PDX - YWG

$172 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 7/16. 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: $366-$276
Air Canada
Tue 9/15Sat 9/19
PDX - YWG • 1 stop
Cheapest one-way
$172
Typical prices: $98-$105
Delta
Thu 7/16
PDX - YWG • 1 stop
Top airlines
Cheapest • from $383 (round-trip)
Best reviews • 7.9 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 $440 (round-trip)
Shortest trip • 5h 56m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 50% 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

Tue, Sep 15 - Sat, Sep 19
Air Canada Logo
3:30 pm - 11:40 pm
PDX
-
YWG
6h 10m
1 stop
Air Canada Logo
5:45 am - 9:31 am
YWG
-
PDX
5h 46m
1 stop
$383Air Canada
Tue, Sep 15 - Sat, Sep 19
Air Canada Logo
3:30 pm - 11:40 pm
PDX
-
YWG
6h 10m
1 stop
Air Canada Logo
7:20 am - 2:51 pm
YWG
-
PDX
9h 31m
2 stops
$388Air Canada
Sat, Aug 15 - Sun, Aug 23
Delta Logo
12:35 am - 11:54 am
PDX
-
YWG
9h 19m
1 stop
Delta Logo
3:58 pm - 11:20 pm
YWG
-
PDX
9h 22m
1 stop
$398Delta
Sun, Aug 16 - Sun, Aug 23
Air Canada Logo
7:45 pm - 2:57 am
PDX
-
YWG
5h 12m
1 stop
Air Canada Logo
5:45 am - 9:31 am
YWG
-
PDX
5h 46m
1 stop
$400Air Canada
Sun, Jul 5 - Thu, Jul 9
Delta Logo
6:15 am - 4:51 pm
PDX
-
YWG
8h 36m
1 stop
Delta Logo
12:46 pm - 8:15 pm
YWG
-
PDX
9h 29m
1 stop
$406Delta
Tue, Sep 15 - Sat, Sep 19
United Airlines Logo
5:00 am - 10:33 pm
PDX
-
YWG
15h 33m
2 stops
United Airlines Logo
8:45 am - 10:11 am
YWG
-
PDX
27h 26m
2 stops
$413United Airlines
Fri, Aug 7 - Sun, Aug 9
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
$415Multiple Airlines
Tue, Jul 7 - Wed, Jul 8
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
$419Air Canada
Tue, Jul 7 - Thu, Jul 9
Air Canada Logo
7:45 pm - 3:02 am
PDX
-
YWG
5h 17m
1 stop
Air Canada Logo
7:20 am - 7:11 pm
YWG
-
PDX
13h 51m
2 stops
$436Air Canada
Thu, Nov 12 - Mon, Nov 16
Air Canada Logo
10:00 am - 6:09 pm
PDX
-
YWG
6h 09m
1 stop
Air Canada Logo
5:40 am - 9:26 am
YWG
-
PDX
5h 46m
1 stop
$456Air 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 September.

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 $703 respectively.

Good to know

Low seasonJanuary
Cheapest flight$172
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 36% 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 $172 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 7.9, 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.
7.9
DeltaOverall score based on 8405 reviews
8.1Boarding
7.2Food
7.8Comfort
7.8Entertainment
8.5Crew
Airline reviews

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.

2.0 MediocreAnonymous, Jun 2026
RDU - LGA
Read more Delta reviews

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.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

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