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Cheap flights from Oregon to Winnipeg from C$ 756

PDX — YWG
8 Nov — 15 Nov1
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

Tue 20/107:45 p.m. -
1 stop5h 12m
Wed 21/105:45 a.m. -
1 stop5h 46m
Deal found 6/10C$ 756
Tue 20/107:02 a.m. -
1 stop13h 31m
Wed 21/102:00 p.m. -
1 stop10h 23m
Deal found 5/10C$ 778
Fri 25/123:15 p.m. -
1 stop8h 17m
Sat 2/111:05 p.m. -
1 stop12h 21m
Deal found 5/10C$ 1,010

Find flight deals from Oregon to Winnipeg

Round-trip from

C$ 756

Popular in

February

Cheapest in

November

Average price

C$ 742
Air Canada
  • Air Canada
  • 20/10-21/10
  • 2 total stops
  • 10h 58m total
  • Oregon to Winnipeg
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Highest demand for flights based on searches. 12% potential increase in price (C$ 149 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease (C$ 63 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Cheapflights Fare Finder

 
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
Quickest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 20/10

7:45 p.m.-2:57 a.m.

1 stop5h 12m

Winnipeg

Wed 21/10

5:45 a.m.-9:31 a.m.

1 stop5h 46m

C$ 756

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 20/10

7:02 a.m.-10:33 p.m.

1 stop13h 31m

Winnipeg

Wed 21/10

2:00 p.m.-10:23 p.m.

1 stop10h 23m

C$ 778

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 24/12

9:25 a.m.-1:44 a.m.

2 stops13h 19m

Winnipeg

Fri 1/1

12:15 p.m.-7:39 p.m.

1 stop10h 24m

C$ 1,046

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 24/12

5:00 a.m.-9:57 p.m.

1 stop13h 57m

Winnipeg

Fri 1/1

2:15 p.m.-8:39 a.m.

2 stops21h 24m

C$ 1,073

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Sorted by cheapest first

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

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, November is the cheapest month in which you can book a flight from Oregon to Winnipeg (average of C$ 519). Flying from Oregon to Winnipeg in February is currently the most expensive (average of C$ 1,251). 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?

Airfare is typical for this route at the moment.
Oregon to Winnipeg flights typically cost between C$ 650 and C$ 866 in October.
The cheapest round-trip price found within the last 5 days was C$ 756 on Air Canada (20 Oct-21 Oct).

Related info for your journey

  • 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 5h 12m. Your travel time can differ by up to 8h 19m. 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, November is the cheapest month in which you can book a flight from Oregon to Winnipeg (average of C$ 519). Flying from Oregon to Winnipeg in February is currently the most expensive (average of C$ 1,251). 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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Yes! Cheapflights helps users easily find flights from Oregon to Winnipeg with no change fees.

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