C$ 201 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 30/3. 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, 0 bags

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Everything you should know

Cheapest round-trip
C$ 399
Overall average: C$ 559
Porter Airlines
Wed 25/3Wed 8/4
YYC - MCO • 2 stops
Cheapest direct flights
C$ 688
Typical prices: C$ 541-C$ 664
WestJet
Sat 14/2Sat 21/2
YYC - MCO • Direct
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Flight Deals
Useful Info
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

Wed, 25 Mar - Wed, 8 Apr
Porter Airlines Logo
7:10 a.m. - 11:23 p.m.
YYC
-
MCO
14h 13m
2 stops
Porter Airlines Logo
2:00 p.m. - 9:35 p.m.
MCO
-
YYC
9h 35m
1 stop
C$ 399Porter Airlines
Sun, 29 Mar - Tue, 31 Mar
Air Canada Logo
11:40 p.m. - 11:06 a.m.
YYC
-
MCO
9h 26m
1 stop
Air Canada Logo
8:45 p.m. - 8:28 a.m.
MCO
-
YYC
13h 43m
1 stop
C$ 404Air Canada
Wed, 25 Mar - Thu, 9 Apr
Porter Airlines Logo
7:10 a.m. - 11:23 p.m.
YYC
-
MCO
14h 13m
2 stops
Porter Airlines Logo
2:00 p.m. - 9:35 p.m.
MCO
-
YYC
9h 35m
1 stop
C$ 407Porter Airlines
Sun, 1 Mar - Thu, 5 Mar
Air Canada Logo
5:35 a.m. - 11:50 p.m.
YYC
-
MCO
16h 15m
1 stop
Air Canada Logo
12:00 p.m. - 9:39 p.m.
MCO
-
YYC
11h 39m
1 stop
C$ 410Air Canada
Mon, 9 Mar - Mon, 16 Mar
Air Canada Logo
5:35 a.m. - 9:00 p.m.
YYC
-
MCO
13h 25m
1 stop
Air Canada Logo
10:00 p.m. - 8:43 a.m.
MCO
-
YYC
12h 43m
1 stop
C$ 414Air Canada
Tue, 3 Mar - Thu, 5 Mar
Air Canada Logo
6:20 p.m. - 3:05 p.m.
YYC
-
MCO
18h 45m
2 stops
Air Canada Logo
12:00 p.m. - 9:39 p.m.
MCO
-
YYC
11h 39m
1 stop
C$ 415Air Canada
Mon, 9 Mar - Mon, 16 Mar
Multiple Airlines Logo
7:00 a.m. - 8:16 p.m.
YYC
-
MCO
11h 16m
2 stops
Multiple Airlines Logo
5:15 a.m. - 8:39 p.m.
MCO
-
YYC
17h 24m
2 stops
C$ 418Multiple Airlines
Sat, 21 Feb - Tue, 24 Feb
WestJet Logo
8:15 p.m. - 10:19 a.m.
YYC
-
MCO
12h 04m
2 stops
WestJet Logo
11:10 a.m. - 7:28 p.m.
MCO
-
YYC
10h 18m
1 stop
C$ 419WestJet
Mon, 2 Mar - Wed, 4 Mar
Air Canada Logo
8:45 p.m. - 11:15 a.m.
YYC
-
MCO
12h 30m
2 stops
Air Canada Logo
10:00 p.m. - 8:43 a.m.
MCO
-
YYC
12h 43m
1 stop
C$ 420Air Canada
Mon, 2 Mar - Fri, 6 Mar
Multiple Airlines Logo
12:20 p.m. - 11:40 p.m.
YYC
-
MCO
9h 20m
1 stop
Multiple Airlines Logo
6:41 a.m. - 5:15 p.m.
MCO
-
YYC
12h 34m
1 stop
C$ 422Multiple Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flightC$ 205
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly (10% 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 24 departures each week.

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

    Consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Calgary, you’ll find the best rates on Mondays 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 WestJet for C$ 175. United Airlines offered a round-trip connection from C$ 157 and Air Canada from C$ 193.

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 85 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 May.

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.
7.9
Porter AirlinesOverall score based on 412 reviews
8.2Boarding
7.5Food
7.9Comfort
6.9Entertainment
8.6Crew
Airline reviews

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

6.0 GoodBeat, Jan 2026
YUL - YVR
Read more Porter Airlines reviews

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

Much roomer than air Canada! Great flight for the price. No complaints

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Organization and the adjusted times but the snacks could be of a bigger portion

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

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've flown several other airlines, and Delta is really on top on things.

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

Flight was operated by Virgin Atlantic and it was up to their usual high standard. Minor grips about some issues, but they are really first world issues and as a whole, was an excellent flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

Always wish for more healthy, gluten free options. We have to bring our own.

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

The flight was full and good as could be expected. We arrived early which is always a good thing.

Not sure what happened, but for some reason we had to sit on the plane for an extra 10 minutes once we arrived in Abbotsford. Obviously, it was an engine issue.

It was disappointing to see the huge number of people who were allowed to board who were claiming to either be disabled or needed extra time to board who practically ran to the gate as soon as boarding opened. One of the female flight attendants in the premium economy section refused to let a lady with an infant use the toilet next to row 9 to change her baby even though the path back to the rear toilets was blocked by staff and trolleys and said she would have to carry the baby to the toilet during the descent phase when turbulence was present. The passenger refused and the baby had to wait until landing. It would have been no problem to allow this infringement of weathers petty rules. The flight was also very cold due to a cold draft throughout the flight from the bulkhead ceiling which was not controllable.

Food good . No entertainment. Need to use wifi to access your own apps. Eg Amazon Prime, YouTube. They don't tell you unless you ask.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

The ceiling leaked water on me. The toilets smelled very bad in the rear cabin

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.

Very bed experience never want to travel air canada anymore

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.

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

Complete your trip to Kissimmee with a hotel stay or car rental