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Cheap flights from Winnipeg to Oregon from C$ 193

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PDX
4 Aug — 11 Aug1
1 adult

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 30 July 2025.

Round-trip from

C$ 337

One-way from

C$ 193

Popular in

June

Cheapest in

August

Average price

C$ 371
Air Canada
  • Air Canada
  • 21/8-25/8
  • 2 total stops
  • 12h 40m total
  • Winnipeg to Oregon
Search Deals
Air Canada
  • Air Canada
  • 1/9
  • 1 total stop
  • 6h 10m total
  • Winnipeg to Oregon
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

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 30 July 2025.

Thu 21/85:20 a.m.YWG - PDX
1 stop6h 10mAir Canada
Mon 25/86:15 a.m.PDX - YWG
1 stop6h 30mAir Canada
Deal found 28/7C$ 337
Fri 12/93:15 p.m.YWG - PDX
1 stop23h 50mWestJet
Fri 19/91:45 p.m.PDX - YWG
1 stop7h 25mWestJet
Deal found 30/7C$ 417
Thu 21/82:20 p.m.YWG - PDX
1 stop10h 05mUnited Airlines
Mon 25/81:45 p.m.PDX - YWG
2 stops21h 24mUnited Airlines
Deal found 28/7C$ 418
Fri 29/88:30 a.m.YWG - PDX
1 stop6h 34mDelta
Mon 1/91:45 p.m.PDX - YWG
1 stop7h 25mDelta
Deal found 29/7C$ 444
Fri 12/96:30 a.m.YWG - PDX
2 stops10h 14mMultiple Airlines
Fri 19/91:45 p.m.PDX - YWG
1 stop5h 45mMultiple Airlines
Deal found 29/7C$ 455

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 629,999 searches. Data last updated 30 July 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

Thu 21/8

5:20 a.m.-9:30 a.m.

1 stop6h 10m

Portland

Mon 25/8

6:15 a.m.-2:45 p.m.

1 stop6h 30m

C$ 337

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 12/9

3:15 p.m.-1:05 p.m.

1 stop23h 50m

Portland

Fri 19/9

1:45 p.m.-11:10 p.m.

1 stop7h 25m

C$ 417

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 21/8

2:20 p.m.-10:25 p.m.

1 stop10h 05m

Portland

Mon 25/8

1:45 p.m.-1:09 p.m.

2 stops21h 24m

C$ 418

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 29/8

8:30 a.m.-1:04 p.m.

1 stop6h 34m

Portland

Mon 1/9

1:45 p.m.-11:10 p.m.

1 stop7h 25m

C$ 444

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 12/9

6:30 a.m.-2:44 p.m.

2 stops10h 14m

Portland

Fri 19/9

1:45 p.m.-9:30 p.m.

1 stop5h 45m

C$ 455

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 1/9

5:20 a.m.-9:30 a.m.

1 stop6h 10m

C$ 193

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 1/9

7:00 a.m.-3:25 p.m.

1 stop10h 25m

C$ 206

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 1/9

9:15 p.m.-12:48 p.m.

2 stops17h 33m

C$ 229

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 1/9

6:15 p.m.-12:48 p.m.

2 stops20h 33m

C$ 237

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Thu 11/9

6:40 a.m.-3:34 p.m.

2 stops10h 54m

C$ 382

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

Showing 1-10 of 11 results
1
2

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, August is the cheapest month in which you can book a flight from Winnipeg to Oregon (average of C$ 259). Flying from Winnipeg to Oregon in December is currently the most expensive (average of C$ 418). 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 30 July 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.

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 30 July 2025.
Check out reviews from past customers who have flown with Delta,United Airlines, andWestJet from Winnipeg to Oregon to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews
Check prices

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
WestJet
7.2
Good
2,975 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Air Canada
7.1
Good
9,837 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

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 7.3 km from the city centre, Winnipeg (YWG) is the airport most travellers will use when flying to Oregon from Winnipeg.

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

    One-way options have recently been found by users for as low as C$ 193 on Air Canada. Other airlines that offer cheap prices include WestJet from C$ 229 and Delta from C$ 382 one-way.

  • 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, August is the cheapest month in which you can book a flight from Winnipeg to Oregon (average of C$ 259). Flying from Winnipeg to Oregon in December is currently the most expensive (average of C$ 418). 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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Top 4 airlines flying from Winnipeg to Oregon

Discover the top 4 airlines 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 629,999 searches. Data last updated 30 July 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 237AverageC$ 370FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 262AverageC$ 409FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 292AverageC$ 438FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 343AverageC$ 401FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Oregon?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Oregon. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Oregon?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Oregon from Winnipeg.

Can Cheapflights find flights from Winnipeg to Oregon with no change fees?

Certainly. Search results for flights to Oregon from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Oregon become cheaper?

Yes! Start tracking prices for Winnipeg to Oregon flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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