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

WestJet, Air Canada, and Delta 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 refresh daily.

How many operators does momondo search for flights from Winnipeg Airport to Oregon?

The number of operators available for flights from Winnipeg Airport to Oregon is 1 as of June 2026.

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 required for your trip to Oregon can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Oregon. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$165 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 am - 1:50 pm

YWG

PDX

8h 50m

2 stops

2:30 pm - 10:10 pm

PDX

YWG

5h 40m

1 stop

$278WestJet

Fri, Aug 14 - Tue, Aug 18

10:10 am - 1:50 pm

YWG

PDX

5h 40m

1 stop

2:30 pm - 10:10 pm

PDX

YWG

5h 40m

1 stop

$280WestJet

Fri, Aug 14 - Tue, Aug 18

7:00 am - 1:50 pm

YWG

PDX

8h 50m

2 stops

2:30 pm - 4:00 pm

PDX

YWG

23h 30m

2 stops

$292WestJet

Fri, Aug 14 - Tue, Aug 18

10:10 am - 1:50 pm

YWG

PDX

5h 40m

1 stop

2:30 pm - 4:00 pm

PDX

YWG

23h 30m

2 stops

$294WestJet

Fri, Aug 14 - Tue, Aug 18

5:45 am - 9:31 am

YWG

PDX

5h 46m

1 stop

7:45 pm - 2:57 am

PDX

YWG

5h 12m

1 stop

$297Air Canada

Fri, Aug 14 - Mon, Aug 24

5:44 pm - 11:07 pm

YWG

PDX

7h 23m

1 stop

12:20 am - 11:56 am

PDX

YWG

9h 36m

1 stop

$326Delta

Fri, Sep 18 - Mon, Sep 21

5:42 pm - 11:20 pm

YWG

PDX

7h 38m

1 stop

12:35 am - 11:54 am

PDX

YWG

9h 19m

1 stop

$327Delta

Thu, Aug 6 - Sun, Aug 9

5:45 am - 7:11 pm

YWG

PDX

15h 26m

1 stop

7:45 pm - 3:02 am

PDX

YWG

5h 17m

1 stop

$328Air Canada

Tue, Jul 7 - Tue, Jul 14

7:00 am - 10:48 pm

YWG

PDX

17h 48m

2 stops

10:40 pm - 11:52 am

PDX

YWG

11h 12m

1 stop

$339United Airlines

Sat, Jul 4 - Sat, Jul 11

8:30 am - 11:09 pm

YWG

MFR

16h 39m

2 stops

5:10 am - 8:48 pm

MFR

YWG

13h 38m

1 stop

$670United Airlines

Tue, Oct 27 - Wed, Oct 28

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Air Canada flights from Winnipeg to Oregon

Our best Air Canada deals on Winnipeg to Oregon flight tickets

Air Canada

Aug 14

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

Aug 24

PDX7:45 pmPortland

5h 12m

1 stop

YWG2:57 amWinnipeg

$333

Air Canada

Oct 1

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

Oct 5

PDX7:45 pmPortland

15h 25m

1 stop

YWG1:10 pmWinnipeg

$352

Air Canada

Oct 1

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

Oct 5

PDX7:45 pmPortland

14h 34m

2 stops

YWG12:19 pmWinnipeg

$363

United Airlines flights from Winnipeg to Oregon

Our best United Airlines deals on Winnipeg to Oregon flight tickets

United Airlines

Jul 4

YWG7:00 amWinnipeg

17h 48m

2 stops

PDX10:48 pmPortland

Jul 11

PDX11:40 pmPortland

10h 12m

1 stop

YWG11:52 amWinnipeg

$339

United Airlines

Jul 4

YWG7:00 amWinnipeg

10h 57m

1 stop

PDX3:57 pmPortland

Jul 11

PDX10:40 pmPortland

11h 12m

1 stop

YWG11:52 amWinnipeg

$436

United Airlines

Jul 4

YWG7:00 amWinnipeg

10h 57m

1 stop

PDX3:57 pmPortland

Jul 11

PDX10:40 pmPortland

11h 12m

1 stop

YWG11:52 amWinnipeg

$437

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 8/14

7:00 am-1:50 pm

2 stops8h 50m

Portland

Tue 8/18

2:30 pm-10:10 pm

1 stop5h 40m

$278

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 8/14

10:10 am-1:50 pm

1 stop5h 40m

Portland

Tue 8/18

2:30 pm-10:10 pm

1 stop5h 40m

$280

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 8/14

7:00 am-1:50 pm

2 stops8h 50m

Portland

Tue 8/18

2:30 pm-4:00 pm

2 stops23h 30m

$292

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 8/14

10:10 am-1:50 pm

1 stop5h 40m

Portland

Tue 8/18

2:30 pm-4:00 pm

2 stops23h 30m

$294

Quickest round-trip

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 8/14

5:45 am-9:31 am

1 stop5h 46m

Portland

Mon 8/24

7:45 pm-2:57 am

1 stop5h 12m

$297

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 9/18

5:44 pm-11:07 pm

1 stop7h 23m

Portland

Mon 9/21

12:20 am-11:56 am

1 stop9h 36m

$326

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 8/6

5:42 pm-11:20 pm

1 stop7h 38m

Portland

Sun 8/9

12:35 am-11:54 am

1 stop9h 19m

$327

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 7/7

5:45 am-7:11 pm

1 stop15h 26m

Portland

Tue 7/14

7:45 pm-3:02 am

1 stop5h 17m

$328

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 7/4

7:00 am-10:48 pm

2 stops17h 48m

Portland

Sat 7/11

10:40 pm-11:52 am

1 stop11h 12m

$339

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

Tue 10/27

8:30 am-11:09 pm

2 stops16h 39m

Medford

Wed 10/28

5:10 am-8:48 pm

1 stop13h 38m

$670

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 month of August is, on average, the cheapest month to fly to Oregon from Winnipeg, with most prices found around $122. The month of March is another great option to travel to Oregon, with average flight prices from Winnipeg averaging around $136.

Can stopping save me money on Winnipeg to Oregon flights?

You could potentially save up to 67% 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 refresh daily.
How many operators does momondo search for flights from Winnipeg Airport to Oregon?
The number of operators available for flights from Winnipeg Airport to Oregon is 1 as of June 2026.
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 required for your trip to Oregon can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Oregon. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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 $214	Free Cancellation	Rating 7.1 11,172 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 you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Oregon from Winnipeg.

I’m not ready to book a flight from Winnipeg to Oregon right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Winnipeg to Oregon now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Oregon and let you know when they change.