PDX - YWG

C$ 238 Find Cheap Flights from Portland to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Winnipeg departing on 12/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Winnipeg, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Winnipeg, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
C$ 380
Overall average: C$ 365
WestJet
Wed 29/4Sat 2/5
PDX - YWG • 1 stop
Cheapest one-way flights
C$ 238
Typical prices: C$ 213-C$ 263
Multiple Airlines
Thu 12/3
PDX - YWG • 3 stops
Top airlines
WestJet
Cheapest • from C$ 380 (round-trip)
WestJet
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
February
Cheapest • 48% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Winnipeg!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to Winnipeg (PDX-YWG)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Winnipeg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Winnipeg

Wed, 29 Apr - Sat, 2 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
3:15 p.m. - 1:50 p.m.
YWG
-
PDX
24h 35m
2 stops
C$ 380WestJet
Wed, 29 Apr - Sat, 2 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
9:05 p.m. - 1:50 p.m.
YWG
-
PDX
18h 45m
1 stop
C$ 394WestJet
Wed, 29 Apr - Sat, 2 May
WestJet Logo
2:30 p.m. - 4:00 p.m.
PDX
-
YWG
23h 30m
2 stops
WestJet Logo
3:15 p.m. - 1:50 p.m.
YWG
-
PDX
24h 35m
2 stops
C$ 409WestJet
Wed, 29 Apr - Sat, 2 May
WestJet Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
WestJet Logo
2:55 p.m. - 1:50 p.m.
YWG
-
PDX
24h 55m
1 stop
C$ 430WestJet
Wed, 29 Apr - Sat, 2 May
Multiple Airlines Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
Multiple Airlines Logo
6:00 a.m. - 11:57 a.m.
YWG
-
PDX
31h 57m
2 stops
C$ 478Multiple Airlines
Thu, 26 Feb - Thu, 5 Mar
United Airlines Logo
11:59 p.m. - 11:57 a.m.
PDX
-
YWG
9h 58m
1 stop
United Airlines Logo
2:20 p.m. - 9:54 a.m.
YWG
-
PDX
21h 34m
2 stops
C$ 599United Airlines
Mon, 30 Mar - Tue, 31 Mar
United Airlines Logo
4:15 p.m. - 11:52 a.m.
PDX
-
YWG
17h 37m
2 stops
United Airlines Logo
2:00 p.m. - 9:48 a.m.
YWG
-
PDX
21h 48m
2 stops
C$ 604United Airlines
Wed, 29 Apr - Sat, 2 May
United Airlines Logo
1:39 p.m. - 11:52 a.m.
PDX
-
YWG
20h 13m
2 stops
United Airlines Logo
8:45 a.m. - 6:46 p.m.
YWG
-
PDX
12h 01m
2 stops
C$ 605United Airlines
Fri, 3 Jul - Sat, 11 Jul
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$ 641Air Canada
Thu, 26 Feb - Thu, 5 Mar
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$ 645Air Canada
Booking Insights

KAYAK's insights & trends for Portland to Winnipeg flights

Get data-powered insights and trends into flights from Portland to Winnipeg to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Portland to Winnipeg?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Winnipeg, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to Winnipeg is February, where tickets cost C$ 240 (return) on average. On the other hand, the most expensive months are December and May, where the average cost of round-trip tickets is C$ 835 and C$ 638 respectively.

Find deals

Good to know

Low seasonJanuary
Cheapest flightC$ 238
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Portland to Winnipeg

When to book flights from Portland to Winnipeg

Are your dates flexible? Find out the best times to travel from Portland to Winnipeg based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Portland to Winnipeg

  • What is the cheapest flight from Portland to Winnipeg?

    In the last 3 days, the lowest price for a flight from Portland to Winnipeg was C$ 238 for a one-way ticket and C$ 380 for a round-trip.

  • Which airports will I be using when flying from Portland to Winnipeg?

    When flying out of Portland you will be using Portland. You will be landing at Winnipeg, also known as Winnipeg.

  • Which aircraft models fly most regularly from Portland to Winnipeg?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Portland to Winnipeg?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Winnipeg.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Winnipeg?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Portland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Winnipeg?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Portland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Winnipeg?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Portland to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from Portland to Winnipeg. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to Winnipeg? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
WestJetOverall score based on 3253 reviews
7.9Crew
6.2Food
7.4Boarding
7.0Comfort
6.1Entertainment
Airline reviews

Flight was good, crew was excellent. No complaints at all

8.0 ExcellentLaura, Jan 2026
PHX - YVR
Read more WestJet reviews

Flight was good, crew was excellent. No complaints at all

Delayed 3 times in a row for 4 hours total. Incrementally pushing back the flight claiming gate delays but they eventually changed the actual plane, due to technical issues. This strategy to avoid compensation to passengers is unprofessional.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Plane seating was uncomfortable, very tight fitting for someone my height, did not recline and overall un enjoyable

Everything was good except for flight delay, but it was because of the snow storm in the arrival airport.

No communication from Kayak or West Jet. Booked extra flights, flights cancelled, no one answers calls. Will be disputing charges.

The trip from LAX to Calgary was aboard a 737-700, which is more than twenty years old. Service was fine, and the food was good, but there was no inflight entertainment, and no WiFi. The flight from Calgary to Vancouver was also delayed more than an hour, due to congestion on the Calgary tarmac. And no food service, but there was in-flight WiFi which made a big difference.

Leg room is a problem the plane was dirty and there were no movies available on the app

The personal item sizer cannot take a standard backpack, and the cabin luggage sizer cannot take a standard carry-on. Designed for people from the island of Lilliput!!. and also compels people to pay additional fees to check their bags. Making money by ticking off the passengers is a very short-sighted business strategy, especially since they have a choice of carriers

When flying premium on a two our flight a light lunch would have been nice considering the price you pay. A Kit Kat bar and bag of chips is rather cheap service.

Everything you need to know for your flight from Portland to Winnipeg

Information on your arrival and departure airports

Portland (PDX)
Winnipeg (YWG)