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Cheap flights from Winnipeg to Portland from C$ 290

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 24/3. 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 Winnipeg to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
C$ 323WestJet
Mon, 18 May - Sun, 24 May
WestJet Logo
12:50 p.m. - 1:50 p.m.
YWG
-
PDX
27h 00m
2 stops
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
C$ 357WestJet
Mon, 18 May - Sat, 23 May
WestJet Logo
7:00 a.m. - 1:50 p.m.
YWG
-
PDX
8h 50m
1 stop
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
C$ 365WestJet
Mon, 18 May - Sat, 23 May
WestJet Logo
7:00 a.m. - 1:50 p.m.
YWG
-
PDX
8h 50m
2 stops
WestJet Logo
2:30 p.m. - 2:40 p.m.
PDX
-
YWG
22h 10m
2 stops
C$ 389WestJet
Mon, 18 May - Sat, 23 May
WestJet Logo
10:15 p.m. - 1:50 p.m.
YWG
-
PDX
17h 35m
2 stops
WestJet Logo
2:30 p.m. - 2:40 p.m.
PDX
-
YWG
22h 10m
2 stops
C$ 402WestJet
Mon, 18 May - Sun, 24 May
WestJet Logo
10:15 p.m. - 1:50 p.m.
YWG
-
PDX
17h 35m
2 stops
WestJet Logo
2:30 p.m. - 2:40 p.m.
PDX
-
YWG
22h 10m
2 stops
C$ 426WestJet
Mon, 18 May - Sat, 23 May
WestJet Logo
7:10 p.m. - 1:50 p.m.
YWG
-
PDX
20h 40m
1 stop
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
C$ 429WestJet
Mon, 15 Jun - Sat, 20 Jun
WestJet Logo
10:15 p.m. - 1:50 p.m.
YWG
-
PDX
17h 35m
2 stops
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
C$ 457WestJet
Mon, 15 Jun - Sat, 20 Jun
Delta Logo
11:55 a.m. - 8:25 p.m.
YWG
-
PDX
10h 30m
1 stop
Delta Logo
12:30 a.m. - 11:01 a.m.
PDX
-
YWG
8h 31m
1 stop
C$ 471Delta
Tue, 10 Mar - Mon, 16 Mar
Air Canada Logo
10:40 a.m. - 2:40 p.m.
YWG
-
PDX
6h 00m
1 stop
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
C$ 494Air Canada
Sat, 28 Feb - Wed, 4 Mar

Air Canada flights from Winnipeg to Portland

Our best Air Canada deals on Winnipeg to Portland flight tickets
Air Canada
28 Feb
YWG10:40 a.m.Winnipeg
6h 00m
1 stop
PDX2:40 p.m.Portland
4 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
C$ 494
Air Canada
6 Jul
YWG5:45 a.m.Winnipeg
5h 46m
1 stop
PDX9:31 a.m.Portland
13 Jul
PDX3:25 p.m.Portland
8h 32m
1 stop
YWG1:57 a.m.Winnipeg
C$ 509
Air Canada
7 Jun
YWG5:45 a.m.Winnipeg
5h 45m
1 stop
PDX9:30 a.m.Portland
14 Jun
PDX3:25 p.m.Portland
8h 34m
1 stop
YWG1:59 a.m.Winnipeg
C$ 520

Delta flights from Winnipeg to Portland

Our best Delta deals on Winnipeg to Portland flight tickets
Delta
10 Mar
YWG11:55 a.m.Winnipeg
10h 30m
1 stop
PDX8:25 p.m.Portland
16 Mar
PDX12:30 a.m.Portland
8h 31m
1 stop
YWG11:01 a.m.Winnipeg
C$ 471
Delta
7 Jun
YWG4:09 p.m.Winnipeg
9h 25m
1 stop
PDX11:34 p.m.Portland
13 Jun
PDX12:40 a.m.Portland
8h 54m
1 stop
YWG11:34 a.m.Winnipeg
C$ 536

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 10 February 2026.
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 18/5

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

1 stop5h 40m

Portland

Sun 24/5

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

1 stop5h 40m

C$ 323

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 18/5

12:50 p.m.-1:50 p.m.

2 stops27h 00m

Portland

Sat 23/5

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

1 stop5h 40m

C$ 357

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 18/5

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

1 stop8h 50m

Portland

Sat 23/5

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

1 stop5h 40m

C$ 365

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 18/5

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

2 stops8h 50m

Portland

Sat 23/5

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

2 stops22h 10m

C$ 389

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 18/5

10:15 p.m.-1:50 p.m.

2 stops17h 35m

Portland

Sun 24/5

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

2 stops22h 10m

C$ 402

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 18/5

10:15 p.m.-1:50 p.m.

2 stops17h 35m

Portland

Sat 23/5

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

2 stops22h 10m

C$ 426

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 15/6

7:10 p.m.-1:50 p.m.

1 stop20h 40m

Portland

Sat 20/6

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

1 stop5h 40m

C$ 429

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 15/6

10:15 p.m.-1:50 p.m.

2 stops17h 35m

Portland

Sat 20/6

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

1 stop5h 40m

C$ 457

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 10/3

11:55 a.m.-8:25 p.m.

1 stop10h 30m

Portland

Mon 16/3

12:30 a.m.-11:01 a.m.

1 stop8h 31m

C$ 471

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 28/2

10:40 a.m.-2:40 p.m.

1 stop6h 00m

Portland

Wed 4/3

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

1 stop7h 59m

C$ 494

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 typical price of a round-trip flight between Winnipeg and Portland?

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$ 355. 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$ 366.

How have Winnipeg to Portland flight prices changed over time?

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

Fastest flight time

7h 44m

Direct flights

None
The fastest flight from Winnipeg to Portland takes 7h 44m
There are no direct flights from Winnipeg to Portland. There are no popular flight routes from Winnipeg to Portland.
Search flight deals

  • How far is Winnipeg to Portland by plane?

    Portland is 1960.0 km away from Winnipeg. Typically, this will take 7h 44m 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$ 225Free CancellationRating
7.2
3,256 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 307Free CancellationRating
7.1
10,701 reviews
Search Air Canada flights

Travelling to a place near Portland?

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

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