Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Portland to Winnipeg from C$ 186

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Winnipeg departing on 20/5. 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

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Portland to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
2:30 p.m. - 11:40 p.m.
PDX
-
YWG
7h 10m
1 stop
WestJet Logo
7:00 a.m. - 1:50 p.m.
YWG
-
PDX
8h 50m
2 stops
C$ 321WestJet
Mon, 6 Jul - Sat, 11 Jul
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 322WestJet
Mon, 6 Jul - Sat, 11 Jul
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 359WestJet
Wed, 12 Aug - Thu, 20 Aug
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
7:00 a.m. - 1:50 p.m.
YWG
-
PDX
8h 50m
2 stops
C$ 366WestJet
Wed, 12 Aug - Thu, 20 Aug
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 381WestJet
Wed, 23 Sep - Wed, 30 Sep
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
7:00 a.m. - 1:50 p.m.
YWG
-
PDX
8h 50m
2 stops
C$ 384WestJet
Wed, 20 May - Tue, 26 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 389WestJet
Wed, 20 May - Tue, 26 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
10:10 a.m. - 1:50 p.m.
YWG
-
PDX
5h 40m
1 stop
C$ 393WestJet
Tue, 9 Jun - Tue, 16 Jun
WestJet Logo
2:30 p.m. - 2:40 p.m.
PDX
-
YWG
22h 10m
2 stops
WestJet Logo
7:00 a.m. - 1:50 p.m.
YWG
-
PDX
8h 50m
2 stops
C$ 395WestJet
Wed, 12 Aug - Thu, 20 Aug
WestJet Logo
2:30 p.m. - 9:20 a.m.
PDX
-
YWG
16h 50m
2 stops
WestJet Logo
6:00 a.m. - 1:50 p.m.
YWG
-
PDX
9h 50m
2 stops
C$ 397WestJet
Sun, 16 Aug - Sun, 23 Aug

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
6 Jul
PDX2:30 p.m.Portland
7h 10m
1 stop
YWG11:40 p.m.Winnipeg
11 Jul
YWG7:00 a.m.Winnipeg
8h 50m
2 stops
PDX1:50 p.m.Portland
C$ 321
WestJet
6 Jul
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
11 Jul
YWG10:10 a.m.Winnipeg
5h 40m
1 stop
PDX1:50 p.m.Portland
C$ 322
WestJet
12 Aug
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
20 Aug
YWG10:10 a.m.Winnipeg
5h 40m
1 stop
PDX1:50 p.m.Portland
C$ 359

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets
United Airlines
21 Sep
PDX5:00 a.m.Portland
15h 33m
2 stops
YWG10:33 p.m.Winnipeg
2 Oct
YWG8:30 a.m.Winnipeg
14h 35m
1 stop
PDX9:05 p.m.Portland
C$ 449
United Airlines
6 May
PDX12:46 p.m.Portland
21h 06m
2 stops
YWG11:52 a.m.Winnipeg
11 May
YWG2:00 p.m.Winnipeg
21h 38m
2 stops
PDX9:38 a.m.Portland
C$ 632
United Airlines
6 May
PDX12:46 p.m.Portland
21h 06m
2 stops
YWG11:52 a.m.Winnipeg
11 May
YWG2:00 p.m.Winnipeg
21h 38m
2 stops
PDX9:38 a.m.Portland
C$ 765

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Winnipeg 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 29 April 2026.
Use the filters below to find and compare flights from Portland to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 6/7

2:30 p.m.-11:40 p.m.

1 stop7h 10m

Winnipeg

Sat 11/7

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

2 stops8h 50m

C$ 321
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 6/7

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

1 stop5h 40m

Winnipeg

Sat 11/7

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

1 stop5h 40m

C$ 322

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/8

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

1 stop5h 40m

Winnipeg

Thu 20/8

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

1 stop5h 40m

C$ 359

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/8

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

1 stop5h 40m

Winnipeg

Thu 20/8

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

2 stops8h 50m

C$ 366

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 23/9

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

1 stop5h 40m

Winnipeg

Wed 30/9

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

1 stop5h 40m

C$ 381

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 20/5

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

1 stop5h 40m

Winnipeg

Tue 26/5

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

2 stops8h 50m

C$ 384

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 20/5

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

1 stop5h 40m

Winnipeg

Tue 26/5

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

1 stop5h 40m

C$ 389

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 9/6

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

1 stop5h 40m

Winnipeg

Tue 16/6

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

1 stop5h 40m

C$ 393

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/8

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

2 stops22h 10m

Winnipeg

Thu 20/8

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

2 stops8h 50m

C$ 395

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 16/8

2:30 p.m.-9:20 a.m.

2 stops16h 50m

Winnipeg

Sun 23/8

6:00 a.m.-1:50 p.m.

2 stops9h 50m

C$ 397

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Winnipeg from

How to get the cheapest flight ticket from Portland to Winnipeg

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 Portland and Winnipeg?

What is the cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Portland is in November. Flight prices, which tend to average around C$ 337, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of November, then departing from Portland during the month June is also very affordable. Most momondo users find prices during this month for around C$ 361.

Can stopping save me money on Portland to Winnipeg flights?

You could potentially save up to 73% on your flight if you consider stops on a Portland to Winnipeg flight.

How have Portland to Winnipeg flight prices changed over time?

When to book flights from Portland to Winnipeg

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

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

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

Fastest flight time

7h 35m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 7h 35m
There are no direct flights from Portland to Winnipeg. There are no popular flight routes from Portland to Winnipeg.
Search flight deals

Frequently asked questions about flying from Portland to Winnipeg

  • How far is Portland to Winnipeg by plane?

    Winnipeg is 1960.0 km away from Portland. Flights usually cover this in 7h 35m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Portland Airport to Winnipeg Airport refresh daily.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Portland Airport to Winnipeg Airport.

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

    The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Morden
Selkirk
Portage la Prairie

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Winnipeg from Portland.

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

momondo does allow users to show only those flights to Winnipeg from Portland which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Portland to Winnipeg flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Winnipeg, momondo offers a useful price alert feature which will track prices for flights to Winnipeg from Portland and alert you when they change.

An easier way to manage your Winnipeg 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 29/5
Fri 5/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada