How long is the flight from Winnipeg to Oregon?

There are many flights that can get you from Winnipeg to Oregon in 9h 50m. Fly via WestJet, 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 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$ 168+ 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 21 August 2026.

Tue 1/96:00 a.m. -

2 stops9h 50m

Tue 8/92:30 p.m. -

1 stop5h 40m

Deal found 16/8C$ 294

Wed 2/910:10 a.m. -

1 stop5h 40m

Tue 8/92:30 p.m. -

1 stop5h 40m

Deal found 16/8C$ 299

Mon 31/83:15 p.m. -

2 stops24h 35m

Tue 8/92:30 p.m. -

1 stop24h 55m

Deal found 16/8C$ 374

Fri 28/85:42 p.m. -

1 stop7h 38m

Sun 30/812:35 a.m. -

1 stop9h 19m

Deal found 17/8C$ 397

Wed 9/912:41 p.m. -

1 stop9h 35m

Fri 11/912:25 a.m. -

1 stop9h 26m

Deal found 20/8C$ 398

Tue 29/96:40 a.m. -

1 stop7h 57m

Tue 6/106:00 a.m. -

1 stop8h 50m

Deal found 16/8C$ 414

Wed 30/912:41 p.m. -

1 stop9h 35m

Sat 10/1011:51 a.m. -

1 stop9h 28m

Deal found 20/8C$ 429

Tue 8/1212:38 p.m. -

2 stops12h 49m

Sat 12/126:00 a.m. -

2 stops8h 44m

Deal found 19/8C$ 707

Tue 15/93:58 p.m. -

2 stops9h 19m

Tue 22/95:29 p.m. -

2 stops16h 22m

Deal found 20/8C$ 725

Tue 15/912:50 p.m. -

3 stops13h 09m

Tue 22/910:29 a.m. -

2 stops28h 56m

Deal found 20/8C$ 735

Sat 12/1212:38 p.m. -

2 stops12h 49m

Tue 15/125:27 p.m. -

2 stops16h 27m

Deal found 20/8C$ 762

Tue 8/122:15 p.m. -

2 stops23h 19m

Sat 12/122:03 p.m. -

3 stops28h 45m

Deal found 18/8C$ 929

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 21 August 2026.

Wed 2/95:42 p.m. -

1 stop7h 38m

Tue 8/912:25 a.m. -

1 stop9h 26m

Deal found 16/8C$ 397

Tue 27/1010:55 a.m. -

1 stop5h 46m

Sat 31/1010:00 a.m. -

2 stops12h 09m

Deal found 18/8C$ 496

Wed 30/98:45 a.m. -

1 stop16h 08m

Sat 10/104:07 p.m. -

2 stops18h 30m

Deal found 17/8C$ 505

Fri 18/97:00 a.m. -

2 stops19h 37m

Sun 20/97:45 p.m. -

1 stop5h 12m

Deal found 18/8C$ 505

Wed 9/912:41 p.m. -

1 stop9h 35m

Fri 11/912:25 a.m. -

1 stop9h 26m

Deal found 20/8C$ 398

Wed 30/912:41 p.m. -

1 stop9h 35m

Sat 10/103:00 p.m. -

1 stop6h 19m

Deal found 17/8C$ 414

Fri 18/95:45 a.m. -

1 stop5h 46m

Sun 20/97:45 p.m. -

1 stop5h 12m

Deal found 18/8C$ 498

Mon 31/88:45 a.m. -

2 stops14h 14m

Wed 9/911:02 p.m. -

1 stop10h 50m

Deal found 16/8C$ 509

Wed 30/912:41 p.m. -

1 stop9h 35m

Sun 4/1012:25 a.m. -

1 stop9h 26m

Deal found 16/8C$ 472

Tue 8/1212:38 p.m. -

2 stops12h 49m

Sat 12/126:00 a.m. -

2 stops8h 44m

Deal found 19/8C$ 707

Tue 8/128:30 a.m. -

1 stop14h 40m

Sat 12/1212:45 p.m. -

2 stops20h 54m

Deal found 18/8C$ 929

Sat 12/128:30 a.m. -

2 stops16h 39m

Tue 15/125:10 a.m. -

1 stop13h 38m

Deal found 20/8C$ 957

Tue 15/98:45 a.m. -

1 stop6h 16m

Wed 23/95:00 a.m. -

1 stop13h 57m

Deal found 20/8C$ 994

Tue 15/98:45 a.m. -

1 stop14h 23m

Tue 22/95:00 a.m. -

1 stop13h 57m

Deal found 20/8C$ 994

Find flight deals from Winnipeg to Oregon

Round-trip from	C$ 294
One-way from	C$ 168
Popular in	April
Cheapest in	June
Average price	C$ 477

WestJet
1/9-8/9
3 total stops
15h 30m total
Winnipeg to Oregon

Search Deals

WestJet
6/9
1 total stop
5h 40m total
Winnipeg to Oregon

Search Deals

Highest demand for flights based on searches. 11% potential increase in price (C$ 107 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (C$ 20 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 2026

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 2/9

5:42 p.m.-11:20 p.m.

1 stop7h 38m

Portland

Tue 8/9

12:25 a.m.-11:51 a.m.

1 stop9h 26m

C$ 397

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 9/9

12:41 p.m.-8:16 p.m.

1 stop9h 35m

Portland

Fri 11/9

12:25 a.m.-11:51 a.m.

1 stop9h 26m

C$ 398

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 30/9

12:41 p.m.-8:16 p.m.

1 stop9h 35m

Portland

Sat 10/10

3:00 p.m.-11:19 p.m.

1 stop6h 19m

C$ 414

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 30/9

12:41 p.m.-8:16 p.m.

1 stop9h 35m

Portland

Sun 4/10

12:25 a.m.-11:51 a.m.

1 stop9h 26m

C$ 472

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 27/10

10:55 a.m.-2:41 p.m.

1 stop5h 46m

Portland

Sat 31/10

10:00 a.m.-12:09 a.m.

2 stops12h 09m

C$ 496

Quickest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Fri 18/9

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

1 stop5h 46m

Portland

Sun 20/9

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

1 stop5h 12m

C$ 498

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 30/9

8:45 a.m.-10:53 p.m.

1 stop16h 08m

Portland

Sat 10/10

4:07 p.m.-12:37 p.m.

2 stops18h 30m

C$ 505

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Fri 18/9

7:00 a.m.-12:37 a.m.

2 stops19h 37m

Portland

Sun 20/9

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

1 stop5h 12m

C$ 505

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Mon 31/8

8:45 a.m.-8:59 p.m.

2 stops14h 14m

Portland

Wed 9/9

11:02 p.m.-11:52 a.m.

1 stop10h 50m

C$ 509

WinnipegMedford

YWG Winnipeg - MFR Medford

YWGMFR

Winnipeg

Tue 8/12

12:38 p.m.-11:27 p.m.

2 stops12h 49m

Medford

Sat 12/12

6:00 a.m.-4:44 p.m.

2 stops8h 44m

C$ 707

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/8

Showing 1-10 of 28 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

YWG-MFR

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

YWG-MFR

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$ 455). Flying from Winnipeg to Oregon in April is currently the most expensive (average of C$ 747). 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$ 400 and C$ 562 in September.
The cheapest round-trip price found within the last 5 days was C$ 294 on WestJet (1 Sep-8 Sep).

Reviews of airlines servicing Oregon

Check out reviews from past customers who have flown with WestJet and 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.

WestJet

7.2

Good

3,434 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.

WestJet

7.2

Good

3,434 reviews

WestJet

7.2

Good

3,434 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.

Air Canada

7.1

Good

11,507 reviews

WestJet

7.2

Good

3,434 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.

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 9h 50m. Fly via WestJet, 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, June is the cheapest month in which you can book a flight from Winnipeg to Oregon (average of C$ 455). Flying from Winnipeg to Oregon in April is currently the most expensive (average of C$ 747). 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 2 airlines flying from Winnipeg to Oregon

Airline	Cheapest	Average	Flexibility	On-time
WestJet	CheapestC$ 324	AverageC$ 479	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
Air Canada	CheapestC$ 344	AverageC$ 591	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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Cheap flights from Winnipeg to Oregon from C$ 168

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 6/9. 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 21 August 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 21 August 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 21 August 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 21 August 2026.

Last-minute flights from Winnipeg to OregonDiscover last-minute flight deals from Winnipeg to Oregon. Data last updated 21 August 2026 and is based on user searches.

Discover last-minute flight deals from Winnipeg to Oregon. Data last updated 21 August 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 21 August 2026.

Search for one-way flight options from Winnipeg to Oregon. Find affordable one-way fares based on user searches. Data last updated 21 August 2026.

Find flight deals from Winnipeg to Oregon

Round-trip from

One-way from

Popular in

Cheapest in

Average price

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

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$ 400 and C$ 562 in September.The cheapest round-trip price found within the last 5 days was C$ 294 on WestJet (1 Sep-8 Sep).

Reviews of airlines servicing Oregon

Check out reviews from past customers who have flown with WestJet and 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 21 August 2026.

Popular flight searches

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Winnipeg to Oregon flights

Consider these flights travelling from Winnipeg to Oregon.

Top 2 airlines flying from Winnipeg to Oregon

Fly with Cheapflights

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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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 21 August 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 21 August 2026.

Last-minute flights from Winnipeg to Oregon
Discover last-minute flight deals from Winnipeg to Oregon. Data last updated 21 August 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 21 August 2026.

Winnipeg to Oregon flights typically cost between C$ 400 and C$ 562 in September.
The cheapest round-trip price found within the last 5 days was C$ 294 on WestJet (1 Sep-8 Sep).