Cheap flights from Orlando to Winnipeg

One-way fares from $354 · ORL → YWG · prices found by travellers in the last 48 hours

Cheapest fare
$354

Frontier Airlines · Wed, Nov 4

Cheapest month
November

from $354

Direct flights
Not recently

Usually 1+ stop

Quickest trip
6h 53m

2,720 km

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Cheapest month to fly from Orlando to Winnipeg

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

  1. November 2026 Cheapest $354

Cheapest dates in November 2026

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

Frontier Airlines
Depart07:04 Wed, Nov 4MCO → YWG 11h 06m · 3 stops
$354one way, per person
View deal
United Airlines
Depart20:24 Sun, Nov 15MCO → YWG 6h 53m · 1 stop
$516one way, per person
View deal
See every date in November 2026 →

Plan the rest of your trip to Winnipeg

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

About flights from Orlando to Winnipeg

Orlando (ORL) and Winnipeg (YWG) 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 6h 53m. Over the next few months, one-way fares start from $354, and November 2026 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 Orlando to Winnipeg?

The cheapest one-way fare we've seen recently is $354 with Frontier Airlines, departing Wednesday, November 4, 2026.

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

November 2026 currently has the lowest fares, from $354 one way.

Are there direct flights from Orlando to Winnipeg?

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

How long is the flight from Orlando to Winnipeg?

The quickest journey we've seen takes about 6h 53m. Orlando and Winnipeg are around 2,720 km apart.

Which airlines fly from Orlando to Winnipeg?

Recent fares on this route were with Frontier Airlines and United Airlines.

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