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Cheap flights from Winnipeg to Portland from C$ 229

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 4/2. 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.
Air Canada Logo
10:40 a.m. - 2:40 p.m.
YWG
-
PDX
6h 00m1 stop
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m1 stop
C$ 489Air Canada
Sat, 7 Mar - Wed, 11 Mar
Air Canada Logo
10:40 a.m. - 2:40 p.m.
YWG
-
PDX
6h 00m1 stop
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m1 stop
C$ 500Air Canada
Sat, 7 Mar - Wed, 11 Mar
Air Canada Logo
6:00 a.m. - 6:30 p.m.
YWG
-
PDX
14h 30m1 stop
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m1 stop
C$ 505Air Canada
Thu, 26 Mar - Sun, 29 Mar
Delta Logo
11:53 a.m. - 10:48 p.m.
YWG
-
PDX
12h 55m2 stops
Delta Logo
12:30 a.m. - 12:00 p.m.
PDX
-
YWG
9h 30m1 stop
C$ 512Delta
Sat, 7 Mar - Tue, 10 Mar
Multiple Airlines Logo
4:55 p.m. - 11:52 p.m.
YWG
-
PDX
8h 57m1 stop
Multiple Airlines Logo
9:10 a.m. - 12:43 a.m.
PDX
-
YWG
13h 33m2 stops
C$ 519Multiple Airlines
Sun, 18 Jan - Sun, 25 Jan
Delta Logo
11:53 a.m. - 10:48 p.m.
YWG
-
PDX
12h 55m2 stops
Delta Logo
12:30 a.m. - 12:00 p.m.
PDX
-
YWG
9h 30m1 stop
C$ 525Delta
Sat, 7 Mar - Tue, 10 Mar
Air Canada Logo
5:50 a.m. - 6:30 p.m.
YWG
-
PDX
14h 40m1 stop
Air Canada Logo
9:50 a.m. - 6:09 p.m.
PDX
-
YWG
6h 19m1 stop
C$ 531Air Canada
Sun, 18 Jan - Sun, 25 Jan
Air Canada Logo
8:00 a.m. - 9:15 a.m.
YWG
-
PDX
27h 15m2 stops
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m1 stop
C$ 548Air Canada
Thu, 26 Mar - Sun, 29 Mar
Air Canada Logo
5:45 a.m. - 9:30 a.m.
YWG
-
PDX
5h 45m1 stop
Air Canada Logo
1:34 p.m. - 1:59 a.m.
PDX
-
YWG
10h 25m2 stops
C$ 562Air Canada
Fri, 1 May - Fri, 1 May
Air Canada Logo
6:00 a.m. - 6:47 p.m.
YWG
-
PDX
14h 47m2 stops
Air Canada Logo
7:49 p.m. - 11:57 a.m.
PDX
-
YWG
14h 08m2 stops
C$ 570Air Canada
Sat, 7 Mar - Wed, 11 Mar

Air Canada flights from Winnipeg to Portland

Our best Air Canada deals on Winnipeg to Portland flight tickets
Air Canada
7 Mar
YWG10:40 a.m.Winnipeg
6h 00m
1 stop
PDX2:40 p.m.Portland
11 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
C$ 489
Find similar
Air Canada
7 Mar
YWG10:40 a.m.Winnipeg
6h 00m
1 stop
PDX2:40 p.m.Portland
11 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
C$ 500
Find similar
Air Canada
26 Mar
YWG6:00 a.m.Winnipeg
14h 30m
1 stop
PDX6:30 p.m.Portland
29 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
C$ 505
Find similar

Delta flights from Winnipeg to Portland

Our best Delta deals on Winnipeg to Portland flight tickets
Delta
7 Mar
YWG11:53 a.m.Winnipeg
12h 55m
2 stops
PDX10:48 p.m.Portland
10 Mar
PDX12:30 a.m.Portland
9h 30m
1 stop
YWG12:00 p.m.Winnipeg
C$ 512
Find similar
Delta
7 Mar
YWG11:53 a.m.Winnipeg
12h 55m
2 stops
PDX10:48 p.m.Portland
10 Mar
PDX12:30 a.m.Portland
9h 30m
1 stop
YWG12:00 p.m.Winnipeg
C$ 525
Find similar
Delta
26 Mar
YWG12:50 p.m.Winnipeg
13h 09m
2 stops
PDX11:59 p.m.Portland
29 Mar
PDX7:05 a.m.Portland
14h 30m
2 stops
YWG11:35 p.m.Winnipeg
C$ 815
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 23 December 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

Sat 7/3

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

1 stop6h 00m

Portland

Wed 11/3

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

1 stop7h 59m

C$ 489

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 7/3

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

1 stop6h 00m

Portland

Wed 11/3

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

1 stop7h 59m

C$ 500

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 26/3

6:00 a.m.-6:30 p.m.

1 stop14h 30m

Portland

Sun 29/3

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

1 stop7h 59m

C$ 505

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 7/3

11:53 a.m.-10:48 p.m.

2 stops12h 55m

Portland

Tue 10/3

12:30 a.m.-12:00 p.m.

1 stop9h 30m

C$ 512

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 18/1

4:55 p.m.-11:52 p.m.

1 stop8h 57m

Portland

Sun 25/1

9:10 a.m.-12:43 a.m.

2 stops13h 33m

C$ 519

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 7/3

11:53 a.m.-10:48 p.m.

2 stops12h 55m

Portland

Tue 10/3

12:30 a.m.-12:00 p.m.

1 stop9h 30m

C$ 525

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sun 18/1

5:50 a.m.-6:30 p.m.

1 stop14h 40m

Portland

Sun 25/1

9:50 a.m.-6:09 p.m.

1 stop6h 19m

C$ 531

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 26/3

8:00 a.m.-9:15 a.m.

2 stops27h 15m

Portland

Sun 29/3

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

1 stop7h 59m

C$ 548

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 1/5

5:45 a.m.-9:30 a.m.

1 stop5h 45m

Portland

Fri 1/5

1:34 p.m.-1:59 a.m.

2 stops10h 25m

C$ 562

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 7/3

6:00 a.m.-6:47 p.m.

2 stops14h 47m

Portland

Wed 11/3

7:49 p.m.-11:57 a.m.

2 stops14h 08m

C$ 570

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 August is, on average, the cheapest month to fly to Portland from Winnipeg, with most prices found around C$ 359. 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$ 370.

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$ 313. 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$ 465.

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$ 284. 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$ 402 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.

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

8h 57m

Direct flights

None
The fastest flight from Winnipeg to Portland takes 8h 57m
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 8h 57m 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$ 227Free CancellationRating
7.2
3,214 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 321Free CancellationRating
7.1
10,551 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
Vancouver
Carson
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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