Which airlines fly to Oregon?

Air Canada, WestJet and United Airlines are the top three most popular airlines that fly to Oregon from Winnipeg according to our data. Air Canada is the first choice among our users, with 64% of people opting to fly with this airline when travelling to Oregon. Keep in mind that there are 3 different airlines that fly to Oregon on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Winnipeg to Oregon?

WestJet and Air Canada are the most popular carriers operating from Winnipeg to Oregon

When did momondo last update prices for flights from Winnipeg Airport to Oregon?

Prices for flights from Winnipeg Airport to Oregon are refreshed on a daily basis.

How many operators does momondo search for flights from Winnipeg Airport to Oregon?

As of December 2025, there are 3 operators available to choose from for flights from Winnipeg Airport to Oregon.

How old do you have to be to fly from Winnipeg Airport to Oregon?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Oregon.

What documentation or ID do you need to fly to Oregon?

The travel and health documents you'll need for your trip to Oregon may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Oregon. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 424 Cheap Flights from Winnipeg to Oregon in 2025/26

1 adult

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Find the cheapest flights from Winnipeg to Oregon

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:30 a.m. - 9:34 a.m.

YWG

PDX

28h 04m1 stop

7:10 a.m. - 12:39 a.m.

PDX

YWG

15h 29m2 stops

C$ 426Multiple Airlines

Thu, 8 Jan - Wed, 14 Jan

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

YWG

PDX

5h 55m1 stop

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

PDX

YWG

7h 59m1 stop

C$ 433Air Canada

Fri, 30 Jan - Mon, 2 Feb

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

YWG

PDX

5h 55m1 stop

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

PDX

YWG

6h 19m1 stop

C$ 448Air Canada

Thu, 8 Jan - Wed, 14 Jan

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

YWG

PDX

5h 55m1 stop

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

PDX

YWG

7h 59m1 stop

C$ 480Air Canada

Fri, 30 Jan - Mon, 2 Feb

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

YWG

PDX

5h 55m1 stop

7:00 p.m. - 3:43 p.m.

PDX

YWG

18h 43m2 stops

C$ 487Air Canada

Fri, 30 Jan - Mon, 2 Feb

9:50 p.m. - 9:15 a.m.

YWG

PDX

13h 25m1 stop

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

PDX

YWG

7h 59m1 stop

C$ 491Air Canada

Mon, 5 Jan - Fri, 9 Jan

8:00 a.m. - 9:30 a.m.

YWG

PDX

27h 30m1 stop

9:30 p.m. - 10:41 p.m.

PDX

YWG

23h 11m2 stops

C$ 507Multiple Airlines

Mon, 5 Jan - Fri, 9 Jan

6:40 a.m. - 11:18 a.m.

YWG

MFR

30h 38m2 stops

12:05 p.m. - 11:38 p.m.

MFR

YWG

9h 33m2 stops

C$ 717Delta

Sun, 1 Feb - Wed, 4 Feb

6:40 a.m. - 11:04 p.m.

YWG

MFR

18h 24m2 stops

12:05 p.m. - 11:38 p.m.

MFR

YWG

9h 33m2 stops

C$ 733Delta

Sun, 1 Feb - Wed, 4 Feb

6:40 a.m. - 11:04 p.m.

YWG

MFR

18h 24m2 stops

12:05 p.m. - 11:38 p.m.

MFR

YWG

9h 33m2 stops

C$ 749Delta

Sun, 1 Feb - Wed, 4 Feb

Air Canada flights from Winnipeg to Oregon

Our best Air Canada deals on Winnipeg to Oregon flight tickets

Air Canada

30 Jan

YWG10:45 a.m.Winnipeg

5h 55m

1 stop

PDX2:40 p.m.Portland

2 Feb

PDX3:15 p.m.Portland

7h 59m

1 stop

YWG1:14 a.m.Winnipeg

C$ 433

Find similar

Air Canada

8 Jan

YWG10:45 a.m.Winnipeg

5h 55m

1 stop

PDX2:40 p.m.Portland

14 Jan

PDX9:50 a.m.Portland

6h 19m

1 stop

YWG6:09 p.m.Winnipeg

C$ 448

Find similar

Air Canada

30 Jan

YWG10:45 a.m.Winnipeg

5h 55m

1 stop

PDX2:40 p.m.Portland

2 Feb

PDX3:15 p.m.Portland

7h 59m

1 stop

YWG1:14 a.m.Winnipeg

C$ 480

Find similar

United Airlines flights from Winnipeg to Oregon

Our best United Airlines deals on Winnipeg to Oregon flight tickets

United Airlines

30 Jan

YWG2:20 p.m.Winnipeg

12h 23m

2 stops

PDX12:43 a.m.Portland

2 Feb

PDX1:35 p.m.Portland

20h 22m

2 stops

YWG11:57 a.m.Winnipeg

C$ 622

Find similar

United Airlines

9 Dec

YWG2:20 p.m.Winnipeg

12h 17m

2 stops

PDX12:37 a.m.Portland

14 Dec

PDX11:59 p.m.Portland

9h 58m

1 stop

YWG11:57 a.m.Winnipeg

C$ 675

Find similar

United Airlines

10 Dec

YWG2:20 p.m.Winnipeg

9h 55m

1 stop

PDX10:15 p.m.Portland

15 Dec

PDX11:59 p.m.Portland

9h 58m

1 stop

YWG11:57 a.m.Winnipeg

C$ 677

Find similar

Fly from

Fly to

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 8/1

7:30 a.m.-9:34 a.m.

1 stop28h 04m

Portland

Wed 14/1

7:10 a.m.-12:39 a.m.

2 stops15h 29m

C$ 426

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 30/1

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

1 stop5h 55m

Portland

Mon 2/2

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

1 stop7h 59m

C$ 433

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 8/1

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

1 stop5h 55m

Portland

Wed 14/1

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

1 stop6h 19m

C$ 448

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 30/1

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

1 stop5h 55m

Portland

Mon 2/2

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

1 stop7h 59m

C$ 480

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 30/1

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

1 stop5h 55m

Portland

Mon 2/2

7:00 p.m.-3:43 p.m.

2 stops18h 43m

C$ 487

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 5/1

9:50 p.m.-9:15 a.m.

1 stop13h 25m

Portland

Fri 9/1

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

1 stop7h 59m

C$ 491

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 5/1

8:00 a.m.-9:30 a.m.

1 stop27h 30m

Portland

Fri 9/1

9:30 p.m.-10:41 p.m.

2 stops23h 11m

C$ 507

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Sun 1/2

6:40 a.m.-11:18 a.m.

2 stops30h 38m

Medford

Wed 4/2

12:05 p.m.-11:38 p.m.

2 stops9h 33m

C$ 717

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Sun 1/2

6:40 a.m.-11:04 p.m.

2 stops18h 24m

Medford

Wed 4/2

12:05 p.m.-11:38 p.m.

2 stops9h 33m

C$ 733

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Sun 1/2

6:40 a.m.-11:04 p.m.

2 stops18h 24m

Medford

Wed 4/2

12:05 p.m.-11:38 p.m.

2 stops9h 33m

C$ 749

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first

How to get the cheapest flight ticket from Winnipeg to Oregon

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Oregon?

The cheapest month to fly to Oregon from Winnipeg is in August. Flight prices, which tend to average around C$ 364, are often lower during this time because this is during the off-season. If you don’t want to visit Oregon in August, then you should wait until July to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 375.

What is the cheapest day to depart on your flight to Oregon?

According to our data, Sunday is the cheapest day to fly to Oregon from Winnipeg. The lowest ticket price found for a Sunday departure recently was C$ 318. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 471. These prices are subject to change though, so be sure to set up a Price Alert for flights to Oregon.

What is the cheapest time of day to depart on your flight to Oregon?

Our data shows that the cheapest Winnipeg to Oregon flights are usually those with departure times in the evening. Our users have found flights to Oregon in the evening for as low as C$ 288. In the morning is when there is more demand to fly to Oregon, so prices are often more expensive at around C$ 407 per ticket.

Cheap Winnipeg to Oregon flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Oregon

Fastest flight time	9h 55m
Direct flights	None

The fastest flight from Winnipeg to Oregon takes 9h 55m

There are no direct flights from Winnipeg to Oregon. There are no popular flight routes from Winnipeg to Oregon.

Search flight deals

When did momondo last update prices for flights from Winnipeg Airport to Oregon?
Prices for flights from Winnipeg Airport to Oregon are refreshed on a daily basis.
How many operators does momondo search for flights from Winnipeg Airport to Oregon?
As of December 2025, there are 3 operators available to choose from for flights from Winnipeg Airport to Oregon.
How old do you have to be to fly from Winnipeg Airport to Oregon?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Oregon.
What documentation or ID do you need to fly to Oregon?
The travel and health documents you'll need for your trip to Oregon may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Oregon. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Winnipeg to Oregon

Compare and see reviews for airlines that fly from Winnipeg to Oregon with momondo

Airline	Rating	Free Cancellation	Price
WestJet	PriceFrom C$ 231	Free Cancellation	Rating 7.2 3,193 reviews	Search WestJet flights
United Airlines	PriceFrom C$ 309	Free Cancellation	Rating 7.4 9,066 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 326	Free Cancellation	Rating 7.1 10,500 reviews	Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Oregon?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Winnipeg to Oregon. momondo saves you time and could save you money on your trip.

Can I find flights from Winnipeg to Oregon with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Oregon from Winnipeg with this policy.

How can momondo help me find flights from Winnipeg to Oregon?

Once all potential Winnipeg to Oregon flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Winnipeg to Oregon right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Oregon, momondo offers a useful price alert feature which will track prices for flights to Oregon from Winnipeg and alert you when they change.