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Cheap flights from Winnipeg to Portland from C$ 258

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 8/12. 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.
Multiple Airlines Logo
5:55 a.m. - 8:50 p.m.YWG-PDX
16h 55m2 stops
Multiple Airlines Logo
2:53 p.m. - 12:43 a.m.PDX-YWG
7h 50m1 stop
C$ 405Multiple Airlines
Find Deal
Sat, 17 Jan - Sun, 18 Jan
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$ 434Air Canada
Find Deal
Wed, 4 Mar - Thu, 5 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$ 481Air Canada
Find Deal
Wed, 4 Mar - Thu, 5 Mar
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$ 488United Airlines
Find Deal
Sat, 6 Dec - Sun, 7 Dec
Air Canada Logo
8:00 a.m. - 2:40 p.m.YWG-PDX
8h 40m2 stops
Air Canada Logo
1:35 p.m. - 11:39 a.m.PDX-YWG
20h 04m2 stops
C$ 507Air Canada
Find Deal
Wed, 4 Mar - Thu, 5 Mar
United Airlines Logo
2:20 p.m. - 10:59 p.m.YWG-PDX
10h 39m2 stops
United Airlines Logo
2:00 p.m. - 11:39 a.m.PDX-YWG
19h 39m2 stops
C$ 623United Airlines
Find Deal
Wed, 4 Mar - Thu, 5 Mar
WestJet Logo
5:49 p.m. - 12:48 p.m.YWG-PDX
20h 59m1 stop
WestJet Logo
12:35 a.m. - 4:59 p.m.PDX-YWG
14h 24m1 stop
C$ 700WestJet
Find Deal
Sat, 22 Nov - Fri, 28 Nov
WestJet Logo
6:40 a.m. - 12:54 p.m.YWG-PDX
8h 14m1 stop
WestJet Logo
12:32 a.m. - 11:44 p.m.PDX-YWG
21h 12m1 stop
C$ 740WestJet
Find Deal
Sat, 6 Dec - Sat, 6 Dec
American Airlines Logo
6:00 a.m. - 9:24 p.m.YWG-PDX
17h 24m3 stops
American Airlines Logo
10:21 p.m. - 11:35 p.m.PDX-YWG
23h 14m2 stops
C$ 1,493American Airlines
Find Deal
Thu, 18 Dec - Thu, 1 Jan
American Airlines Logo
6:00 a.m. - 9:24 p.m.YWG-PDX
17h 24m3 stops
American Airlines Logo
10:21 p.m. - 11:35 p.m.PDX-YWG
23h 14m2 stops
C$ 1,530American 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
4 Mar
YWG10:40 a.m.Winnipeg
6h 00m
1 stop
PDX2:40 p.m.Portland
5 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
C$ 434
Find similar
Air Canada
4 Mar
YWG10:40 a.m.Winnipeg
6h 00m
1 stop
PDX2:40 p.m.Portland
5 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
C$ 481
Find similar
Air Canada
4 Mar
YWG8:00 a.m.Winnipeg
8h 40m
2 stops
PDX2:40 p.m.Portland
5 Mar
PDX1:35 p.m.Portland
20h 04m
2 stops
YWG11:39 a.m.Winnipeg
C$ 507
Find similar

United Airlines flights from Winnipeg to Portland

Our best United Airlines deals on Winnipeg to Portland flight tickets
United Airlines
6 Dec
YWG2:20 p.m.Winnipeg
21h 18m
2 stops
PDX9:38 a.m.Portland
7 Dec
PDX11:59 p.m.Portland
9h 58m
1 stop
YWG11:57 a.m.Winnipeg
C$ 488
Find similar
United Airlines
4 Mar
YWG2:20 p.m.Winnipeg
10h 39m
2 stops
PDX10:59 p.m.Portland
5 Mar
PDX2:00 p.m.Portland
19h 39m
2 stops
YWG11:39 a.m.Winnipeg
C$ 623
Find similar
United Airlines
6 Dec
YWG2:20 p.m.Winnipeg
22h 43m
3 stops
PDX11:03 a.m.Portland
7 Dec
PDX7:43 p.m.Portland
14h 14m
2 stops
YWG11:57 a.m.Winnipeg
C$ 706
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 3 November 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 17/1

5:55 a.m.-8:50 p.m.

2 stops16h 55m

Portland

Sun 18/1

2:53 p.m.-12:43 a.m.

1 stop7h 50m

C$ 405

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 4/3

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

1 stop6h 00m

Portland

Thu 5/3

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

1 stop7h 59m

C$ 434

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 4/3

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

1 stop6h 00m

Portland

Thu 5/3

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

1 stop7h 59m

C$ 481

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 6/12

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

2 stops21h 18m

Portland

Sun 7/12

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

1 stop9h 58m

C$ 488

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 4/3

8:00 a.m.-2:40 p.m.

2 stops8h 40m

Portland

Thu 5/3

1:35 p.m.-11:39 a.m.

2 stops20h 04m

C$ 507

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 4/3

2:20 p.m.-10:59 p.m.

2 stops10h 39m

Portland

Thu 5/3

2:00 p.m.-11:39 a.m.

2 stops19h 39m

C$ 623

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 22/11

5:49 p.m.-12:48 p.m.

1 stop20h 59m

Portland

Fri 28/11

12:35 a.m.-4:59 p.m.

1 stop14h 24m

C$ 700

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 6/12

6:40 a.m.-12:54 p.m.

1 stop8h 14m

Portland

Sat 6/12

12:32 a.m.-11:44 p.m.

1 stop21h 12m

C$ 740

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

6:00 a.m.-9:24 p.m.

3 stops17h 24m

Portland

Thu 1/1

10:21 p.m.-11:35 p.m.

2 stops23h 14m

C$ 1,493

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 18/12

6:00 a.m.-9:24 p.m.

3 stops17h 24m

Portland

Thu 1/1

10:21 p.m.-11:35 p.m.

2 stops23h 14m

C$ 1,530

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$ 377. 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$ 381.

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$ 319. 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$ 473.

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$ 289. 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$ 409 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

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 55m 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$ 231Free CancellationRating
7.2
3,153 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 310Free CancellationRating
7.4
8,997 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 327Free CancellationRating
7.1
10,398 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
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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