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

Delta, 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 April 2026, there are 2 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$ 197 Cheap Flights from Winnipeg to Oregon in 2026

1 adult

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. - 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$ 345WestJet

Tue, 26 May - Sat, 30 May

12:40 p.m. - 8:15 p.m.

YWG

PDX

9h 35m

1 stop

12:40 a.m. - 11:34 a.m.

PDX

YWG

8h 54m

1 stop

C$ 375Delta

Tue, 22 Sep - Fri, 25 Sep

8:30 a.m. - 10:52 p.m.

YWG

PDX

16h 22m

1 stop

10:59 p.m. - 11:39 a.m.

PDX

YWG

10h 40m

1 stop

C$ 376United Airlines

Tue, 22 Sep - Sat, 26 Sep

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

YWG

PDX

8h 50m

2 stops

2:30 p.m. - 9:20 a.m.

PDX

YWG

16h 50m

2 stops

C$ 379WestJet

Thu, 21 May - Mon, 25 May

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

YWG

PDX

5h 40m

1 stop

2:30 p.m. - 9:20 a.m.

PDX

YWG

16h 50m

2 stops

C$ 382WestJet

Thu, 21 May - Mon, 25 May

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

YWG

PDX

5h 40m

1 stop

2:30 p.m. - 12:55 a.m.

PDX

YWG

8h 25m

1 stop

C$ 389WestJet

Thu, 21 May - Mon, 25 May

5:40 a.m. - 9:31 a.m.

YWG

PDX

5h 51m

1 stop

7:45 p.m. - 3:02 a.m.

PDX

YWG

5h 17m

1 stop

C$ 410Air Canada

Wed, 15 Jul - Sun, 19 Jul

7:20 a.m. - 7:11 p.m.

YWG

PDX

13h 51m

2 stops

7:45 p.m. - 3:02 a.m.

PDX

YWG

5h 17m

1 stop

C$ 469Air Canada

Wed, 15 Jul - Sun, 19 Jul

8:30 a.m. - 9:16 p.m.

YWG

MFR

14h 46m

1 stop

5:00 a.m. - 8:48 p.m.

MFR

YWG

13h 48m

1 stop

C$ 831United Airlines

Wed, 2 Sep - Sun, 6 Sep

8:30 a.m. - 10:41 p.m.

YWG

MFR

16h 11m

2 stops

6:00 a.m. - 8:48 p.m.

MFR

YWG

12h 48m

2 stops

C$ 832United Airlines

Wed, 2 Sep - Sun, 6 Sep

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Delta flights from Winnipeg to Oregon

Our best Delta deals on Winnipeg to Oregon flight tickets

Delta

22 Sep

YWG12:40 p.m.Winnipeg

9h 35m

1 stop

PDX8:15 p.m.Portland

25 Sep

PDX12:40 a.m.Portland

8h 54m

1 stop

YWG11:34 a.m.Winnipeg

C$ 375

Delta

31 Aug

YWG12:40 p.m.Winnipeg

9h 35m

1 stop

PDX8:15 p.m.Portland

2 Sep

PDX12:40 a.m.Portland

8h 54m

1 stop

YWG11:34 a.m.Winnipeg

C$ 516

Delta

22 Sep

YWG12:40 p.m.Winnipeg

9h 35m

1 stop

PDX8:15 p.m.Portland

26 Sep

PDX5:45 p.m.Portland

15h 49m

2 stops

YWG11:34 a.m.Winnipeg

C$ 528

United Airlines flights from Winnipeg to Oregon

Our best United Airlines deals on Winnipeg to Oregon flight tickets

United Airlines

22 Sep

YWG8:30 a.m.Winnipeg

16h 22m

1 stop

PDX10:52 p.m.Portland

26 Sep

PDX10:59 p.m.Portland

10h 40m

1 stop

YWG11:39 a.m.Winnipeg

C$ 376

United Airlines

22 Sep

YWG8:30 a.m.Winnipeg

14h 20m

2 stops

PDX8:50 p.m.Portland

26 Sep

PDX5:30 a.m.Portland

13h 18m

2 stops

YWG8:48 p.m.Winnipeg

C$ 551

United Airlines

26 May

YWG2:00 p.m.Winnipeg

21h 47m

2 stops

PDX9:47 a.m.Portland

30 May

PDX11:16 a.m.Portland

22h 36m

3 stops

YWG11:52 a.m.Winnipeg

C$ 655

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 26/5

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

2 stops8h 50m

Portland

Sat 30/5

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

1 stop5h 40m

C$ 345

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 22/9

12:40 p.m.-8:15 p.m.

1 stop9h 35m

Portland

Fri 25/9

12:40 a.m.-11:34 a.m.

1 stop8h 54m

C$ 375

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 22/9

8:30 a.m.-10:52 p.m.

1 stop16h 22m

Portland

Sat 26/9

10:59 p.m.-11:39 a.m.

1 stop10h 40m

C$ 376

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 21/5

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

2 stops8h 50m

Portland

Mon 25/5

2:30 p.m.-9:20 a.m.

2 stops16h 50m

C$ 379

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 21/5

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

1 stop5h 40m

Portland

Mon 25/5

2:30 p.m.-9:20 a.m.

2 stops16h 50m

C$ 382

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 21/5

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

1 stop5h 40m

Portland

Mon 25/5

2:30 p.m.-12:55 a.m.

1 stop8h 25m

C$ 389

Quickest round-trip

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 15/7

5:40 a.m.-9:31 a.m.

1 stop5h 51m

Portland

Sun 19/7

7:45 p.m.-3:02 a.m.

1 stop5h 17m

C$ 410

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 15/7

7:20 a.m.-7:11 p.m.

2 stops13h 51m

Portland

Sun 19/7

7:45 p.m.-3:02 a.m.

1 stop5h 17m

C$ 469

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Wed 2/9

8:30 a.m.-9:16 p.m.

1 stop14h 46m

Medford

Sun 6/9

5:00 a.m.-8:48 p.m.

1 stop13h 48m

C$ 831

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Wed 2/9

8:30 a.m.-10:41 p.m.

2 stops16h 11m

Medford

Sun 6/9

6:00 a.m.-8:48 p.m.

2 stops12h 48m

C$ 832

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$ 167, 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$ 186.

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 April 2026, there are 2 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$ 222	Free Cancellation	Rating 7.2 3,328 reviews		Search WestJet flights
Air Canada	PriceFrom C$ 290	Free Cancellation	Rating 7.1 10,982 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.