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Cheap flights from Portland to Winnipeg from C$ 266

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 19/5. 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.
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
7:00 a.m. - 1:50 p.m.
YWG
-
PDX
8h 50m
2 stops
C$ 465WestJet
Wed, 29 Apr - Wed, 6 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 469WestJet
Wed, 29 Apr - Wed, 6 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 489WestJet
Wed, 13 May - Sun, 17 May
WestJet Logo
2:30 p.m. - 11:10 a.m.
PDX
-
YWG
18h 40m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 515WestJet
Fri, 1 May - Fri, 8 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$ 521WestJet
Fri, 15 May - Sun, 17 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 540WestJet
Wed, 13 May - Tue, 19 May
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
5:45 a.m. - 9:30 a.m.
YWG
-
PDX
5h 45m
1 stop
C$ 547Air Canada
Wed, 29 Apr - Sun, 3 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
2:55 p.m. - 1:50 p.m.
YWG
-
PDX
24h 55m
1 stop
C$ 550WestJet
Wed, 13 May - Sat, 16 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
4:15 p.m. - 1:50 p.m.
YWG
-
PDX
23h 35m
2 stops
C$ 551WestJet
Wed, 13 May - Sat, 16 May
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
7:20 a.m. - 2:45 p.m.
YWG
-
PDX
9h 25m
2 stops
C$ 554Air Canada
Wed, 29 Apr - Sat, 2 May

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets
United Airlines
3 May
PDX10:55 p.m.Portland
10h 57m
1 stop
YWG11:52 a.m.Winnipeg
10 May
YWG2:00 p.m.Winnipeg
11h 55m
1 stop
PDX11:55 p.m.Portland
C$ 567
United Airlines
2 May
PDX7:45 p.m.Portland
23h 12m
2 stops
YWG8:57 p.m.Winnipeg
9 May
YWG8:45 a.m.Winnipeg
14h 24m
1 stop
PDX9:09 p.m.Portland
C$ 580
United Airlines
11 May
PDX11:55 p.m.Portland
9h 57m
1 stop
YWG11:52 a.m.Winnipeg
16 May
YWG8:45 a.m.Winnipeg
18h 14m
2 stops
PDX12:59 a.m.Portland
C$ 581

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
29 Apr
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
3 May
YWG5:45 a.m.Winnipeg
5h 45m
1 stop
PDX9:30 a.m.Portland
C$ 547
Air Canada
29 Apr
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
2 May
YWG7:20 a.m.Winnipeg
9h 25m
2 stops
PDX2:45 p.m.Portland
C$ 554
Air Canada
13 May
PDX3:30 p.m.Portland
6h 19m
1 stop
YWG11:49 p.m.Winnipeg
20 May
YWG7:20 a.m.Winnipeg
9h 25m
2 stops
PDX2:45 p.m.Portland
C$ 555

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 19 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 29/4

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

1 stop5h 40m

Winnipeg

Wed 6/5

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

2 stops8h 50m

C$ 465
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

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

1 stop5h 40m

Winnipeg

Wed 6/5

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

1 stop5h 40m

C$ 469

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 13/5

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

1 stop5h 40m

Winnipeg

Sun 17/5

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

1 stop5h 40m

C$ 489

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/5

2:30 p.m.-11:10 a.m.

1 stop18h 40m

Winnipeg

Fri 8/5

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

1 stop5h 40m

C$ 515

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 15/5

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

2 stops16h 50m

Winnipeg

Sun 17/5

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

1 stop5h 40m

C$ 521

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 13/5

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

1 stop5h 40m

Winnipeg

Tue 19/5

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

1 stop5h 40m

C$ 540

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

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

1 stop7h 59m

Winnipeg

Sun 3/5

5:45 a.m.-9:30 a.m.

1 stop5h 45m

C$ 547

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 13/5

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

1 stop5h 40m

Winnipeg

Sat 16/5

2:55 p.m.-1:50 p.m.

1 stop24h 55m

C$ 550

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 13/5

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

1 stop5h 40m

Winnipeg

Sat 16/5

4:15 p.m.-1:50 p.m.

2 stops23h 35m

C$ 551

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

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

1 stop7h 59m

Winnipeg

Sat 2/5

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

2 stops9h 25m

C$ 554

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

5h 40m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 5h 40m
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 5h 40m, 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
3,297 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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