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

United Airlines 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 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 August 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.

$170 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

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:45 am - 9:31 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

7:45 pm - 2:57 amPDX Portland-YWG Winnipeg

5h 12m1 stop Vancouver Intl

$280Air Canada

Thu, Sep 10 - Mon, Sep 14

7:00 am - 12:37 amYWG Winnipeg-PDX Portland

19h 37m2 stops Chicago O'Hare Intl San Francisco

11:02 pm - 11:52 amPDX Portland-YWG Winnipeg

10h 50m1 stop Chicago O'Hare Intl

$285United Airlines

Thu, Sep 10 - Mon, Sep 14

2:00 pm - 10:52 pmYWG Winnipeg-PDX Portland

10h 52m1 stop Chicago O'Hare Intl

11:02 pm - 11:52 amPDX Portland-YWG Winnipeg

10h 50m1 stop Chicago O'Hare Intl

$285United Airlines

Thu, Sep 10 - Mon, Sep 14

7:00 am - 12:37 amYWG Winnipeg-PDX Portland

19h 37m2 stops Chicago O'Hare Intl San Francisco

11:02 pm - 11:52 amPDX Portland-YWG Winnipeg

10h 50m1 stop Chicago O'Hare Intl

$286United Airlines

Thu, Sep 10 - Mon, Sep 14

5:45 am - 9:31 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

7:45 pm - 1:10 pmPDX Portland-YWG Winnipeg

15h 25m1 stop Vancouver Intl

$334Air Canada

Thu, Oct 8 - Tue, Oct 13

6:00 am - 9:31 amYWG Winnipeg-PDX Portland

5h 31m1 stop Vancouver Intl

7:45 pm - 2:57 amPDX Portland-YWG Winnipeg

5h 12m1 stop Vancouver Intl

$340Air Canada

Mon, Aug 31 - Thu, Sep 10

7:20 am - 7:11 pmYWG Winnipeg-PDX Portland

13h 51m2 stops Calgary Vancouver Intl

3:30 pm - 12:19 pmPDX Portland-YWG Winnipeg

18h 49m2 stops Vancouver Intl Calgary

$341Air Canada

Thu, Sep 10 - Mon, Sep 14

5:45 am - 9:31 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

7:45 pm - 2:57 amPDX Portland-YWG Winnipeg

5h 12m1 stop Vancouver Intl

$349Air Canada

Thu, Sep 10 - Mon, Sep 14

5:45 am - 9:31 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:30 pm - 12:25 amPDX Portland-YWG Winnipeg

6h 55m1 stop Vancouver Intl

$349Air Canada

Tue, Sep 22 - Sat, Sep 26

5:45 am - 9:31 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

7:45 pm - 2:57 amPDX Portland-YWG Winnipeg

5h 12m1 stop Vancouver Intl

$349Air Canada

Thu, Sep 3 - Thu, Sep 10

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

United Airlines flights from Winnipeg to Oregon

Our best United Airlines deals on Winnipeg to Oregon flight tickets

United Airlines

Sep 10

YWG7:00 amWinnipeg

19h 37m

2 stops

PDX12:37 amPortland

Sep 14

PDX11:02 pmPortland

10h 50m

1 stop

YWG11:52 amWinnipeg

$285

United Airlines

Sep 10

YWG7:00 amWinnipeg

19h 37m

2 stops

PDX12:37 amPortland

Sep 14

PDX11:02 pmPortland

10h 50m

1 stop

YWG11:52 amWinnipeg

$286

United Airlines

Sep 22

YWG7:00 amWinnipeg

17h 52m

1 stop

PDX10:52 pmPortland

Sep 26

PDX4:07 pmPortland

18h 30m

2 stops

YWG12:37 pmWinnipeg

$354

Air Canada flights from Winnipeg to Oregon

Our best Air Canada deals on Winnipeg to Oregon flight tickets

Air Canada

Sep 10

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

Sep 14

PDX7:45 pmPortland

5h 12m

1 stop

YWG2:57 amWinnipeg

$280

Air Canada

Oct 8

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

Oct 13

PDX7:45 pmPortland

15h 25m

1 stop

YWG1:10 pmWinnipeg

$334

Air Canada

Aug 31

YWG6:00 amWinnipeg

5h 31m

1 stop

PDX9:31 amPortland

Sep 10

PDX7:45 pmPortland

5h 12m

1 stop

YWG2:57 amWinnipeg

$340

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 9/10

5:45 am-9:31 am

1 stop5h 46m

Portland

Mon 9/14

7:45 pm-2:57 am

1 stop5h 12m

$280

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 9/10

7:00 am-12:37 am

2 stops19h 37m

Portland

Mon 9/14

11:02 pm-11:52 am

1 stop10h 50m

$285

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 9/10

2:00 pm-10:52 pm

1 stop10h 52m

Portland

Mon 9/14

11:02 pm-11:52 am

1 stop10h 50m

$285

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 9/10

7:00 am-12:37 am

2 stops19h 37m

Portland

Mon 9/14

11:02 pm-11:52 am

1 stop10h 50m

$286

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 10/8

5:45 am-9:31 am

1 stop5h 46m

Portland

Tue 10/13

7:45 pm-1:10 pm

1 stop15h 25m

$334

Quickest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Mon 8/31

6:00 am-9:31 am

1 stop5h 31m

Portland

Thu 9/10

7:45 pm-2:57 am

1 stop5h 12m

$340

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 9/10

7:20 am-7:11 pm

2 stops13h 51m

Portland

Mon 9/14

3:30 pm-12:19 pm

2 stops18h 49m

$341

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 9/10

5:45 am-9:31 am

1 stop5h 46m

Portland

Mon 9/14

7:45 pm-2:57 am

1 stop5h 12m

$349

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 9/22

5:45 am-9:31 am

1 stop5h 46m

Portland

Sat 9/26

3:30 pm-12:25 am

1 stop6h 55m

$349

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 9/3

5:45 am-9:31 am

1 stop5h 46m

Portland

Thu 9/10

7:45 pm-2:57 am

1 stop5h 12m

$349

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 month of August is, on average, the cheapest month to fly to Oregon from Winnipeg, with most prices found around $305. The month of June is another great option to travel to Oregon, with average flight prices from Winnipeg averaging around $330.

Can stopping save me money on Winnipeg to Oregon flights?

You could potentially save up to 58% 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 August 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 $299	Free Cancellation	Rating 7.1 11,455 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.