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Cheap flights from Portland to Winnipeg from C$ 243

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 26/5. 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.
United Airlines Logo
10:55 p.m. - 11:52 a.m.
PDX
-
YWG
10h 57m
1 stop
United Airlines Logo
2:00 p.m. - 10:35 p.m.
YWG
-
PDX
10h 35m
1 stop
C$ 448United Airlines
Wed, 6 May - Mon, 11 May
United Airlines Logo
10:55 p.m. - 11:52 a.m.
PDX
-
YWG
10h 57m
1 stop
United Airlines Logo
2:00 p.m. - 12:35 p.m.
YWG
-
PDX
24h 35m
2 stops
C$ 462United Airlines
Wed, 6 May - Mon, 11 May
United Airlines Logo
1:37 p.m. - 11:52 a.m.
PDX
-
YWG
20h 15m
2 stops
United Airlines Logo
2:00 p.m. - 12:35 p.m.
YWG
-
PDX
24h 35m
2 stops
C$ 469United Airlines
Wed, 6 May - Mon, 11 May
Air Canada Logo
7:45 p.m. - 12:20 p.m.
PDX
-
YWG
14h 35m
2 stops
Air Canada Logo
5:40 a.m. - 9:30 a.m.
YWG
-
PDX
5h 50m
1 stop
C$ 477Air Canada
Mon, 1 Jun - Fri, 5 Jun
United Airlines Logo
10:40 p.m. - 11:52 a.m.
PDX
-
YWG
11h 12m
1 stop
United Airlines Logo
7:00 a.m. - 10:42 p.m.
YWG
-
PDX
17h 42m
1 stop
C$ 481United Airlines
Mon, 1 Jun - Fri, 5 Jun
Air Canada Logo
7:45 p.m. - 1:04 p.m.
PDX
-
YWG
15h 19m
1 stop
Air Canada Logo
5:40 a.m. - 9:31 a.m.
YWG
-
PDX
5h 51m
1 stop
C$ 487Air Canada
Fri, 12 Jun - Sun, 21 Jun
United Airlines Logo
6:03 p.m. - 11:52 a.m.
PDX
-
YWG
15h 49m
2 stops
United Airlines Logo
8:45 a.m. - 10:55 p.m.
YWG
-
PDX
16h 10m
1 stop
C$ 495United Airlines
Mon, 1 Jun - Fri, 5 Jun
Air Canada Logo
7:45 p.m. - 12:20 p.m.
PDX
-
YWG
14h 35m
2 stops
Air Canada Logo
5:40 a.m. - 9:31 a.m.
YWG
-
PDX
5h 51m
1 stop
C$ 510Air Canada
Fri, 12 Jun - Sun, 21 Jun
WestJet Logo
2:30 p.m. - 9:20 a.m.
PDX
-
YWG
16h 50m
2 stops
WestJet Logo
7:00 a.m. - 1:50 p.m.
YWG
-
PDX
8h 50m
2 stops
C$ 550WestJet
Fri, 8 May - Wed, 13 May
WestJet Logo
2:30 p.m. - 12:15 p.m.
PDX
-
YWG
19h 45m
1 stop
WestJet Logo
4:55 p.m. - 1:50 p.m.
YWG
-
PDX
22h 55m
1 stop
C$ 559WestJet
Mon, 11 May - Mon, 18 May

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
1 Jun
PDX7:45 p.m.Portland
14h 35m
2 stops
YWG12:20 p.m.Winnipeg
5 Jun
YWG5:40 a.m.Winnipeg
5h 50m
1 stop
PDX9:30 a.m.Portland
C$ 477
Air Canada
12 Jun
PDX7:45 p.m.Portland
15h 19m
1 stop
YWG1:04 p.m.Winnipeg
21 Jun
YWG5:40 a.m.Winnipeg
5h 51m
1 stop
PDX9:31 a.m.Portland
C$ 487
Air Canada
12 Jun
PDX7:45 p.m.Portland
14h 35m
2 stops
YWG12:20 p.m.Winnipeg
21 Jun
YWG5:40 a.m.Winnipeg
5h 51m
1 stop
PDX9:31 a.m.Portland
C$ 510

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
8 May
PDX2:30 p.m.Portland
16h 50m
2 stops
YWG9:20 a.m.Winnipeg
13 May
YWG7:00 a.m.Winnipeg
8h 50m
2 stops
PDX1:50 p.m.Portland
C$ 550
WestJet
11 May
PDX2:30 p.m.Portland
19h 45m
1 stop
YWG12:15 p.m.Winnipeg
18 May
YWG4:55 p.m.Winnipeg
22h 55m
1 stop
PDX1:50 p.m.Portland
C$ 559
WestJet
8 May
PDX2:30 p.m.Portland
8h 25m
1 stop
YWG12:55 a.m.Winnipeg
13 May
YWG7:00 a.m.Winnipeg
8h 50m
2 stops
PDX1:50 p.m.Portland
C$ 562

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 28 March 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

Cheapest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 6/5

10:55 p.m.-11:52 a.m.

1 stop10h 57m

Winnipeg

Mon 11/5

2:00 p.m.-10:35 p.m.

1 stop10h 35m

C$ 448

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 6/5

10:55 p.m.-11:52 a.m.

1 stop10h 57m

Winnipeg

Mon 11/5

2:00 p.m.-12:35 p.m.

2 stops24h 35m

C$ 462

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 6/5

1:37 p.m.-11:52 a.m.

2 stops20h 15m

Winnipeg

Mon 11/5

2:00 p.m.-12:35 p.m.

2 stops24h 35m

C$ 469
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 1/6

7:45 p.m.-12:20 p.m.

2 stops14h 35m

Winnipeg

Fri 5/6

5:40 a.m.-9:30 a.m.

1 stop5h 50m

C$ 477

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 1/6

10:40 p.m.-11:52 a.m.

1 stop11h 12m

Winnipeg

Fri 5/6

7:00 a.m.-10:42 p.m.

1 stop17h 42m

C$ 481

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 12/6

7:45 p.m.-1:04 p.m.

1 stop15h 19m

Winnipeg

Sun 21/6

5:40 a.m.-9:31 a.m.

1 stop5h 51m

C$ 487

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 1/6

6:03 p.m.-11:52 a.m.

2 stops15h 49m

Winnipeg

Fri 5/6

8:45 a.m.-10:55 p.m.

1 stop16h 10m

C$ 495

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 12/6

7:45 p.m.-12:20 p.m.

2 stops14h 35m

Winnipeg

Sun 21/6

5:40 a.m.-9:31 a.m.

1 stop5h 51m

C$ 510

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 8/5

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

2 stops16h 50m

Winnipeg

Wed 13/5

7:00 a.m.-1:50 p.m.

2 stops8h 50m

C$ 550

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 11/5

2:30 p.m.-12:15 p.m.

1 stop19h 45m

Winnipeg

Mon 18/5

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

1 stop22h 55m

C$ 559

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 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?

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

8h 31m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 8h 31m
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 8h 31m, 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$ 245Free CancellationRating
7.2
3,302 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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