Cheap flights from Portland to Winnipeg from C$ 364

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Winnipeg departing on 11/10. 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 (PDX-YWG)

Cheap round-trip flights

 Logo
1:45 p.m. - 9:30 p.m.PDX-YWG
5h 45m1 stop
 Logo
6:30 a.m. - 2:48 p.m.YWG-PDX
10h 18m2 stops
C$ 364
Find Deal
Sat, 11 Oct - Tue, 21 Oct
WestJet Logo
1:45 p.m. - 11:40 p.m.PDX-YWG
7h 55m2 stops
WestJet Logo
6:30 a.m. - 1:04 p.m.YWG-PDX
8h 34m2 stops
C$ 380WestJet
Find Deal
Sat, 13 Sep - Sat, 20 Sep
Air Canada Logo
3:25 p.m. - 11:35 p.m.PDX-YWG
6h 10m1 stop
Air Canada Logo
6:25 p.m. - 11:01 p.m.YWG-PDX
6h 36m1 stop
C$ 406Air Canada
Find Deal
Sat, 11 Oct - Tue, 21 Oct
Air Canada Logo
3:25 p.m. - 11:35 p.m.PDX-YWG
6h 10m1 stop
Air Canada Logo
7:20 p.m. - 11:01 p.m.YWG-PDX
5h 41m1 stop
C$ 408Air Canada
Find Deal
Sat, 13 Sep - Sun, 21 Sep
 Logo
1:45 p.m. - 9:30 p.m.PDX-YWG
5h 45m1 stop
 Logo
3:15 p.m. - 11:11 a.m.YWG-PDX
21h 56m2 stops
C$ 420
Find Deal
Sat, 13 Sep - Mon, 22 Sep
Delta Logo
12:45 a.m. - 11:54 a.m.PDX-YWG
9h 09m1 stop
Delta Logo
5:40 p.m. - 11:29 p.m.YWG-PDX
7h 49m1 stop
C$ 427Delta
Find Deal
Fri, 12 Sep - Sun, 21 Sep
United Airlines Logo
5:15 p.m. - 1:09 p.m.PDX-YWG
17h 54m2 stops
United Airlines Logo
4:25 p.m. - 10:45 p.m.YWG-PDX
8h 20m1 stop
C$ 441United Airlines
Find Deal
Fri, 17 Oct - Sun, 19 Oct
United Airlines Logo
3:50 p.m. - 1:09 p.m.PDX-YWG
19h 19m2 stops
United Airlines Logo
2:20 p.m. - 9:29 a.m.YWG-PDX
21h 09m2 stops
C$ 448United Airlines
Find Deal
Sat, 11 Oct - Tue, 21 Oct
Delta Logo
12:45 a.m. - 11:54 a.m.PDX-YWG
9h 09m1 stop
Delta Logo
8:35 a.m. - 3:51 p.m.YWG-PDX
9h 16m1 stop
C$ 546Delta
Find Deal
Fri, 12 Sep - Sat, 20 Sep
WestJet Logo
1:45 p.m. - 11:40 p.m.PDX-YWG
7h 55m2 stops
WestJet Logo
6:30 a.m. - 1:04 p.m.YWG-PDX
8h 34m2 stops
C$ 571WestJet
Find Deal
Sat, 13 Sep - Mon, 22 Sep

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
13 Sep
PDX1:45 p.m.Portland
7h 55m
2 stops
YWG11:40 p.m.Winnipeg
20 Sep
YWG6:30 a.m.Winnipeg
8h 34m
2 stops
PDX1:04 p.m.Portland
WestJet
13 Sep
PDX1:45 p.m.Portland
7h 55m
2 stops
YWG11:40 p.m.Winnipeg
22 Sep
YWG6:30 a.m.Winnipeg
8h 34m
2 stops
PDX1:04 p.m.Portland
WestJet
12 Sep
PDX12:45 a.m.Portland
9h 09m
1 stop
YWG11:54 a.m.Winnipeg
20 Sep
YWG6:30 a.m.Winnipeg
8h 34m
2 stops
PDX1:04 p.m.Portland

Delta flights from Portland to Winnipeg

Our best Delta deals on Portland to Winnipeg flight tickets
Delta
12 Sep
PDX12:45 a.m.Portland
9h 09m
1 stop
YWG11:54 a.m.Winnipeg
21 Sep
YWG5:40 p.m.Winnipeg
7h 49m
1 stop
PDX11:29 p.m.Portland
Delta
12 Sep
PDX12:45 a.m.Portland
9h 09m
1 stop
YWG11:54 a.m.Winnipeg
20 Sep
YWG8:35 a.m.Winnipeg
9h 16m
1 stop
PDX3:51 p.m.Portland
Delta
14 Oct
PDX12:40 a.m.Portland
8h 50m
1 stop
YWG11:30 a.m.Winnipeg
22 Oct
YWG6:40 a.m.Winnipeg
12h 05m
2 stops
PDX4:45 p.m.Portland

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 August 2025.
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

Sat 11/10

1:45 p.m.-9:30 p.m.

1 stop5h 45m

Winnipeg

Tue 21/10

6:30 a.m.-2:48 p.m.

2 stops10h 18m

C$ 364

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 13/9

1:45 p.m.-11:40 p.m.

2 stops7h 55m

Winnipeg

Sat 20/9

6:30 a.m.-1:04 p.m.

2 stops8h 34m

C$ 380

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 11/10

3:25 p.m.-11:35 p.m.

1 stop6h 10m

Winnipeg

Tue 21/10

6:25 p.m.-11:01 p.m.

1 stop6h 36m

C$ 406

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 13/9

3:25 p.m.-11:35 p.m.

1 stop6h 10m

Winnipeg

Sun 21/9

7:20 p.m.-11:01 p.m.

1 stop5h 41m

C$ 408

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 13/9

1:45 p.m.-9:30 p.m.

1 stop5h 45m

Winnipeg

Mon 22/9

3:15 p.m.-11:11 a.m.

2 stops21h 56m

C$ 420

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 12/9

12:45 a.m.-11:54 a.m.

1 stop9h 09m

Winnipeg

Sun 21/9

5:40 p.m.-11:29 p.m.

1 stop7h 49m

C$ 427

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 17/10

5:15 p.m.-1:09 p.m.

2 stops17h 54m

Winnipeg

Sun 19/10

4:25 p.m.-10:45 p.m.

1 stop8h 20m

C$ 441

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 11/10

3:50 p.m.-1:09 p.m.

2 stops19h 19m

Winnipeg

Tue 21/10

2:20 p.m.-9:29 a.m.

2 stops21h 09m

C$ 448

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 12/9

12:45 a.m.-11:54 a.m.

1 stop9h 09m

Winnipeg

Sat 20/9

8:35 a.m.-3:51 p.m.

1 stop9h 16m

C$ 546

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 13/9

1:45 p.m.-11:40 p.m.

2 stops7h 55m

Winnipeg

Mon 22/9

6:30 a.m.-1:04 p.m.

2 stops8h 34m

C$ 571

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 February. Flight prices, which tend to average around C$ 241, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of February, then departing from Portland during the month April is also very affordable. Most momondo users find prices during this month for around C$ 372.

What is the cheapest day to depart on your flight to Winnipeg?

Our data shows that Thursday is the least expensive day to fly to Winnipeg. Tickets to fly out on this day can be as low as C$ 344. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Friday is C$ 492.

How far in advance should I book a flight to Winnipeg?

You are more likely to see cheaper flights to Winnipeg from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around C$ 467 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Portland for as low as C$ 223 on momondo.

How have Portland to Winnipeg flight prices changed over time?

As of August 2025, prices for Portland to Winnipeg flights are approximately 52% 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

Direct flights

None
There are no direct flights from Portland to Winnipeg. There are no popular flight routes 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 45m, 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
3,063 reviews
Search WestJet flights

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk
Morden
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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1 adult
Tue 2/9
Tue 9/9

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