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

WestJet, United Airlines, 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 August 2026, there is 1 operator 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$ 223 Cheap Flights from Winnipeg to Oregon in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Winnipeg to Oregon

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 a.m. - 12:37 a.m.YWG Winnipeg-PDX Portland

19h 37m2 stops Chicago O'Hare Intl San Francisco

11:02 p.m. - 11:52 a.m.PDX Portland-YWG Winnipeg

10h 50m1 stop Chicago O'Hare Intl

C$ 399United Airlines

Thu, 10 Sep - Mon, 14 Sep

2:00 p.m. - 10:52 p.m.YWG Winnipeg-PDX Portland

10h 52m1 stop Chicago O'Hare Intl

11:02 p.m. - 11:52 a.m.PDX Portland-YWG Winnipeg

10h 50m1 stop Chicago O'Hare Intl

C$ 399United Airlines

Thu, 10 Sep - Mon, 14 Sep

5:45 a.m. - 9:31 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:30 p.m. - 12:25 a.m.PDX Portland-YWG Winnipeg

6h 55m1 stop Vancouver Intl

C$ 443Air Canada

Tue, 22 Sep - Sat, 26 Sep

5:45 a.m. - 9:31 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:30 p.m. - 12:25 a.m.PDX Portland-YWG Winnipeg

6h 55m1 stop Vancouver Intl

C$ 444Air Canada

Tue, 22 Sep - Sat, 26 Sep

7:00 a.m. - 10:52 p.m.YWG Winnipeg-PDX Portland

17h 52m1 stop Chicago O'Hare Intl

4:07 p.m. - 12:37 p.m.PDX Portland-YWG Winnipeg

18h 30m2 stops Denver Intl Chicago O'Hare Intl

C$ 451United Airlines

Tue, 22 Sep - Sat, 26 Sep

2:00 p.m. - 10:52 p.m.YWG Winnipeg-PDX Portland

10h 52m1 stop Chicago O'Hare Intl

7:29 p.m. - 12:37 p.m.PDX Portland-YWG Winnipeg

15h 08m2 stops San Francisco Chicago O'Hare Intl

C$ 453United Airlines

Tue, 22 Sep - Sat, 26 Sep

5:45 a.m. - 9:31 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

7:45 p.m. - 1:10 p.m.PDX Portland-YWG Winnipeg

15h 25m1 stop Vancouver Intl

C$ 468Air Canada

Thu, 8 Oct - Tue, 13 Oct

6:00 a.m. - 9:31 a.m.YWG Winnipeg-PDX Portland

5h 31m1 stop Vancouver Intl

7:45 p.m. - 2:57 a.m.PDX Portland-YWG Winnipeg

5h 12m1 stop Vancouver Intl

C$ 476Air Canada

Mon, 31 Aug - Thu, 10 Sep

5:45 a.m. - 9:31 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:30 p.m. - 12:25 a.m.PDX Portland-YWG Winnipeg

6h 55m1 stop Vancouver Intl

C$ 489Air Canada

Tue, 22 Sep - Sat, 26 Sep

5:45 a.m. - 9:31 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

7:45 p.m. - 2:57 a.m.PDX Portland-YWG Winnipeg

5h 12m1 stop Vancouver Intl

C$ 489Air Canada

Thu, 3 Sep - Thu, 10 Sep

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Air Canada flights from Winnipeg to Oregon

Our best Air Canada deals on Winnipeg to Oregon flight tickets

Air Canada

22 Sep

YWG5:45 a.m.Winnipeg

5h 46m

1 stop

PDX9:31 a.m.Portland

26 Sep

PDX3:30 p.m.Portland

6h 55m

1 stop

YWG12:25 a.m.Winnipeg

C$ 443

Air Canada

22 Sep

YWG5:45 a.m.Winnipeg

5h 46m

1 stop

PDX9:31 a.m.Portland

26 Sep

PDX3:30 p.m.Portland

6h 55m

1 stop

YWG12:25 a.m.Winnipeg

C$ 444

Air Canada

8 Oct

YWG5:45 a.m.Winnipeg

5h 46m

1 stop

PDX9:31 a.m.Portland

13 Oct

PDX7:45 p.m.Portland

15h 25m

1 stop

YWG1:10 p.m.Winnipeg

C$ 468

United Airlines flights from Winnipeg to Oregon

Our best United Airlines deals on Winnipeg to Oregon flight tickets

United Airlines

10 Sep

YWG7:00 a.m.Winnipeg

19h 37m

2 stops

PDX12:37 a.m.Portland

14 Sep

PDX11:02 p.m.Portland

10h 50m

1 stop

YWG11:52 a.m.Winnipeg

C$ 399

United Airlines

22 Sep

YWG7:00 a.m.Winnipeg

17h 52m

1 stop

PDX10:52 p.m.Portland

26 Sep

PDX4:07 p.m.Portland

18h 30m

2 stops

YWG12:37 p.m.Winnipeg

C$ 451

United Airlines

22 Sep

YWG2:00 p.m.Winnipeg

10h 52m

1 stop

PDX10:52 p.m.Portland

26 Sep

PDX7:29 p.m.Portland

15h 08m

2 stops

YWG12:37 p.m.Winnipeg

C$ 453

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 10/9

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

2 stops19h 37m

Portland

Mon 14/9

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

1 stop10h 50m

C$ 399

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 10/9

2:00 p.m.-10:52 p.m.

1 stop10h 52m

Portland

Mon 14/9

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

1 stop10h 50m

C$ 399

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 22/9

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

1 stop5h 46m

Portland

Sat 26/9

3:30 p.m.-12:25 a.m.

1 stop6h 55m

C$ 443

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 22/9

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

1 stop5h 46m

Portland

Sat 26/9

3:30 p.m.-12:25 a.m.

1 stop6h 55m

C$ 444

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 22/9

7:00 a.m.-10:52 p.m.

1 stop17h 52m

Portland

Sat 26/9

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

2 stops18h 30m

C$ 451

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 22/9

2:00 p.m.-10:52 p.m.

1 stop10h 52m

Portland

Sat 26/9

7:29 p.m.-12:37 p.m.

2 stops15h 08m

C$ 453

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 8/10

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

1 stop5h 46m

Portland

Tue 13/10

7:45 p.m.-1:10 p.m.

1 stop15h 25m

C$ 468

Quickest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Mon 31/8

6:00 a.m.-9:31 a.m.

1 stop5h 31m

Portland

Thu 10/9

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

1 stop5h 12m

C$ 476

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 22/9

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

1 stop5h 46m

Portland

Sat 26/9

3:30 p.m.-12:25 a.m.

1 stop6h 55m

C$ 489

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 3/9

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

1 stop5h 46m

Portland

Thu 10/9

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

1 stop5h 12m

C$ 489

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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$ 427, 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 June to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 462.

Can stopping save me money on Winnipeg to Oregon flights?

You could potentially save up to 40% on your flight if you consider stops on a Winnipeg to Oregon flight.

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	8h 50m
Direct flights	None

The fastest flight from Winnipeg to Oregon takes 8h 50m

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

Search flight deals

Frequently asked questions about flying 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 August 2026, there is 1 operator 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
Air Canada	PriceFrom C$ 349	Free Cancellation	Rating 7.1 11,434 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.