How long is the flight from Windsor, Ontario to Portland?

For as low as $520, Air Canada can have you in Portland from Windsor, Ontario in 25h 45m. The distance between Windsor, Ontario and Portland is about 1964 mi.

In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.

If weather is an important factor for your trip to Portland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

What is the cheapest time of day to fly from YQG to PDX?

When flying from Windsor, Ontario to Portland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on Windsor, Ontario-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Windsor, Ontario-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Windsor, Ontario-Portland flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Windsor, Ontario-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Windsor, Ontario-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Can I find deals for flights from Windsor to Portland that include hotel bookings?

Yes. In addition to deals on Windsor to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Windsor to Portland?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Windsor to Portland.

Can I find deals for business class flights from Windsor to Portland?

Yes. Cheapflights offers flight deals from Windsor to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$520+ Flights from Windsor, ON to Portland

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Cheap flight deals from Windsor to Portland

Cheapest flights from Windsor to Portland
Explore the most affordable flight options available from Windsor to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

Wed 4/87:45 pm

YQG

PDX

2 stops25h 45m

Air Canada

Sat 4/1111:59 pm

PDX

YQG

2 stops30h 05m

Air Canada

Deal found 1/26

$520

Best flights from Windsor to Portland
Discover carefully curated flight deals from Windsor to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 29, 2026.

Wed 4/87:45 pm

YQG

PDX

2 stops25h 45m

Air Canada

Sat 4/1111:59 pm

PDX

YQG

2 stops30h 05m

Air Canada

Deal found 1/26

$520

Find flight deals from Windsor to Portland

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$520 (Air Canada)

Provider with most accurate pricing for Windsor-Portland flight deals.

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Provider most trusted by Cheapflights users for Windsor-Portland flights.

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From Windsor to Portland

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Fly from

Fly to

Route

Depart

Return

Price

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Wed 4/8

7:45 pm-6:30 pm

2 stops25h 45m

Portland

Sat 4/11

11:59 pm-9:04 am

2 stops30h 05m

$520

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Most accurate provider: When it comes to deals on Windsor, Ontario-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Windsor, Ontario-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Windsor, Ontario-Portland flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Windsor, Ontario-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Windsor, Ontario-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Windsor to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Windsor with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

How long is the flight from Windsor, Ontario to Portland?
For as low as $520, Air Canada can have you in Portland from Windsor, Ontario in 25h 45m. The distance between Windsor, Ontario and Portland is about 1964 mi.
Can I find deals for flights from Windsor to Portland that include hotel bookings?
Yes. In addition to deals on Windsor to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Windsor to Portland?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Windsor to Portland.
Can I find deals for business class flights from Windsor to Portland?
Yes. Cheapflights offers flight deals from Windsor to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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$520+ Cheap flights from Windsor, ON (YQG) to Portland (PDX)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/8. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Windsor to Portland with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Windsor to Portland

Cheapest flights from Windsor to PortlandExplore the most affordable flight options available from Windsor to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

Explore the most affordable flight options available from Windsor to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

Find flight deals from Windsor to Portland

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Round-trip from

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Use the filters below to find and compare flights from Windsor to Portland that are best for you.

Best time to book a flight from Windsor to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Windsor with our price prediction graph.

Related info for your journey

Find useful and relevant information for your journey from Windsor to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

How long is the flight from Windsor, Ontario to Portland?

Can I find deals for flights from Windsor to Portland that include hotel bookings?

How can I find direct flights from Windsor to Portland?

Can I find deals for business class flights from Windsor to Portland?

Traveling to a place near Portland?

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Cheapest flights from Windsor to Portland
Explore the most affordable flight options available from Windsor to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.