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

Air Canada and United Airlines 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 October 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.

$245 Cheap Flights from Winnipeg to Oregon in 2026/27

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.

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

$419Air Canada

Tue, Oct 20 - Sat, Oct 24

5:32 pm - 10:46 pmYWG Winnipeg-PDX Portland

8h 14m1 stop Minneapolis St Paul

12:35 am - 1:55 pmPDX Portland-YWG Winnipeg

10h 20m1 stop Minneapolis St Paul

$425Delta

Thu, Nov 12 - Tue, Nov 17

5:40 am - 9:26 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:15 pm - 2:32 amPDX Portland-YWG Winnipeg

8h 17m1 stop Vancouver Intl

$429Air Canada

Tue, Oct 27 - Fri, Nov 6

5:40 am - 9:26 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:15 pm - 2:09 amPDX Portland-YWG Winnipeg

7h 54m2 stops Vancouver Intl Calgary

$434Air Canada

Tue, Oct 27 - Fri, Nov 6

6:40 am - 8:26 amYWG Winnipeg-PDX Portland

4h 46m1 stop Vancouver Intl

3:15 pm - 2:32 amPDX Portland-YWG Winnipeg

8h 17m1 stop Vancouver Intl

$439Air Canada

Mon, Nov 2 - Fri, Nov 6

6:40 am - 8:26 amYWG Winnipeg-PDX Portland

4h 46m1 stop Vancouver Intl

3:15 pm - 2:32 amPDX Portland-YWG Winnipeg

8h 17m1 stop Vancouver Intl

$439Air Canada

Sun, Jan 10 - Thu, Jan 14

6:40 am - 8:26 amYWG Winnipeg-PDX Portland

4h 46m1 stop Vancouver Intl

3:15 pm - 2:32 amPDX Portland-YWG Winnipeg

8h 17m1 stop Vancouver Intl

$441Air Canada

Sat, Nov 14 - Mon, Nov 23

6:40 am - 8:26 amYWG Winnipeg-PDX Portland

4h 46m1 stop Vancouver Intl

3:15 pm - 2:09 amPDX Portland-YWG Winnipeg

7h 54m2 stops Vancouver Intl Calgary

$441Air Canada

Sat, Nov 14 - Mon, Nov 23

6:40 am - 8:26 amYWG Winnipeg-PDX Portland

4h 46m1 stop Vancouver Intl

3:15 pm - 2:32 amPDX Portland-YWG Winnipeg

8h 17m1 stop Vancouver Intl

$441Air Canada

Wed, Nov 4 - Sat, Nov 7

2:15 pm - 8:36 amYWG Winnipeg-PDX Portland

21h 21m2 stops Chicago O'Hare Intl Denver Intl

7:25 pm - 9:55 pmPDX Portland-YWG Winnipeg

23h 30m2 stops San Francisco Denver Intl

$504United Airlines

Wed, Dec 9 - Tue, Dec 15

Cheap last minute flights

Enter your travel dates to find the best prices.

7:20 am - 2:46 pmYWG Winnipeg-PDX Portland

9h 26m2 stops Calgary Vancouver Intl

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

6h 55m1 stop Vancouver Intl

$759Air Canada

Tue, Oct 6 - Wed, Oct 7

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

$759Air Canada

Tue, Oct 6 - Wed, Oct 7

8:45 am - 6:31 pmYWG Winnipeg-PDX Portland

11h 46m2 stops Denver Intl San Francisco

4:09 pm - 12:37 pmPDX Portland-YWG Winnipeg

18h 28m2 stops Denver Intl Chicago O'Hare Intl

$765United Airlines

Tue, Oct 6 - Wed, Oct 7

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

$772Air Canada

Fri, Oct 9 - Fri, Oct 16

5:40 pm - 8:02 pmYWG Winnipeg-PDX Portland

28h 22m1 stop Minneapolis St Paul

2:30 pm - 4:00 pmPDX Portland-YWG Winnipeg

23h 30m2 stops Calgary Edmonton

$860WestJet

Fri, Oct 9 - Fri, Oct 16

5:40 pm - 10:34 amYWG Winnipeg-PDX Portland

18h 54m1 stop Minneapolis St Paul

5:33 am - 5:25 pmPDX Portland-YWG Winnipeg

9h 52m2 stops Salt Lake City Calgary

$869WestJet

Thu, Oct 8 - Thu, Oct 15

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

$870Air Canada

Thu, Oct 8 - Thu, Oct 15

10:45 am - 11:47 pmYWG Winnipeg-PDX Portland

15h 02m2 stops Toronto Pearson Intl Salt Lake City

2:30 pm - 4:00 pmPDX Portland-YWG Winnipeg

23h 30m2 stops Calgary Edmonton

$909WestJet

Fri, Oct 9 - Fri, Oct 16

12:38 pm - 8:02 pmYWG Winnipeg-PDX Portland

9h 24m1 stop Minneapolis St Paul

2:30 pm - 10:10 pmPDX Portland-YWG Winnipeg

5h 40m1 stop Calgary

$909WestJet

Tue, Oct 6 - Wed, Oct 7

2:55 pm - 9:56 pmYWG Winnipeg-PDX Portland

9h 01m2 stops Calgary Seattle/Tacoma Intl

2:30 pm - 10:10 pmPDX Portland-YWG Winnipeg

5h 40m1 stop Calgary

$909WestJet

Tue, Oct 6 - Wed, Oct 7

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

Delta flights from Winnipeg to Oregon

Our best Delta deals on Winnipeg to Oregon flight tickets

Delta

Nov 12

YWG5:32 pmWinnipeg

8h 14m

1 stop

PDX10:46 pmPortland

Nov 17

PDX12:35 amPortland

10h 20m

1 stop

YWG1:55 pmWinnipeg

$425

Delta

Oct 6

YWG12:38 pmWinnipeg

9h 24m

1 stop

PDX8:02 pmPortland

Oct 7

PDX8:44 pmPortland

13h 04m

2 stops

YWG11:48 amWinnipeg

$954

United Airlines flights from Winnipeg to Oregon

Our best United Airlines deals on Winnipeg to Oregon flight tickets

United Airlines

Dec 9

YWG2:15 pmWinnipeg

21h 21m

2 stops

PDX8:36 amPortland

Dec 15

PDX7:25 pmPortland

23h 30m

2 stops

YWG9:55 pmWinnipeg

$504

United Airlines

Oct 16

YWG2:00 pmWinnipeg

21h 36m

2 stops

PDX9:36 amPortland

Oct 18

PDX8:30 amPortland

12h 03m

1 stop

YWG10:33 pmWinnipeg

$553

United Airlines

Nov 12

YWG2:15 pmWinnipeg

21h 21m

2 stops

PDX8:36 amPortland

Nov 18

PDX9:00 amPortland

25h 23m

2 stops

YWG1:23 pmWinnipeg

$572

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 10/20

5:45 am-9:31 am

1 stop5h 46m

Portland

Sat 10/24

7:45 pm-2:57 am

1 stop5h 12m

$419

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 11/12

5:32 pm-10:46 pm

1 stop8h 14m

Portland

Tue 11/17

12:35 am-1:55 pm

1 stop10h 20m

$425

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 10/27

5:40 am-9:26 am

1 stop5h 46m

Portland

Fri 11/6

3:15 pm-2:32 am

1 stop8h 17m

$429

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Tue 10/27

5:40 am-9:26 am

1 stop5h 46m

Portland

Fri 11/6

3:15 pm-2:09 am

2 stops7h 54m

$434

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Mon 11/2

6:40 am-8:26 am

1 stop4h 46m

Portland

Fri 11/6

3:15 pm-2:32 am

1 stop8h 17m

$439

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sun 1/10

6:40 am-8:26 am

1 stop4h 46m

Portland

Thu 1/14

3:15 pm-2:32 am

1 stop8h 17m

$439

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sat 11/14

6:40 am-8:26 am

1 stop4h 46m

Portland

Mon 11/23

3:15 pm-2:32 am

1 stop8h 17m

$441

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sat 11/14

6:40 am-8:26 am

1 stop4h 46m

Portland

Mon 11/23

3:15 pm-2:09 am

2 stops7h 54m

$441

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 11/4

6:40 am-8:26 am

1 stop4h 46m

Portland

Sat 11/7

3:15 pm-2:32 am

1 stop8h 17m

$441

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 12/9

2:15 pm-8:36 am

2 stops21h 21m

Portland

Tue 12/15

7:25 pm-9:55 pm

2 stops23h 30m

$504

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 June is, on average, the cheapest month to fly to Oregon from Winnipeg, with most prices found around $330. The month of August is another great option to travel to Oregon, with average flight prices from Winnipeg averaging around $346.

Can stopping save me money on Winnipeg to Oregon flights?

You could potentially save up to 70% 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

Best Price Found	$245
Fastest flight time	8h 14m
Direct flights	None

The best one-way flight to Oregon from Winnipeg in the past 72 hours is $245. The best round-trip flight deal from Winnipeg to Oregon found on momondo in the last 72 hours is $419.

The fastest flight from Winnipeg to Oregon takes 8h 14m

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 October 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 $345	Free Cancellation	Rating 7.1 11,716 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.