C$ 183 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 12/9. 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.
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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

Sat, 27 Sep - Tue, 30 Sep
Porter Airlines Logo
7:00 a.m. - 7:41 p.m.YYC-MCO
10h 41m1 stop
Porter Airlines Logo
1:45 p.m. - 9:20 p.m.MCO-YYC
9h 35m1 stop
C$ 309Porter Airlines
Find Deal
Wed, 15 Oct - Wed, 22 Oct
Porter Airlines Logo
7:00 a.m. - 7:41 p.m.YYC-MCO
10h 41m1 stop
Porter Airlines Logo
1:45 p.m. - 9:26 p.m.MCO-YYC
9h 41m1 stop
C$ 316Porter Airlines
Find Deal
Sun, 19 Oct - Wed, 22 Oct
 Logo
12:30 a.m. - 9:48 p.m.YYC-MCO
19h 18m1 stop
 Logo
11:04 a.m. - 8:00 p.m.MCO-YYC
10h 56m1 stop
C$ 323
Find Deal
Mon, 20 Oct - Wed, 22 Oct
 Logo
7:00 a.m. - 9:48 p.m.YYC-MCO
12h 48m2 stops
 Logo
11:04 a.m. - 8:00 p.m.MCO-YYC
10h 56m1 stop
C$ 335
Find Deal
Mon, 13 Oct - Sat, 25 Oct
 Logo
12:30 a.m. - 6:52 p.m.YYC-MCO
16h 22m1 stop
 Logo
10:39 a.m. - 12:44 a.m.MCO-YYC
16h 05m2 stops
C$ 336
Find Deal
Tue, 21 Oct - Thu, 23 Oct
 Logo
7:00 a.m. - 7:41 p.m.YYC-MCO
10h 41m1 stop
 Logo
7:50 a.m. - 8:19 p.m.MCO-YYC
14h 29m1 stop
C$ 338
Find Deal
Sun, 7 Dec - Tue, 16 Dec
WestJet Logo
5:25 p.m. - 12:32 a.m.YYC-MCO
5h 07mdirect
WestJet Logo
11:10 a.m. - 6:32 p.m.MCO-YYC
9h 22m1 stop
C$ 382WestJet
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Fri, 29 Aug - Thu, 4 Sep
WestJet Logo
10:05 a.m. - 5:18 p.m.YYC-MCO
5h 13mdirect
WestJet Logo
6:05 p.m. - 9:40 p.m.MCO-YYC
5h 35mdirect
C$ 385WestJet
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Fri, 17 Oct - Thu, 23 Oct
American Airlines Logo
6:45 a.m. - 11:43 p.m.YYC-MCO
14h 58m2 stops
American Airlines Logo
5:31 p.m. - 12:34 p.m.MCO-YYC
21h 03m1 stop
C$ 393American Airlines
Find Deal
Sat, 11 Oct - Fri, 24 Oct
American Airlines Logo
6:45 a.m. - 11:43 p.m.YYC-MCO
14h 58m2 stops
American Airlines Logo
8:35 p.m. - 11:59 a.m.MCO-YYC
17h 24m2 stops
C$ 405American Airlines
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Useful Info

Good to know

Low seasonJune
Cheapest flightC$ 183
Best time to beat the crowds (17% less expensive on average)
Most popular time to fly (5% 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?

    4 direct flights run between Calgary and Kissimmee on a daily basis. On average, there are about 32 departures each week.

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

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

  • 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$ 183. Porter Airlines offered a round-trip connection from C$ 309 and WestJet from C$ 382.

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 June.

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 332 reviews
7.6Food
7.0Entertainment
8.0Comfort
8.2Boarding
8.7Crew
Airline reviews

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

2.0 MediocreKirsten, Aug 2025BOS - YOW
Read more Porter Airlines reviews

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

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

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

Flight was delayed over 2 hours, then landed at a different airport!

The whole experience from check in to deboarding was fantastic.

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

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.

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

Crew was friendly Love the entertainment in the seat head rest.

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

Very dissatisfied with the fact that I had upgraded to first class for the second part of my trip only to find out that the lounge was still not available to me, as well as not having any food or drink service on the flight due to weather, so I lost out more than what I paid for.

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

I love flying with United. Unfortunately, I flew on an older plane with minimal upgraded technology (no Bluetooth functionality or handy charging ports). Otherwise, the flight was great and even arrived early.

They changed my seats after I checked in and I was stressed from the time I saw that information until just before boarding, when the gate attendant fixed it, but it shouldn't have happened. And if it couldn't be prevented, then the people on the phone I spoke with should have done something to help, which they did not, nor did they offer me compensation, just meaningless apologies.

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

The crew was fantastic. They were there whenever we needed. The wifi didn’t work which was brutal on an 11 hour flight. The onboard entertainment was boring. Nothing of interest

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

It was good! Short flight and it was on time!

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Business class lie down seats on WestJet aren't very comfortable. Crew were excellent and overall flight was ok.

The seats very Uncomfortable, no meal and no entertainment for a 4Hours flight. Smooth Flight, Great Take off and landing. Superb crew!

Lots of overhead storage, good crew, good service, smooth landing.

Horrible, experience, 5 hours delay, they changed gates 3 times, the last one we had to wait for 1::30 hre for the door to open to get to that gate. 0 apologies from Air Canada, they don’t care at all about their passengers

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

Ground personnel in better mood. Sounded agressive wrt carry on bagage sizing.

Not much....we did not get the complimentary beverages promised in our ticket. My partner and I did not have the window seats promised. We didnt get to sit together.....

It was great. Although when I got my luggage it was broken.

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

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