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Cheap flights from Winnipeg to Portland from C$ 176

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 4/10. 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 Winnipeg to Portland

Cheap round-trip flights

Air Canada Logo
7:10 p.m. - 11:01 p.m.YWG-PDX
5h 51m1 stop
Air Canada Logo
9:55 a.m. - 2:02 a.m.PDX-YWG
14h 07m1 stop
C$ 327Air Canada
Find Deal
Tue, 7 Oct - Tue, 14 Oct
Delta Logo
12:20 p.m. - 8:26 p.m.YWG-PDX
10h 06m1 stop
Delta Logo
7:59 p.m. - 11:30 a.m.PDX-YWG
13h 31m2 stops
C$ 334Delta
Find Deal
Tue, 7 Oct - Tue, 14 Oct
Air Canada Logo
7:10 p.m. - 11:01 p.m.YWG-PDX
5h 51m1 stop
Air Canada Logo
3:15 p.m. - 1:09 a.m.PDX-YWG
7h 54m1 stop
C$ 336Air Canada
Find Deal
Fri, 24 Oct - Mon, 27 Oct
Air Canada Logo
5:05 a.m. - 9:20 a.m.YWG-PDX
6h 15m1 stop
Air Canada Logo
3:15 p.m. - 1:09 a.m.PDX-YWG
7h 54m1 stop
C$ 357Air Canada
Find Deal
Fri, 24 Oct - Mon, 27 Oct
Air Canada Logo
6:15 a.m. - 11:01 p.m.YWG-PDX
18h 46m2 stops
Air Canada Logo
3:15 p.m. - 1:09 a.m.PDX-YWG
7h 54m1 stop
C$ 370Air Canada
Find Deal
Fri, 24 Oct - Mon, 27 Oct
Logo
4:25 p.m. - 12:28 a.m.YWG-PDX
10h 03m2 stops
Logo
3:15 p.m. - 1:09 a.m.PDX-YWG
7h 54m1 stop
C$ 401
Find Deal
Fri, 24 Oct - Mon, 27 Oct
United Airlines Logo
2:20 p.m. - 9:38 a.m.YWG-PDX
21h 18m2 stops
United Airlines Logo
11:59 p.m. - 11:57 a.m.PDX-YWG
9h 58m1 stop
C$ 439United Airlines
Find Deal
Thu, 6 Nov - Sat, 8 Nov
United Airlines Logo
2:20 p.m. - 10:00 a.m.YWG-PDX
21h 40m2 stops
United Airlines Logo
5:00 a.m. - 8:51 p.m.PDX-YWG
13h 51m1 stop
C$ 464United Airlines
Find Deal
Wed, 17 Dec - Fri, 2 Jan
Logo
2:20 p.m. - 9:38 a.m.YWG-PDX
21h 18m2 stops
Logo
3:15 p.m. - 1:09 a.m.PDX-YWG
7h 54m1 stop
C$ 480
Find Deal
Wed, 26 Nov - Sun, 30 Nov
WestJet Logo
8:30 a.m. - 10:40 p.m.YWG-PDX
16h 10m2 stops
WestJet Logo
11:10 a.m. - 9:30 p.m.PDX-YWG
8h 20m2 stops
C$ 680WestJet
Find Deal
Tue, 7 Oct - Tue, 14 Oct

Air Canada flights from Winnipeg to Portland

Our best Air Canada deals on Winnipeg to Portland flight tickets
Air Canada
7 Oct
YWG7:10 p.m.Winnipeg
5h 51m
1 stop
PDX11:01 p.m.Portland
14 Oct
PDX9:55 a.m.Portland
14h 07m
1 stop
YWG2:02 a.m.Winnipeg
C$ 327
Find similar
Air Canada
24 Oct
YWG7:10 p.m.Winnipeg
5h 51m
1 stop
PDX11:01 p.m.Portland
27 Oct
PDX3:15 p.m.Portland
7h 54m
1 stop
YWG1:09 a.m.Winnipeg
C$ 336
Find similar
Air Canada
24 Oct
YWG5:05 a.m.Winnipeg
6h 15m
1 stop
PDX9:20 a.m.Portland
27 Oct
PDX3:15 p.m.Portland
7h 54m
1 stop
YWG1:09 a.m.Winnipeg
C$ 357
Find similar

Delta flights from Winnipeg to Portland

Our best Delta deals on Winnipeg to Portland flight tickets
Delta
7 Oct
YWG12:20 p.m.Winnipeg
10h 06m
1 stop
PDX8:26 p.m.Portland
14 Oct
PDX7:59 p.m.Portland
13h 31m
2 stops
YWG11:30 a.m.Winnipeg
C$ 334
Find similar
Delta
4 Nov
YWG5:40 p.m.Winnipeg
16h 56m
2 stops
PDX8:36 a.m.Portland
8 Nov
PDX9:58 a.m.Portland
11h 29m
2 stops
YWG11:27 p.m.Winnipeg
C$ 444
Find similar
Delta
3 Nov
YWG5:40 p.m.Winnipeg
16h 56m
2 stops
PDX8:36 a.m.Portland
11 Nov
PDX5:26 p.m.Portland
16h 22m
2 stops
YWG11:48 a.m.Winnipeg
C$ 493
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 15 September 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

Tue 7/10

7:10 p.m.-11:01 p.m.

1 stop5h 51m

Portland

Tue 14/10

9:55 a.m.-2:02 a.m.

1 stop14h 07m

C$ 327

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 7/10

12:20 p.m.-8:26 p.m.

1 stop10h 06m

Portland

Tue 14/10

7:59 p.m.-11:30 a.m.

2 stops13h 31m

C$ 334

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 24/10

7:10 p.m.-11:01 p.m.

1 stop5h 51m

Portland

Mon 27/10

3:15 p.m.-1:09 a.m.

1 stop7h 54m

C$ 336

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 24/10

5:05 a.m.-9:20 a.m.

1 stop6h 15m

Portland

Mon 27/10

3:15 p.m.-1:09 a.m.

1 stop7h 54m

C$ 357

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 24/10

6:15 a.m.-11:01 p.m.

2 stops18h 46m

Portland

Mon 27/10

3:15 p.m.-1:09 a.m.

1 stop7h 54m

C$ 370

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 24/10

4:25 p.m.-12:28 a.m.

2 stops10h 03m

Portland

Mon 27/10

3:15 p.m.-1:09 a.m.

1 stop7h 54m

C$ 401

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 6/11

2:20 p.m.-9:38 a.m.

2 stops21h 18m

Portland

Sat 8/11

11:59 p.m.-11:57 a.m.

1 stop9h 58m

C$ 439

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 17/12

2:20 p.m.-10:00 a.m.

2 stops21h 40m

Portland

Fri 2/1

5:00 a.m.-8:51 p.m.

1 stop13h 51m

C$ 464

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 26/11

2:20 p.m.-9:38 a.m.

2 stops21h 18m

Portland

Sun 30/11

3:15 p.m.-1:09 a.m.

1 stop7h 54m

C$ 480

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 7/10

8:30 a.m.-10:40 p.m.

2 stops16h 10m

Portland

Tue 14/10

11:10 a.m.-9:30 p.m.

2 stops8h 20m

C$ 680

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 Portland from

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 July is, on average, the cheapest month to fly to Portland from Winnipeg, with most prices found around C$ 372. If you are unable to visit Portland during the month of July, then departing from Winnipeg during the month August is also very affordable. Most momondo users find prices during this month for around C$ 376.

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$ 468.

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$ 470 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

Direct flights

None
There are no direct flights from Winnipeg to Portland. There are no popular flight routes from Winnipeg to Portland.
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  • How far is Winnipeg to Portland by plane?

    Portland is 1960.0 km away from Winnipeg. Typically, this will take 5h 51m 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$ 229Free CancellationRating
7.2
3,091 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 307Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 323Free CancellationRating
7.1
10,000 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
Seaside
Carson
Astoria
Woodburn
Manzanita
Vancouver
Pacific City
Long Beach
Rockaway Beach
Tillamook
Lincoln City
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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