PDX - YWG

$82 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

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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Flights 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

Fri, Aug 22 - Sun, Aug 24
WestJet Logo
1:45 pm - 9:31 pmPDX-YWG
5h 46m1 stop
WestJet Logo
8:30 am - 1:05 pmYWG-PDX
6h 35m1 stop
$210WestJet
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Fri, Aug 22 - Sun, Aug 24
WestJet Logo
1:45 pm - 11:41 pmPDX-YWG
7h 56m2 stops
WestJet Logo
8:30 am - 1:05 pmYWG-PDX
6h 35m1 stop
$226WestJet
Find Deal
Sat, Jul 26 - Tue, Jul 29
Air Canada Logo
6:15 am - 2:45 pmPDX-YWG
6h 30m1 stop
Air Canada Logo
5:20 am - 9:30 amYWG-PDX
6h 10m1 stop
$246Air Canada
Find Deal
Sat, Aug 23 - Sun, Aug 31
Air Canada Logo
6:15 am - 2:45 pmPDX-YWG
6h 30m1 stop
Air Canada Logo
6:15 am - 2:50 pmYWG-PDX
10h 35m2 stops
$251Air Canada
Find Deal
Fri, Aug 22 - Sun, Aug 31
Delta Logo
12:46 am - 11:53 amPDX-YWG
9h 07m1 stop
Delta Logo
12:43 pm - 8:59 pmYWG-PDX
10h 16m1 stop
$275Delta
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Wed, Oct 8 - Tue, Oct 14
United Airlines Logo
6:25 pm - 1:09 pmPDX-YWG
16h 44m1 stop
United Airlines Logo
4:25 pm - 12:45 amYWG-PDX
10h 20m2 stops
$285United Airlines
Find Deal
Tue, Jul 29 - Tue, Aug 5
 Logo
1:45 pm - 9:31 pmPDX-YWG
5h 46m1 stop
 Logo
6:30 am - 2:15 pmYWG-PDX
33h 45m3 stops
Tue, Jul 29 - Tue, Aug 5
 Logo
1:45 pm - 9:31 pmPDX-YWG
5h 46m1 stop
 Logo
3:15 pm - 9:18 amYWG-PDX
20h 03m2 stops
Thu, Aug 21 - Sun, Aug 24
Delta Logo
12:46 am - 11:53 amPDX-YWG
9h 07m1 stop
Delta Logo
12:43 pm - 8:59 pmYWG-PDX
10h 16m1 stop
$346Delta
Find Deal
Fri, Jul 18 - Fri, Jul 18
United Airlines Logo
5:00 am - 1:09 pmPDX-YWG
6h 09m1 stop
United Airlines Logo
4:25 pm - 11:43 amYWG-PDX
21h 18m3 stops
$1,186United Airlines
Find Deal
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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’s the cheapest day of the week to fly from Portland to Winnipeg?

The average price of all round-trip flights from Portland to Winnipeg clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Portland to Winnipeg, look for departures on Fridays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Winnipeg, Thursday is the cheapest day to fly and Saturday is the most expensive.

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 $174 (return) on average. On the other hand, the most expensive months are May and December, where the average cost of round-trip tickets is $470 and $439 respectively.

How far in advance should I book a flight from Portland to Winnipeg?

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Portland to Winnipeg, you should book around 5 weeks before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$82
Best time to beat the crowds with an average 49% drop in price.
Most popular time to fly with an average 3% increase in price.
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 $82 for a one-way ticket and $210 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?

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

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

    The two airlines most popular with KAYAK users for flights from Portland to Winnipeg are Delta and United Airlines. With an average price for the route of $414 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $388 and an overall rating of 7.4.

  • 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.

Top 4 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.
8.0
DeltaOverall score based on 7963 reviews
7.9Comfort
7.3Food
8.5Crew
7.9Entertainment
8.2Boarding
Airline reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

4.0 OkayKoonj, Jun 2025MSP - AUS
Read more Delta reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Overall, aside from the baggage issue, it was as good as one expects.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

I want to single out flight attendant Mitch who was in the Premium Economy section. When my wife’s hearing aide dropped through the cushion under the seat he was able to locate it and return it to her. Food was a different matter. Dinner was fine. Breakfast was another matter. They had a yogurt dish that the ran out of and the alternative was not very good according to those we talked to.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Flight was delayed long enough that I was misding my connecting flight. The agents could not get me on a comparable flight, nor could they get me s Main Cabin seat I had paid for, nor could they get me on a comparable connecting flight. The gate agent would not issue meal vouchers, even though I was delayed over six hours! I had to spend over an hour and 15 minutes with customer service on the phone to See if they could get me on a better flight and get a meal voucher. Customer service was not helpful enough in trying to find alternate flights and it Ended up taking me 24 hours for a 12 hour trip!! Delta does not provide upgrades NOR will they even give you a pass for a few hours to their lounge. They claim that they do not issue daily passes to their lounge anymore. I call BS since this would be no extra cost to them to provide excellent customer service and give you a few hours to relax in comfort when you’re sitting in a crowded airport and your flight has been screwed up for that many hours.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Gate agent did not hold flight for connection, provided no assistance to get new flight

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

Flight was late as pilot crew had to land at different airport in their previous flight. Passengers boarded and had to wait for pilots inside plane. Series of incomplete and unnecessary announcements by an annoying voice, rather than complete, informative announcements.

Delay and keep changing gates. I have to run around from B to C then to E.

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

My suitcase was completed destroyed. The top part is broken and unusable now.

When I booked it on Kayak it aaid that I wasn't allowed hamd luggage. I called United Airlines and it took them 6 minutes to figure out if I was allowed free hand luggage. Surely something that simple they should be able to tell me instantly.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

We were delayed in Toronto on the tarmac for THREE hours with no clear indication as to why except that it was not a safety hazard. Pilot did apologize more than once but even he was unable to explain why exactly we were delayed. I overheard the stewards saying that the captain was very frustrated with the situation as well because he was not able to explain why except it had something to do with water supply or system on the aircraft and now we needed to wait for an engineer to approve the aircraft for flight. It was very frustrating and distressing as a passenger and we should have been given complimentary meals at the very least.

Not only was the flight delayed more than 3 hours but also there was no internet or movies on the flight. It was Flair/Spirit quality of experience at Westjet prices

West Jet flight was cancelled and I was not notified. I found out when I tried to check in on-line. Spent 4 hours on the phone with West Jet and Just Fly trying to figure what happened.

Only issue was checking in took over an hour and was very stressful. It all worked out, but we weren't sure for a while.

The small prop plane was crowded and the overhead luggage storage is a smaller than on the jets. Other than that, the crew was good, the flight was on time and the landing was smooth.

We didn’t make the flight due to Delta’s check in line moving too slow.

The flight was ahead of schedule. A half glass of juice and a cookie is pathetic! No entertainment possibilities. Not even a plug-in for phone or IPad if you wanted to watch a downloaded movie. Back to flying Air Canada!

The flight was ahead of schedule. A half glass of juice and a cookie is pathetic!

Was on a Swoop plane. No wifi and no Westjet connect

The staff were the friendliest I have encountered in years. Absolutely great!

Plane changed to one with no entertainment system or ability to serve hot meals

Flight was delayed but the real issue is how long we sat after boarding. Space very limited for an overnight flight and seatbacks didn’t recline so it was almost impossible to sleep.

The staff made sure I was comfortable, moved me to a better seat with more leg room

Easy boarding and comfortable seating were plusses. Enjoyed the experience and good service from the captain and crew. Many thanks...!

Somehow, my booking was under my preferred name instead of my legal name so they almost didn’t let me board the plane at LAX. This problem should have been notified to me when I was still in Toronto.

Very clean plane, staff were courteous, complimentary wifi and beverages are nice, and it was nice to have a whole row to myself! I do miss having seatback entertainment, though. And the prices are getting ridiculous, especially with the different teared tickets. But the flight overall was great.

Great overall. Quick boarding, attentive staff - great experience in premium class.

When arriving over 2 hours early to check k in at Charlotte airport I was told I would have to check my carry on ? Apparently the flight was full and may not be room. I was not given a choice and the agent was quite unpleasant about it. I am a senior amd was not comfortable me having to worry about my bag being lost vut it didn’t seem to bother him. There were lots and lots of people of all ages in line when we boarded with carryons and most larger than mine .the rest of my journey was pleasant vut this was totally unacceptable.

The layover was 6 PLUS hours and we were only given a $15.00 voucher. We missed our first activity in Quebec due to the delay.

Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.

Nuts would be better than pretzels as the non sweet snack

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

Information on your arrival and departure airports

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