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Oregon

$260+ Cheap flights from Windsor, ON (YQG) to Oregon

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
YQG — PDX
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Windsor to Oregon

Keep the following information in mind while searching for Windsor to Oregon flight deals. Data was last updated July 30, 2025.

Round-trip from

$366
(Air Canada)

One-way from

$260
(Air Canada)
From Windsor to Oregon
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One-way flight from Windsor to Oregon
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Find flight deals from Windsor to Oregon

Cheapest flights from Windsor to Oregon
Explore the most affordable flight options available from Windsor to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This Air Canada deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:50 pmYQG - PDX
2 stops16h 25mAir Canada
Mon 11/37:00 pmPDX - YQG
2 stops11h 04mAir Canada
Deal found 7/29$366

Cheapflights Fare Finder

 
Customize your flight search to find flights from Windsor to Oregon that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 30, 2025.
Use the filters below to find and compare flights from Windsor to Oregon that are best for you.

Fly from

Windsor

Fly to

Oregon

Route

Depart

Return

Price

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Mon 10/27

7:50 pm-9:15 am

2 stops16h 25m

Portland

Mon 11/3

7:00 pm-9:04 am

2 stops11h 04m

$366

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Wed 9/3

4:00 pm-9:21 am

2 stops20h 21m

$260

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Wed 9/3

8:50 am-12:15 am

3 stops18h 25m

$415

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Windsor to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon 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.

Cheapflights Insights

Everything you need to know about your flight from Windsor to Oregon
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated July 30, 2025.
Read through reviews of airlines operating flights from Windsor to Oregon, such as Air Canada. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
9,837 reviews

Boarding

7.3

Comfort

7.1

Crew

7.8

Entertainment

6.8

Food

6.3

Overall

7.1

Reviews

1 / 20
8.0
Excellent

Jadi-Ann,Jun 2025

YYZ - KIN

The flight was smooth with minor turbulence. The staff was courteous. Since I have an aeroplan account I was able to use the inflight wifi. I wanted extra space and the window seat and I had to pay for that. At first, I was okay with that, however, I felt that it was the same distance between for everyone. Maybe I could be wrong.
Air Canada
7.1
Good
9,837 reviews
Air Canada
7.1
Good
9,837 reviews

Boarding

7.3

Comfort

7.1

Crew

7.8

Entertainment

6.8

Food

6.3

Overall

7.1

Reviews

1 / 20
8.0
Excellent

Jadi-Ann,Jun 2025

YYZ - KIN

The flight was smooth with minor turbulence. The staff was courteous. Since I have an aeroplan account I was able to use the inflight wifi. I wanted extra space and the window seat and I had to pay for that. At first, I was okay with that, however, I felt that it was the same distance between for everyone. Maybe I could be wrong.

Related info for your journey

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

  • What airport do you fly from for flights from Windsor to Oregon?

    Windsor (YQG), located 5.0 mi from the city center, is the airport you fly out of when you book flights from Windsor to Oregon.

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

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

  • How can I find direct flights from Windsor to Oregon?

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

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

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

  • What is the cheapest month to book a flight from Windsor, Ontario to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Windsor, Ontario to Oregon (average of $277). Flying from Windsor, Ontario to Oregon in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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