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

WestJet is the most popular carrier operating from Oregon to Winnipeg

What airlines fly to Winnipeg?

Air Canada, WestJet and Delta are the top three most popular airlines that fly to Winnipeg from Oregon according to our data. Air Canada is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Winnipeg. Keep in mind that there are 3 different airlines that fly to Winnipeg on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Oregon to Winnipeg Airport?

Prices for flights from Oregon to Winnipeg Airport are refreshed on a daily basis.

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

As of December 2025, there are 3 operators available to choose from for flights from Oregon to Winnipeg Airport.

How old do you have to be to fly from Oregon to Winnipeg Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Oregon to Winnipeg Airport.

What documentation or ID do you need to fly to Winnipeg Airport?

The travel and health documents required for your trip to Winnipeg Airport 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 Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$293 Cheap Flights from Oregon to Winnipeg in 2025/26

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Find the cheapest flights from Oregon to Winnipeg

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:10 am - 10:41 pm

PDX

YWG

11h 31m2 stops

4:55 pm - 9:37 am

YWG

PDX

18h 42m1 stop

$385Multiple Airlines

Fri, Jan 23 - Mon, Jan 26

7:10 am - 11:38 pm

PDX

YWG

14h 28m2 stops

6:40 am - 6:50 pm

YWG

PDX

14h 10m2 stops

$426Delta

Wed, Jan 21 - Wed, Jan 28

9:50 am - 6:09 pm

PDX

YWG

6h 19m1 stop

10:45 am - 2:40 pm

YWG

PDX

5h 55m1 stop

$428Air Canada

Fri, Jan 23 - Tue, Jan 27

9:50 am - 6:09 pm

PDX

YWG

6h 19m1 stop

10:45 am - 2:40 pm

YWG

PDX

5h 55m1 stop

$439Air Canada

Fri, Jan 23 - Tue, Jan 27

6:00 am - 4:29 pm

PDX

YWG

8h 29m1 stop

11:53 am - 12:17 am

YWG

PDX

14h 24m2 stops

$443Delta

Fri, Jan 23 - Tue, Jan 27

2:53 pm - 12:43 am

PDX

YWG

7h 50m1 stop

4:10 pm - 10:33 am

YWG

PDX

20h 23m2 stops

$447Multiple Airlines

Wed, Jan 21 - Wed, Jan 28

1:39 pm - 11:57 am

PDX

YWG

20h 18m2 stops

2:20 pm - 10:45 pm

YWG

PDX

10h 25m1 stop

$453United Airlines

Sat, Mar 14 - Wed, Mar 18

7:51 pm - 11:57 am

PDX

YWG

14h 06m2 stops

2:20 pm - 9:45 am

YWG

PDX

21h 25m2 stops

$458United Airlines

Fri, Jan 23 - Tue, Jan 27

1:39 pm - 11:57 am

PDX

YWG

20h 18m2 stops

2:20 pm - 10:45 pm

YWG

PDX

10h 25m1 stop

$463United Airlines

Sat, Mar 14 - Wed, Mar 18

8:21 pm - 12:46 am

PDX

YWG

26h 25m1 stop

5:55 am - 8:49 am

YWG

PDX

28h 54m2 stops

$505Multiple Airlines

Thu, Feb 5 - Thu, Feb 12

Delta flights from Oregon to Winnipeg

Our best Delta deals on Oregon to Winnipeg flight tickets

Delta

Jan 21

PDX7:10 amPortland

14h 28m

2 stops

YWG11:38 pmWinnipeg

Jan 28

YWG6:40 amWinnipeg

14h 10m

2 stops

PDX6:50 pmPortland

$426

Find similar

Delta

Jan 23

PDX6:00 amPortland

8h 29m

1 stop

YWG4:29 pmWinnipeg

Jan 27

YWG11:53 amWinnipeg

14h 24m

2 stops

PDX12:17 amPortland

$443

Find similar

American Airlines flights from Oregon to Winnipeg

Our best American Airlines deals on Oregon to Winnipeg flight tickets

American Airlines

Jan 23

PDX6:00 amPortland

15h 35m

2 stops

YWG11:35 pmWinnipeg

Jan 26

YWG6:00 amWinnipeg

16h 27m

2 stops

PDX8:27 pmPortland

$531

Find similar

American Airlines

Feb 5

PDX11:59 pmPortland

21h 36m

3 stops

YWG11:35 pmWinnipeg

Feb 12

YWG12:10 pmWinnipeg

24h 39m

2 stops

PDX10:49 amPortland

$715

Find similar

American Airlines

Jan 23

PDX10:15 pmPortland

47h 20m

3 stops

YWG11:35 pmWinnipeg

Jan 26

YWG6:00 amWinnipeg

16h 27m

2 stops

PDX8:27 pmPortland

$734

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/23

9:10 am-10:41 pm

2 stops11h 31m

Winnipeg

Mon 1/26

4:55 pm-9:37 am

1 stop18h 42m

$385

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 1/21

7:10 am-11:38 pm

2 stops14h 28m

Winnipeg

Wed 1/28

6:40 am-6:50 pm

2 stops14h 10m

$426

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/23

9:50 am-6:09 pm

1 stop6h 19m

Winnipeg

Tue 1/27

10:45 am-2:40 pm

1 stop5h 55m

$428

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/23

9:50 am-6:09 pm

1 stop6h 19m

Winnipeg

Tue 1/27

10:45 am-2:40 pm

1 stop5h 55m

$439

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/23

6:00 am-4:29 pm

1 stop8h 29m

Winnipeg

Tue 1/27

11:53 am-12:17 am

2 stops14h 24m

$443

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 1/21

2:53 pm-12:43 am

1 stop7h 50m

Winnipeg

Wed 1/28

4:10 pm-10:33 am

2 stops20h 23m

$447

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 3/14

1:39 pm-11:57 am

2 stops20h 18m

Winnipeg

Wed 3/18

2:20 pm-10:45 pm

1 stop10h 25m

$453

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/23

7:51 pm-11:57 am

2 stops14h 06m

Winnipeg

Tue 1/27

2:20 pm-9:45 am

2 stops21h 25m

$458

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 3/14

1:39 pm-11:57 am

2 stops20h 18m

Winnipeg

Wed 3/18

2:20 pm-10:45 pm

1 stop10h 25m

$463

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 2/5

8:21 pm-12:46 am

1 stop26h 25m

Winnipeg

Thu 2/12

5:55 am-8:49 am

2 stops28h 54m

$505

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 Oregon to Winnipeg

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 day to depart on your flight to Winnipeg?

The cheapest day to depart on your flight to Winnipeg is on a Friday when prices can be found for as low as $299. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Oregon because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $409.

What is the cheapest time of day to depart on your flight to Winnipeg?

The cheapest time of day to fly to Winnipeg is in the afternoon when flights can be purchased for as low as $324. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $410 on average. Flights to Winnipeg from Oregon in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

Can stopping save me money on Oregon to Winnipeg flights?

You could potentially save up to 47% on your flight if you consider stops on a Oregon to Winnipeg flight.

Cheap Oregon to Winnipeg flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oregon to Winnipeg

Fastest flight time	9h 28m
Direct flights	None

The fastest flight from Oregon to Winnipeg takes 9h 28m

There are no direct flights from Oregon to Winnipeg. There are no popular flight routes from Oregon to Winnipeg.

Search flight deals

When did momondo last update prices for flights from Oregon to Winnipeg Airport?
Prices for flights from Oregon to Winnipeg Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Oregon to Winnipeg Airport?
As of December 2025, there are 3 operators available to choose from for flights from Oregon to Winnipeg Airport.
How old do you have to be to fly from Oregon to Winnipeg Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Oregon to Winnipeg Airport.
What documentation or ID do you need to fly to Winnipeg Airport?
The travel and health documents required for your trip to Winnipeg Airport 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 Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Oregon to Winnipeg

Compare and see reviews for airlines that fly from Oregon to Winnipeg with momondo

Airline	Rating	Free Cancellation	Price
WestJet	PriceFrom $135	Free Cancellation	Rating 7.2 3,210 reviews	Search WestJet flights
Delta	PriceFrom $160	Free Cancellation	Rating 7.9 8,014 reviews	Search Delta flights
Air Canada	PriceFrom $175	Free Cancellation	Rating 7.1 10,551 reviews	Search Air Canada flights

Scanterbury

Portage la Prairie

Selkirk

Why use momondo?

Why should I use momondo to find a flight deal from Oregon to Winnipeg?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Winnipeg from Oregon.

Can I find flights from Oregon to Winnipeg with flexible booking policies on momondo?

All flight searches from Oregon to Winnipeg on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Oregon to Winnipeg?

Once all potential Oregon to Winnipeg 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 Oregon to Winnipeg right now. Can momondo alert me if prices change?

Price alerts on flights to Winnipeg from Oregon are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.