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$347+ Cheap flights from Portland (PDX) to Winnipeg (YWG)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
dic. 13 — dic. 201
sáb. 12/13
sáb. 12/20
1 adult, Economy
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Find flight deals from Portland to Winnipeg

Cheapest flights from Portland to Winnipeg
Explore the most affordable flight options available from Portland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 13, 2025.

This Air Canada deal was found by Cheapflights users on 11/12. 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.
vie. 11/283:15 pmPDX - YWG
1 stop7h 54mAir Canada
dom. 12/710:45 amYWG - PDX
1 stop5h 55mAir Canada
Deal found 11/12$417
This United deal was found by Cheapflights users on 11/13. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/131:00 pmPDX - YWG
2 stops20h 57mMultiple Airlines
sáb. 12/209:40 pmYWG - PDX
1 stop13h 35mMultiple Airlines
Deal found 11/13$438
This United Airlines deal was found by Cheapflights users on 11/12. 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.
mié. 12/107:43 pmPDX - YWG
2 stops23h 12mUnited Airlines
vie. 12/122:20 pmYWG - PDX
2 stops12h 17mUnited Airlines
Deal found 11/12$446
This Delta deal was found by Cheapflights users on 11/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/2812:19 pmPDX - YWG
1 stop9h 17mDelta
dom. 12/712:35 pmYWG - PDX
2 stops13h 40mDelta
Deal found 11/11$491
This Air Canada deal was found by Cheapflights users on 11/12. 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.
sáb. 12/277:00 pmPDX - YWG
1 stop15h 59mAir Canada
sáb. 1/36:00 amYWG - PDX
1 stop14h 30mAir Canada
Deal found 11/12$593
This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/912:32 amPDX - YWG
1 stop9h 13mDelta
vie. 12/1212:35 pmYWG - PDX
1 stop10h 17mDelta
Deal found 11/12$608

Cheap flight deals from Portland to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Winnipeg (YWG). 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 noviembre 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$347
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$247
Provider with most accurate pricing for Portland-Winnipeg flight deals.
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Provider most trusted by Cheapflights users for Portland-Winnipeg flights.
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From Portland to Winnipeg
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Winnipeg 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 noviembre 13, 2025.
Use the filters below to find and compare flights from Portland to Winnipeg that are best for you.

Fly from

Portland

Fly to

Winnipeg

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

jue. 2/5

8:21 pm-6:05 pm

2 stops19h 44m

Winnipeg

dom. 2/8

4:55 pm-11:52 pm

1 stop8h 57m

$347

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

mar. 3/10

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

mié. 3/11

10:40 am-2:40 pm

1 stop6h 00m

$370

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

jue. 2/5

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

dom. 2/8

10:40 am-2:40 pm

1 stop6h 00m

$370

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

vie. 11/28

3:15 pm-1:09 am

1 stop7h 54m

Winnipeg

dom. 12/7

10:45 am-2:40 pm

1 stop5h 55m

$417

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

mié. 12/10

9:50 am-6:09 pm

1 stop6h 19m

Winnipeg

vie. 12/12

10:45 am-2:40 pm

1 stop5h 55m

$417

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

dom. 3/15

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

sáb. 3/21

10:40 am-2:40 pm

1 stop6h 00m

$417

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

sáb. 12/13

1:00 pm-11:57 am

2 stops20h 57m

Winnipeg

sáb. 12/20

9:40 pm-9:15 am

1 stop13h 35m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Compare providers for flights from Portland to Winnipeg

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 Portland to Winnipeg in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 Portland-Winnipeg flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland-Winnipeg flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Winnipeg flights, Cheapflights users trust eDreams the most. eDreams 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 Portland-Winnipeg 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 Portland to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Portland 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.

Cheapflights Insights

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

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

Currently, July is the cheapest month in which you can book a flight from Portland to Winnipeg (average of $139). Flying from Portland to Winnipeg in March is currently the most expensive (average of $396). 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 PDX to YWG?

Find hourly flight availability from Portland to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 13, 2025.

A simple way to save on the total cost of your ticket is to fly from Portland to Winnipeg in the afternoon. If you’re flexible enough to do this you can expect to save up to 20% on your trip compared to booking a flight in the evening.

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated noviembre 13, 2025.
Read reviews from past customers who have flown Delta, WestJet, and Air Canada from Portland to Winnipeg. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
WestJet
7.2
Good
3,159 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Air Canada
7.1
Good
10,444 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

  • How long is the flight from Portland to Winnipeg?

    Departing from Portland to Winnipeg will take you 7h 59m. There are 1208 mi between Portland and Winnipeg.

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

    Our cheapest airline available from Portland to Winnipeg is WestJet. Our recent data shows that you can find tickets from as low as $135 on this airline. Additional options worth looking into are Delta and Air Canada, starting at $160 and $183 round-trip. You may be able to fly from Portland to Winnipeg for 58% less than the average price by searching for these airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Winnipeg 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 Portland to Winnipeg?

    Currently, July is the cheapest month in which you can book a flight from Portland to Winnipeg (average of $139). Flying from Portland to Winnipeg in March is currently the most expensive (average of $396). 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
Portage la Prairie

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Complete your trip

Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.
Winnipeg car rentals
Winnipeg Airport car rentals

Top 3 airlines flying from Portland to Winnipeg

Discover the top 3 airlines that operate flights from Portland to Winnipeg. 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 noviembre 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$135Average$328FlexibilityNo cancel feeOn-time60%
DeltaCheapest$160Average$472FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$183Average$341FlexibilityNo cancel feeOn-time67%

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