How long is the flight from Winnipeg to Oregon?

There are many flights that can get you from Winnipeg to Oregon in 4h 46m. Fly via Air Canada or Delta to get the fastest option. Winnipeg and Oregon are separated by a distance of 1944 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

In terms of precipitation, rainfall in Oregon ranges from 18.0 - 142.0 mm per month. November is typically the wettest month, when rainfall can reach 142.0 mm. July is typically the driest time to visit Oregon when rainfall is around 18.0 mm.

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 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 5.0 C).

What is the cheapest time of day to fly from YWG to OR?

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.

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.

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.

C$ 350+ Cheap Flights from Winnipeg to Oregon

Cheap flight deals from Winnipeg to Oregon

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

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 9 October 2026.

Sun 25/105:40 a.m. -

1 stop5h 46m

Mon 9/113:15 p.m. -

1 stop8h 17m

Deal found 7/10C$ 563

Sat 5/126:40 a.m. -

1 stop4h 46m

Mon 14/123:15 p.m. -

1 stop8h 17m

Deal found 9/10C$ 594

Sat 14/116:32 p.m. -

1 stop7h 14m

Sun 22/1112:35 a.m. -

1 stop10h 20m

Deal found 7/10C$ 608

Thu 22/105:40 p.m. -

1 stop8h 04m

Mon 26/1011:51 a.m. -

1 stop9h 28m

Deal found 5/10C$ 610

Sat 5/128:40 a.m. -

1 stop11h 27m

Mon 14/127:25 p.m. -

2 stops14h 58m

Deal found 8/10C$ 629

Wed 11/116:40 a.m. -

1 stop4h 46m

Fri 20/113:15 p.m. -

1 stop8h 17m

Deal found 6/10C$ 632

Mon 7/1211:55 a.m. -

1 stop4h 46m

Tue 15/123:15 p.m. -

2 stops8h 09m

Deal found 8/10C$ 639

Thu 22/105:45 a.m. -

1 stop5h 46m

Mon 26/103:20 p.m. -

1 stop7h 12m

Deal found 6/10C$ 658

Find flight deals from Winnipeg to Oregon

Round-trip from	C$ 563
One-way from	C$ 335
Popular in	December
Cheapest in	June
Average price	C$ 655

Air Canada
25/10-9/11
2 total stops
14h 03m total
Winnipeg to Oregon

Search Deals

Air Canada
18/11-31/12
1 total stop
4h 46m total
Winnipeg to Oregon

Search Deals

Highest demand for flights based on searches. 0% potential increase in price (C$ 8 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (C$ 22 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2026

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 18/11

6:40 a.m.-8:26 a.m.

1 stop4h 46m

Portland

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 350

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Fri 20/11

9:10 a.m.-1:41 p.m.

1 stop7h 31m

Portland

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 352

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Fri 20/11

4:45 p.m.-8:32 a.m.

2 stops18h 47m

Portland

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 394

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 18/11

4:45 p.m.-10:36 a.m.

2 stops20h 51m

Portland

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 399

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Mon 26/10

4:00 p.m.-11:07 a.m.

2 stops21h 07m

Portland

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 449

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sat 5/12

6:40 a.m.-8:26 a.m.

1 stop4h 46m

Portland

Mon 14/12

3:15 p.m.-2:32 a.m.

1 stop8h 17m

C$ 594

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sat 21/11

6:32 p.m.-10:46 p.m.

1 stop7h 14m

Portland

Sat 28/11

6:00 a.m.-6:42 p.m.

1 stop9h 42m

C$ 608

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sat 14/11

6:32 p.m.-10:46 p.m.

1 stop7h 14m

Portland

Sun 22/11

12:35 a.m.-1:55 p.m.

1 stop10h 20m

C$ 608

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 22/10

5:40 p.m.-11:44 p.m.

1 stop8h 04m

Portland

Mon 26/10

11:51 a.m.-11:19 p.m.

1 stop9h 28m

C$ 610

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 11/11

6:40 a.m.-8:26 a.m.

1 stop4h 46m

Portland

Fri 20/11

3:15 p.m.-2:09 a.m.

2 stops7h 54m

C$ 632

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 15 resultsSorted by cheapest first

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.

YWG-PDX

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

YWG-USOR

YWG-PDX

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

Currently, June is the cheapest month in which you can book a flight from Winnipeg to Oregon (average of C$ 470). Flying from Winnipeg to Oregon in December is currently the most expensive (average of C$ 768). 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 Winnipeg to Oregon?

Airfare is below average for this route at the moment.

Winnipeg to Oregon flights typically cost between C$ 580 and C$ 655 in October.
The cheapest round-trip price found within the last 5 days was C$ 563 on Air Canada (25 Oct-9 Nov).

Reviews of airlines servicing Oregon

Check out reviews from past customers who have flown with Air Canada 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.

Air Canada

7.1

Good

11,747 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sylvia,Aug 2026

YYZ - PHL

Our flight from Kelowna was 5 hours delayed. We missed our connection. We were able to get to a hotel by 3:00 a.m. but the breakfast cost us $40. The hotel was good. We were rescheduled for the flight the next night when it was canceled. There were no hotel vouchers available which didn't matter because there were no hotel rooms available. We decided to just drive which was not easy doing a one-way rental to the United States. Worst possible trip I've ever had

Air Canada

7.1

Good

11,747 reviews

Air Canada

7.1

Good

11,747 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sylvia,Aug 2026

YYZ - PHL

Related info for your journey

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.
How long is the flight from Winnipeg to Oregon?
There are many flights that can get you from Winnipeg to Oregon in 4h 46m. Fly via Air Canada or Delta to get the fastest option. Winnipeg and Oregon are separated by a distance of 1944 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
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, June is the cheapest month in which you can book a flight from Winnipeg to Oregon (average of C$ 470). Flying from Winnipeg to Oregon in December is currently the most expensive (average of C$ 768). 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 airline flying from Winnipeg to Oregon

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 388	AverageC$ 610	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

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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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Cheap flights from Winnipeg to Oregon from C$ 350

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/11. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Winnipeg to Oregon

Cheapest flights from Winnipeg to OregonExplore 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 9 October 2026.

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 9 October 2026.

Best flights from Winnipeg to OregonDiscover carefully curated flight deals from Winnipeg to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 9 October 2026.

Discover carefully curated flight deals from Winnipeg to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 9 October 2026.

Last-minute flights from Winnipeg to OregonDiscover last-minute flight deals from Winnipeg to Oregon. Data last updated 9 October 2026 and is based on user searches.

Discover last-minute flight deals from Winnipeg to Oregon. Data last updated 9 October 2026 and is based on user searches.

One-way flights from Winnipeg to OregonSearch for one-way flight options from Winnipeg to Oregon. Find affordable one-way fares based on user searches. Data last updated 9 October 2026.

Search for one-way flight options from Winnipeg to Oregon. Find affordable one-way fares based on user searches. Data last updated 9 October 2026.

Find flight deals from Winnipeg to Oregon

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Use the filters below to find and compare flights from Winnipeg to Oregon that are best for you.

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.

Cheapflights Insights

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

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

Airfare is below average for this route at the moment.

Winnipeg to Oregon flights typically cost between C$ 580 and C$ 655 in October.The cheapest round-trip price found within the last 5 days was C$ 563 on Air Canada (25 Oct-9 Nov).

Reviews of airlines servicing Oregon

Check out reviews from past customers who have flown with Air Canada 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.

Related info for your journey

What airport do you fly from for flights from Winnipeg to Oregon?

How long is the flight from Winnipeg to Oregon?

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

How can I find direct flights from Winnipeg to Oregon?

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

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

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 Winnipeg to Oregon

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Oregon by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to United States

Book a non-stop flight to one of these other cities located in United States.

Search flights from Winnipeg to Oregon by cabin class

Find flights from Winnipeg to Oregon, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Winnipeg and Oregon flights

Browse other Winnipeg and Oregon flight options. Last updated on 9 October 2026.

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Top airline flying from Winnipeg to Oregon

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

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

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

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

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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 9 October 2026.

Best flights from Winnipeg to Oregon
Discover carefully curated flight deals from Winnipeg to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 9 October 2026.

Last-minute flights from Winnipeg to Oregon
Discover last-minute flight deals from Winnipeg to Oregon. Data last updated 9 October 2026 and is based on user searches.

One-way flights from Winnipeg to Oregon
Search for one-way flight options from Winnipeg to Oregon. Find affordable one-way fares based on user searches. Data last updated 9 October 2026.

Winnipeg to Oregon flights typically cost between C$ 580 and C$ 655 in October.
The cheapest round-trip price found within the last 5 days was C$ 563 on Air Canada (25 Oct-9 Nov).