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Cheap flights from Portland to Winnipeg from C$ 271

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 5/3. 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.
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
3:15 p.m. - 1:50 p.m.
YWG
-
PDX
24h 35m
2 stops
C$ 414WestJet
Wed, 29 Apr - Sat, 2 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
4:55 p.m. - 1:50 p.m.
YWG
-
PDX
22h 55m
1 stop
C$ 422WestJet
Wed, 29 Apr - Sat, 2 May
WestJet Logo
2:30 p.m. - 9:20 a.m.
PDX
-
YWG
16h 50m
2 stops
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 426WestJet
Fri, 8 May - Wed, 13 May
WestJet Logo
2:30 p.m. - 12:55 a.m.
PDX
-
YWG
8h 25m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 437WestJet
Fri, 8 May - Wed, 13 May
WestJet Logo
2:30 p.m. - 9:20 a.m.
PDX
-
YWG
16h 50m
2 stops
WestJet Logo
3:15 p.m. - 1:50 p.m.
YWG
-
PDX
24h 35m
2 stops
C$ 446WestJet
Wed, 29 Apr - Sat, 2 May
Delta Logo
8:06 p.m. - 11:36 a.m.
PDX
-
YWG
13h 30m
2 stops
Delta Logo
12:26 p.m. - 11:55 p.m.
YWG
-
PDX
13h 29m
2 stops
C$ 577Delta
Fri, 8 May - Wed, 13 May
Multiple Airlines Logo
10:30 a.m. - 12:41 a.m.
PDX
-
YWG
12h 11m
1 stop
Multiple Airlines Logo
4:10 p.m. - 8:59 a.m.
YWG
-
PDX
18h 49m
2 stops
C$ 599Multiple Airlines
Fri, 17 Apr - Sun, 19 Apr
Multiple Airlines Logo
10:30 a.m. - 7:45 p.m.
PDX
-
YWG
7h 15m
1 stop
Multiple Airlines Logo
8:30 p.m. - 1:46 p.m.
YWG
-
PDX
19h 16m
1 stop
C$ 604Multiple Airlines
Wed, 18 Mar - Sun, 22 Mar
Multiple Airlines Logo
10:30 a.m. - 7:45 p.m.
PDX
-
YWG
7h 15m
1 stop
Multiple Airlines Logo
8:30 p.m. - 9:25 a.m.
YWG
-
PDX
14h 55m
2 stops
C$ 616Multiple Airlines
Wed, 18 Mar - Sun, 22 Mar
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
10:15 p.m. - 9:10 a.m.
YWG
-
PDX
12h 55m
1 stop
C$ 622Air Canada
Mon, 30 Mar - Tue, 31 Mar

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
29 Apr
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
2 May
YWG3:15 p.m.Winnipeg
24h 35m
2 stops
PDX1:50 p.m.Portland
C$ 414
WestJet
29 Apr
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
2 May
YWG4:55 p.m.Winnipeg
22h 55m
1 stop
PDX1:50 p.m.Portland
C$ 422
WestJet
8 May
PDX2:30 p.m.Portland
16h 50m
2 stops
YWG9:20 a.m.Winnipeg
13 May
YWG10:10 a.m.Winnipeg
5h 40m
1 stop
PDX1:50 p.m.Portland
C$ 426

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
18 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
26 Mar
YWG10:10 p.m.Winnipeg
13h 05m
1 stop
PDX9:15 a.m.Portland
C$ 622
Air Canada
26 Feb
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
5 Mar
YWG6:00 a.m.Winnipeg
10h 40m
1 stop
PDX2:40 p.m.Portland
C$ 641
Air Canada
26 Feb
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
5 Mar
YWG10:40 a.m.Winnipeg
6h 00m
1 stop
PDX2:40 p.m.Portland
C$ 644

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 9 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

Wed 29/4

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

1 stop5h 40m

Winnipeg

Sat 2/5

3:15 p.m.-1:50 p.m.

2 stops24h 35m

C$ 414

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

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

1 stop5h 40m

Winnipeg

Sat 2/5

4:55 p.m.-1:50 p.m.

1 stop22h 55m

C$ 422

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 8/5

2:30 p.m.-9:20 a.m.

2 stops16h 50m

Winnipeg

Wed 13/5

10:10 a.m.-1:50 p.m.

1 stop5h 40m

C$ 426

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 8/5

2:30 p.m.-12:55 a.m.

1 stop8h 25m

Winnipeg

Wed 13/5

10:10 a.m.-1:50 p.m.

1 stop5h 40m

C$ 437

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

2:30 p.m.-9:20 a.m.

2 stops16h 50m

Winnipeg

Sat 2/5

3:15 p.m.-1:50 p.m.

2 stops24h 35m

C$ 446

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 8/5

8:06 p.m.-11:36 a.m.

2 stops13h 30m

Winnipeg

Wed 13/5

12:26 p.m.-11:55 p.m.

2 stops13h 29m

C$ 577

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 17/4

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

1 stop12h 11m

Winnipeg

Sun 19/4

4:10 p.m.-8:59 a.m.

2 stops18h 49m

C$ 599

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 18/3

10:30 a.m.-7:45 p.m.

1 stop7h 15m

Winnipeg

Sun 22/3

8:30 p.m.-1:46 p.m.

1 stop19h 16m

C$ 604

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 18/3

10:30 a.m.-7:45 p.m.

1 stop7h 15m

Winnipeg

Sun 22/3

8:30 p.m.-9:25 a.m.

2 stops14h 55m

C$ 616

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

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

1 stop7h 59m

Winnipeg

Tue 31/3

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

1 stop12h 55m

C$ 622

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest 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

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

7h 15m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 7h 15m
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 7h 15m, 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
3,256 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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