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Cheap flights from Calgary to Kissimmee from C$ 191

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 14/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MCO
2 Apr — 9 Apr1
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 Friday

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 3 March 2026.

Sun 26/47:00 a.m.
YYC
-
MCO
1 stop14h 29m
Multiple Airlines
Wed 29/47:39 p.m.
MCO
-
YYC
1 stop17h 21m
Multiple Airlines
Deal found 2/3C$ 376
Tue 14/412:20 p.m.
YYC
-
MCO
1 stop8h 11m
Multiple Airlines
Tue 21/47:39 p.m.
MCO
-
YYC
1 stop18h 04m
Multiple Airlines
Deal found 28/2C$ 383
Sat 25/48:55 a.m.
YYC
-
MCO
1 stop9h 55m
Multiple Airlines
Sun 26/49:59 p.m.
MCO
-
YYC
1 stop15h 01m
Multiple Airlines
Deal found 26/2C$ 384
Tue 14/41:25 p.m.
YYC
-
MCO
1 stop8h 21m
Air Canada
Thu 23/48:45 p.m.
MCO
-
YYC
1 stop13h 43m
Air Canada
Deal found 26/2C$ 390
Sat 23/56:15 a.m.
YYC
-
MCO
1 stop14h 25m
American Airlines
Wed 27/54:22 p.m.
MCO
-
YYC
1 stop9h 16m
American Airlines
Deal found 1/3C$ 392
Sat 18/49:45 p.m.
YYC
-
MCO
2 stops10h 34m
WestJet
Sun 26/47:30 a.m.
MCO
-
YYC
Nonstop5h 40m
WestJet
Deal found 27/2C$ 400
Tue 5/58:40 p.m.
YYC
-
MCO
2 stops12h 00m
WestJet
Mon 11/59:00 p.m.
MCO
-
YYC
2 stops24h 40m
WestJet
Deal found 1/3C$ 410
Mon 4/58:40 p.m.
YYC
-
MCO
2 stops12h 00m
WestJet
Mon 11/59:00 p.m.
MCO
-
YYC
2 stops24h 40m
WestJet
Deal found 27/2C$ 411
Tue 21/47:35 p.m.
YYC
-
MCO
1 stop9h 53m
Multiple Airlines
Wed 29/47:39 p.m.
MCO
-
YYC
1 stop17h 21m
Multiple Airlines
Deal found 1/3C$ 413
Tue 21/47:35 p.m.
YYC
-
MCO
1 stop9h 53m
Multiple Airlines
Tue 28/47:39 p.m.
MCO
-
YYC
1 stop17h 21m
Multiple Airlines
Deal found 1/3C$ 417

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 3 March 2026.

Round-trip from

C$ 376

One-way from

C$ 191

Popular in

December

Cheapest in

September

Average price

C$ 614
12/4-19/4
  • 12/4-19/4
  • 2 total stops
  • 19h 37m total
  • Calgary to Kissimmee
Search Deals
14/4
  • 14/4
  • 1 total stop
  • 21h 49m total
  • Calgary to Kissimmee
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 52 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 March 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 3 March 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

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sun 26/4

7:00 a.m.-11:29 p.m.

1 stop14h 29m

Orlando

Thu 30/4

7:00 a.m.-8:25 p.m.

1 stop15h 25m

C$ 441

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 1/6

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

Nonstop5h 15m

Orlando

Sat 6/6

9:39 a.m.-7:05 p.m.

1 stop11h 26m

C$ 443

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Wed 22/4

9:50 a.m.-11:03 p.m.

1 stop11h 13m

Orlando

Tue 28/4

11:05 a.m.-9:05 p.m.

1 stop12h 00m

C$ 452

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Wed 13/5

6:45 a.m.-5:04 p.m.

1 stop8h 19m

Orlando

Mon 18/5

11:19 a.m.-8:30 p.m.

1 stop11h 11m

C$ 458

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Sat 9/5

6:45 a.m.-8:03 p.m.

1 stop11h 18m

Orlando

Fri 15/5

11:19 a.m.-8:30 p.m.

1 stop11h 11m

C$ 484

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Mon 1/6

8:30 a.m.-9:55 p.m.

1 stop11h 25m

Orlando

Sat 6/6

9:10 a.m.-11:15 p.m.

1 stop16h 05m

C$ 536

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 14/4

6:00 a.m.-9:59 p.m.

2 stops13h 59m

Orlando

Tue 21/4

11:50 a.m.-9:48 p.m.

1 stop11h 58m

C$ 536

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Tue 5/5

6:00 a.m.-12:59 a.m.

2 stops16h 59m

Orlando

Tue 12/5

7:01 p.m.-12:19 p.m.

2 stops19h 18m

C$ 537

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Fri 1/5

3:22 p.m.-10:45 a.m.

2 stops17h 23m

Orlando

Thu 7/5

3:05 p.m.-12:19 p.m.

2 stops23h 14m

C$ 537

CalgaryOrlando

YYC - MCO

YYCMCO

Calgary

Wed 3/6

8:00 a.m.-8:29 p.m.

1 stop10h 29m

C$ 216

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/2

Showing 1-10 of 16 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 27 February 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 month to book a flight from Calgary to Kissimmee?

Currently, March is the cheapest month in which you can book a flight from Calgary to Kissimmee (average of C$ 168). Flying from Calgary to Kissimmee in July is currently the most expensive (average of C$ 346). 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 3 March 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 3 March 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
421 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
Porter Airlines
8.0
Very good
421 reviews
Porter Airlines
8.0
Very good
421 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
Delta
7.9
Good
8,242 reviews
Porter Airlines
8.0
Very good
421 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
United Airlines
7.4
Good
9,378 reviews
Porter Airlines
8.0
Very good
421 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
WestJet
7.2
Good
3,280 reviews
Porter Airlines
8.0
Very good
421 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
Air Canada
7.1
Good
10,770 reviews
Porter Airlines
8.0
Very good
421 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!

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$ 443, Delta can have you in Kissimmee from Calgary in 5h 15m. Airlines will cover a distance of 3710 km. Generally, flights for this route are direct.

  • What are the cheapest airlines to fly from Calgary to Kissimmee one-way?

    C$ 174 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$ 184 and C$ 198, respectively.

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

    Consider LATAM Airlines (77%), Delta (75%) or Aeromexico (70%) 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$ 371. On average you can expect to pay C$ 615. The most popular route, (Calgary - Orlando), can usually be booked for C$ 331.

  • 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.

  • What is the cheapest month to book a flight from Calgary to Kissimmee?

    Currently, March is the cheapest month in which you can book a flight from Calgary to Kissimmee (average of C$ 168). Flying from Calgary to Kissimmee in July is currently the most expensive (average of C$ 346). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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 3 March 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 157AverageC$ 479FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 188AverageC$ 443FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 202AverageC$ 426FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 219AverageC$ 527FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 268AverageC$ 588FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 270AverageC$ 449FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

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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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