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

United Airlines is the most popular carrier 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 January 2026.

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$ 247 Cheap Flights from Portland to Winnipeg in 2026

Q: What is the typical price of a round-trip flight between Portland and Winnipeg?

Prices are currently high for flights on this route. Typical prices usually range from C$ 379 to C$ 456. The lowest price recently found on this route was C$ 575.

1 adult

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Find the cheapest flights from Portland to Winnipeg

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:59 p.m. - 11:52 a.m.

PDX

YWG

9h 53m

1 stop

2:00 p.m. - 10:30 p.m.

YWG

PDX

10h 30m

1 stop

C$ 575United Airlines

Sat, 11 Apr - Sat, 16 May

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

PDX

YWG

7h 59m

1 stop

10:10 p.m. - 9:15 a.m.

YWG

PDX

13h 05m

1 stop

C$ 581Air Canada

Mon, 30 Mar - Tue, 31 Mar

5:00 a.m. - 8:57 p.m.

PDX

YWG

13h 57m

1 stop

2:00 p.m. - 9:48 a.m.

YWG

PDX

21h 48m

2 stops

C$ 588United Airlines

Mon, 30 Mar - Tue, 31 Mar

7:14 p.m. - 11:52 a.m.

PDX

YWG

14h 38m

2 stops

2:00 p.m. - 9:48 a.m.

YWG

PDX

21h 48m

2 stops

C$ 596United Airlines

Mon, 30 Mar - Tue, 31 Mar

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

PDX

YWG

7h 59m

1 stop

9:15 p.m. - 9:15 a.m.

YWG

PDX

14h 00m

2 stops

C$ 604Air Canada

Wed, 18 Mar - Thu, 26 Mar

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

PDX

YWG

7h 59m

1 stop

10:10 p.m. - 9:15 a.m.

YWG

PDX

13h 05m

1 stop

C$ 657Air Canada

Wed, 18 Mar - Thu, 26 Mar

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

PDX

YWG

7h 59m

1 stop

9:15 p.m. - 9:15 a.m.

YWG

PDX

14h 00m

2 stops

C$ 681Air Canada

Wed, 18 Mar - Thu, 26 Mar

10:30 a.m. - 12:41 a.m.

PDX

YWG

12h 11m

1 stop

5:55 a.m. - 1:46 p.m.

YWG

PDX

9h 51m

1 stop

C$ 749Multiple Airlines

Sun, 22 Mar - Tue, 24 Mar

10:30 a.m. - 12:41 a.m.

PDX

YWG

12h 11m

1 stop

2:40 p.m. - 9:38 p.m.

YWG

PDX

8h 58m

2 stops

C$ 772Multiple Airlines

Sun, 22 Mar - Tue, 24 Mar

3:15 p.m. - 9:28 p.m.

PDX

YWG

28h 13m

2 stops

9:15 p.m. - 9:15 a.m.

YWG

PDX

14h 00m

2 stops

C$ 785Air Canada

Wed, 18 Mar - Thu, 26 Mar

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets

United Airlines

11 Apr

PDX11:59 p.m.Portland

9h 53m

1 stop

YWG11:52 a.m.Winnipeg

16 May

YWG2:00 p.m.Winnipeg

10h 30m

1 stop

PDX10:30 p.m.Portland

C$ 575

United Airlines

30 Mar

PDX5:00 a.m.Portland

13h 57m

1 stop

YWG8:57 p.m.Winnipeg

31 Mar

YWG2:00 p.m.Winnipeg

21h 48m

2 stops

PDX9:48 a.m.Portland

C$ 588

United Airlines

30 Mar

PDX4:15 p.m.Portland

17h 37m

2 stops

YWG11:52 a.m.Winnipeg

31 Mar

YWG2:00 p.m.Winnipeg

21h 48m

2 stops

PDX9:48 a.m.Portland

C$ 596

American Airlines flights from Portland to Winnipeg

Our best American Airlines deals on Portland to Winnipeg flight tickets

American Airlines

11 Apr

PDX11:59 p.m.Portland

21h 36m

3 stops

YWG11:35 p.m.Winnipeg

16 May

YWG9:10 a.m.Winnipeg

16h 31m

2 stops

PDX11:41 p.m.Portland

C$ 1,119

American Airlines

18 Mar

PDX11:59 p.m.Portland

21h 36m

3 stops

YWG11:35 p.m.Winnipeg

26 Mar

YWG12:10 p.m.Winnipeg

14h 05m

2 stops

PDX12:15 a.m.Portland

C$ 1,352

American Airlines

11 Apr

PDX11:59 p.m.Portland

21h 36m

3 stops

YWG11:35 p.m.Winnipeg

16 May

YWG9:10 a.m.Winnipeg

16h 23m

3 stops

PDX11:33 p.m.Portland

C$ 1,463

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 11/4

11:59 p.m.-11:52 a.m.

1 stop9h 53m

Winnipeg

Sat 16/5

2:00 p.m.-10:30 p.m.

1 stop10h 30m

C$ 575

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

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

1 stop7h 59m

Winnipeg

Tue 31/3

10:10 p.m.-9:15 a.m.

1 stop13h 05m

C$ 581

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

5:00 a.m.-8:57 p.m.

1 stop13h 57m

Winnipeg

Tue 31/3

2:00 p.m.-9:48 a.m.

2 stops21h 48m

C$ 588

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

7:14 p.m.-11:52 a.m.

2 stops14h 38m

Winnipeg

Tue 31/3

2:00 p.m.-9:48 a.m.

2 stops21h 48m

C$ 596

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 18/3

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

1 stop7h 59m

Winnipeg

Thu 26/3

9:15 p.m.-9:15 a.m.

2 stops14h 00m

C$ 604

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 18/3

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

1 stop7h 59m

Winnipeg

Thu 26/3

10:10 p.m.-9:15 a.m.

1 stop13h 05m

C$ 657

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 18/3

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

1 stop7h 59m

Winnipeg

Thu 26/3

9:15 p.m.-9:15 a.m.

2 stops14h 00m

C$ 681

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 22/3

10:30 a.m.-12:41 a.m.

1 stop12h 11m

Winnipeg

Tue 24/3

5:55 a.m.-1:46 p.m.

1 stop9h 51m

C$ 749

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 22/3

10:30 a.m.-12:41 a.m.

1 stop12h 11m

Winnipeg

Tue 24/3

2:40 p.m.-9:38 p.m.

2 stops8h 58m

C$ 772

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 18/3

3:15 p.m.-9:28 p.m.

2 stops28h 13m

Winnipeg

Thu 26/3

9:15 p.m.-9:15 a.m.

2 stops14h 00m

C$ 785

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 typical price of a round-trip flight between Portland and Winnipeg?

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$ 242, 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$ 338.

How have Portland to Winnipeg flight prices changed over time?

As of January 2026, prices for Portland to Winnipeg flights are approximately 32% 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 12m
Direct flights	None

The fastest flight from Portland to Winnipeg takes 6h 12m

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 6h 12m, 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 January 2026.
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$ 242	Free Cancellation	Rating 7.2 3,249 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.