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$174+ Cheap flights from Winnipeg (YWG) to Portland (PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PDX
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
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The best prices from Winnipeg to Portland are usually found in August or November, booked 20 days in advance, depart on a Tuesday or Monday and return on a Friday

Cheap flight deals from Winnipeg to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$323
(Air Canada)

One-way from

$174
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$371
Provider with most accurate pricing for Winnipeg-Portland flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-Portland flights.
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From Winnipeg to Portland
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One-way flight from Winnipeg to Portland
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High demand for flights, 14% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in January 2025
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Find flight deals from Winnipeg to Portland

Cheapest flights from Winnipeg to Portland
Explore the most affordable flight options available from Winnipeg to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 17, 2025.

This Air Canada deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/36:00 amYWG - PDX
1 stop5h 35mAir Canada
Mon 4/1411:59 pmPDX - YWG
1 stop13h 32mAir Canada
Deal found 1/16$323
This United Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/34:25 pmYWG - PDX
1 stop8h 23mUnited Airlines
Mon 4/147:30 pmPDX - YWG
2 stops15h 39mUnited Airlines
Deal found 1/16$329
This FlightHub deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/146:00 amYWG - PDX
2 stops16h 42mWestJet
Mon 2/175:10 amPDX - YWG
2 stops10h 25mWestJet
Deal found 1/16$440

Find flights from Winnipeg to Portland within your budget

Customize your flight search to find flights from Winnipeg to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 4/3

6:00 am-9:35 am

1 stop5h 35m

Portland

Mon 4/14

11:59 pm-3:31 pm

1 stop13h 32m

$323

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 4/3

4:25 pm-10:48 pm

1 stop8h 23m

Portland

Mon 4/14

7:30 pm-1:09 pm

2 stops15h 39m

$329

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 2/14

6:00 am-8:42 pm

2 stops16h 42m

Portland

Mon 2/17

5:10 am-5:35 pm

2 stops10h 25m

$440

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 6/5

7:45 am-3:58 pm

1 stop10h 13m

$174

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 6/5

6:30 am-1:07 pm

2 stops8h 37m

$180

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 2/14

5:50 am-6:24 pm

1 stop14h 34m

$216

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 6/5

4:15 pm-12:27 pm

3 stops22h 12m

$502

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Compare providers for flights from Winnipeg to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to Portland in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Winnipeg-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-Portland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Winnipeg to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Winnipeg to Portland

Get recent, data-driven insights about flights from Winnipeg to Portland including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Portland. Price data was last updated on January 10, 2025.

The price you pay for your flight from Winnipeg to Portland may vary depending on when you book. For the best chance of a lower fare, look to book 19 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Winnipeg to Portland?

Currently, November is the cheapest month in which you can book a flight from Winnipeg to Portland (average of $277). Flying from Winnipeg to Portland in March is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to PDX?

Find hourly flight availability from Winnipeg to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Winnipeg to Portland at noon. If you’re flexible enough to do this you can expect to save up to 3% on your trip compared to booking a flight in the morning.

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated January 17, 2025.
United Airlines
7.4
Good
8,965 reviews

Food

6.7

Entertainment

7.1

Crew

8.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Reviews

1 / 10

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

United Airlines
7.4
Good
8,965 reviews
United Airlines
7.4
Good
8,965 reviews

Food

6.7

Entertainment

7.1

Crew

8.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Reviews

1 / 10

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

WestJet
7.2
Good
2,824 reviews
United Airlines
7.4
Good
8,965 reviews

Food

6.7

Entertainment

7.1

Crew

8.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Reviews

1 / 10

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

Air Canada
7.0
Good
8,587 reviews
United Airlines
7.4
Good
8,965 reviews

Food

6.7

Entertainment

7.1

Crew

8.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Reviews

1 / 10

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Winnipeg to Portland round-trip?

    Air Canada, at $323, was found to be the cheapest airline from Winnipeg to Portland.Alternate airlines to your destination round-trip include United Airlines and WestJet. These flights start at 4% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Winnipeg to Portland one-way?

    One-way options have recently been found by users for as low as $180 on WestJet. Other airlines that offer cheap prices include Air Canada from $216 and United Airlines from $502 one-way.

  • Can I find deals for flights from Winnipeg to Portland that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Portland.

  • Can I find deals for business class flights from Winnipeg to Portland?

    Yes. Cheapflights offers flight deals from Winnipeg to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Portland?

    Currently, November is the cheapest month in which you can book a flight from Winnipeg to Portland (average of $277). Flying from Winnipeg to Portland in March is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Seaside
Lincoln City
Beaverton
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Long Beach
Cannon Beach
Tigard
Hood River
Astoria
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Wilsonville
Silverton

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Alternative routes for Winnipeg to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Medford flights

Top airline flying from Winnipeg to Portland

Discover the top airline that operate flights from Winnipeg to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$203Average$297FlexibilityNo cancel feeOn-time60%
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