Cheap flights from Winnipeg to Orlando

One-way fares from $269 · YWG → ORL · prices found by travellers in the last 48 hours

Compare all dates Orlando → Winnipeg
Cheapest fare
$269

WestJet · Wed, Feb 24

Cheapest month
February

from $269

Direct flights
Not recently

Usually 1+ stop

Quickest trip
3h 58m

2,720 km

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Cheapest month to fly from Winnipeg to Orlando

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $324
  2. December 2026 $419
  3. February 2027 Cheapest $269

Cheapest dates in February 2027

The lowest fares we've seen for each day, cheapest first.

WestJet
Depart07:00 Wed, Feb 24YWG → MCO 3h 58m · 1 stop
$269one way, per person
View deal
WestJet
Depart21:35 Thu, Feb 25YWG → MCO 7h 20m · 2 stops
$335one way, per person
View deal
See every date in February 2027 →

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Where to stay, what to do and getting around, from our travel partners.

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Things to do

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Getting around

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About flights from Winnipeg to Orlando

Winnipeg (YWG) and Orlando (ORL) are about 2,720 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 3h 58m. Over the next few months, one-way fares start from $269, and February 2027 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Winnipeg to Orlando?

The cheapest one-way fare we've seen recently is $269 with WestJet, departing Wednesday, February 24, 2027. Over the coming months, the lowest fare in each month ranges from $269 to $419.

What is the cheapest month to fly from Winnipeg to Orlando?

February 2027 currently has the lowest fares, from $269 one way.

Are there direct flights from Winnipeg to Orlando?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Winnipeg to Orlando?

The quickest journey we've seen takes about 3h 58m. Winnipeg and Orlando are around 2,720 km apart.

Which airlines fly from Winnipeg to Orlando?

Recent fares on this route were with WestJet and Air Canada.

More cheap flights from Winnipeg

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