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Cheap flights from Portland to Winnipeg from C$ 179

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 20/5. 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
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 384WestJet
Wed, 20 May - Mon, 29 Jun
WestJet Logo
2:30 p.m. - 2:40 p.m.
PDX
-
YWG
22h 10m
2 stops
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 389WestJet
Thu, 13 Aug - Mon, 17 Aug
WestJet Logo
2:30 p.m. - 2:40 p.m.
PDX
-
YWG
22h 10m
2 stops
WestJet Logo
7:00 a.m. - 1:50 p.m.
YWG
-
PDX
8h 50m
2 stops
C$ 395WestJet
Thu, 13 Aug - Mon, 17 Aug
WestJet Logo
2:30 p.m. - 11:40 p.m.
PDX
-
YWG
7h 10m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 402WestJet
Thu, 13 Aug - Mon, 17 Aug
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$ 406WestJet
Thu, 20 Aug - Mon, 24 Aug
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$ 409WestJet
Wed, 20 May - Wed, 24 Jun
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$ 413WestJet
Thu, 20 Aug - Mon, 24 Aug
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$ 415WestJet
Wed, 20 May - Sat, 30 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$ 416WestJet
Fri, 22 May - Mon, 29 Jun
Multiple Airlines Logo
5:46 p.m. - 8:15 p.m.
PDX
-
YWG
24h 29m
2 stops
Multiple Airlines Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 420Multiple Airlines
Tue, 26 May - Mon, 1 Jun

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
20 May
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
29 Jun
YWG10:10 a.m.Winnipeg
5h 40m
1 stop
PDX1:50 p.m.Portland
C$ 384
WestJet
13 Aug
PDX2:30 p.m.Portland
22h 10m
2 stops
YWG2:40 p.m.Winnipeg
17 Aug
YWG10:10 a.m.Winnipeg
5h 40m
1 stop
PDX1:50 p.m.Portland
C$ 389
WestJet
13 Aug
PDX2:30 p.m.Portland
22h 10m
2 stops
YWG2:40 p.m.Winnipeg
17 Aug
YWG7:00 a.m.Winnipeg
8h 50m
2 stops
PDX1:50 p.m.Portland
C$ 395

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
26 May
PDX3:30 p.m.Portland
6h 19m
1 stop
YWG11:49 p.m.Winnipeg
31 May
YWG5:40 a.m.Winnipeg
5h 50m
1 stop
PDX9:30 a.m.Portland
C$ 475
Air Canada
29 May
PDX7:45 p.m.Portland
15h 19m
1 stop
YWG1:04 p.m.Winnipeg
2 Jun
YWG5:40 a.m.Winnipeg
5h 50m
1 stop
PDX9:30 a.m.Portland
C$ 501
Air Canada
25 May
PDX3:30 p.m.Portland
8h 34m
1 stop
YWG2:04 a.m.Winnipeg
29 May
YWG5:40 a.m.Winnipeg
5h 50m
1 stop
PDX9:30 a.m.Portland
C$ 502

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 24 April 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
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 20/5

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

1 stop5h 40m

Winnipeg

Mon 29/6

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

1 stop5h 40m

C$ 384

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 13/8

2:30 p.m.-2:40 p.m.

2 stops22h 10m

Winnipeg

Mon 17/8

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

1 stop5h 40m

C$ 389

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 13/8

2:30 p.m.-2:40 p.m.

2 stops22h 10m

Winnipeg

Mon 17/8

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

2 stops8h 50m

C$ 395

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 13/8

2:30 p.m.-11:40 p.m.

1 stop7h 10m

Winnipeg

Mon 17/8

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

1 stop5h 40m

C$ 402

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 20/8

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

1 stop5h 40m

Winnipeg

Mon 24/8

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

2 stops24h 35m

C$ 406

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 20/5

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

1 stop5h 40m

Winnipeg

Wed 24/6

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

1 stop5h 40m

C$ 409

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 20/8

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

1 stop18h 40m

Winnipeg

Mon 24/8

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

1 stop5h 40m

C$ 413

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 20/5

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

1 stop5h 40m

Winnipeg

Sat 30/5

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

1 stop5h 40m

C$ 414

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 22/5

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

2 stops16h 50m

Winnipeg

Mon 29/6

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

1 stop5h 40m

C$ 416

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 26/5

5:46 p.m.-8:15 p.m.

2 stops24h 29m

Winnipeg

Mon 1/6

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

1 stop5h 40m

C$ 420

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Winnipeg from

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?

What is the cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Portland is in November. Flight prices, which tend to average around C$ 338, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of November, then departing from Portland during the month June is also very affordable. Most momondo users find prices during this month for around C$ 361.

Can stopping save me money on Portland to Winnipeg flights?

You could potentially save up to 73% on your flight if you consider stops on a Portland to Winnipeg flight.

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

Frequently asked questions about flying from Portland to Winnipeg

  • 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 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.

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.

An easier way to manage your Winnipeg trip

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