Find flights
When to book
FAQs

Cheap flights from Oregon to Winnipeg from C$ 214

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 14/4. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
23 Apr — 30 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap 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 24 March 2026.

Fri 12/67:45 p.m.
PDX
-
YWG
1 stop15h 19m
Air Canada
Sun 21/65:40 a.m.
YWG
-
PDX
1 stop5h 51m
Air Canada
Deal found 23/3C$ 482
Fri 8/52:30 p.m.
PDX
-
YWG
2 stops16h 50m
WestJet
Wed 13/57:00 a.m.
YWG
-
PDX
2 stops8h 50m
WestJet
Deal found 23/3C$ 545
Wed 29/43:15 p.m.
PDX
-
YWG
1 stop7h 59m
Air Canada
Sat 2/55:40 a.m.
YWG
-
PDX
1 stop5h 50m
Air Canada
Deal found 22/3C$ 548
Wed 6/511:55 p.m.
PDX
-
YWG
1 stop9h 57m
United Airlines
Mon 11/52:00 p.m.
YWG
-
PDX
1 stop10h 35m
United Airlines
Deal found 23/3C$ 567
Sun 3/510:55 p.m.
PDX
-
YWG
1 stop10h 57m
United Airlines
Sun 10/52:00 p.m.
YWG
-
PDX
1 stop11h 55m
United Airlines
Deal found 19/3C$ 568
Thu 14/53:30 p.m.
PDX
-
YWG
1 stop8h 34m
Air Canada
Sun 17/55:40 a.m.
YWG
-
PDX
1 stop5h 50m
Air Canada
Deal found 23/3C$ 574
Thu 7/53:59 p.m.
PDX
-
YWG
3 stops26h 58m
United Airlines
Tue 12/52:00 p.m.
YWG
-
PDX
1 stop10h 35m
United Airlines
Deal found 23/3C$ 589
Thu 7/58:11 p.m.
PDX
-
YWG
2 stops12h 43m
Delta
Mon 11/511:55 a.m.
YWG
-
PDX
1 stop10h 16m
Delta
Deal found 22/3C$ 594

Find flight deals from Oregon to Winnipeg

Keep the following information in mind while searching for Oregon to Winnipeg flight deals. Data was last updated 24 March 2026.

Round-trip from

C$ 482

One-way from

C$ 214

Popular in

February

Cheapest in

November

Average price

C$ 674
Air Canada
  • Air Canada
  • 12/6-21/6
  • 2 total stops
  • 21h 10m total
  • Oregon to Winnipeg
Search Deals
Delta
  • Delta
  • 14/4
  • 1 total stop
  • 8h 26m total
  • Oregon to Winnipeg
Search Deals
Highest demand for flights based on searches. 26% potential increase in price (C$ 295 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease (C$ 87 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 24 March 2026.
Use the filters below to find and compare flights from Oregon to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

3:15 p.m.-1:14 a.m.

1 stop7h 59m

Winnipeg

Sat 2/5

5:45 a.m.-9:30 a.m.

1 stop5h 45m

C$ 548

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 7/5

10:55 p.m.-11:52 a.m.

1 stop10h 57m

Winnipeg

Mon 11/5

2:00 p.m.-11:55 p.m.

1 stop11h 55m

C$ 567

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 6/5

10:55 p.m.-11:52 a.m.

1 stop10h 57m

Winnipeg

Tue 12/5

2:00 p.m.-10:35 p.m.

1 stop10h 35m

C$ 567

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 3/5

10:55 p.m.-11:52 a.m.

1 stop10h 57m

Winnipeg

Sun 10/5

2:00 p.m.-11:55 p.m.

1 stop11h 55m

C$ 568

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 7/5

3:59 p.m.-8:57 p.m.

3 stops26h 58m

Winnipeg

Tue 12/5

8:45 a.m.-8:58 p.m.

2 stops14h 13m

C$ 596
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 9/7

7:45 p.m.-3:02 a.m.

1 stop5h 17m

Winnipeg

Sat 11/7

5:40 a.m.-9:31 a.m.

1 stop5h 51m

C$ 639

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 17/4

5:00 a.m.-8:57 p.m.

1 stop13h 57m

Winnipeg

Tue 21/4

8:45 a.m.-12:44 a.m.

2 stops17h 59m

C$ 672

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 14/5

8:11 p.m.-10:54 a.m.

2 stops12h 43m

Winnipeg

Mon 18/5

11:55 a.m.-8:11 p.m.

1 stop10h 16m

C$ 701
Cheapest one-way

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 14/4

12:30 a.m.-10:56 a.m.

1 stop8h 26m

C$ 214

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 14/5

11:55 p.m.-11:52 a.m.

1 stop9h 57m

C$ 246

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/3

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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
No data available for this route at this time. Please check back soon.

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 United Airlines can get you from Oregon to Winnipeg in just under 7h 59m. Your travel time can differ by up to 2h 58m. 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.

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oregon to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
Seattle to Winnipeg flights
O'Hare Intl to Winnipeg flights
Denver to Winnipeg flights
Atlanta to Winnipeg flights
Fort Lauderdale to Winnipeg flights
Newark to Winnipeg flights
Minneapolis to Winnipeg flights
Los Angeles to Winnipeg flights
LaGuardia to Winnipeg flights
John F Kennedy Intl to Winnipeg flights
Dallas/Fort Worth to Winnipeg flights
Boston to Winnipeg flights
San Diego to Winnipeg flights
Dulles Intl to Winnipeg flights
Orlando to Winnipeg flights
Baltimore to Winnipeg flights
San Francisco to Winnipeg flights
Milwaukee to Winnipeg flights
Ontario to Winnipeg flights
Sky Harbor Intl to Winnipeg flights
Charlotte to Winnipeg flights
George Bush Intcntl to Winnipeg flights
Reagan-National to Winnipeg flights
Hobby to Winnipeg flights
St. Louis to Winnipeg flights
Tampa to Winnipeg flights
Salt Lake City to Winnipeg flights
Austin to Winnipeg flights
Fargo to Winnipeg flights
Las Vegas to Winnipeg flights
Spokane to Winnipeg flights
Detroit to Winnipeg flights
South Bend to Winnipeg flights
Madison to Winnipeg flights
Portland to Winnipeg flights
New Orleans to Winnipeg flights
Columbus to Winnipeg flights
Cleveland to Winnipeg flights
Philadelphia to Winnipeg flights
Fort Myers to Winnipeg flights
Columbia to Winnipeg flights
Santa Ana to Winnipeg flights
Buffalo to Winnipeg flights
Bismarck to Winnipeg flights
Rochester to Winnipeg flights
San Antonio to Winnipeg flights
San Jose to Winnipeg flights

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 24 March 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 243AverageC$ 296FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.