C$ 156 Find Cheap Flights from Calgary to Kissimmee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Calgary to Kissimmee departing on 5/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Flight Deals

Cheap Flights from Calgary to Kissimmee (YYC-MCO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Calgary to Kissimmee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Calgary to Kissimmee

Fri, 21 Nov - Thu, 27 Nov
WestJet Logo
4:20 p.m. - 11:27 p.m.YYC-MCO
5h 07mdirect
WestJet Logo
5:30 p.m. - 9:19 p.m.MCO-YYC
5h 49mdirect
C$ 304WestJet
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Sat, 22 Nov - Sun, 30 Nov
WestJet Logo
4:20 p.m. - 11:27 p.m.YYC-MCO
5h 07mdirect
WestJet Logo
7:30 a.m. - 11:19 a.m.MCO-YYC
5h 49mdirect
C$ 307WestJet
Find Deal
Sun, 7 Dec - Sat, 13 Dec
Porter Airlines Logo
8:20 a.m. - 7:48 p.m.YYC-MCO
9h 28m1 stop
Porter Airlines Logo
8:50 a.m. - 3:32 p.m.MCO-YYC
8h 42m1 stop
C$ 309Porter Airlines
Find Deal
Thu, 4 Dec - Thu, 11 Dec
Air Canada Logo
5:45 a.m. - 5:07 p.m.YYC-MCO
9h 22m1 stop
Air Canada Logo
12:00 p.m. - 9:39 p.m.MCO-YYC
11h 39m1 stop
C$ 313Air Canada
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Sun, 7 Dec - Sat, 13 Dec
Porter Airlines Logo
8:20 a.m. - 7:48 p.m.YYC-MCO
9h 28m1 stop
Porter Airlines Logo
8:50 a.m. - 3:32 p.m.MCO-YYC
8h 42m1 stop
C$ 314Porter Airlines
Find Deal
Thu, 11 Dec - Tue, 16 Dec
Air Canada Logo
5:45 a.m. - 5:07 p.m.YYC-MCO
9h 22m1 stop
Air Canada Logo
4:05 p.m. - 12:14 a.m.MCO-YYC
10h 09m1 stop
C$ 321Air Canada
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Wed, 21 Jan - Thu, 29 Jan
United Airlines Logo
6:15 a.m. - 9:50 p.m.YYC-MCO
13h 35m2 stops
United Airlines Logo
10:00 a.m. - 9:53 p.m.MCO-YYC
13h 53m1 stop
C$ 359United Airlines
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Tue, 2 Dec - Wed, 10 Dec
American Airlines Logo
6:30 a.m. - 8:07 p.m.YYC-MCO
11h 37m1 stop
American Airlines Logo
5:13 a.m. - 9:45 p.m.MCO-YYC
18h 32m1 stop
C$ 368American Airlines
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Sun, 23 Nov - Wed, 10 Dec
United Airlines Logo
3:30 p.m. - 5:27 a.m.YYC-MCO
11h 57m2 stops
United Airlines Logo
9:00 a.m. - 12:26 p.m.MCO-YYC
29h 26m2 stops
C$ 376United Airlines
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Tue, 2 Dec - Wed, 10 Dec
American Airlines Logo
6:30 a.m. - 11:59 p.m.YYC-MCO
15h 29m2 stops
American Airlines Logo
5:13 a.m. - 9:45 p.m.MCO-YYC
18h 32m1 stop
C$ 382American Airlines
Find Deal

Everything you should know

Cheapest round-trip
C$ 304
Overall average: C$ 564
WestJet
Fri 21/11Thu 27/11
YYC - MCO • Direct
Cheapest one-way flights
C$ 156
Typical prices: C$ 335-C$ 506
Porter Airlines
Fri 5/12
YYC - MCO • 1 stop
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Kissimmee!
Useful Info

Good to know

Low seasonSeptember
Cheapest flightC$ 156
Best time to beat the crowds (18% less expensive on average)
Most popular time to fly (8% more expensive on average)
Flight from Calgary to Orlando Airport

When to book flights from Calgary to Kissimmee

Are your dates flexible? Find out the best times to travel from Calgary to Kissimmee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Calgary to Kissimmee

  • Which airports will I be using when flying from Calgary to Kissimmee?

    When flying out of Calgary you’ll be using Calgary. Kissimmee does not have its own airport so you’ll be flying into nearby Orlando airport, which is 17.6 km away.

  • How long does a flight from Calgary to Kissimmee take?

    Direct flights cover the 5,969 km separating Calgary and Kissimmee in about 5h 07m.

  • How many flights are there between Calgary and Kissimmee?

    3 direct flights run between Calgary and Kissimmee on a daily basis. On average, there are about 25 departures each week.

  • What’s the cheapest day of the week to fly between Calgary and Kissimmee?

    Consider leaving on a Friday and avoid Sundays if you are looking for the best rates. For your return to Calgary, you’ll find the best rates on Wednesdays and the most expensive ones on Tuesdays.

  • How does KAYAK find such low prices on flights from Calgary to Kissimmee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Calgary to Kissimmee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Calgary to Kissimmee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kissimmee from Calgary is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Calgary to Kissimmee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Kissimmee with an airline and back to Calgary with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Calgary to Kissimmee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Kissimmee from Calgary up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Calgary to Kissimmee?

    In the last 72 hours, the cheapest one-way ticket between Calgary and Kissimmee found on KAYAK was with Porter Airlines for C$ 156. WestJet offered a round-trip connection from C$ 304 and Porter Airlines from C$ 309.

Top tips for finding cheap flights from Calgary to Kissimmee

  • There is no airport in Kissimmee. Instead, you’ll be flying into Orlando Airport when flying between Calgary and Kissimmee.
  • The cheapest flight from Calgary to Kissimmee was found 59 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is September.

Top 5 airlines flying from Calgary to Kissimmee

 
Need help choosing which airline to fly with from Calgary to Kissimmee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Porter AirlinesOverall score based on 381 reviews
8.2Boarding
7.6Food
8.0Comfort
7.0Entertainment
8.6Crew
Airline reviews

I like it, but the food isn't good. They need to offer more simple things. This bowls that have so many things your don't know what your are eating. The milenials like it, no the rest. And last but not least, they allowed somebody have a huge dog, vey agressive and fidgety in the flight. That's horrible. No animals should be allowed inside the airplane, what about allergies, etc

8.0 ExcellentPilar, Oct 2025FLL - YOW
Read more Porter Airlines reviews

I like it, but the food isn't good. They need to offer more simple things. This bowls that have so many things your don't know what your are eating. The milenials like it, no the rest. And last but not least, they allowed somebody have a huge dog, vey agressive and fidgety in the flight. That's horrible. No animals should be allowed inside the airplane, what about allergies, etc

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

The flight was half empty yet they charged me $50 for a basic carry on! I saw how passengers of different colors were treated differently.

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

I was not happy with AirfareAssist, the agency that kayak advised me would be handling my booking. I was advised by porter airlines that I had been overcharged for the Basic express , a option that I had asked airfare assist to help arrange after I realized that the basic fare I had chosen with porter did not include a carryon. At each checkin porter advised I had been overcharged for this . They advised that money would be refunded to my credit card, however, this is not likely to happen as it is not my name and credit card that appeared on the porter invoice, but that of another individual/agent. When airfare assist was arranging the basic express with porter on my behalf, they asked me to confirm that I agreed to pay $263 USD for this. I did agree, as I was advised this was needed to proceed. When I checked the invoice on the porter website and saw that it was not my name and credit card on the invoice, I was advised that this was how airfareassist processed the payment. The Porter invoice indicated a billed amount of $126USD I will not use Kayak or their designated AirfareAssist again

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

The flight was fine see earlier note for the problem

Three hours on the tarmac with almost zero communication from the cockpit. Not when offered a water in the interim. In my 67 years of flying all over the world the worst experience ever. The plane was half empty, however had to pay for seats to sit next to my girlfriend. Extra to take a carry on. I would never fly Porter again even for free.

All good the seats a little tight and no I pad screen

The flight was an hour and a half late departing which was inconvenient

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Movie selection was meh. Food was great. Crew as always great. I paid for premium because that’s the only way not to feel like a sardine. That’s how economy should be imo. Sadly passengers have to pay an extra $1000 to get what they should at base price but that’s all airlines. The airline industry in general treats passengers as cargo.

It was beautiful easy and smooth experience. Thank you. Will definitely get Delta for my next travel.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

this crew didn't care much. bumping carts into seats more times than i care to remember

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

The food and sitting need improvements. They were extremely bad.. If you choose to recline, there is no room for the passenger behind you. This is one of the worst sitting arrangements that I ever experience. The aircraft was not properly clean before boarding.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Very good experience. Great cabin crew. Much better than expected

Typical Canadian airline experience. Charger and tray were broken, food was poor quality, and yet you're still paying more than flights with equal to better service than elsewhere globally.

Not enough food option. And not enough advices or information about what we are gonna eat.

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

7 hour layover was a drag. Free internet on the long leg was great.

From vancouver go calgary nd vice vetsa fligjt was delayed

Was not sent a link to check in online. Tried to check in online using website. Site didn’t work. Called support line, was told it often didn’t work. Went to counter at airport to check bags and get boarding passes. Had to stand in a lineup. They were unable to tell me how much to pay. Had to take a paper to another counter, took a long time to be told what I owed. I fondly remember the days of checking in online, getting my boarding pass digitally, paying for my luggage on line, scanning my passport at the airport to get my luggage tags, and putting my luggage on the conveyor. Easy peasy. Air Canada has really taken a step back in time, and made what was an easy check in experience to one that seemed unduly long and frustrating.

Really out of Air Canada's control due to long delay because of mechanical issues. While doing their best, disappointed by their assumption that all passengers have smart phones. Should have communicated food voucher availability at gate area. Late arrival cost me an extra $51 because public transit was not available, Otherwise, feel Air Canada did their best dealing with their challenges. Will likely continue using them in the future.

They canceled my flight, I had to rent a car, drive 14 hours. They tell to go on line for a refund, but only offer $24 for a $210 flight and you can’t get hold of anybody by phone and no help from staff at the airport.

I wish to travel with Air Canada for my next trip

They were very attentive, polite, professional and great customer service skills.

Business class was not worth the extra charge. Overpriced for slightly larger seat. Nothing special. Small older plane.

Pros: The airplane was new and had in-flight entertainment (tablet behind seats) with new movies instead of watching on personal devices. Cons: the flight time was changed without informing us. When I booked the flight, the time was 13:30pm (also in the email confirmation). However, when I reached the airport, the time was conveniently changed to 14:55pm. When I asked at the counter, they said the flight always took off at this time. The booking was made by Air Canada, but the flight was operated by United.

The app was great, service was wonderful, everything was quick and easy

On the flight from Montreal to Calgary the flight attendant we had was excellent. Unfortunately I did not get her name but she made the flight very comfortable and enjoyable.

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

Everything you need to know for your flight from Calgary to Kissimmee

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