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Find cheap flights from Calgary to Kissimmee from C$ 217

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 31/5. 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
0 bags
Sun 2/6
Sun 9/6

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In the last 7 days, travellers have searched 43,740,974 times on KAYAK, and here is why:

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Good to know

Low season

May

High season

February

Cheapest flight

C$ 217
Best time to beat the crowds but there is an average 9% increase in price.
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 06m.

  • How many flights are there between Calgary and Kissimmee?

    2 direct flights run between Calgary and Kissimmee on a daily basis. On average, there are about 15 departures each week.

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

    Consider leaving on a Wednesday and avoid Tuesdays 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 Wednesdays.

  • 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$ 217. Porter Airlines offered a round-trip connection from C$ 467 and WestJet from C$ 474.

See more FAQs

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 65 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 October.
See more tips

Top 5 airlines serving 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.
7.5
WestJetOverall score based on 2966 reviews
6.5Food
7.7Boarding
6.5Entertainment
7.3Comfort
8.2Crew
Airline reviews

I like WJ but I don’t like traveling anymore

6.0 GoodAnonymous, Mar. 2024YYC - YWG
Read more about WestJet reviews

I like WJ but I don’t like traveling anymore

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

4 hour delay, lost our bags, staff was loud and it was an overnight flight

We were late boarding, but it all worked out. So, no problem.

It was good but not comfortable seat with the long legged persons.

No problems here. WestJet does a good job, even on their short haul flights

Boarding was fine, but then we were delayed a while due to some baggage issues, then de-icing.

Tried to reserves seats and WestJet My Trip shows not available until 24 hours before the flight. When check-in was finally available and I tried to get seats again I was not able to get to select seats for me and my wife together. All in all, was not able to select seats together on Kiwi, paid extra for seats on Westjet and still did not got seats together, not pleasant for such a long flight and with my wife not very good with flying, disappointed on the way the system works with regarding to seats reservations, even with paying extra for them.

Flight full. 'Volunteers' to check hand luggage. Checked hand luggage is lost

Not the fault of WestJet but we had to wait in the plane on the tarmac in Cancun for 1 hour.

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10

Wasn’t on the flight- again. Bad weather in Halifax and I was in an accident. What a poor experience to have to pay for all this flight and not be on it

I didn’t make my flight due to poor weather and I had an accident driving there. I tried to get my money back or even credit and nothing. I have an entire flight both to Florida and back that I paid for and no one will give me any money back. I know this isn’t just Porter and it’s 3rd party- however airlines should allow these companies to take money for things they don’t get. I’m so upset. Who can afford a full flight they never take?

There was a group of school age passengers that were very loud and unruly with their chaperones were no where to be found.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

I liked everything about the flight. The service was excellent!

Leg room was lacking. Legs crammed into seat in front.

Delayed a day due to snow storm. Was upgraded. That kind of made up for significant delays from FLL to COS with no compensation or acknowledgement.

The crew were really great, but the 4 hour delay in small chunks was the worst.

Everything was very good. Boarding and takeoff were on time and organized. Had a good flight

Other than the two hour delay, it was fine. Of course they were very professional and kept us informed throughout the whole delay..

Good. The wife was not working but then it got resolved.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

I think Air Canada is the only airline I've flown where they don't give you at least a free cookie.

I didn’t like the fact that all the customs officers went to lunch so I was in line for 90 minutes due to where the staff directed me. We were told three very different reasons for why the plane was delayed. It was a crowded plane with difficult storage situations for the Carry On bags. The Air Canada airline staff were all very good and professional. I was so disappointed in my cheese and fruit box as the cheese had molded and the fruit wasn’t fresh so I couldn’t eat the majority of the food. This was the last meal I could find as the restaurants had closed when I got in to my destination. I think you could work on improving the food quality.

All but one of four were on time. One was delayed for an hour

It took 5 hour to get a crew to D Ice the plan. We had to sit on the runway for 5 hrs. in Calgary. It snows most of the winter. No proactive plan. In addition, after 3 calls to customer service they couldn't figure out how to have my wife and myself sit together on her birthday weekend. Everybody kept passing the buck. No decision from customer service, luggage drop off or check in team. The experience was a complete mess! I don't think we'll ever fly on this airline again.

-kayak did not give me advanced notice to my e-mail for my flight and I had major trouble finding the code to access Air Canada’s site because you did not provide it to me and incompetent Air Canada did not have any access based on my name alone. WTF -The flight was delayed twice. -They moved the boarding area -They said I would give free checked baggage because the plane was full and they charged me over $30 -They didn’t get my luggage on to the plane and left without it and I’m heading to a cruise ship. -I have lost one FULL day of my limited holiday and had to cancel scheduled events because my luggage did not get on the plane (even though the plane was delayed). -The “wheresmyluggage.com site is a total incompetent disaster that caused additional stress. -I will be sharing this experience

The wifi I paid for did not work. The seats are tight.

There were no free snacks…little pretzel bag or cookies like we had on our flight out.

Mostly crew good and the flight was safe and comfortable but service was lacking. For an overnight flight of 8hrs 50 it took some two hours to get served a drink and dinner after take off. I asked for Laurent Perrier champagne and was brought Perrier water, which I queried and asked where was the champagne. No response. The issue came up again an hour later when dinner was starting to be served and I was asked whether I wanted another drink, when I reminded I was still waiting for my first champagne! Apologies ensued but dinner service was quite slow. For breakfast I never did get served the hot course! So - no complaints and compliments on the safety of the flight but service underwhelming (and I brought them candies!)

The crowding at the gate to get on is ridiculous.

Can’t comment on food, I didn’t have any but I don’t ever plan on it so I guess that says something on its own. Seats & arm rests are uncomfortable, have to use own devices for entertainment and there was no where to charge. Air travel has become barbaric, if I didn’t need to do it for work I’d stay home.

The flight was canceled. We only found out at the airport. We had to book another flight which cost us more then the whole trip booked through Kayak. Lynx took our email and was supposed to write us with an alternate flight. We never received an email. They talked about reimbursement which was to be explained in the email (which we never received).

The online system for Lynx air to pay for additional baggage is not satisfactory. I was charged 100+$ for my suitcase when I tried to explain that the online payment was not functional using the app and showed screenshots of the same. In the end I gave up and paid and went ahead.

No snacks, just water.... could have been better. The actual flight was good.

Flight delayed by 4 hours but no communication. With passengers until after the posted departure time became apparent the flight was not going to board even close to on time.

Flight was sent canceled. The absolute most useless staff I have ever witnessed. Utterly careless - literally could not care less. 100% never using this airline again.

Poor communication at the check in counter and boarding gates.

Other then the screaming baby the flight was fine, nothing special

Check in experience was smooth, and the flight attendants were courteous and friendly. Very positive experience overall, thank you all!

Flight arrived late but other than that everything else okay

Great price for a new plane. Only offered water which we knew.

Book cheap flights from Calgary to Kissimmee

Recent round-trip flight deals

29/5Wed
1 stop
18h 50mYYC-MCO
6/6Thu
2 stops
28h 24mMCO-YYC
C$ 433
30/5Thu
1 stop
9h 20mYYC-MCO
6/6Thu
2 stops
28h 24mMCO-YYC
C$ 440
29/5Wed
1 stop
18h 50mYYC-MCO
6/6Thu
1 stop
16h 33mMCO-YYC
C$ 448
16/6Sun
1 stopPorter Airlines
10h 09mYYC-MCO
25/6Tue
1 stopPorter Airlines
9h 44mMCO-YYC
C$ 467
15/10Tue
2 stopsWestJet
11h 13mYYC-MCO
31/10Thu
directWestJet
5h 42mMCO-YYC
C$ 474
6/9Fri
1 stopPorter Airlines
8h 54mYYC-MCO
9/9Mon
1 stopPorter Airlines
8h 59mMCO-YYC
C$ 481
1/10Tue
directWestJet
5h 06mYYC-MCO
10/12Tue
1 stopWestJet
10h 00mMCO-YYC
C$ 485
30/7Tue
2 stopsUnited Airlines
19h 24mYYC-MCO
6/8Tue
1 stopUnited Airlines
15h 37mMCO-YYC
C$ 589
30/7Tue
1 stopUnited Airlines
15h 18mYYC-MCO
11/8Sun
1 stopUnited Airlines
15h 37mMCO-YYC
C$ 615
25/5Sat
1 stopAir Canada
8h 35mYYC-MCO
30/5Thu
1 stopAir Canada
10h 57mMCO-YYC
C$ 744

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Recent one-way flight deals

31/5Fri
directWestJet
5h 14mYYC-MCO
C$ 217
11/6Tue
1 stop
13h 16mYYC-MCO
C$ 219
31/5Fri
2 stops
19h 03mYYC-MCO
C$ 223
30/5Thu
1 stop
16h 00mYYC-MCO
C$ 226
15/5Wed
1 stopPorter Airlines
8h 54mYYC-MCO
C$ 248
15/5Wed
1 stopDelta
10h 08mYYC-MCO
C$ 251
25/6Tue
1 stopPorter Airlines
10h 09mYYC-MCO
C$ 259
16/5Thu
1 stopDelta
10h 08mYYC-MCO
C$ 284
15/5Wed
2 stopsUnited Airlines
27h 53mYYC-MCO
C$ 292
12/6Wed
3 stopsUnited Airlines
17h 04mYYC-MCO
C$ 715

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Last minute flights from Calgary to Kissimmee

Last minute flight, train and bus deals

5/5Sun
multi-stop
20h 44mYYC-MCO
10/5Fri
multi-stop
29h 32mMCO-YYC
C$ 565
6/5Mon
multi-stop
8h 54mYYC-MCO
10/5Fri
multi-stop
29h 32mMCO-YYC
C$ 606
6/5Mon
multi-stopPorter Airlines
8h 54mYYC-MCO
10/5Fri
multi-stopPorter Airlines
9h 54mMCO-YYC
C$ 633
3/5Fri
multi-stop
8h 54mYYC-MCO
10/5Fri
multi-stop
29h 32mMCO-YYC
C$ 652
3/5Fri
multi-stopPorter Airlines
8h 54mYYC-MCO
10/5Fri
multi-stopPorter Airlines
9h 54mMCO-YYC
C$ 670
7/5Tue
multi-stopUnited Airlines
7h 25mYYC-MCO
14/5Tue
multi-stopUnited Airlines
16h 13mMCO-YYC
C$ 730
7/5Tue
multi-stopUnited Airlines
13h 32mYYC-MCO
14/5Tue
multi-stopUnited Airlines
16h 13mMCO-YYC
C$ 737
3/5Fri
directWestJet
5h 14mYYC-MCO
10/5Fri
directWestJet
5h 49mMCO-YYC
C$ 942
3/5Fri
directWestJet
5h 14mYYC-MCO
6/5Mon
directWestJet
5h 49mMCO-YYC
C$ 1,022
3/5Fri
multi-stopAir Canada
8h 35mYYC-MCO
7/5Tue
multi-stopAir Canada
18h 56mMCO-YYC
C$ 1,268

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Flights to Kissimmee

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