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Cheap flights from Portland to Winnipeg from C$ 352

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Winnipeg departing on 2/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Portland to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:00 a.m. - 7:09 p.m.
PDX
-
YWG
11h 09m
2 stops
Multiple Airlines Logo
7:30 a.m. - 6:55 p.m.
YWG
-
PDX
13h 25m
1 stop
C$ 595Multiple Airlines
Fri, 27 Mar - Fri, 3 Apr
United Airlines Logo
11:59 p.m. - 11:57 a.m.
PDX
-
YWG
9h 58m
1 stop
United Airlines Logo
2:00 p.m. - 9:48 a.m.
YWG
-
PDX
21h 48m
2 stops
C$ 611United Airlines
Fri, 27 Mar - Fri, 3 Apr
Delta Logo
12:30 a.m. - 11:01 a.m.
PDX
-
YWG
8h 31m
1 stop
Delta Logo
6:40 a.m. - 12:48 p.m.
YWG
-
PDX
8h 08m
1 stop
C$ 631Delta
Tue, 10 Mar - Sun, 22 Mar
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
10:40 a.m. - 6:30 p.m.
YWG
-
PDX
9h 50m
1 stop
C$ 636Air Canada
Thu, 12 Mar - Sun, 22 Mar
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
10:45 a.m. - 6:30 p.m.
YWG
-
PDX
9h 45m
1 stop
C$ 637Air Canada
Mon, 30 Mar - Tue, 31 Mar
United Airlines Logo
11:59 p.m. - 11:52 a.m.
PDX
-
YWG
9h 53m
1 stop
United Airlines Logo
2:00 p.m. - 9:48 a.m.
YWG
-
PDX
21h 48m
2 stops
C$ 644United Airlines
Mon, 6 Apr - Mon, 13 Apr
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
9:15 p.m. - 9:10 a.m.
YWG
-
PDX
13h 55m
2 stops
C$ 659Air Canada
Mon, 30 Mar - Tue, 31 Mar
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
9:15 p.m. - 9:10 a.m.
YWG
-
PDX
13h 55m
2 stops
C$ 661Air Canada
Mon, 30 Mar - Tue, 31 Mar
Air Canada Logo
7:05 p.m. - 12:44 p.m.
PDX
-
YWG
15h 39m
1 stop
Air Canada Logo
10:45 a.m. - 6:30 p.m.
YWG
-
PDX
9h 45m
1 stop
C$ 663Air Canada
Mon, 6 Apr - Mon, 13 Apr
Air Canada Logo
3:25 p.m. - 11:39 p.m.
PDX
-
YWG
6h 14m
1 stop
Air Canada Logo
7:20 a.m. - 2:45 p.m.
YWG
-
PDX
9h 25m
2 stops
C$ 668Air Canada
Wed, 10 Jun - Sat, 13 Jun

Delta flights from Portland to Winnipeg

Our best Delta deals on Portland to Winnipeg flight tickets
Delta
10 Mar
PDX12:30 a.m.Portland
8h 31m
1 stop
YWG11:01 a.m.Winnipeg
22 Mar
YWG6:40 a.m.Winnipeg
8h 08m
1 stop
PDX12:48 p.m.Portland
C$ 631
Delta
20 Mar
PDX12:30 a.m.Portland
8h 31m
1 stop
YWG11:01 a.m.Winnipeg
29 Mar
YWG11:55 a.m.Winnipeg
10h 30m
1 stop
PDX8:25 p.m.Portland
C$ 1,226

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
12 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
22 Mar
YWG10:40 a.m.Winnipeg
9h 50m
1 stop
PDX6:30 p.m.Portland
C$ 636
Air Canada
30 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
31 Mar
YWG10:45 a.m.Winnipeg
9h 45m
1 stop
PDX6:30 p.m.Portland
C$ 637
Air Canada
30 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
31 Mar
YWG9:15 p.m.Winnipeg
13h 55m
2 stops
PDX9:10 a.m.Portland
C$ 659

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 22 February 2026.
Use the filters below to find and compare flights from Portland to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 27/3

6:00 a.m.-7:09 p.m.

2 stops11h 09m

Winnipeg

Fri 3/4

7:30 a.m.-6:55 p.m.

1 stop13h 25m

C$ 595

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 27/3

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

1 stop9h 58m

Winnipeg

Fri 3/4

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

2 stops21h 48m

C$ 611

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 10/3

12:30 a.m.-11:01 a.m.

1 stop8h 31m

Winnipeg

Sun 22/3

6:40 a.m.-12:48 p.m.

1 stop8h 08m

C$ 631

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 12/3

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

1 stop7h 59m

Winnipeg

Sun 22/3

10:40 a.m.-6:30 p.m.

1 stop9h 50m

C$ 636

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

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

1 stop7h 59m

Winnipeg

Tue 31/3

10:45 a.m.-6:30 p.m.

1 stop9h 45m

C$ 637

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 6/4

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

1 stop9h 53m

Winnipeg

Mon 13/4

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

2 stops21h 48m

C$ 644

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

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

1 stop7h 59m

Winnipeg

Tue 31/3

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

2 stops13h 55m

C$ 659

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

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

1 stop7h 59m

Winnipeg

Tue 31/3

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

2 stops13h 55m

C$ 661

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 6/4

7:05 p.m.-12:44 p.m.

1 stop15h 39m

Winnipeg

Mon 13/4

10:45 a.m.-6:30 p.m.

1 stop9h 45m

C$ 663

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 10/6

3:25 p.m.-11:39 p.m.

1 stop6h 14m

Winnipeg

Sat 13/6

7:20 a.m.-2:45 p.m.

2 stops9h 25m

C$ 668

Flights are sorted by cheapest round-trip flights first.

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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

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

How have Portland to Winnipeg flight prices changed over time?

As of February 2026, prices for Portland to Winnipeg flights are approximately 69% cheaper 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

9h 53m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 9h 53m
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 9h 53m, 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?

  • 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?

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
WestJetPriceFrom C$ 242Free CancellationRating
7.2
3,270 reviews
Search WestJet flights

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
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.

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