C$ 277 Find Cheap Flights from Winnipeg to Kissimmee – Compare and Save

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

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

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 Winnipeg to Kissimmee.

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kissimmee from Winnipeg 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 Winnipeg 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 Winnipeg 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 Winnipeg and Kissimmee found on KAYAK was with WestJet for C$ 156. WestJet offered a round-trip connection for C$ 245 and United Airlines for C$ 306.