C$ 362 Cheap Flights from Winnipeg to Portland in 2026/27 | momondo

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Find the cheapest flights from Winnipeg to Portland

Round-trip

One-way

Cheap round-trip flights

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10:55 a.m. - 2:40 p.m.YWG Winnipeg-PDX Portland

5h 45m1 stop Vancouver Intl

3:15 p.m. - 12:34 a.m.PDX Portland-YWG Winnipeg

7h 19m1 stop Vancouver Intl

C$ 651Air Canada

Wed, 28 Apr - Fri, 30 Apr

10:55 a.m. - 2:40 p.m.YWG Winnipeg-PDX Portland

5h 45m1 stop Vancouver Intl

3:15 p.m. - 12:10 a.m.PDX Portland-YWG Winnipeg

6h 55m2 stops Vancouver Intl Calgary

C$ 651Air Canada

Wed, 28 Apr - Fri, 30 Apr

6:40 a.m. - 9:26 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

10:00 a.m. - 7:22 p.m.PDX Portland-YWG Winnipeg

6h 22m1 stop Vancouver Intl

C$ 652Air Canada

Thu, 7 Jan - Thu, 14 Jan

6:40 a.m. - 9:26 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:15 p.m. - 1:32 a.m.PDX Portland-YWG Winnipeg

7h 17m1 stop Vancouver Intl

C$ 652Air Canada

Sat, 5 Dec - Mon, 14 Dec

6:40 a.m. - 9:26 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:15 p.m. - 1:32 a.m.PDX Portland-YWG Winnipeg

7h 17m1 stop Vancouver Intl

C$ 653Air Canada

Sat, 5 Dec - Mon, 14 Dec

6:40 a.m. - 9:26 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:15 p.m. - 1:32 a.m.PDX Portland-YWG Winnipeg

7h 17m1 stop Vancouver Intl

C$ 655Air Canada

Sat, 5 Dec - Mon, 14 Dec

6:40 a.m. - 9:26 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

10:00 a.m. - 1:24 a.m.PDX Portland-YWG Winnipeg

12h 24m2 stops Vancouver Intl Calgary

C$ 655Air Canada

Thu, 3 Dec - Sun, 6 Dec

6:40 a.m. - 9:26 a.m.YWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

3:15 p.m. - 2:17 a.m.PDX Portland-YWG Winnipeg

8h 02m1 stop Vancouver Intl

C$ 655Air Canada

Sat, 5 Dec - Mon, 7 Dec

8:40 a.m. - 6:31 p.m.YWG Winnipeg-PDX Portland

11h 51m2 stops Denver Intl San Francisco

5:14 p.m. - 11:39 a.m.PDX Portland-YWG Winnipeg

16h 25m2 stops San Francisco Chicago O'Hare Intl

C$ 659United Airlines

Wed, 28 Apr - Fri, 30 Apr

9:40 a.m. - 10:45 p.m.YWG Winnipeg-PDX Portland

16h 05m2 stops Denver Intl San Francisco

5:00 a.m. - 7:28 p.m.PDX Portland-YWG Winnipeg

11h 28m2 stops Denver Intl Chicago O'Hare Intl

C$ 659United Airlines

Thu, 7 Jan - Thu, 14 Jan

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United Airlines flights from Winnipeg to Portland

Our best United Airlines deals on Winnipeg to Portland flight tickets

United Airlines

7 Jan

YWG9:40 a.m.Winnipeg

16h 05m

2 stops

PDX10:45 p.m.Portland

14 Jan

PDX5:00 a.m.Portland

11h 28m

2 stops

YWG7:28 p.m.Winnipeg

C$ 659

United Airlines

28 Apr

YWG8:40 a.m.Winnipeg

11h 51m

2 stops

PDX6:31 p.m.Portland

30 Apr

PDX5:14 p.m.Portland

16h 25m

2 stops

YWG11:39 a.m.Winnipeg

C$ 663

United Airlines

12 Dec

YWG3:15 p.m.Winnipeg

21h 21m

2 stops

PDX9:36 a.m.Portland

24 Dec

PDX8:46 a.m.Portland

26h 06m

2 stops

YWG1:52 p.m.Winnipeg

C$ 665

Air Canada flights from Winnipeg to Portland

Our best Air Canada deals on Winnipeg to Portland flight tickets

Air Canada

28 Apr

YWG10:55 a.m.Winnipeg

5h 45m

1 stop

PDX2:40 p.m.Portland

30 Apr

PDX3:15 p.m.Portland

7h 19m

1 stop

YWG12:34 a.m.Winnipeg

C$ 651

Air Canada

5 Dec

YWG6:40 a.m.Winnipeg

5h 46m

1 stop

PDX9:26 a.m.Portland

14 Dec

PDX3:15 p.m.Portland

7h 17m

1 stop

YWG1:32 a.m.Winnipeg

C$ 652

Air Canada

5 Dec

YWG6:40 a.m.Winnipeg

5h 46m

1 stop

PDX9:26 a.m.Portland

14 Dec

PDX3:15 p.m.Portland

7h 17m

1 stop

YWG1:32 a.m.Winnipeg

C$ 653

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 28/4

10:55 a.m.-2:40 p.m.

1 stop5h 45m

Portland

Fri 30/4

3:15 p.m.-12:34 a.m.

1 stop7h 19m

C$ 651

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 28/4

10:55 a.m.-2:40 p.m.

1 stop5h 45m

Portland

Fri 30/4

3:15 p.m.-12:10 a.m.

2 stops6h 55m

C$ 651

Quickest round-trip

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 7/1

6:40 a.m.-9:26 a.m.

1 stop5h 46m

Portland

Thu 14/1

10:00 a.m.-7:22 p.m.

1 stop6h 22m

C$ 652

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sat 5/12

6:40 a.m.-9:26 a.m.

1 stop5h 46m

Portland

Mon 14/12

3:15 p.m.-1:32 a.m.

1 stop7h 17m

C$ 652

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sat 5/12

6:40 a.m.-9:26 a.m.

1 stop5h 46m

Portland

Mon 14/12

3:15 p.m.-1:32 a.m.

1 stop7h 17m

C$ 653

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sat 5/12

6:40 a.m.-9:26 a.m.

1 stop5h 46m

Portland

Mon 14/12

3:15 p.m.-1:32 a.m.

1 stop7h 17m

C$ 655

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 3/12

6:40 a.m.-9:26 a.m.

1 stop5h 46m

Portland

Sun 6/12

10:00 a.m.-1:24 a.m.

2 stops12h 24m

C$ 655

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Sat 5/12

6:40 a.m.-9:26 a.m.

1 stop5h 46m

Portland

Mon 7/12

3:15 p.m.-2:17 a.m.

1 stop8h 02m

C$ 655

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Wed 28/4

8:40 a.m.-6:31 p.m.

2 stops11h 51m

Portland

Fri 30/4

5:14 p.m.-11:39 a.m.

2 stops16h 25m

C$ 659

WinnipegPortland

YWG Winnipeg - PDX Portland

YWGPDX

Winnipeg

Thu 7/1

9:40 a.m.-10:45 p.m.

2 stops16h 05m

Portland

Thu 14/1

5:00 a.m.-7:28 p.m.

2 stops11h 28m

C$ 659

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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How to get the cheapest flight ticket from Winnipeg to Portland

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 Portland?

The month of June is, on average, the cheapest month to fly to Portland from Winnipeg, with most prices found around C$ 471. If you are unable to visit Portland during the month of June, then departing from Winnipeg during the month August is also very affordable. Most momondo users find prices during this month for around C$ 494.

When to book flights from Winnipeg to Portland

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

Estimated round-trip price

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

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

Best price found	C$ 362
Fastest flight time	12h 28m
Direct flights	None

The best one-way flight to Portland from Winnipeg in the past 72 hours is C$ 362. The best round-trip flight deal from Winnipeg to Portland found on momondo in the last 72 hours is C$ 651.

The fastest flight from Winnipeg to Portland takes 12h 28m

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

Search flight deals

Frequently asked questions about flying from Winnipeg to Portland

How far is Winnipeg to Portland by plane?
Portland is 1960.0 km away from Winnipeg. Typically, this will take 12h 28m by plane in normal conditions.
When did momondo last update prices for flights from Winnipeg Airport to Portland Airport?
Prices for flights from Winnipeg Airport to Portland Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Winnipeg Airport to Portland Airport?
There is 1 operator available for flights from Winnipeg Airport to Portland Airport as of November 2026.
How old do you have to be to fly from Winnipeg Airport to Portland Airport?
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 Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Winnipeg to Portland?
momondo data reveals that the most frequently booked airline on the route from Winnipeg to Portland is Air Canada, representing 100% of all bookings.

Best airlines flying from Winnipeg to Portland

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

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 389	Free Cancellation	Rating 7.1 11,897 reviews		Search Air Canada flights

Cannon Beach

Seaside

Vancouver

Carson

Troutdale

Lincoln City

Rockaway Beach

Pacific City

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Winnipeg to Portland. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Portland from Winnipeg with this policy.

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

momondo helps you find the best flight between Winnipeg and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Winnipeg to Portland flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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