PDX - YWG

$162 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 7/18. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$383
Typical prices: $286-$435
Air Canada
Mon 7/13Thu 7/23
PDX - YWG • 1 stop
Cheapest one-way
$162
Typical prices: $105-$361
WestJet
Sat 7/18
PDX - YWG • 1 stop
Top airlines
Cheapest • from $383 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Portland and Winnipeg. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $450 (round-trip)
Shortest trip • 5h 56m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 52% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s 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

Mon, Jul 13 - Thu, Jul 23
Air Canada Logo
7:45 pm - 3:02 am
PDX
-
YWG
5h 17m
1 stop
Air Canada Logo
5:45 am - 9:31 am
YWG
-
PDX
5h 46m
1 stop
$383Air Canada
Mon, Aug 24 - Tue, Aug 25
Air Canada Logo
7:45 pm - 2:57 am
PDX
-
YWG
5h 12m
1 stop
Air Canada Logo
7:20 am - 2:51 pm
YWG
-
PDX
9h 31m
2 stops
$388Air Canada
Fri, Aug 21 - Mon, Aug 24
Multiple Airlines Logo
4:07 pm - 11:52 am
PDX
-
YWG
17h 45m
2 stops
Multiple Airlines Logo
5:45 am - 9:31 am
YWG
-
PDX
5h 46m
1 stop
$397Multiple Airlines
Sat, Jul 11 - Fri, Jul 31
Air Canada Logo
7:45 pm - 3:02 am
PDX
-
YWG
5h 17m
1 stop
Air Canada Logo
9:00 pm - 9:31 am
YWG
-
PDX
14h 31m
1 stop
$402Air Canada
Sun, Jul 12 - Wed, Jul 15
Multiple Airlines Logo
10:40 pm - 11:52 am
PDX
-
YWG
11h 12m
1 stop
Multiple Airlines Logo
9:00 pm - 9:31 am
YWG
-
PDX
14h 31m
1 stop
$406Multiple Airlines
Mon, Jul 13 - Wed, Jul 22
United Airlines Logo
11:40 pm - 11:52 am
PDX
-
YWG
10h 12m
1 stop
United Airlines Logo
8:45 am - 12:50 am
YWG
-
PDX
18h 05m
2 stops
$407United Airlines
Fri, Aug 21 - Mon, Aug 24
United Airlines Logo
4:07 pm - 11:52 am
PDX
-
YWG
17h 45m
2 stops
United Airlines Logo
7:00 am - 12:34 am
YWG
-
PDX
19h 34m
2 stops
$412United Airlines
Fri, Aug 21 - Fri, Sep 11
United Airlines Logo
4:07 pm - 11:52 am
PDX
-
YWG
17h 45m
2 stops
United Airlines Logo
7:00 am - 12:34 am
YWG
-
PDX
19h 34m
2 stops
$413United Airlines
Tue, Jul 14 - Tue, Jul 21
Multiple Airlines Logo
2:30 pm - 10:10 pm
PDX
-
YWG
5h 40m
1 stop
Multiple Airlines Logo
4:55 pm - 9:29 am
YWG
-
PDX
18h 34m
2 stops
$417Multiple Airlines
Mon, Jul 13 - Tue, Jul 21
Air Canada Logo
7:45 pm - 12:17 pm
PDX
-
YWG
14h 32m
2 stops
Air Canada Logo
5:45 am - 9:31 am
YWG
-
PDX
5h 46m
1 stop
$418Air 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.

How much is a round-trip flight from Portland to Winnipeg?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland to Winnipeg departing in July.

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 November, where tickets cost $247 (return) on average. On the other hand, the most expensive months are February and June, where the average cost of round-trip tickets is $878 and $836 respectively.

Good to know

Low seasonJanuary
Cheapest flight$162
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 38% 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 5 days, the lowest price for a flight from Portland to Winnipeg was $162 for a one-way ticket and $383 for a round-trip.

  • Do I need a passport to fly between Portland and Winnipeg?

    A passport is required to fly from Portland to Winnipeg.

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

    Portland and Winnipeg are both served by 1 main airport. You will leave Portland from Portland and will be arriving at Winnipeg.

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

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

  • Which airline alliances offer flights from Portland to Winnipeg?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Portland and Winnipeg, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Portland to Winnipeg, Delta or WestJet?

    The two airlines most popular with KAYAK users for flights from Portland to Winnipeg are Delta and WestJet. With an average price for the route of $455 and an overall rating of 7.8, Delta is the most popular choice. WestJet is also a great choice for the route, with an average price of $427 and an overall rating of 7.2.

  • 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. Booking your flights between Portland and YWG can sometimes prove cheaper using this method.

  • 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 3 airlines serving 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.
7.8
DeltaOverall score based on 8422 reviews
7.8Comfort
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
Airline reviews

Very good flight. Crew was great. No issues and we even arrived early.

10.0 ExcellentAnonymous, Jun 2026
SAN - DTW
Read more Delta reviews

Very good flight. Crew was great. No issues and we even arrived early.

The flights are constantly late anymore, and they won't even give you a glass of water on the plane. For years, they were able to do a service on this flight from Atlanta to Knoxville and Knoxville Atlanta now they say it's too short of a flight. You can't even get a quick drink of water.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

This airline would not refund my money and I had a physician note that I could not fly. They are crooks

Westjet was late and we missed our connecting flight with Cathay. Had to wait 8 hours. Westjet only allows 1 checked in baggage for international flights- it’s always been 2. Canada allows only 1 sandwhich bag size full off small liquids. Everything else will be tossed. Awful trip. Will never fly west jet or go to Toronto to connect flights!

No pre boarding kiosk to check in, baggage claim detected luggage didn’t leave the airport, poorly managed recovery of lost luggage, and blame lost tag from conveyor to TSA/security, very poor from TSA/security check to delivery, crucial if compensation will go thru and will likely wait for months unlike United,

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.

1didnt have wheel chair I ordered wheel chair in my ticket flight

Flight was overbooked and seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

I was rescheduled when I missed my flight due to border clearance issue

It was pretty straight forward, no glitches or hidden costs

It was a short flight so, everything went smoothly and we got to where we needed to be safely.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

No TV on the flight. The charging outlet was not working. No food, even a sandwich. The served orange was poor quality.

Selected seats 5 months prior to date. Had email confirmation and seats were not honoured. Family did not sit together

Delays. Poor support booking a hotel after a diverted flight.

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

Information on your arrival and departure airports