Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Portland to Winnipeg from C$ 264

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 5/3. 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

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.
Delta Logo
12:30 a.m. - 10:56 a.m.
PDX
-
YWG
8h 26m
1 stop
Delta Logo
11:55 a.m. - 10:21 p.m.
YWG
-
PDX
12h 26m
2 stops
C$ 624Delta
Tue, 28 Apr - Sat, 2 May
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
10:40 a.m. - 2:40 p.m.
YWG
-
PDX
6h 00m
1 stop
C$ 638Air Canada
Thu, 26 Feb - Thu, 5 Mar
Air Canada Logo
3:25 p.m. - 11:37 p.m.
PDX
-
YWG
6h 12m
1 stop
Air Canada Logo
5:45 a.m. - 9:31 a.m.
YWG
-
PDX
5h 46m
1 stop
C$ 645Air Canada
Fri, 3 Jul - Sat, 11 Jul
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
5:45 a.m. - 9:30 a.m.
YWG
-
PDX
5h 45m
1 stop
C$ 646Air Canada
Wed, 29 Apr - Sat, 2 May
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
10:10 p.m. - 9:15 a.m.
YWG
-
PDX
13h 05m
1 stop
C$ 671Air Canada
Wed, 18 Mar - Thu, 26 Mar
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
10:15 p.m. - 9:10 a.m.
YWG
-
PDX
12h 55m
1 stop
C$ 672Air Canada
Mon, 30 Mar - Tue, 31 Mar
Air Canada Logo
9:50 a.m. - 9:20 p.m.
PDX
-
YWG
9h 30m
2 stops
Air Canada Logo
7:20 a.m. - 7:05 p.m.
YWG
-
PDX
13h 45m
2 stops
C$ 687Air Canada
Wed, 29 Apr - Sat, 2 May
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
9:15 p.m. - 9:15 a.m.
YWG
-
PDX
14h 00m
2 stops
C$ 694Air Canada
Wed, 18 Mar - Thu, 26 Mar
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
9:15 p.m. - 9:10 a.m.
YWG
-
PDX
13h 55m
2 stops
C$ 695Air Canada
Mon, 30 Mar - Tue, 31 Mar
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
9:15 p.m. - 9:15 a.m.
YWG
-
PDX
14h 00m
2 stops
C$ 697Air Canada
Thu, 26 Feb - Thu, 5 Mar

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
3 Jul
PDX2:00 p.m.Portland
7h 10m
2 stops
YWG11:10 p.m.Winnipeg
11 Jul
YWG8:15 p.m.Winnipeg
19h 05m
2 stops
PDX1:20 p.m.Portland
C$ 870
WestJet
3 Jul
PDX2:00 p.m.Portland
7h 10m
2 stops
YWG11:10 p.m.Winnipeg
11 Jul
YWG6:15 p.m.Winnipeg
21h 05m
2 stops
PDX1:20 p.m.Portland
C$ 874
WestJet
18 Mar
PDX12:30 a.m.Portland
22h 11m
2 stops
YWG12:41 a.m.Winnipeg
26 Mar
YWG12:20 p.m.Winnipeg
26h 28m
2 stops
PDX12:48 p.m.Portland
C$ 1,314

American Airlines flights from Portland to Winnipeg

Our best American Airlines deals on Portland to Winnipeg flight tickets
American Airlines
29 Apr
PDX11:47 p.m.Portland
21h 48m
3 stops
YWG11:35 p.m.Winnipeg
2 May
YWG9:20 a.m.Winnipeg
13h 43m
2 stops
PDX9:03 p.m.Portland
C$ 925
American Airlines
26 Feb
PDX11:35 p.m.Portland
22h 00m
3 stops
YWG11:35 p.m.Winnipeg
5 Mar
YWG12:10 p.m.Winnipeg
24h 52m
2 stops
PDX11:02 a.m.Portland
C$ 972
American Airlines
29 Apr
PDX11:47 p.m.Portland
21h 48m
3 stops
YWG11:35 p.m.Winnipeg
2 May
YWG9:20 a.m.Winnipeg
15h 43m
3 stops
PDX11:03 p.m.Portland
C$ 1,232

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 4 February 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

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 28/4

12:30 a.m.-10:56 a.m.

1 stop8h 26m

Winnipeg

Sat 2/5

11:55 a.m.-10:21 p.m.

2 stops12h 26m

C$ 624

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 26/2

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

1 stop7h 59m

Winnipeg

Thu 5/3

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

1 stop6h 00m

C$ 638

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 3/7

3:25 p.m.-11:37 p.m.

1 stop6h 12m

Winnipeg

Sat 11/7

5:45 a.m.-9:31 a.m.

1 stop5h 46m

C$ 645

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

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

1 stop7h 59m

Winnipeg

Sat 2/5

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

1 stop5h 45m

C$ 646

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 18/3

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

1 stop7h 59m

Winnipeg

Thu 26/3

10:10 p.m.-9:15 a.m.

1 stop13h 05m

C$ 671

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

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

1 stop7h 59m

Winnipeg

Tue 31/3

10:15 p.m.-9:10 a.m.

1 stop12h 55m

C$ 672

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

9:50 a.m.-9:20 p.m.

2 stops9h 30m

Winnipeg

Sat 2/5

7:20 a.m.-7:05 p.m.

2 stops13h 45m

C$ 687

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 18/3

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

1 stop7h 59m

Winnipeg

Thu 26/3

9:15 p.m.-9:15 a.m.

2 stops14h 00m

C$ 694

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

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

1 stop7h 59m

Winnipeg

Tue 31/3

9:15 p.m.-9:10 a.m.

2 stops13h 55m

C$ 695

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 26/2

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

1 stop7h 59m

Winnipeg

Thu 5/3

9:15 p.m.-9:15 a.m.

2 stops14h 00m

C$ 697

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Portland is in February. Flight prices, which tend to average around C$ 242, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of February, then departing from Portland during the month November is also very affordable. Most momondo users find prices during this month for around C$ 337.

How have Portland to Winnipeg flight prices changed over time?

As of February 2026, prices for Portland to Winnipeg flights are approximately 76% cheaper when compared to flights at the same time last year.

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

8h 31m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 8h 31m
There are no direct flights from Portland to Winnipeg. There are no popular flight routes from Portland to Winnipeg.
Search flight deals

  • How far is Portland to Winnipeg by plane?

    Winnipeg is 1960.0 km away from Portland. Flights usually cover this in 8h 31m, 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 many operators does momondo search for flights from Portland Airport to Winnipeg Airport?

  • 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.

  • What is the most popular airline from Portland to Winnipeg?

Best airlines flying from Portland to Winnipeg

Compare and see reviews for airlines that fly from Portland to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 242Free CancellationRating
7.2
3,255 reviews
Search WestJet flights

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 6/3
Fri 13/3
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada