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YWG - PDX

$126 Find cheap flights from Winnipeg to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Portland departing on 6/21. 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
0 bags
Thu 6/27
Thu 7/4

Search hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Portland, 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 Winnipeg to Portland, as well as popular online travel agencies
In the last 7 days travelers have searched 42,816,550 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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Cheap flight deals from Winnipeg to Portland (YWG-PDX)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Portland 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 and deals for you by selecting your travel dates.
Choose your dates
3:20 pm - 7:47 pmYWG-PDX
6h 27m1 stop
12:15 pm - 7:57 pmPDX-YWG
5h 42m1 stop
$220WestJet
Find Deal
Sun, Aug 25 - Fri, Aug 30
3:20 pm - 7:47 pmYWG-PDX
6h 27m1 stop
12:15 pm - 7:57 pmPDX-YWG
5h 42m1 stop
$228WestJet
Find Deal
Sun, Aug 25 - Fri, Aug 30
6:30 am - 1:13 pmYWG-PDX
8h 43m2 stops
8:15 am - 6:57 pmPDX-YWG
8h 42m2 stops
$243WestJet
Find Deal
Mon, Jun 17 - Tue, Jun 25
6:50 am - 7:32 pmYWG-PDX
14h 42m1 stop
8:15 am - 6:57 pmPDX-YWG
8h 42m2 stops
$265WestJet
Find Deal
Mon, Jun 17 - Tue, Jun 25
6:50 am - 1:13 pmYWG-PDX
8h 23m1 stop
8:15 am - 7:59 pmPDX-YWG
9h 44m1 stop
$267WestJet
Find Deal
Mon, Jun 17 - Tue, Jun 25
12:26 pm - 8:29 pmYWG-PDX
10h 03m1 stop
11:54 am - 11:28 pmPDX-YWG
9h 34m1 stop
$288Delta
Find Deal
Fri, Jul 5 - Tue, Jul 9
5:28 pm - 11:17 pmYWG-PDX
7h 49m1 stop
12:30 am - 11:35 amPDX-YWG
9h 05m1 stop
$323Delta
Find Deal
Mon, Jun 17 - Mon, Jun 24
2:24 pm - 9:27 amYWG-PDX
21h 03m2 stops
10:20 am - 11:28 pmPDX-YWG
11h 08m2 stops
Fri, Sep 20 - Tue, Sep 24
2:24 pm - 9:27 amYWG-PDX
21h 03m2 stops
4:01 pm - 3:31 pmPDX-YWG
21h 30m3 stops
$434United Airlines
Find Deal
Fri, Sep 20 - Tue, Sep 24
4:24 pm - 12:24 pmYWG-PDX
22h 00m2 stops
3:59 pm - 3:31 pmPDX-YWG
21h 32m3 stops
$505United Airlines
Find Deal
Sat, Sep 21 - Sat, Sep 28

Flights from Winnipeg to Portland - Travel Insights & Trends

Get data-powered insights and trends into flights from Winnipeg to Portland 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 Winnipeg to Portland?

The average price of all flights from Winnipeg to Portland clicked on KAYAK for each day over the last 12 months.
For Winnipeg to Portland, Monday is the cheapest day to fly on average and Friday is the most expensive. Flying from Portland back to Winnipeg, the best deals are generally found on Tuesday, with Saturday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Winnipeg to Portland, 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 Winnipeg to Portland is October, where tickets cost $317 on average. On the other hand, the most expensive months are January and August, where the average cost of tickets is $477 and $466 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Winnipeg to Portland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Winnipeg to Portland, you should book around 4 days before departure. For the absolute cheapest price, our data suggests you should book 83 days before departure.

Which airlines provide the cheapest flights from Winnipeg to Portland?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Winnipeg to Portland found on KAYAK was with WestJet for $126. WestJet proposed a round-trip connection from $220 and Delta from $288.

Good to know

Low season

February

High season

August

Cheapest flight

$126
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 20% increase in price.
Flight from Winnipeg to Portland

When to book flights from Winnipeg to Portland

Are your dates flexible? Find out the best times to travel from Winnipeg to Portland 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 Winnipeg to Portland

  • What is the cheapest flight from Winnipeg to Portland?

    In the last 3 days, the lowest price for a flight from Winnipeg to Portland was $126 for a one-way ticket and $220 for a round-trip.

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

    Yes

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

    On your way to Portland, you’ll fly out from Winnipeg. You’ll be landing at Portland.

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

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

  • Which airline alliances offer flights from Winnipeg to Portland?

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

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

    The two airlines most popular with KAYAK users for flights from Winnipeg to Portland are Delta and WestJet. With an average price for the route of $436 and an overall rating of 8.0, Delta is the most popular choice. WestJet is also a great choice for the route, with an average price of $466 and an overall rating of 7.5.

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

    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 Winnipeg to Portland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Winnipeg 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 Winnipeg to Portland?

    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 Portland with an airline and back to Winnipeg with another airline. Booking your flights between Winnipeg and PDX 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 Winnipeg to Portland?

    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 Portland from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from Winnipeg to Portland

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Portland. 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 Winnipeg to Portland? 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 10502 reviews
8.2Boarding
8.6Crew
8.0Entertainment
7.4Food
7.9Comfort
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

The comfort is typical of what I would expect from main cabin. I've been on flights with other airlines where the seats needed to be changed, the cushions were non-existent. So happy this was not the case. I enjoyed the movie selection. Happy pillow and blanket was provided since I forgot my own. The food was also ok. Great that we arrived early and my luggage arrived undamaged. Again in the past (not with Delta), luggage was lost or broken.

Crew went over and above to be helpful. Plane had mechanical problems that caused us to depart late.

The 676 plane is much more comfortable in business class than the A330 and he food was a little better. I didn’t use the entertainment.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Terrible! Delayed three times, landed at some corner of airport, walked in bitter cold night, took a bus, bad experience

My wife and I had an uncomfortable experience with your WestJet ticket counter rep at the WestJet Priority Member ticket counter at YYC (Calgary) on May 15, 2024. I not knowing this individual’s exact name, however, in order to easily identify her, she was one (of only two at the time) ticket counter reps at your Priority members ticket counter check-in, upon our arrival around 12:15 p.m. She was a Caucasian woman with blonde hair, and wore spectacles, approximate age being probably somewhere in her 30’s or 40’s. Background: After arriving in to the West Jet terminal in Calgary (YYC), I asked a terminal employee where the West Jet check-in ticket counter was. He told me, “Column 16”. My wife and I continuing to walk through the terminal, we finally arrived at the Column 16 area, i.e. this woman’s ticket counter area, which we discovered later was the Priority Member ticket counter. However, I was simply going by the directions given to me by the previous employee, i.e. “Walk to column 16.” Standing in her line (my wife and I being the only people in her line at the time), I tried to get her attention, and I then gestured to her, motioning to her as if to ask her if I should then possibly leave the waiting line in order to then proceed to walk up to her ticket counter. She never really motioned me to come forward. I sort of had to figure this out on my own, as my wife and I then finally decided to walk forward to her station. From this point on, after I arrived at her ticket counter, never once did she ever look me in the eye. She was always looking at her computer screen, or down at the ground, as she and I occasionally exchanged conversation with one another in order for me to be able to acquire my boarding passes from her. Shortly after she began servicing us, she commented that her work section is for Priority members only. Fair enough. I did not realize this at the time. Wishing to be polite, I then mentioned to her that, if I should, I could then walk over to the regular West Jet check-in ticket counter in order to complete the check-in process. She remained quiet, never responding to this goodwill gesture of mine. She continued to work in order to print out my boarding passes, and then finally handed them to me, never at all the entire time looking at me. I told her, “Thank you.” Never once did she respond. My wife and I then walked away. Even my wife commented to me afterward that this woman absolutely never looked at us. I cannot say that this attendant was outright rude. However, she certainly was not at all warm, congenial, nor friendly. Additionally, … After getting on the plane, we then discovered that she had needlessly assigned us seats in the very last row of the plane, these being the seats adjacent to the restroom back wall, thus, unfortunately not at all reclinable. I think that the row number of this last row of seats was 30. [However, I am not sure.] How strangely awkward that we were assigned these uncomfortable row of seats when in fact the row immediately ahead of us, i.e. I think that was row 29, had two vacancies, which could have otherwise easily seated my wife and me. That is, my wife and I could have easily been assigned these more comfortable seats, which would be reclinable, and then row 30 could have otherwise had instead our two vacancies. After our flight departed, and the fasten seatbelt sign was turned off, my wife and I had hoped to “jump seats”, that is, to leave row 30 and instead sit in row 29 to utilize the reclinable seats. However, another couple apparently had the same idea as us. That is, these other two people, for whatever reason, decided to leave their previously assigned seats, and instead, seat themselves in row 29. Thus, my wife and I were stuck with these miserably cramped row 30 seats for the entire 3.5 hour flight. To reiterate, the WestJet rep we originally encountered, knowledgeable of the plane lay-out as it appeared on her computer screen, could have easily assigned us the more comfortable row 29 seats, instead of the non-reclinable row 30 seats.

It was very, very cold extremely uncomfortable almost unbearable I was sitting at the front of the cabin

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

Nothing to like about flying in the Dash 8s. With very small seats, little legroom, and a very noisy plane, nothing about such trips is enjoyable.

I wish that seats closer to the front of the plan were available, but when I booked the flight the seats were VERY expensive so I did not book seats at that time. The day before flying only seats at the back of the plane were available. It takes so long to board the plane and empty the plane on arrival due to SO many roller bags.

Difficult to say. Over crowded but that is the fault of the airplane not WestJet

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

Check in was seamless , crew very polite , arrived on time!

Moderate size plane, not completely full, easy boarding, some rows with just 2 seats so a couple can have a row to themselves

The Carry-on luggage that approved by TSA and all other airlines,- always an issue with Air Canada. This is inappropriate as my carry on suitcase meets the requirements however it always asked to check in on AC flight on the gate. Yes I have it for free, but it takes extra time to pick up on the carousel. Apparently it fit the overhead space, so why AC has this issue all the time?

The terminal this flight boarded from was so far away, poorly temperature controlled, and generally uncomfortable. The plane was small but the flight was short, so it wasn't so bad.

Seriously need to improve the time schedule and the plans

Great TV, easy boarding, wonderful ground crew and flight crew.

Pretty good service and US Migratory officers providing services in Canada was awesome, because the arrival was quick and smooth

Rude Customer Service at checkin, 90 minute limit in flight check in is too strict. I was in line for 30 minutes because of slow/insufficient workers. Somewhere I got to the the counter of course the employee warned me about the 90 minutes. People were cutting the lines. No one did anything.

Rouge needs to offer seats with better pitch in economy. Many sick people on a full flight.

Overall, I would have to say my experience with Air Canada was mediocre their DC tens. Need to be updated not comfortable at all. Only one out of my four flights was decent. The staffing was very nice. Going through customs in Montreal was quick and easy. Air Canada has room for improvement with their facilities.

Everything was great. I really like how they had their safety film set up showing you the beauty of the country.

Book cheap flights from Winnipeg to Portland

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Winnipeg to Portland found on KAYAK in the last 72 hours.
6/21Fri
2 stopsWestJet
6h 48mYWG-PDX
$126
6/22Sat
1 stopWestJet
6h 28mYWG-PDX
$143
6/14Fri
2 stopsWestJet
30h 48mYWG-PDX
$150
6/11Tue
1 stopUnited Airlines
8h 18mYWG-PDX
$156
6/11Tue
2 stopsUnited Airlines
19h 21mYWG-PDX
$162
6/12Wed
1 stopDelta
6h 11mYWG-PDX
$181
6/13Thu
1 stop
14h 59mYWG-PDX
$183
6/12Wed
2 stops
12h 03mYWG-PDX
$206
6/17Mon
1 stopDelta
7h 49mYWG-PDX
$230
6/26Wed
1 stopAir Canada
5h 47mYWG-PDX
$259

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Last minute flights from Winnipeg to Portland

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Winnipeg to Portland that are departing in the next 10 days.
6/1Sat
multi-stopWestJet
7h 26mYWG-PDX
7/9Tue
multi-stopWestJet
8h 42mPDX-YWG
$219
6/1Sat
multi-stopWestJet
7h 26mYWG-PDX
7/10Wed
multi-stopWestJet
8h 42mPDX-YWG
$225
6/1Sat
multi-stopWestJet
7h 26mYWG-PDX
7/10Wed
multi-stopWestJet
6h 13mPDX-YWG
$232
6/1Sat
multi-stopWestJet
7h 26mYWG-PDX
7/9Tue
multi-stopWestJet
11h 08mPDX-YWG
$241
6/1Sat
multi-stopWestJet
24h 41mYWG-PDX
7/10Wed
multi-stopWestJet
6h 13mPDX-YWG
$266
6/1Sat
multi-stopWestJet
27h 26mYWG-PDX
7/9Tue
multi-stopWestJet
14h 13mPDX-YWG
$273
6/1Sat
multi-stop
7h 26mYWG-PDX
7/10Wed
multi-stop
28h 37mPDX-YWG
$347
6/1Sat
multi-stop
7h 26mYWG-PDX
7/9Tue
multi-stop
17h 08mPDX-YWG
$385
6/1Sat
multi-stopDelta
13h 31mYWG-PDX
7/9Tue
multi-stopDelta
8h 53mPDX-YWG
$395
6/1Sat
multi-stopUnited Airlines
6h 45mYWG-PDX
7/9Tue
multi-stopUnited Airlines
13h 21mPDX-YWG
$423

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Winnipeg - Portland Flights

Departure:

Winnipeg (YWG)Canada

Destination:

Portland (PDX)United States

Return flight deals:

Portland - Winnipeg

Cabin classes:

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