- Cheapest fare
- $657
- Cheapest month
- November
- Direct flights
- Not recently
- Quickest trip
- 7h 23m
Air Canada Express · Tue, Nov 24
from $657
Usually 1+ stop
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.
Cheapest dates in November 2026
The lowest fares we've seen for each day, cheapest first.
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Getting around
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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