$128 Find Cheap Flights from Winnipeg to Oregon

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 Oregon 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Oregon

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Oregon, 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 Oregon, as well as popular online travel agencies
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Flights Deals

Best Oregon Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Portland
Portland1 stop$228
Portland
Portland1 stop$228

Cheap Flight Deals from Winnipeg to Oregon (YWG-USOR)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Oregon 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 Oregon

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Winnipeg to Oregon.
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
Useful Info

KAYAK's insights & trends for Winnipeg to Oregon flights

Get data-powered insights and trends into flights from Winnipeg to Oregon to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Oregon, 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 Oregon is August, when tickets cost $228 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $427 and $404 respectively.

What’s the cheapest day of the week to fly from Winnipeg to Oregon?

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

If your flying dates are flexible, you should consider flying to Oregon on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Winnipeg to Oregon. For your return ticket, we recommend flying on a Friday and avoiding Sundays for the best deals.

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

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 Oregon, 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 Oregon, 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

FAQs - booking Oregon flights

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

    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 Oregon.

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

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

    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 from Winnipeg to Oregon with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Oregon?

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

  • What is the cheapest time of day to fly to Oregon?

    The cheapest time of day to fly to Oregon is generally in the evening, when round-trip flights cost $297 on average. Morning departures are around 2% more expensive than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the morning, which is peak travel time and where the average cost of a ticket is $305.

Top airline flying from Winnipeg to Oregon

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Oregon. 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 Oregon? 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
6.1Entertainment
7.9Crew
7.4Boarding
6.2Food
7.1Comfort
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 Oregon

Information on your arrival and departure airports

Winnipeg (YWG)

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