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 June 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$ 231 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

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 a.m. - 1:50 p.m.

YWG

PDX

8h 50m

2 stops

2:30 p.m. - 10:10 p.m.

PDX

YWG

5h 40m

1 stop

C$ 387WestJet

Fri, 4 Sep - Tue, 8 Sep

7:00 a.m. - 1:50 p.m.

YWG

PDX

8h 50m

2 stops

2:30 p.m. - 10:10 p.m.

PDX

YWG

5h 40m

1 stop

C$ 389WestJet

Fri, 14 Aug - Tue, 18 Aug

10:10 a.m. - 1:50 p.m.

YWG

PDX

5h 40m

1 stop

2:30 p.m. - 10:10 p.m.

PDX

YWG

5h 40m

1 stop

C$ 390WestJet

Fri, 4 Sep - Tue, 8 Sep

10:10 a.m. - 1:50 p.m.

YWG

PDX

5h 40m

1 stop

2:30 p.m. - 10:10 p.m.

PDX

YWG

5h 40m

1 stop

C$ 392WestJet

Fri, 14 Aug - Tue, 18 Aug

6:35 a.m. - 4:43 p.m.

YWG

MFR

12h 08m

2 stops

5:21 p.m. - 11:50 a.m.

MFR

YWG

16h 29m

2 stops

C$ 883Delta

Tue, 27 Oct - Wed, 28 Oct

12:30 p.m. - 11:12 p.m.

YWG

MFR

12h 42m

2 stops

12:25 p.m. - 11:50 a.m.

MFR

YWG

21h 25m

2 stops

C$ 894Delta

Tue, 13 Oct - Fri, 16 Oct

12:30 p.m. - 12:11 p.m.

YWG

MFR

25h 41m

2 stops

5:21 p.m. - 11:50 a.m.

MFR

YWG

16h 29m

2 stops

C$ 922Delta

Tue, 13 Oct - Fri, 16 Oct

8:30 a.m. - 11:09 p.m.

YWG

MFR

16h 39m

2 stops

5:10 a.m. - 8:48 p.m.

MFR

YWG

13h 38m

1 stop

C$ 937United Airlines

Tue, 27 Oct - Wed, 28 Oct

8:30 a.m. - 11:09 p.m.

YWG

MFR

16h 39m

2 stops

5:10 a.m. - 8:48 p.m.

MFR

YWG

13h 38m

1 stop

C$ 939United Airlines

Tue, 27 Oct - Wed, 28 Oct

8:45 a.m. - 9:14 p.m.

YWG

MFR

14h 29m

1 stop

5:00 a.m. - 10:33 p.m.

MFR

YWG

15h 33m

2 stops

C$ 940United Airlines

Tue, 13 Oct - Fri, 16 Oct

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WestJet flights from Winnipeg to Oregon

Our best WestJet deals on Winnipeg to Oregon flight tickets

WestJet

4 Sep

YWG7:00 a.m.Winnipeg

8h 50m

2 stops

PDX1:50 p.m.Portland

8 Sep

PDX2:30 p.m.Portland

5h 40m

1 stop

YWG10:10 p.m.Winnipeg

C$ 387

WestJet

14 Aug

YWG7:00 a.m.Winnipeg

8h 50m

2 stops

PDX1:50 p.m.Portland

18 Aug

PDX2:30 p.m.Portland

5h 40m

1 stop

YWG10:10 p.m.Winnipeg

C$ 389

WestJet

4 Sep

YWG10:10 a.m.Winnipeg

5h 40m

1 stop

PDX1:50 p.m.Portland

8 Sep

PDX2:30 p.m.Portland

5h 40m

1 stop

YWG10:10 p.m.Winnipeg

C$ 390

Delta flights from Winnipeg to Oregon

Our best Delta deals on Winnipeg to Oregon flight tickets

Delta

18 Sep

YWG5:44 p.m.Winnipeg

7h 23m

1 stop

PDX11:07 p.m.Portland

21 Sep

PDX12:20 a.m.Portland

9h 36m

1 stop

YWG11:56 a.m.Winnipeg

C$ 456

Delta

6 Aug

YWG5:42 p.m.Winnipeg

7h 38m

1 stop

PDX11:20 p.m.Portland

9 Aug

PDX12:35 a.m.Portland

9h 19m

1 stop

YWG11:54 a.m.Winnipeg

C$ 457

Delta

2 Jul

YWG3:54 p.m.Winnipeg

9h 24m

1 stop

PDX11:18 p.m.Portland

9 Aug

PDX12:35 a.m.Portland

9h 19m

1 stop

YWG11:54 a.m.Winnipeg

C$ 540

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 4/9

7:00 a.m.-1:50 p.m.

2 stops8h 50m

Portland

Tue 8/9

2:30 p.m.-10:10 p.m.

1 stop5h 40m

C$ 387

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 14/8

7:00 a.m.-1:50 p.m.

2 stops8h 50m

Portland

Tue 18/8

2:30 p.m.-10:10 p.m.

1 stop5h 40m

C$ 389

Quickest round-trip

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 4/9

10:10 a.m.-1:50 p.m.

1 stop5h 40m

Portland

Tue 8/9

2:30 p.m.-10:10 p.m.

1 stop5h 40m

C$ 390

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 14/8

10:10 a.m.-1:50 p.m.

1 stop5h 40m

Portland

Tue 18/8

2:30 p.m.-10:10 p.m.

1 stop5h 40m

C$ 392

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Tue 27/10

6:35 a.m.-4:43 p.m.

2 stops12h 08m

Medford

Wed 28/10

5:21 p.m.-11:50 a.m.

2 stops16h 29m

C$ 883

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Tue 13/10

12:30 p.m.-11:12 p.m.

2 stops12h 42m

Medford

Fri 16/10

12:25 p.m.-11:50 a.m.

2 stops21h 25m

C$ 894

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Tue 13/10

12:30 p.m.-12:11 p.m.

2 stops25h 41m

Medford

Fri 16/10

5:21 p.m.-11:50 a.m.

2 stops16h 29m

C$ 922

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Tue 27/10

8:30 a.m.-11:09 p.m.

2 stops16h 39m

Medford

Wed 28/10

5:10 a.m.-8:48 p.m.

1 stop13h 38m

C$ 937

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Tue 27/10

8:30 a.m.-11:09 p.m.

2 stops16h 39m

Medford

Wed 28/10

5:10 a.m.-8:48 p.m.

1 stop13h 38m

C$ 939

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Tue 13/10

8:45 a.m.-9:14 p.m.

1 stop14h 29m

Medford

Fri 16/10

5:00 a.m.-10:33 p.m.

2 stops15h 33m

C$ 940

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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$ 171, 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 March to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 190.

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	5h 40m
Direct flights	None

The fastest flight from Winnipeg to Oregon takes 5h 40m

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 June 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$ 296	Free Cancellation	Rating 7.1 11,178 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.