Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Calgary to Kissimmee from C$ 225

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MCO
17 May — 24 May1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Calgary to Kissimmee are usually found in September or June, booked 87 days in advance, depart on a Monday or Tuesday and return on a Tuesday

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 17 April 2026.

Tue 1/99:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Wed 9/911:30 a.m.
MCO
-
YYC
1 stop8h 40m
WestJet
Deal found 14/4C$ 459
Tue 1/99:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Mon 7/95:05 p.m.
MCO
-
YYC
1 stop9h 39m
WestJet
Deal found 14/4C$ 461
Mon 20/79:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Thu 30/711:30 a.m.
MCO
-
YYC
2 stops13h 00m
WestJet
Deal found 16/4C$ 462
Wed 23/99:30 a.m.
YYC
-
MCO
1 stop8h 01m
United Airlines
Tue 6/108:20 a.m.
MCO
-
YYC
1 stop7h 36m
United Airlines
Deal found 15/4C$ 464
Wed 22/79:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Sun 26/75:05 p.m.
MCO
-
YYC
2 stops17h 25m
WestJet
Deal found 13/4C$ 465
Sun 11/109:20 a.m.
YYC
-
MCO
2 stops12h 29m
Air Canada
Tue 20/108:00 a.m.
MCO
-
YYC
1 stop9h 57m
Air Canada
Deal found 15/4C$ 466
Mon 12/1011:55 p.m.
YYC
-
MCO
2 stops10h 52m
Air Canada
Fri 23/101:55 p.m.
MCO
-
YYC
1 stop11h 32m
Air Canada
Deal found 15/4C$ 470
Mon 31/88:40 p.m.
YYC
-
MCO
2 stops12h 00m
WestJet
Wed 9/911:30 a.m.
MCO
-
YYC
2 stops13h 00m
WestJet
Deal found 15/4C$ 472
Tue 22/96:30 p.m.
YYC
-
MCO
2 stops14h 10m
WestJet
Mon 5/105:05 p.m.
MCO
-
YYC
1 stop9h 39m
WestJet
Deal found 15/4C$ 473
Sun 30/89:00 a.m.
YYC
-
MCO
Nonstop5h 15m
WestJet
Thu 10/911:30 a.m.
MCO
-
YYC
2 stops13h 25m
WestJet
Deal found 15/4C$ 475

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 17 April 2026.

Round-trip from

C$ 459

One-way from

C$ 225

Popular in

December

Cheapest in

September

Average price

C$ 686
WestJet
  • WestJet
  • 1/9-9/9
  • 1 total stop
  • 13h 55m total
  • Calgary to Kissimmee
Search Deals
2/6
  • 2/6
  • 1 total stop
  • 10h 32m total
  • Calgary to Kissimmee
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 17 April 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

Tue 28/4

12:30 a.m.-10:27 a.m.

1 stop7h 57m

Orlando

Mon 4/5

10:44 p.m.-11:00 a.m.

1 stop14h 16m

C$ 483

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sun 7/6

12:55 a.m.-11:05 a.m.

1 stop8h 10m

Orlando

Wed 10/6

7:00 a.m.-10:58 p.m.

1 stop17h 58m

C$ 505

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Fri 4/9

9:00 a.m.-4:15 p.m.

Nonstop5h 15m

Orlando

Sun 6/9

12:20 p.m.-8:40 p.m.

1 stop10h 20m

C$ 525

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Fri 4/9

9:00 a.m.-4:15 p.m.

Nonstop5h 15m

Orlando

Tue 8/9

8:00 a.m.-5:10 p.m.

1 stop11h 10m

C$ 535
Quickest round-trip

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 7/9

9:00 a.m.-4:15 p.m.

Nonstop5h 15m

Orlando

Mon 21/9

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

Nonstop5h 40m

C$ 538

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Fri 10/7

5:50 p.m.-7:40 a.m.

1 stop11h 50m

Orlando

Thu 16/7

9:45 a.m.-7:05 p.m.

1 stop11h 20m

C$ 562

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Wed 12/8

11:00 a.m.-10:49 p.m.

1 stop9h 49m

Orlando

Sat 22/8

10:00 a.m.-7:05 p.m.

1 stop11h 05m

C$ 583

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sat 22/8

7:00 a.m.-4:26 p.m.

1 stop7h 26m

Orlando

Sat 29/8

9:00 a.m.-5:10 p.m.

1 stop10h 10m

C$ 586

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 1/9

6:35 a.m.-7:53 p.m.

1 stop11h 18m

Orlando

Mon 7/9

11:15 a.m.-8:44 p.m.

1 stop11h 29m

C$ 656

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sat 22/8

9:30 a.m.-10:00 p.m.

2 stops10h 30m

Orlando

Tue 1/9

10:49 a.m.-10:36 p.m.

1 stop13h 47m

C$ 669

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/4

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.
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 10 April 2026.

The best time to book flights from Calgary to Kissimmee is 87 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 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 17 April 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 17 April 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.
Porter Airlines
8.0
Very good
435 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
435 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Delta
7.9
Good
8,409 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
United Airlines
7.4
Good
9,600 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
WestJet
7.2
Good
3,321 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
10,932 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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 2 daily outbound flights to Kissimmee from 6 different airlines.

  • How long is the flight from Calgary to Kissimmee?

    For as low as C$ 525, Air Canada can have you in Kissimmee from Calgary in 5h 15m. 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$ 175 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$ 199 and C$ 200, respectively.

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

    Consider Aeromexico (86%), WestJet (73%) or LATAM Airlines (72%) 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$ 186. On average you can expect to pay C$ 640. The most popular route, (Calgary - Orlando), can usually be booked for C$ 438.

  • 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 17 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 203AverageC$ 512FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 207AverageC$ 537FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 275AverageC$ 600FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 281AverageC$ 488FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 282AverageC$ 558FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Porter AirlinesCheapestC$ 312AverageC$ 494FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.