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

United Airlines and American Airlines are the most popular carriers operating from Portland to Winnipeg

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

Prices for flights from Portland Airport to Winnipeg Airport refresh daily.

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

There is 1 operator available for flights from Portland Airport to Winnipeg Airport as of November 2025.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Portland Airport to Winnipeg Airport.

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

The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 230 Cheap Flights from Portland to Winnipeg in 2025/26

1 adult

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? 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

Find the cheapest flights from Portland to Winnipeg

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 p.m. - 12:59 p.m.PDX-YWG

15h 59m1 stop

10:45 a.m. - 2:40 p.m.YWG-PDX

5h 55m1 stop

C$ 473Air Canada

Find Deal

Tue, 9 Dec - Fri, 12 Dec

10:17 a.m. - 6:06 p.m.PDX-YWG

29h 49m2 stops

4:55 p.m. - 9:37 a.m.YWG-PDX

18h 42m1 stop

C$ 475Multiple Airlines

Find Deal

Thu, 15 Jan - Mon, 19 Jan

3:15 p.m. - 1:14 a.m.PDX-YWG

7h 59m1 stop

10:45 a.m. - 2:40 p.m.YWG-PDX

5h 55m1 stop

C$ 481Air Canada

Find Deal

Wed, 10 Dec - Sun, 14 Dec

3:15 p.m. - 1:14 a.m.PDX-YWG

7h 59m1 stop

10:45 a.m. - 2:40 p.m.YWG-PDX

5h 55m1 stop

C$ 492Air Canada

Find Deal

Wed, 10 Dec - Sun, 14 Dec

3:15 p.m. - 1:14 a.m.PDX-YWG

7h 59m1 stop

10:45 a.m. - 2:40 p.m.YWG-PDX

5h 55m1 stop

C$ 494Air Canada

Find Deal

Wed, 10 Dec - Sun, 14 Dec

7:43 p.m. - 11:57 a.m.PDX-YWG

14h 14m2 stops

8:40 a.m. - 10:52 p.m.YWG-PDX

16h 12m2 stops

C$ 499United Airlines

Find Deal

Wed, 10 Dec - Sun, 14 Dec

7:43 p.m. - 11:57 a.m.PDX-YWG

14h 14m2 stops

8:40 a.m. - 10:52 p.m.YWG-PDX

16h 12m2 stops

C$ 501United Airlines

Find Deal

Wed, 10 Dec - Sat, 13 Dec

11:59 p.m. - 11:57 a.m.PDX-YWG

9h 58m1 stop

2:20 p.m. - 10:15 p.m.YWG-PDX

9h 55m1 stop

C$ 502United Airlines

Find Deal

Tue, 9 Dec - Sat, 13 Dec

7:00 p.m. - 12:59 p.m.PDX-YWG

15h 59m1 stop

10:45 a.m. - 2:40 p.m.YWG-PDX

5h 55m1 stop

C$ 508Air Canada

Find Deal

Tue, 9 Dec - Mon, 15 Dec

11:59 p.m. - 11:57 a.m.PDX-YWG

9h 58m1 stop

2:20 p.m. - 12:37 a.m.YWG-PDX

12h 17m2 stops

C$ 516United Airlines

Find Deal

Tue, 9 Dec - Thu, 11 Dec

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets

Air Canada

9 Dec

PDX7:00 p.m.Portland

15h 59m

1 stop

YWG12:59 p.m.Winnipeg

12 Dec

YWG10:45 a.m.Winnipeg

5h 55m

1 stop

PDX2:40 p.m.Portland

C$ 473

Find similar

Air Canada

10 Dec

PDX3:15 p.m.Portland

7h 59m

1 stop

YWG1:14 a.m.Winnipeg

14 Dec

YWG10:45 a.m.Winnipeg

5h 55m

1 stop

PDX2:40 p.m.Portland

C$ 481

Find similar

Air Canada

10 Dec

PDX3:15 p.m.Portland

7h 59m

1 stop

YWG1:14 a.m.Winnipeg

12 Dec

YWG10:45 a.m.Winnipeg

5h 55m

1 stop

PDX2:40 p.m.Portland

C$ 492

Find similar

Delta flights from Portland to Winnipeg

Our best Delta deals on Portland to Winnipeg flight tickets

Delta

8 Dec

PDX12:32 a.m.Portland

9h 13m

1 stop

YWG11:45 a.m.Winnipeg

15 Dec

YWG5:45 p.m.Winnipeg

16h 43m

2 stops

PDX8:28 a.m.Portland

C$ 563

Find similar

Delta

8 Jan

PDX1:53 p.m.Portland

7h 45m

1 stop

YWG11:38 p.m.Winnipeg

10 Jan

YWG6:40 a.m.Winnipeg

14h 10m

2 stops

PDX6:50 p.m.Portland

C$ 564

Find similar

Delta

8 Dec

PDX12:32 a.m.Portland

9h 13m

1 stop

YWG11:45 a.m.Winnipeg

15 Dec

YWG5:45 p.m.Winnipeg

16h 43m

2 stops

PDX8:28 a.m.Portland

C$ 584

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 9/12

7:00 p.m.-12:59 p.m.

1 stop15h 59m

Winnipeg

Fri 12/12

10:45 a.m.-2:40 p.m.

1 stop5h 55m

C$ 473

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 15/1

10:17 a.m.-6:06 p.m.

2 stops29h 49m

Winnipeg

Mon 19/1

4:55 p.m.-9:37 a.m.

1 stop18h 42m

C$ 475

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 10/12

3:15 p.m.-1:14 a.m.

1 stop7h 59m

Winnipeg

Sun 14/12

10:45 a.m.-2:40 p.m.

1 stop5h 55m

C$ 481

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 10/12

3:15 p.m.-1:14 a.m.

1 stop7h 59m

Winnipeg

Sun 14/12

10:45 a.m.-2:40 p.m.

1 stop5h 55m

C$ 492

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 10/12

3:15 p.m.-1:14 a.m.

1 stop7h 59m

Winnipeg

Sun 14/12

10:45 a.m.-2:40 p.m.

1 stop5h 55m

C$ 494

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 10/12

7:43 p.m.-11:57 a.m.

2 stops14h 14m

Winnipeg

Sun 14/12

8:40 a.m.-10:52 p.m.

2 stops16h 12m

C$ 499

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 10/12

7:43 p.m.-11:57 a.m.

2 stops14h 14m

Winnipeg

Sat 13/12

8:40 a.m.-10:52 p.m.

2 stops16h 12m

C$ 501

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 9/12

11:59 p.m.-11:57 a.m.

1 stop9h 58m

Winnipeg

Sat 13/12

2:20 p.m.-10:15 p.m.

1 stop9h 55m

C$ 502

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 9/12

7:00 p.m.-12:59 p.m.

1 stop15h 59m

Winnipeg

Mon 15/12

10:45 a.m.-2:40 p.m.

1 stop5h 55m

C$ 508

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 9/12

11:59 p.m.-11:57 a.m.

1 stop9h 58m

Winnipeg

Thu 11/12

2:20 p.m.-12:37 a.m.

2 stops12h 17m

C$ 516

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland 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?

The cheapest month to fly to Winnipeg from Portland is in February. Flight prices, which tend to average around C$ 246, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of February, then departing from Portland during the month November is also very affordable. Most momondo users find prices during this month for around C$ 348.

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

Our data shows that Thursday is the least expensive day to fly to Winnipeg. Tickets to fly out on this day can be as low as C$ 351. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Friday is C$ 502.

How have Portland to Winnipeg flight prices changed over time?

As of November 2025, prices for Portland to Winnipeg flights are approximately 76% more expensive when compared to flights at the same time last year.

When to book flights from Portland to Winnipeg

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Winnipeg according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Portland to Winnipeg (PDX to YWG) flight deals and tips

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

Fastest flight time	6h 01m
Direct flights	None

The fastest flight from Portland to Winnipeg takes 6h 01m

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

Search flight deals

How far is Portland to Winnipeg by plane?
Winnipeg is 1960.0 km away from Portland. Flights usually cover this in 5h 41m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Portland Airport to Winnipeg Airport?
Prices for flights from Portland Airport to Winnipeg Airport refresh daily.
How many operators does momondo search for flights from Portland Airport to Winnipeg Airport?
There is 1 operator available for flights from Portland Airport to Winnipeg Airport as of November 2025.
How old do you have to be to fly from Portland Airport to Winnipeg Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Portland Airport to Winnipeg Airport.
What documentation or ID do you need to fly to Winnipeg Airport?
The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Portland to Winnipeg?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Portland to Winnipeg is WestJet (100% of total bookings).

Best airlines flying from Portland to Winnipeg

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

Airline	Rating	Free Cancellation	Price
WestJet	PriceFrom C$ 250	Free Cancellation	Rating 7.2 3,177 reviews		Search WestJet flights

Morden

Selkirk

Portage la Prairie

Why use momondo?

Why should I use momondo to find a flight deal from Portland 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 Portland.

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

momondo does allow users to show only those flights to Winnipeg from Portland which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Portland to Winnipeg flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Winnipeg, momondo offers a useful price alert feature which will track prices for flights to Winnipeg from Portland and alert you when they change.