
C$ 178
Flights are sorted by cheapest round-trip flights first.
Deals found on 25/11
Showing 1-10 of 19 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 21 November 2025.
The best time to book flights from Calgary to Kissimmee is 81 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$ 172). Flying from Calgary to Kissimmee in December is currently the most expensive (average of C$ 396). 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 26 November 2025.
It’s typically best to fly out from Calgary to Kissimmee at noon. Doing so could potentially save you 48% on the flight price compared to flying in the evening, which is usually more expensive.
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 25 November 2025.
Travelers seeking maximum savings on their Calgary to Kissimmee flight should consider departing on Saturday at noon 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.
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 26 November 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.
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 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$ 340, United Airlines can have you in Kissimmee from Calgary in 5h 08m. 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 most reliable airlines from Calgary to Kissimmee?
Consider LATAM Airlines (93%), Aeromexico (89%) or WestJet (88%) 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$ 196. On average you can expect to pay C$ 556. The most popular route, (Calgary - Orlando), can usually be booked for C$ 296.
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$ 172). Flying from Calgary to Kissimmee in December is currently the most expensive (average of C$ 396). 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.
Browse through other flights departing from Calgary. Flights are based on user searches made on Cheapflights and were last updated on 26 November 2025.
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 26 November 2025.
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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