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$123+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PDX
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$181
(SmartFares)

One-way from

$123
(KAYAK)

Popular in

June

Cheapest in

August

Average price

$429
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. 6% potential increase in price ($22 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 June 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 June 12, 2025.

This SmartFares deal was found by Cheapflights users on 6/9. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/238:30 amYWG - PDX
1 stop6h 35mWestJet
Tue 7/291:45 pmPDX - YWG
1 stop7h 26mWestJet
Deal found 6/9$181
This Air Canada deal was found by Cheapflights users on 6/11. 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 12/185:40 amYWG - PDX
1 stop5h 54mAir Canada
Thu 1/13:25 pmPDX - YWG
1 stop5h 38mAir Canada
Deal found 6/11$226
This Delta deal was found by Cheapflights users on 6/12. 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 7/38:35 amYWG - PDX
1 stop9h 19mDelta
Mon 7/712:40 amPDX - YWG
1 stop8h 51mDelta
Deal found 6/12$243
This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/238:30 amYWG - PDX
1 stop6h 35mMultiple Airlines
Tue 7/2910:23 amPDX - YWG
3 stops35h 41mMultiple Airlines
Deal found 6/9$301
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/34:25 pmYWG - PDX
2 stops22h 07mUnited Airlines
Tue 7/81:37 pmPDX - YWG
3 stops24h 36mUnited Airlines
Deal found 6/10$937

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 June 12, 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

Wed 7/23

8:30 am-1:05 pm

1 stop6h 35m

Portland

Tue 7/29

1:45 pm-11:11 pm

1 stop7h 26m

$181

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 8/6

3:45 pm-11:01 pm

1 stop9h 16m

Portland

Tue 8/19

6:15 am-2:45 pm

1 stop6h 30m

$232

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 7/3

8:35 am-3:54 pm

1 stop9h 19m

Portland

Mon 7/7

12:40 am-11:31 am

1 stop8h 51m

$243

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 7/23

8:30 am-1:05 pm

1 stop6h 35m

Portland

Tue 7/29

10:23 am-12:04 am

3 stops35h 41m

$301

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 7/3

4:25 pm-12:32 pm

2 stops22h 07m

Portland

Tue 7/8

1:37 pm-4:13 pm

3 stops24h 36m

$937

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 6/24

8:30 am-1:05 pm

1 stop6h 35m

$123

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 7/28

5:20 am-9:30 am

1 stop6h 10m

$131

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 7/20

12:15 pm-9:18 am

3 stops23h 03m

$187

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 7/20

12:26 pm-8:23 pm

1 stop9h 57m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

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 $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.

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 June 12, 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 June 12, 2025.
Delta
8.0
Very good
7,946 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,946 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,868 reviews
Delta
8.0
Very good
7,946 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,537 reviews
Delta
8.0
Very good
7,946 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 WestJet ($123), Air Canada ($131), and Delta ($284).

  • 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 $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.

See more FAQs

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