How long is the flight from Winnipeg to Oregon?

There are many flights that can get you from Winnipeg to Oregon in 5h 55m. Fly via Air Canada, Delta, or United Airlines 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 are the most popular airlines that fly from Winnipeg to Oregon?

The most popular airlines flying from Winnipeg to Oregon are Air Canada, WestJet and United Airlines. Something to consider prior to booking your flight.

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$ 239+ Cheap Flights from Winnipeg to Oregon

Cheap flight deals from Winnipeg to Oregon

Round-trip from	C$ 454
One-way from	C$ 239
Popular in	June
Cheapest in	July
Average price	C$ 569

10/12-17/12
2 total stops
27h 31m total
Winnipeg to Oregon

Search Deals

11/12
3 total stops
25h 16m total
Winnipeg to Oregon

Search Deals

Highest demand for flights based on searches. 2% potential increase in price (C$ 17 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2025

Search Deals

Find flight deals from Winnipeg to Oregon

Enter your travel dates to find the best prices.

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 29 October 2025.

Wed 10/124:55 p.m.YWG - PDX

1 stop19h 24mMultiple Airlines

Wed 17/122:36 p.m.PDX - YWG

1 stop8h 07mMultiple Airlines

Deal found 27/10C$ 454

Thu 11/1210:45 a.m.YWG - PDX

1 stop5h 55mAir Canada

Thu 18/123:15 p.m.PDX - YWG

1 stop7h 59mAir Canada

Deal found 27/10C$ 469

Wed 10/126:40 a.m.YWG - PDX

2 stops10h 53mDelta

Wed 17/127:30 p.m.PDX - YWG

2 stops14h 15mDelta

Deal found 27/10C$ 475

Wed 24/129:40 p.m.YWG - PDX

1 stop13h 35mAir Canada

Sun 28/123:15 p.m.PDX - YWG

1 stop7h 59mAir Canada

Deal found 27/10C$ 495

Thu 18/126:00 a.m.YWG - PDX

1 stop10h 40mAir Canada

Thu 1/13:15 p.m.PDX - YWG

1 stop7h 59mAir Canada

Deal found 28/10C$ 523

Thu 11/1212:35 p.m.YWG - PDX

2 stops12h 05mDelta

Wed 17/1212:32 a.m.PDX - YWG

1 stop9h 13mDelta

Deal found 27/10C$ 535

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 29 October 2025.

Wed 10/124:55 p.m.YWG - PDX

1 stop19h 24mMultiple Airlines

Wed 17/122:36 p.m.PDX - YWG

1 stop8h 07mMultiple Airlines

Deal found 27/10C$ 454

Wed 4/310:45 a.m.YWG - PDX

1 stop5h 55mAir Canada

Thu 5/39:50 a.m.PDX - YWG

1 stop6h 19mAir Canada

Deal found 26/10C$ 479

Wed 10/126:40 a.m.YWG - PDX

2 stops10h 53mDelta

Tue 16/1212:32 a.m.PDX - YWG

1 stop9h 13mDelta

Deal found 27/10C$ 481

Wed 15/48:30 a.m.YWG - MFR

1 stop6h 39mUnited Airlines

Sun 19/412:45 p.m.MFR - YWG

1 stop6h 03mUnited Airlines

Deal found 26/10C$ 819

Wed 24/129:40 p.m.YWG - PDX

1 stop13h 35mAir Canada

Sun 28/123:15 p.m.PDX - YWG

1 stop7h 59mAir Canada

Deal found 27/10C$ 495

Thu 11/128:00 a.m.YWG - PDX

2 stops12h 30mAir Canada

Thu 18/123:15 p.m.PDX - YWG

1 stop7h 59mAir Canada

Deal found 27/10C$ 513

Thu 18/126:00 a.m.YWG - PDX

1 stop10h 40mAir Canada

Thu 1/13:15 p.m.PDX - YWG

1 stop7h 59mAir Canada

Deal found 27/10C$ 523

Wed 15/412:40 p.m.YWG - MFR

2 stops12h 33mDelta

Sun 19/411:24 a.m.MFR - YWG

2 stops9h 16mDelta

Deal found 26/10C$ 752

Last-minute flights from Winnipeg to Oregon
Discover last-minute flight deals from Winnipeg to Oregon. Data last updated 29 October 2025 and is based on user searches.

Sat 1/116:00 a.m.YWG - PDX

1 stop10h 40mAir Canada

Sat 8/113:15 p.m.PDX - YWG

1 stop7h 54mAir Canada

Deal found 28/10C$ 792

Sat 1/1112:20 p.m.YWG - PDX

2 stops12h 20mDelta

Fri 7/1112:40 a.m.PDX - YWG

1 stop8h 50mDelta

Deal found 28/10C$ 802

Sat 1/115:40 p.m.YWG - PDX

1 stop26h 47mWestJet

Fri 7/1112:40 a.m.PDX - YWG

1 stop8h 50mWestJet

Deal found 28/10C$ 803

Sat 1/1112:20 p.m.YWG - PDX

1 stop7h 07mMultiple Airlines

Sat 8/1112:52 p.m.PDX - YWG

2 stops33h 51mMultiple Airlines

Deal found 28/10C$ 850

Sat 1/116:00 a.m.YWG - PDX

2 stops19h 29mAmerican Airlines

Sat 8/1111:59 p.m.PDX - YWG

3 stops21h 36mAmerican Airlines

Deal found 27/10C$ 1,483

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 29 October 2025.

Thu 11/1212:40 p.m.YWG - PDX

3 stops25h 16mMultiple Airlines

Deal found 27/10C$ 239

Mon 8/126:15 a.m.YWG - PDX

2 stops12h 22mMultiple Airlines

Deal found 28/10C$ 261

Mon 8/1210:45 a.m.YWG - PDX

1 stop5h 55mAir Canada

Deal found 28/10C$ 268

Mon 8/1212:35 p.m.YWG - PDX

2 stops7h 39mDelta

Deal found 28/10C$ 282

Wed 31/129:40 p.m.YWG - PDX

1 stop13h 35mAir Canada

Deal found 28/10C$ 295

Mon 8/126:00 a.m.YWG - PDX

3 stops16h 50mAmerican Airlines

Deal found 28/10C$ 657

Fly from

Fly to

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 10/12

4:55 p.m.-10:19 a.m.

1 stop19h 24m

Portland

Wed 17/12

2:36 p.m.-12:43 a.m.

1 stop8h 07m

C$ 454

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 4/3

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

1 stop5h 55m

Portland

Thu 5/3

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

1 stop6h 19m

C$ 479

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 10/12

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

2 stops10h 53m

Portland

Tue 16/12

12:32 a.m.-11:45 a.m.

1 stop9h 13m

C$ 481

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 24/12

9:40 p.m.-9:15 a.m.

1 stop13h 35m

Portland

Sun 28/12

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

1 stop7h 59m

C$ 495

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 11/12

8:00 a.m.-6:30 p.m.

2 stops12h 30m

Portland

Thu 18/12

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

1 stop7h 59m

C$ 513

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

6:00 a.m.-2:40 p.m.

1 stop10h 40m

Portland

Thu 1/1

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

1 stop7h 59m

C$ 523

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Wed 15/4

12:40 p.m.-11:13 p.m.

2 stops12h 33m

Medford

Sun 19/4

11:24 a.m.-10:40 p.m.

2 stops9h 16m

C$ 752

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Wed 15/4

8:30 a.m.-1:09 p.m.

1 stop6h 39m

Medford

Sun 19/4

12:45 p.m.-8:48 p.m.

1 stop6h 03m

C$ 819

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 11/12

12:40 p.m.-11:56 a.m.

3 stops25h 16m

C$ 239

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 8/12

6:15 a.m.-4:37 p.m.

2 stops12h 22m

C$ 261

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/10

Showing 1-10 of 13 results

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$ 198). Flying from Winnipeg to Oregon in December is currently the most expensive (average of C$ 454). 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?

When flying from Winnipeg to Oregon, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 69% versus a flight in the afternoon.

Reviews of airlines servicing Oregon

Check out reviews from past customers who have flown with United Airlines,WestJet, andAir 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.

United Airlines

7.4

Good

8,999 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

United Airlines

7.4

Good

8,999 reviews

United Airlines

7.4

Good

8,999 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

WestJet

7.2

Good

3,148 reviews

United Airlines

7.4

Good

8,999 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Air Canada

7.1

Good

10,372 reviews

United Airlines

7.4

Good

8,999 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 5h 55m. Fly via Air Canada, Delta, or United Airlines 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, August is the cheapest month in which you can book a flight from Winnipeg to Oregon (average of C$ 198). Flying from Winnipeg to Oregon in December is currently the most expensive (average of C$ 454). 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

Browse thousands of different options on Cheapflights for your next trip

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Direct flights to United States

Top 3 airlines flying from Winnipeg to Oregon

Airline	Cheapest	Average	Flexibility	On-time
WestJet	CheapestC$ 231	AverageC$ 446	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
United Airlines	CheapestC$ 310	AverageC$ 426	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Air Canada	CheapestC$ 326	AverageC$ 449	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

Fly with Cheapflights

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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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.

Cheap flights from Winnipeg to Oregon from C$ 239

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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.

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 29 October 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find 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 29 October 2025.

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 29 October 2025.

Cheapflights Fare Finder

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

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?

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 29 October 2025.

Reviews of airlines servicing Oregon

Check out reviews from past customers who have flown with United Airlines,WestJet, andAir 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

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?

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.

Top 3 airlines flying from Winnipeg to Oregon

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?

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?

100% Free

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Travel Smart

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 29 October 2025.