YWG - PDX

$128 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 6/14. 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

KAYAK searches 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
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Flights Deals

Cheap Flights from Winnipeg to Portland

 
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.

Recent round-trip flight deals from Winnipeg to Portland

KAYAK's recommended round-trip deals from the most popular airlines that fly from Winnipeg to Portland.
Discover the best prices for you by selecting your travel dates on KAYAK.
WestJet Logo
6:30 am - 12:52 pmYWG-PDX
8h 22m1 stop
WestJet Logo
1:45 pm - 9:31 pmPDX-YWG
5h 46m1 stop
$228WestJet
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Fri, Jul 11 - Sun, Jul 13
WestJet Logo
3:15 pm - 1:05 pmYWG-PDX
23h 50m1 stop
WestJet Logo
1:45 pm - 11:14 pmPDX-YWG
7h 29m1 stop
$229WestJet
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Fri, May 23 - Mon, May 26
WestJet Logo
6:15 pm - 12:52 pmYWG-PDX
20h 37m2 stops
WestJet Logo
1:45 pm - 9:31 pmPDX-YWG
5h 46m1 stop
$245WestJet
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Fri, Jul 11 - Sun, Jul 13
WestJet Logo
12:15 pm - 1:05 pmYWG-PDX
26h 50m2 stops
WestJet Logo
1:45 pm - 11:14 pmPDX-YWG
7h 29m1 stop
$256WestJet
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Fri, May 23 - Mon, May 26
WestJet Logo
6:15 pm - 12:52 pmYWG-PDX
20h 37m2 stops
WestJet Logo
1:45 pm - 11:26 amPDX-YWG
19h 41m2 stops
$295WestJet
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Fri, Jul 11 - Sun, Jul 13
Delta Logo
12:26 pm - 8:23 pmYWG-PDX
9h 57m1 stop
Delta Logo
8:29 pm - 11:36 amPDX-YWG
13h 07m2 stops
$304Delta
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Fri, Jun 13 - Fri, Jun 20
Delta Logo
12:52 pm - 11:42 pmYWG-PDX
12h 50m2 stops
Delta Logo
12:40 am - 11:57 amPDX-YWG
9h 17m1 stop
$328Delta
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Mon, May 12 - Thu, May 15
Air Canada Logo
5:20 am - 9:20 amYWG-PDX
6h 00m1 stop
Air Canada Logo
3:25 pm - 11:34 pmPDX-YWG
6h 09m1 stop
$410Air Canada
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Fri, Jun 13 - Fri, Jun 20
Logo
4:30 pm - 12:52 pmYWG-PDX
22h 22m2 stops
Logo
6:39 pm - 11:41 pmPDX-YWG
27h 02m3 stops
$455
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Fri, Jun 13 - Fri, Jun 20
Logo
3:15 pm - 11:17 amYWG-PDX
22h 02m3 stops
Logo
12:12 pm - 11:41 pmPDX-YWG
33h 29m3 stops
$502
Find Deal
Fri, Jun 13 - Fri, Jun 20
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KAYAK's insights & trends for Winnipeg to Portland flights

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

Your flight ticket price will generally be cheaper if you fly to Portland on a Thursday and more expensive on a Saturday. On your return trip to Winnipeg, you should consider flying back on a Friday, and avoid Sundays for better deals.

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 round-trip 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 August, where tickets cost $228 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $427 and $404 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip 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 week.

To get a below average price on the flight from Winnipeg to Portland, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

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Good to know

Low seasonJanuary
High seasonAugust
Cheapest flight$128
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly and prices are also 30% lower on average.
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 $128 for a one-way ticket and $228 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?

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

  • 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.

Top airline flying 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.
7.2
WestJetOverall score based on 2826 reviews
6.2Food
7.4Boarding
7.9Crew
7.1Comfort
6.1Entertainment
Airline reviews

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

10.0 ExcellentMary, Apr 2025YVR - MSP
Read more WestJet reviews

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

Will never book through you again. Very disappointed in the notices and action taken or provided when planes are rescheduled, enough to cause missed connections

Lost my luggage. Filed a report and there is no response. Received a phone call from another airline that said they had the bag and they did not know what to do with it

Very good over all , would have been nice to have entertainment on the flight

Absolutely the worst airline I have ever taken. They lost my baggage and told me my bag tags had been cancelled. When my bags arrived days later I had to pick them up at 3:15 am. My return flight was delayed another 6 hours and they broke my bag. Westjet does nothing to try and make it a better customer experience and all the customers services representatives I spoke with were useless and incompetent. Never flying westjet again.

it's all good nothing you can do make better 😌

It was an awesome experience flying with Westjet. This was my first domestic flight experience in Canada.

Very old planes. Seats were not comfortable. Air was not on during the flight leading to incredibly stuffy conditions.

It was so bad experience they wanted just charged passengers for any reason.

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

Information on your arrival and departure airports

Portland (PDX)
Winnipeg (YWG)

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