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 51% 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 November 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.

$362 Cheap Flights from Oregon to Winnipeg in 2025/26

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Find the cheapest flights from Oregon to Winnipeg

Round-trip

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:38 pm - 12:39 amPDX-YWG

9h 01m2 stops

4:55 pm - 9:37 amYWG-PDX

18h 42m1 stop

$362Multiple Airlines

Find Deal

Fri, Jan 16 - Mon, Jan 19

7:17 am - 12:43 amPDX-YWG

15h 26m2 stops

7:30 am - 8:50 pmYWG-PDX

15h 20m1 stop

$376Multiple Airlines

Find Deal

Wed, Dec 10 - Fri, Dec 12

7:30 pm - 11:45 amPDX-YWG

14h 15m2 stops

12:35 pm - 10:40 pmYWG-PDX

12h 05m2 stops

$415Delta

Find Deal

Thu, Dec 4 - Mon, Dec 8

9:50 am - 6:09 pmPDX-YWG

6h 19m1 stop

10:40 am - 2:40 pmYWG-PDX

6h 00m1 stop

$417Air Canada

Find Deal

Tue, Mar 10 - Wed, Mar 11

3:15 pm - 1:14 amPDX-YWG

7h 59m1 stop

8:00 am - 2:40 pmYWG-PDX

8h 40m2 stops

$422Air Canada

Find Deal

Tue, Mar 10 - Wed, Mar 11

7:59 pm - 11:48 amPDX-YWG

13h 49m2 stops

6:40 am - 12:54 pmYWG-PDX

8h 14m1 stop

$425Delta

Find Deal

Fri, Nov 28 - Sun, Dec 7

11:59 pm - 11:57 amPDX-YWG

9h 58m1 stop

2:20 pm - 10:32 pmYWG-PDX

10h 12m1 stop

$431United Airlines

Find Deal

Fri, Jan 16 - Mon, Jan 19

3:45 pm - 11:57 amPDX-YWG

18h 12m2 stops

2:20 pm - 10:32 pmYWG-PDX

10h 12m1 stop

$441United Airlines

Find Deal

Fri, Jan 16 - Mon, Jan 19

6:00 am - 11:35 pmPDX-YWG

15h 35m2 stops

6:00 am - 8:28 pmYWG-PDX

16h 28m2 stops

$530American Airlines

Find Deal

Fri, Jan 16 - Mon, Jan 19

10:15 pm - 11:35 pmPDX-YWG

23h 20m2 stops

6:00 am - 11:23 pmYWG-PDX

19h 23m3 stops

$788American Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

Delta flights from Oregon to Winnipeg

Our best Delta deals on Oregon to Winnipeg flight tickets

Delta

Dec 4

PDX7:30 pmPortland

14h 15m

2 stops

YWG11:45 amWinnipeg

Dec 8

YWG12:35 pmWinnipeg

12h 05m

2 stops

PDX10:40 pmPortland

$415

Find similar

Delta

Nov 28

PDX7:59 pmPortland

13h 49m

2 stops

YWG11:48 amWinnipeg

Dec 7

YWG6:40 amWinnipeg

8h 14m

1 stop

PDX12:54 pmPortland

$425

Find similar

Delta

Dec 4

PDX7:30 pmPortland

14h 15m

2 stops

YWG11:45 amWinnipeg

Dec 7

YWG12:35 pmWinnipeg

10h 17m

1 stop

PDX8:52 pmPortland

$426

Find similar

United Airlines flights from Oregon to Winnipeg

Our best United Airlines deals on Oregon to Winnipeg flight tickets

United Airlines

Jan 16

PDX11:59 pmPortland

9h 58m

1 stop

YWG11:57 amWinnipeg

Jan 19

YWG2:20 pmWinnipeg

10h 12m

1 stop

PDX10:32 pmPortland

$431

Find similar

United Airlines

Jan 16

PDX3:45 pmPortland

18h 12m

2 stops

YWG11:57 amWinnipeg

Jan 19

YWG2:20 pmWinnipeg

10h 12m

1 stop

PDX10:32 pmPortland

$441

Find similar

United Airlines

Mar 10

PDX7:30 pmPortland

14h 09m

2 stops

YWG11:39 amWinnipeg

Mar 11

YWG2:15 pmWinnipeg

12h 19m

2 stops

PDX12:34 amPortland

$446

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/16

1:38 pm-12:39 am

2 stops9h 01m

Winnipeg

Mon 1/19

4:55 pm-9:37 am

1 stop18h 42m

$362

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/10

7:17 am-12:43 am

2 stops15h 26m

Winnipeg

Fri 12/12

7:30 am-8:50 pm

1 stop15h 20m

$376

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 12/4

7:30 pm-11:45 am

2 stops14h 15m

Winnipeg

Mon 12/8

12:35 pm-10:40 pm

2 stops12h 05m

$415

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 3/10

9:50 am-6:09 pm

1 stop6h 19m

Winnipeg

Wed 3/11

10:40 am-2:40 pm

1 stop6h 00m

$417

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 3/10

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Wed 3/11

8:00 am-2:40 pm

2 stops8h 40m

$422

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 11/28

7:59 pm-11:48 am

2 stops13h 49m

Winnipeg

Sun 12/7

6:40 am-12:54 pm

1 stop8h 14m

$425

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/16

11:59 pm-11:57 am

1 stop9h 58m

Winnipeg

Mon 1/19

2:20 pm-10:32 pm

1 stop10h 12m

$431

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/16

3:45 pm-11:57 am

2 stops18h 12m

Winnipeg

Mon 1/19

2:20 pm-10:32 pm

1 stop10h 12m

$441

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/16

6:00 am-11:35 pm

2 stops15h 35m

Winnipeg

Mon 1/19

6:00 am-8:28 pm

2 stops16h 28m

$530

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 12/4

10:15 pm-11:35 pm

2 stops23h 20m

Winnipeg

Mon 12/8

6:00 am-11:23 pm

3 stops19h 23m

$788

Flights are sorted by cheapest round-trip flights first.

Sorted 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 month to fly to Winnipeg?

In general, February is the cheapest month to fly from Oregon to Winnipeg. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $174. If you’re not able to fly to Winnipeg in February, then November is your next best option. Flight prices from Oregon to Winnipeg during November average around $247.

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 8% 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

Direct flights	None

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 November 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 3,156 reviews	Search WestJet flights
Delta	PriceFrom $160	Free Cancellation	Rating 7.9 8,003 reviews	Search Delta flights
Air Canada	PriceFrom $183	Free Cancellation	Rating 7.1 10,421 reviews	Search Air Canada flights

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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.