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Cheap flights from Oregon to Winnipeg from C$ 176

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 13/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Oregon to Winnipeg

Enter your travel dates to find the best prices.

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

Fri 28/119:50 a.m.PDX - YWG
1 stop6h 19mAir Canada
Sun 7/1210:45 a.m.YWG - PDX
1 stop5h 55mAir Canada
Deal found 30/10C$ 517
Fri 28/117:59 p.m.PDX - YWG
2 stops13h 49mDelta
Sun 7/126:40 a.m.YWG - PDX
2 stops10h 53mDelta
Deal found 30/10C$ 567
Thu 4/127:15 a.m.PDX - YWG
2 stops7h 40mDelta
Mon 8/1212:35 p.m.YWG - PDX
2 stops13h 40mDelta
Deal found 29/10C$ 580
Thu 4/123:15 p.m.PDX - YWG
1 stop7h 59mAir Canada
Mon 8/1210:45 a.m.YWG - PDX
1 stop5h 55mAir Canada
Deal found 29/10C$ 582
Wed 3/1212:32 a.m.PDX - YWG
1 stop9h 13mDelta
Sun 7/1212:35 p.m.YWG - PDX
2 stops12h 05mDelta
Deal found 29/10C$ 595
Fri 7/1112:03 p.m.PDX - YWG
1 stop11h 20mMultiple Airlines
Tue 11/114:10 p.m.YWG - PDX
2 stops19h 30mMultiple Airlines
Deal found 29/10C$ 672
Fri 7/1112:03 p.m.PDX - YWG
1 stop11h 20mMultiple Airlines
Wed 12/114:10 p.m.YWG - PDX
2 stops23h 40mMultiple Airlines
Deal found 29/10C$ 680
Tue 4/111:26 p.m.PDX - YWG
2 stops33h 17mMultiple Airlines
Sun 9/115:49 p.m.YWG - PDX
1 stop25h 54mMultiple Airlines
Deal found 29/10C$ 690
Sun 9/115:00 a.m.PDX - YWG
1 stop13h 56mUnited Airlines
Wed 12/118:40 a.m.YWG - PDX
2 stops17h 46mUnited Airlines
Deal found 29/10C$ 739
Fri 7/1112:03 p.m.PDX - YWG
1 stop11h 20mMultiple Airlines
Sun 9/115:49 p.m.YWG - PDX
1 stop25h 54mMultiple Airlines
Deal found 29/10C$ 750

Cheap flight deals from Oregon to Winnipeg

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

Round-trip from

C$ 469

One-way from

C$ 176

Popular in

May

Cheapest in

February

Average price

C$ 429
3/12-8/12
  • 3/12-8/12
  • 3 total stops
  • 47h 21m total
  • Oregon to Winnipeg
Search Deals
13/1
  • 13/1
  • 1 total stop
  • 29h 11m total
  • Oregon to Winnipeg
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

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

Fly from

Oregon

Fly to

Winnipeg

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 28/11

9:50 a.m.-6:09 p.m.

1 stop6h 19m

Winnipeg

Sun 7/12

10:45 a.m.-2:40 p.m.

1 stop5h 55m

C$ 517

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 13/1

1:39 p.m.-11:38 p.m.

2 stops7h 59m

Winnipeg

Mon 4/5

12:40 p.m.-8:15 p.m.

1 stop9h 35m

C$ 547

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 28/11

7:59 p.m.-11:48 a.m.

2 stops13h 49m

Winnipeg

Sun 7/12

6:40 a.m.-3:33 p.m.

2 stops10h 53m

C$ 567

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 4/12

7:15 a.m.-4:55 p.m.

2 stops7h 40m

Winnipeg

Sun 7/12

6:40 a.m.-3:33 p.m.

2 stops10h 53m

C$ 580

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 4/12

7:15 a.m.-4:55 p.m.

2 stops7h 40m

Winnipeg

Mon 8/12

12:35 p.m.-12:15 a.m.

2 stops13h 40m

C$ 580

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 10/3

3:15 p.m.-1:09 a.m.

1 stop7h 54m

Winnipeg

Wed 11/3

10:45 a.m.-2:40 p.m.

1 stop5h 55m

C$ 582

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 4/12

9:50 a.m.-6:09 p.m.

1 stop6h 19m

Winnipeg

Sun 7/12

10:45 a.m.-2:40 p.m.

1 stop5h 55m

C$ 582

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 13/1

5:32 p.m.-12:43 a.m.

1 stop29h 11m

C$ 176

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/11

2:49 p.m.-6:06 p.m.

3 stops25h 17m

C$ 307

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/11

9:50 a.m.-6:09 p.m.

1 stop6h 19m

C$ 335

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/10

Showing 1-10 of 12 results
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Best time to book a flight from Oregon to Winnipeg

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

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

Currently, July is the cheapest month in which you can book a flight from Oregon to Winnipeg (average of C$ 194). Flying from Oregon to Winnipeg in March is currently the most expensive (average of C$ 553). 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.

How much does it cost to fly round-trip from Oregon to Winnipeg?

Related info for your journey

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

    For a flight from Oregon to Winnipeg, you will be flying into Winnipeg. Winnipeg (YWG) is just 7.3 km from the centre of the city.

  • How long is the flight from Oregon to Winnipeg?

    Air Canada and Delta can get you from Oregon to Winnipeg in just under 6h 19m. Your travel time can differ by up to 1h 40m. Oregon and Winnipeg are separated by a distance of 1944 km. This flight may include one or multiple stops.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Oregon to Winnipeg (average of C$ 194). Flying from Oregon to Winnipeg in March is currently the most expensive (average of C$ 553). 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

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk
Portage la Prairie

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Top airline flying from Oregon to Winnipeg

Discover the top airline that operate flights from Oregon to Winnipeg. 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 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 247AverageC$ 301FlexibilityNo cancel feeOn-time60%
Search WestJet 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 Oregon to Winnipeg?

Cheapflights helps you search for flights from Oregon to Winnipeg via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Oregon to Winnipeg for you. Better yet — we are completely free to use.

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

Yes! Cheapflights helps users easily find flights from Oregon to Winnipeg with no change fees.

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

Not ready to book yet? You can track prices for flights from Oregon to Winnipeg on Cheapflights with our Price Alert feature and get notified when better prices are available.

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