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Cheap flights from Portland to Winnipeg from C$ 190

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 28/7. 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
9:05 p.m. - 1:50 p.m.
YWG
-
PDX
18h 45m
1 stop
C$ 502WestJet
Sat, 30 May - Sat, 1 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$ 505WestJet
Sat, 30 May - Sun, 31 May
United Airlines Logo
4:29 p.m. - 11:39 a.m.
PDX
-
YWG
17h 10m
1 stop
United Airlines Logo
8:30 a.m. - 1:15 p.m.
YWG
-
PDX
6h 45m
1 stop
C$ 509United Airlines
Thu, 1 Oct - Mon, 5 Oct
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$ 512WestJet
Tue, 26 May - Tue, 2 Jun
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$ 515WestJet
Tue, 26 May - Tue, 2 Jun
Air Canada Logo
3:30 p.m. - 11:49 p.m.
PDX
-
YWG
6h 19m
1 stop
Air Canada Logo
5:40 a.m. - 9:30 a.m.
YWG
-
PDX
5h 50m
1 stop
C$ 516Air Canada
Tue, 2 Jun - Wed, 3 Jun
Air Canada Logo
3:30 p.m. - 11:49 p.m.
PDX
-
YWG
6h 19m
1 stop
Air Canada Logo
7:20 a.m. - 2:45 p.m.
YWG
-
PDX
9h 25m
2 stops
C$ 523Air Canada
Tue, 2 Jun - Wed, 3 Jun
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$ 528WestJet
Tue, 2 Jun - Sat, 1 Aug
Multiple Airlines Logo
11:15 a.m. - 12:40 a.m.
PDX
-
YWG
11h 25m
1 stop
Multiple Airlines Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 530Multiple Airlines
Sun, 7 Jun - Wed, 24 Jun
Delta Logo
11:58 a.m. - 11:26 p.m.
PDX
-
YWG
9h 28m
1 stop
Delta Logo
3:54 p.m. - 11:21 p.m.
YWG
-
PDX
9h 27m
1 stop
C$ 535Delta
Sat, 6 Jun - Mon, 22 Jun

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
8 Jun
PDX3:30 p.m.Portland
8h 34m
1 stop
YWG2:04 a.m.Winnipeg
23 Jun
YWG5:30 a.m.Winnipeg
6h 01m
1 stop
PDX9:31 a.m.Portland
C$ 542
Air Canada
1 Jun
PDX7:45 p.m.Portland
14h 35m
2 stops
YWG12:20 p.m.Winnipeg
1 Aug
YWG5:40 a.m.Winnipeg
5h 51m
1 stop
PDX9:31 a.m.Portland
C$ 552
Air Canada
9 Jun
PDX7:45 p.m.Portland
14h 35m
2 stops
YWG12:20 p.m.Winnipeg
20 Jun
YWG5:40 a.m.Winnipeg
5h 51m
1 stop
PDX9:31 a.m.Portland
C$ 565

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
7 Oct
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
11 Oct
YWG7:00 a.m.Winnipeg
8h 50m
1 stop
PDX1:50 p.m.Portland
C$ 444
WestJet
7 Oct
PDX2:30 p.m.Portland
18h 40m
1 stop
YWG11:10 a.m.Winnipeg
11 Oct
YWG7:00 a.m.Winnipeg
8h 50m
1 stop
PDX1:50 p.m.Portland
C$ 488
WestJet
30 May
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
1 Aug
YWG9:05 p.m.Winnipeg
18h 45m
1 stop
PDX1:50 p.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 16 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

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 30/5

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

1 stop5h 40m

Winnipeg

Sat 1/8

9:05 p.m.-1:50 p.m.

1 stop18h 45m

C$ 502
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 30/5

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

1 stop5h 40m

Winnipeg

Sun 31/5

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

1 stop5h 40m

C$ 505

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 1/10

4:29 p.m.-11:39 a.m.

1 stop17h 10m

Winnipeg

Mon 5/10

8:30 a.m.-1:15 p.m.

1 stop6h 45m

C$ 509

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 26/5

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

1 stop5h 40m

Winnipeg

Tue 2/6

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

2 stops8h 50m

C$ 512

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 26/5

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

1 stop5h 40m

Winnipeg

Tue 2/6

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

1 stop5h 40m

C$ 515

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 2/6

3:30 p.m.-11:49 p.m.

1 stop6h 19m

Winnipeg

Wed 3/6

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

1 stop5h 50m

C$ 516

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 2/6

3:30 p.m.-11:49 p.m.

1 stop6h 19m

Winnipeg

Wed 3/6

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

2 stops9h 25m

C$ 523

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 2/6

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

1 stop5h 40m

Winnipeg

Sat 1/8

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

2 stops24h 35m

C$ 528

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 7/6

11:15 a.m.-12:40 a.m.

1 stop11h 25m

Winnipeg

Wed 24/6

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

1 stop5h 40m

C$ 530

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 6/6

11:58 a.m.-11:26 p.m.

1 stop9h 28m

Winnipeg

Mon 22/6

3:54 p.m.-11:21 p.m.

1 stop9h 27m

C$ 535

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 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$ 340, 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$ 363.

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

6h 08m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 6h 08m
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 6h 08m, 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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