Find cheap flights from Calgary to Kissimmee – Compare and Save

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.

Direct flights cover the 5,969 km separating Calgary and Kissimmee in about 5h 10m.

4 direct flights run between Calgary and Kissimmee on a daily basis. On average, there are about 33 departures each week.

Consider leaving on a Sunday and avoid Wednesdays 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 Saturdays.

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.

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.

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.

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.

In the last 5 days, the cheapest one-way ticket between Calgary and Kissimmee found on KAYAK was with WestJet for C$ 190. Porter Airlines offered a round-trip connection for C$ 295 and Air Canada for C$ 332.