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Cheap flights from Winnipeg to Portland 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 Winnipeg to Portland departing on 31/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Winnipeg to Portland

Cheap round-trip flights

Air Canada Logo
5:20 a.m. - 9:30 a.m.YWG-PDX
6h 10m1 stop
Air Canada Logo
6:15 a.m. - 2:45 p.m.PDX-YWG
6h 30m1 stop
C$ 338Air Canada
Find Deal
Mon, 25 Aug - Wed, 27 Aug
Air Canada Logo
5:20 a.m. - 9:30 a.m.YWG-PDX
6h 10m1 stop
Air Canada Logo
3:25 p.m. - 11:35 p.m.PDX-YWG
6h 10m1 stop
C$ 417Air Canada
Find Deal
Wed, 27 Aug - Wed, 3 Sep
WestJet Logo
3:15 p.m. - 1:05 p.m.YWG-PDX
23h 50m1 stop
WestJet Logo
1:45 p.m. - 11:10 p.m.PDX-YWG
7h 25m1 stop
C$ 418WestJet
Find Deal
Fri, 12 Sep - Fri, 19 Sep
WestJet Logo
9:05 p.m. - 1:05 p.m.YWG-PDX
18h 00m1 stop
WestJet Logo
1:45 p.m. - 9:30 p.m.PDX-YWG
5h 45m1 stop
C$ 435WestJet
Find Deal
Fri, 12 Sep - Fri, 19 Sep
United Airlines Logo
2:20 p.m. - 10:42 p.m.YWG-PDX
10h 22m2 stops
United Airlines Logo
5:40 p.m. - 3:31 p.m.PDX-YWG
19h 51m2 stops
C$ 436United Airlines
Find Deal
Wed, 27 Aug - Wed, 3 Sep
Delta Logo
8:30 a.m. - 1:04 p.m.YWG-PDX
6h 34m1 stop
Delta Logo
1:45 p.m. - 11:10 p.m.PDX-YWG
7h 25m1 stop
C$ 446Delta
Find Deal
Fri, 29 Aug - Mon, 1 Sep
Logo
6:30 a.m. - 2:44 p.m.YWG-PDX
10h 14m2 stops
Logo
1:45 p.m. - 9:30 p.m.PDX-YWG
5h 45m1 stop
C$ 457
Find Deal
Fri, 12 Sep - Fri, 19 Sep
Logo
9:15 p.m. - 1:05 p.m.YWG-PDX
17h 50m2 stops
Logo
3:25 p.m. - 11:41 a.m.PDX-YWG
18h 16m2 stops
C$ 477
Find Deal
Fri, 12 Sep - Fri, 19 Sep
Delta Logo
12:44 p.m. - 8:56 p.m.YWG-PDX
10h 12m1 stop
Delta Logo
12:45 a.m. - 11:54 a.m.PDX-YWG
9h 09m1 stop
C$ 527Delta
Find Deal
Fri, 12 Sep - Thu, 18 Sep
United Airlines Logo
8:30 a.m. - 10:46 p.m.YWG-PDX
16h 16m2 stops
United Airlines Logo
5:15 a.m. - 8:48 p.m.PDX-YWG
13h 33m1 stop
C$ 545United Airlines
Find Deal
Thu, 18 Dec - Thu, 1 Jan

Air Canada flights from Winnipeg to Portland

Our best Air Canada deals on Winnipeg to Portland flight tickets
Air Canada
25 Aug
YWG5:20 a.m.Winnipeg
6h 10m
1 stop
PDX9:30 a.m.Portland
27 Aug
PDX6:15 a.m.Portland
6h 30m
1 stop
YWG2:45 p.m.Winnipeg
C$ 338
Find similar
Air Canada
27 Aug
YWG5:20 a.m.Winnipeg
6h 10m
1 stop
PDX9:30 a.m.Portland
3 Sep
PDX3:25 p.m.Portland
6h 10m
1 stop
YWG11:35 p.m.Winnipeg
C$ 417
Find similar
Air Canada
18 Aug
YWG5:20 a.m.Winnipeg
6h 10m
1 stop
PDX9:30 a.m.Portland
20 Aug
PDX6:15 a.m.Portland
6h 30m
1 stop
YWG2:45 p.m.Winnipeg
C$ 450
Find similar

WestJet flights from Winnipeg to Portland

Our best WestJet deals on Winnipeg to Portland flight tickets
WestJet
12 Sep
YWG3:15 p.m.Winnipeg
23h 50m
1 stop
PDX1:05 p.m.Portland
19 Sep
PDX1:45 p.m.Portland
7h 25m
1 stop
YWG11:10 p.m.Winnipeg
C$ 418
Find similar
WestJet
12 Sep
YWG9:05 p.m.Winnipeg
18h 00m
1 stop
PDX1:05 p.m.Portland
19 Sep
PDX1:45 p.m.Portland
5h 45m
1 stop
YWG9:30 p.m.Winnipeg
C$ 435
Find similar
WestJet
18 Aug
YWG4:30 p.m.Winnipeg
22h 34m
2 stops
PDX1:04 p.m.Portland
20 Aug
PDX1:45 p.m.Portland
5h 46m
1 stop
YWG9:31 p.m.Winnipeg
C$ 542
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Portland 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 31 July 2025.
Use the filters below to find and compare flights from Winnipeg to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 25/8

5:20 a.m.-9:30 a.m.

1 stop6h 10m

Portland

Wed 27/8

6:15 a.m.-2:45 p.m.

1 stop6h 30m

C$ 338

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 27/8

5:20 a.m.-9:30 a.m.

1 stop6h 10m

Portland

Wed 3/9

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

1 stop6h 10m

C$ 417

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 12/9

3:15 p.m.-1:05 p.m.

1 stop23h 50m

Portland

Fri 19/9

1:45 p.m.-11:10 p.m.

1 stop7h 25m

C$ 418

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 12/9

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

1 stop18h 00m

Portland

Fri 19/9

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

1 stop5h 45m

C$ 435

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 27/8

2:20 p.m.-10:42 p.m.

2 stops10h 22m

Portland

Wed 3/9

5:40 p.m.-3:31 p.m.

2 stops19h 51m

C$ 436

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 29/8

8:30 a.m.-1:04 p.m.

1 stop6h 34m

Portland

Mon 1/9

1:45 p.m.-11:10 p.m.

1 stop7h 25m

C$ 446

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 12/9

6:30 a.m.-2:44 p.m.

2 stops10h 14m

Portland

Fri 19/9

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

1 stop5h 45m

C$ 457

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 12/9

9:15 p.m.-1:05 p.m.

2 stops17h 50m

Portland

Fri 19/9

3:25 p.m.-11:41 a.m.

2 stops18h 16m

C$ 477

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 12/9

12:44 p.m.-8:56 p.m.

1 stop10h 12m

Portland

Thu 18/9

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

1 stop9h 09m

C$ 527

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

8:30 a.m.-10:46 p.m.

2 stops16h 16m

Portland

Thu 1/1

5:15 a.m.-8:48 p.m.

1 stop13h 33m

C$ 545

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 Winnipeg to Portland

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 Portland?

The month of August is, on average, the cheapest month to fly to Portland from Winnipeg, with most prices found around C$ 322. If you are unable to visit Portland during the month of August, then departing from Winnipeg during the month July 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 Portland?

The cheapest day to depart from Winnipeg to Portland is on a Sunday. Travellers who choose to depart for Portland on a Sunday will often find tickets for as low as C$ 315. On the other hand, Monday is the most expensive day to depart from Winnipeg because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 467.

What is the cheapest time of day to depart on your flight to Portland?

In the evening is the cheapest time of day to fly from Winnipeg to Portland when you can find flight prices for as low as C$ 286. Flying to Portland in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 404 on average. Flights to Portland from Winnipeg in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

You are more likely to see cheaper flights to Portland from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around C$ 450 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Winnipeg for as low as C$ 295 on momondo.

When to book flights from Winnipeg to Portland

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to Portland according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to Portland (YWG to PDX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Portland

Best price found

C$ 179

Fastest flight time

6h 00m

Direct flights

None

Airports in Portland

1 airport
The best one-way flight to Portland from Winnipeg in the past 72 hours is C$ 179. The best round-trip flight deal from Winnipeg to Portland found on momondo in the last 72 hours is C$ 338.
The fastest flight from Winnipeg to Portland takes 6h 00m
There are no direct flights from Winnipeg to Portland. Popular non-direct route for this connection is Winnipeg Airport - Portland Airport.
There is 1 airport near Portland: Portland (PDX)
Search flight deals

  • How far is Winnipeg to Portland by plane?

    Portland is 1960.0 km away from Winnipeg. Typically, this will take 6h 00m by plane in normal conditions.

  • When did momondo last update prices for flights from Winnipeg Airport to Portland Airport?

    Prices for flights from Winnipeg Airport to Portland Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Winnipeg Airport to Portland Airport?

  • How old do you have to be to fly from Winnipeg Airport to Portland Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Winnipeg to Portland?

Best airlines flying from Winnipeg to Portland

Compare and see reviews for airlines that fly from Winnipeg to Portland with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 237Free CancellationRating
7.2
2,978 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 263Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 293Free CancellationRating
7.1
9,851 reviews
Search Air Canada flights
DeltaPriceFrom C$ 344Free CancellationRating
8.0
7,981 reviews
Search Delta flights

Travelling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Seaside
Cannon Beach
Lincoln City
Carson
Vancouver
Astoria
Woodburn
Manzanita
Rockaway Beach
Pacific City
Long Beach
Tillamook
Hillsboro
Salem

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Portland?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Winnipeg to Portland. momondo saves you time and could save you money on your trip.

Can I find flights from Winnipeg to Portland with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Portland from Winnipeg with this policy.

How can momondo help me find flights from Winnipeg to Portland?

momondo helps you find the best flight between Winnipeg and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Winnipeg to Portland right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Winnipeg to Portland flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Portland 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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