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

Delta is the most popular carrier operating from Winnipeg to Oregon

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.

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 October 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$ 202 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

Cheap round-trip flights

Enter your travel dates to find the best prices.

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$ 418Air Canada

Find Deal

Thu, 18 Dec - Thu, 1 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$ 481Air Canada

Find Deal

Thu, 18 Dec - Thu, 1 Jan

6:40 a.m. - 12:48 p.m.YWG-PDX

8h 08m1 stop

12:19 p.m. - 11:36 p.m.PDX-YWG

9h 17m1 stop

C$ 488Delta

Find Deal

Sun, 9 Nov - Wed, 12 Nov

5:49 p.m. - 8:31 a.m.YWG-PDX

16h 42m2 stops

5:30 a.m. - 11:36 p.m.PDX-YWG

16h 06m2 stops

C$ 509Delta

Find Deal

Sun, 9 Nov - Wed, 12 Nov

8:40 a.m. - 10:56 p.m.YWG-PDX

16h 16m1 stop

11:59 p.m. - 11:57 a.m.PDX-YWG

9h 58m1 stop

C$ 618United Airlines

Find Deal

Sun, 9 Nov - Mon, 10 Nov

6:45 a.m. - 11:14 a.m.YWG-PDX

30h 29m2 stops

9:11 a.m. - 10:41 p.m.PDX-YWG

11h 30m2 stops

C$ 699WestJet

Find Deal

Thu, 27 Nov - Sun, 30 Nov

6:45 a.m. - 5:43 p.m.YWG-PDX

12h 58m2 stops

2:11 p.m. - 6:06 p.m.PDX-YWG

25h 55m2 stops

C$ 739WestJet

Find Deal

Thu, 18 Dec - Thu, 1 Jan

8:30 a.m. - 8:30 p.m.YWG-MFR

14h 00m2 stops

12:45 p.m. - 8:48 p.m.MFR-YWG

6h 03m1 stop

C$ 820United Airlines

Find Deal

Wed, 15 Apr - Sun, 19 Apr

6:00 a.m. - 1:00 p.m.YWG-MFR

33h 00m3 stops

5:20 a.m. - 11:35 p.m.MFR-YWG

16h 15m3 stops

C$ 2,146American Airlines

Find Deal

Thu, 27 Nov - Sun, 30 Nov

6:00 a.m. - 1:59 p.m.YWG-MFR

33h 59m3 stops

5:20 a.m. - 11:35 p.m.MFR-YWG

40h 15m3 stops

C$ 2,414American Airlines

Find Deal

Wed, 24 Dec - Wed, 31 Dec

Air Canada flights from Winnipeg to Oregon

Our best Air Canada deals on Winnipeg to Oregon flight tickets

Air Canada

18 Dec

YWG10:45 a.m.Winnipeg

5h 55m

1 stop

PDX2:40 p.m.Portland

1 Jan

PDX3:15 p.m.Portland

7h 59m

1 stop

YWG1:14 a.m.Winnipeg

C$ 418

Find similar

Air Canada

18 Dec

YWG10:45 a.m.Winnipeg

5h 55m

1 stop

PDX2:40 p.m.Portland

1 Jan

PDX3:15 p.m.Portland

7h 59m

1 stop

YWG1:14 a.m.Winnipeg

C$ 481

Find similar

Air Canada

24 Dec

YWG9:40 p.m.Winnipeg

13h 35m

1 stop

PDX9:15 a.m.Portland

28 Dec

PDX3:15 p.m.Portland

7h 59m

1 stop

YWG1:14 a.m.Winnipeg

C$ 523

Find similar

Delta flights from Winnipeg to Oregon

Our best Delta deals on Winnipeg to Oregon flight tickets

Delta

9 Nov

YWG6:40 a.m.Winnipeg

8h 08m

1 stop

PDX12:48 p.m.Portland

12 Nov

PDX12:19 p.m.Portland

9h 17m

1 stop

YWG11:36 p.m.Winnipeg

C$ 488

Find similar

Delta

9 Nov

YWG5:49 p.m.Winnipeg

16h 42m

2 stops

PDX8:31 a.m.Portland

12 Nov

PDX5:30 a.m.Portland

16h 06m

2 stops

YWG11:36 p.m.Winnipeg

C$ 509

Find similar

Delta

5 Nov

YWG6:40 a.m.Winnipeg

6h 21m

1 stop

PDX11:01 a.m.Portland

8 Nov

PDX1:30 p.m.Portland

20h 18m

2 stops

YWG11:48 a.m.Winnipeg

C$ 535

Find similar

Fly from

Fly to

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

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

1 stop5h 55m

Portland

Thu 1/1

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

1 stop7h 59m

C$ 418

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

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

1 stop5h 55m

Portland

Thu 1/1

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

1 stop7h 59m

C$ 481

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 9/11

6:40 a.m.-12:48 p.m.

1 stop8h 08m

Portland

Wed 12/11

12:19 p.m.-11:36 p.m.

1 stop9h 17m

C$ 488

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 9/11

5:49 p.m.-8:31 a.m.

2 stops16h 42m

Portland

Wed 12/11

5:30 a.m.-11:36 p.m.

2 stops16h 06m

C$ 509

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 9/11

8:40 a.m.-10:56 p.m.

1 stop16h 16m

Portland

Mon 10/11

11:59 p.m.-11:57 a.m.

1 stop9h 58m

C$ 618

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 27/11

6:45 a.m.-11:14 a.m.

2 stops30h 29m

Portland

Sun 30/11

9:11 a.m.-10:41 p.m.

2 stops11h 30m

C$ 699

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

6:45 a.m.-5:43 p.m.

2 stops12h 58m

Portland

Thu 1/1

2:11 p.m.-6:06 p.m.

2 stops25h 55m

C$ 739

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Wed 15/4

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

2 stops14h 00m

Medford

Sun 19/4

12:45 p.m.-8:48 p.m.

1 stop6h 03m

C$ 820

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Thu 27/11

6:00 a.m.-1:00 p.m.

3 stops33h 00m

Medford

Sun 30/11

5:20 a.m.-11:35 p.m.

3 stops16h 15m

C$ 2,146

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Wed 24/12

6:00 a.m.-1:59 p.m.

3 stops33h 59m

Medford

Wed 31/12

5:20 a.m.-11:35 p.m.

3 stops40h 15m

C$ 2,414

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 July. Flight prices, which tend to average around C$ 377, are often lower during this time because this is during the off-season. If you don’t want to visit Oregon in July, then you should wait until August to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 381.

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$ 319. 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$ 473. 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$ 289. In the morning is when there is more demand to fly to Oregon, so prices are often more expensive at around C$ 409 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

Direct flights	None

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 October 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$ 232	Free Cancellation	Rating 7.2 3,129 reviews	Search WestJet flights
United Airlines	PriceFrom C$ 311	Free Cancellation	Rating 7.4 8,991 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 327	Free Cancellation	Rating 7.1 10,335 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.