Cheap flights from Windsor to Portland

One-way fares from $657 · YQG → PDX · prices found by travellers in the last 48 hours

Cheapest fare
$657

Air Canada Express · Tue, Nov 24

Cheapest month
November

from $657

Direct flights
Not recently

Usually 1+ stop

Quickest trip
7h 23m

3,160 km

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Cheapest month to fly from Windsor to Portland

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

  1. November 2026 Cheapest $657

Cheapest dates in November 2026

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

Air Canada Express
Depart10:35 Tue, Nov 24YQG → PDX 7h 23m · 2 stops
$657one way, per person
View deal
See every date in November 2026 →

Plan the rest of your trip to Portland

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

About flights from Windsor to Portland

Windsor (YQG) and Portland (PDX) are about 3,160 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 7h 23m. Over the next few months, one-way fares start from $657, 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 Windsor to Portland?

The cheapest one-way fare we've seen recently is $657 with Air Canada Express, departing Tuesday, November 24, 2026.

What is the cheapest month to fly from Windsor to Portland?

November 2026 currently has the lowest fares, from $657 one way.

Are there direct flights from Windsor to Portland?

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

How long is the flight from Windsor to Portland?

The quickest journey we've seen takes about 7h 23m. Windsor and Portland are around 3,160 km apart.

Which airlines fly from Windsor to Portland?

Recent fares on this route were with Air Canada Express.

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