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$154+ Cheap flights from Winnipeg (YWG) 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PDX
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Winnipeg to Oregon

Keep the following information in mind while searching for Winnipeg to Oregon flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$325
(Air Canada)

One-way from

$154

Popular in

June

Cheapest in

August

Average price

$404
Provider with most accurate pricing for Winnipeg-Portland flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-Portland flights.
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From Winnipeg to Oregon
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One-way flight from Winnipeg to Oregon
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Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Winnipeg to Oregon

Cheapest flights from Winnipeg to Oregon
Explore the most affordable flight options available from Winnipeg to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Trip.com deal was found by Cheapflights users on 3/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/258:30 amYWG - PDX
1 stop6h 22mWestJet
Sat 8/91:45 pmPDX - YWG
2 stops7h 56mWestJet
Deal found 3/27$225
This Air Canada deal was found by Cheapflights users on 3/26. 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.
Thu 4/246:00 amYWG - PDX
1 stop5h 35mAir Canada
Sun 4/273:25 pmPDX - YWG
1 stop7h 29mAir Canada
Deal found 3/26$325
This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/244:25 pmYWG - PDX
2 stops19h 08mUnited Airlines
Sun 4/275:00 amPDX - YWG
1 stop6h 09mUnited Airlines
Deal found 3/26$330
This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2412:52 pmYWG - PDX
1 stop9h 47mDelta
Sat 4/2612:59 amPDX - YWG
1 stop9h 03mDelta
Deal found 3/26$488

Cheapflights Fare Finder

Customize your flight search to find flights from Winnipeg 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 March 28, 2025.
Use the filters below to find and compare flights from Winnipeg to Oregon that are best for you.

Fly from

Winnipeg

Fly to

Oregon

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 7/25

8:30 am-12:52 pm

1 stop6h 22m

Portland

Sat 8/9

1:45 pm-11:41 pm

2 stops7h 56m

$225

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 4/24

6:00 am-9:35 am

1 stop5h 35m

Portland

Sun 4/27

3:25 pm-12:54 am

1 stop7h 29m

$325

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 4/24

4:25 pm-9:33 am

2 stops19h 08m

Portland

Sun 4/27

5:00 am-1:09 pm

1 stop6h 09m

$330

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 4/24

12:52 pm-8:39 pm

1 stop9h 47m

Portland

Sat 4/26

12:59 am-12:02 pm

1 stop9h 03m

$488

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 5/12

5:35 am-9:30 am

1 stop5h 55m

$154

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 5/11

4:25 pm-9:27 am

2 stops19h 02m

$174

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 5/11

8:30 am-12:52 pm

1 stop6h 22m

$189

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 5/11

8:30 am-4:48 pm

3 stops10h 18m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Best time to book a flight from Winnipeg to Oregon

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

What is the cheapest month to book a flight from Winnipeg to Oregon?

Currently, November is the cheapest month in which you can book a flight from Winnipeg to Oregon (average of $277). Flying from Winnipeg to Oregon in March is currently the most expensive (average of $370). 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.

What is the cheapest time of day to fly from YWG to OR?

Find hourly flight availability from Winnipeg to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Oregon as you normally would.

Rainfall in Oregon by month

Plan your trip to Oregon by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oregon 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 Oregon when rainfall is around 0.7 in.

Temperature in Oregon by month

Plan your trip to Oregon by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oregon, 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).

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 March 28, 2025.
Delta
8.0
Very good
7,896 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,896 reviews
Delta
8.0
Very good
7,896 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,603 reviews
Delta
8.0
Very good
7,896 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,785 reviews
Delta
8.0
Very good
7,896 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air Canada
7.0
Good
8,986 reviews
Delta
8.0
Very good
7,896 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Winnipeg 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 Winnipeg to Oregon?

    Located just 4.6 mi from the city center, Winnipeg (YWG) is the airport most travelers will use when flying to Oregon from Winnipeg.

  • What are the cheapest airlines to fly from Winnipeg to Oregon one-way?

    The cheapest airlines for a one-way flight from Winnipeg to Oregon are Air Canada ($154), United Airlines ($174), and Delta ($189).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Winnipeg 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 Winnipeg to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Winnipeg to Oregon (average of $277). Flying from Winnipeg to Oregon in March is currently the most expensive (average of $370). 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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Top airline flying from Winnipeg to Oregon

Discover the top airline that operate flights from Winnipeg to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$203Average$295FlexibilityNo cancel feeOn-time60%
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