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 56% of people opting to fly with this airline when travelling to Oregon. Keep in mind that there are 4 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?

Delta is the most popular carrier 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 2025, there are 4 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$ 222 Cheap Flights from Winnipeg to Oregon in 2025

1 adult

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Find the cheapest flights from Winnipeg to Oregon

Round-trip

One-way

Cheap round-trip flights

9:40 p.m. - 9:15 a.m.YWG-PDX

13h 35m1 stop

3:15 p.m. - 1:09 a.m.PDX-YWG

7h 54m1 stop

C$ 483Air Canada

Find Deal

Tue, 17 Feb - Fri, 27 Mar

8:30 a.m. - 1:04 p.m.YWG-PDX

6h 34m1 stop

1:45 p.m. - 9:30 p.m.PDX-YWG

5h 45m1 stop

C$ 494WestJet

Find Deal

Thu, 4 Sep - Sat, 6 Sep

8:00 a.m. - 6:30 p.m.YWG-PDX

12h 30m2 stops

3:15 p.m. - 1:09 a.m.PDX-YWG

7h 54m1 stop

C$ 501Air Canada

Find Deal

Tue, 17 Feb - Fri, 27 Mar

8:30 a.m. - 1:04 p.m.YWG-PDX

6h 34m1 stop

1:45 p.m. - 11:40 p.m.PDX-YWG

7h 55m2 stops

C$ 506WestJet

Find Deal

Thu, 4 Sep - Sat, 6 Sep

10:45 a.m. - 2:45 p.m.YWG-PDX

6h 00m1 stop

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

6h 19m1 stop

C$ 508Air Canada

Find Deal

Thu, 18 Dec - Thu, 1 Jan

10:45 a.m. - 2:45 p.m.YWG-PDX

6h 00m1 stop

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

6h 19m1 stop

C$ 510Air Canada

Find Deal

Thu, 18 Dec - Thu, 1 Jan

12:40 p.m. - 8:49 p.m.YWG-PDX

10h 09m2 stops

1:45 p.m. - 11:32 p.m.PDX-YWG

7h 47m2 stops

C$ 640Delta

Find Deal

Thu, 18 Dec - Thu, 1 Jan

3:00 p.m. - 10:50 p.m.YWG-MFR

9h 50m2 stops

6:00 a.m. - 7:23 p.m.MFR-YWG

11h 23m2 stops

C$ 683Delta

Find Deal

Sun, 5 Oct - Sun, 12 Oct

2:15 p.m. - 9:40 a.m.YWG-PDX

21h 25m2 stops

5:45 a.m. - 11:39 a.m.PDX-YWG

27h 54m3 stops

C$ 788United Airlines

Find Deal

Tue, 17 Feb - Fri, 27 Mar

4:25 p.m. - 9:06 p.m.YWG-MFR

6h 41m1 stop

5:00 a.m. - 1:09 p.m.MFR-YWG

6h 09m1 stop

C$ 846United Airlines

Find Deal

Sun, 5 Oct - Sun, 12 Oct

WestJet flights from Winnipeg to Oregon

Our best WestJet deals on Winnipeg to Oregon flight tickets

WestJet

4 Sep

YWG8:30 a.m.Winnipeg

6h 34m

1 stop

PDX1:04 p.m.Portland

6 Sep

PDX1:45 p.m.Portland

5h 45m

1 stop

YWG9:30 p.m.Winnipeg

C$ 494

Find similar

WestJet

4 Sep

YWG8:30 a.m.Winnipeg

6h 34m

1 stop

PDX1:04 p.m.Portland

6 Sep

PDX1:45 p.m.Portland

7h 55m

2 stops

YWG11:40 p.m.Winnipeg

C$ 506

Find similar

WestJet

4 Sep

YWG6:30 a.m.Winnipeg

8h 34m

2 stops

PDX1:04 p.m.Portland

6 Sep

PDX1:45 p.m.Portland

7h 55m

2 stops

YWG11:40 p.m.Winnipeg

C$ 546

Find similar

Delta flights from Winnipeg to Oregon

Our best Delta deals on Winnipeg to Oregon flight tickets

Delta

18 Dec

YWG12:40 p.m.Winnipeg

10h 09m

2 stops

PDX8:49 p.m.Portland

1 Jan

PDX1:45 p.m.Portland

7h 47m

2 stops

YWG11:32 p.m.Winnipeg

C$ 640

Find similar

Delta

5 Oct

YWG3:00 p.m.Winnipeg

9h 50m

2 stops

MFR10:50 p.m.Medford

12 Oct

MFR6:00 a.m.Medford

11h 23m

2 stops

YWG7:23 p.m.Winnipeg

C$ 683

Find similar

Delta

17 Feb

YWG12:40 p.m.Winnipeg

13h 13m

2 stops

PDX11:53 p.m.Portland

27 Mar

PDX5:55 a.m.Portland

15h 38m

2 stops

YWG11:33 p.m.Winnipeg

C$ 703

Find similar

Fly from

Fly to

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 17/2

9:40 p.m.-9:15 a.m.

1 stop13h 35m

Portland

Fri 27/3

3:15 p.m.-1:09 a.m.

1 stop7h 54m

C$ 483

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 4/9

8:30 a.m.-1:04 p.m.

1 stop6h 34m

Portland

Sat 6/9

1:45 p.m.-9:30 p.m.

1 stop5h 45m

C$ 494

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 17/2

8:00 a.m.-6:30 p.m.

2 stops12h 30m

Portland

Fri 27/3

3:15 p.m.-1:09 a.m.

1 stop7h 54m

C$ 501

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 4/9

8:30 a.m.-1:04 p.m.

1 stop6h 34m

Portland

Sat 6/9

1:45 p.m.-11:40 p.m.

2 stops7h 55m

C$ 506

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

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

1 stop6h 00m

Portland

Thu 1/1

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

1 stop6h 19m

C$ 508

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

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

1 stop6h 00m

Portland

Thu 1/1

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

1 stop6h 19m

C$ 510

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

12:40 p.m.-8:49 p.m.

2 stops10h 09m

Portland

Thu 1/1

1:45 p.m.-11:32 p.m.

2 stops7h 47m

C$ 640

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Sun 5/10

3:00 p.m.-10:50 p.m.

2 stops9h 50m

Medford

Sun 12/10

6:00 a.m.-7:23 p.m.

2 stops11h 23m

C$ 683

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 17/2

2:15 p.m.-9:40 a.m.

2 stops21h 25m

Portland

Fri 27/3

5:45 a.m.-11:39 a.m.

3 stops27h 54m

C$ 788

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Sun 5/10

4:25 p.m.-9:06 p.m.

1 stop6h 41m

Medford

Sun 12/10

5:00 a.m.-1:09 p.m.

1 stop6h 09m

C$ 846

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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$ 314, 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$ 374.

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$ 316. 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$ 469. 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$ 287. In the morning is when there is more demand to fly to Oregon, so prices are often more expensive at around C$ 405 per ticket.

How far in advance should I book a flight to Oregon?

You are more likely to see cheaper flights to Oregon from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Oregon for around C$ 451 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Oregon from Winnipeg for as low as C$ 296 on momondo.

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 August 2025, there are 4 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$ 233	Free Cancellation	Rating 7.2 3,044 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 294	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
United Airlines	PriceFrom C$ 308	Free Cancellation	Rating 7.4 8,930 reviews	Search United Airlines flights
Delta	PriceFrom C$ 345	Free Cancellation	Rating 7.9 7,981 reviews	Search Delta 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.