HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Winnipeg

$193+ Cheap flights from Portland (PDX) to Winnipeg (YWG)

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Winnipeg with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 February 3, 2026.

This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 4/2812:30 am
PDX
-
YWG
1 stop8h 26m
Delta
Sat 5/211:55 am
YWG
-
PDX
2 stops12h 26m
Delta
Deal found 2/2$457
This Air Canada deal was found by Cheapflights users on 2/2. 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 2/263:15 pm
PDX
-
YWG
1 stop7h 59m
Air Canada
Thu 3/510:40 am
YWG
-
PDX
1 stop6h 00m
Air Canada
Deal found 2/2$467
This Air Canada deal was found by Cheapflights users on 2/2. 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.
Fri 7/33:25 pm
PDX
-
YWG
1 stop6h 12m
Air Canada
Sat 7/115:45 am
YWG
-
PDX
1 stop5h 46m
Air Canada
Deal found 2/2$473
This Air Canada deal was found by Cheapflights users on 2/1. 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.
Wed 3/183:15 pm
PDX
-
YWG
1 stop7h 59m
Air Canada
Thu 3/2610:10 pm
YWG
-
PDX
1 stop13h 05m
Air Canada
Deal found 2/1$492
This Air Canada deal was found by Cheapflights users on 2/2. 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.
Wed 4/299:50 am
PDX
-
YWG
2 stops9h 30m
Air Canada
Sat 5/27:20 am
YWG
-
PDX
2 stops13h 45m
Air Canada
Deal found 2/2$503
This Air Canada deal was found by Cheapflights users on 2/1. 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.
Fri 3/273:15 pm
PDX
-
YWG
1 stop7h 59m
Air Canada
Mon 3/309:15 pm
YWG
-
PDX
2 stops23h 15m
Air Canada
Deal found 2/1$528
This Delta deal was found by Cheapflights users on 2/1. 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.
Thu 3/2612:30 am
PDX
-
YWG
1 stop8h 31m
Delta
Mon 3/3011:55 am
YWG
-
PDX
1 stop10h 30m
Delta
Deal found 2/1$547
This Air Canada deal was found by Cheapflights users on 2/2. 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.
Mon 3/307:14 pm
PDX
-
YWG
2 stops14h 38m
Air Canada
Tue 3/319:15 pm
YWG
-
PDX
2 stops13h 55m
Air Canada
Deal found 2/2$598
This Air Canada deal was found by Cheapflights users on 2/1. 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 3/193:15 pm
PDX
-
YWG
1 stop7h 59m
Air Canada
Thu 3/2610:10 pm
YWG
-
PDX
1 stop13h 05m
Air Canada
Deal found 2/1$608

Find 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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$473
(Air Canada)

One-way from

$193
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$177
Provider with most accurate pricing for Portland-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Winnipeg flights.
Search Deals
From Portland to Winnipeg
Search Deals
One-way flight from Portland to Winnipeg
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 3, 2026.
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

Tue 4/28

12:30 am-10:56 am

1 stop8h 26m

Winnipeg

Sat 5/2

11:55 am-10:21 pm

2 stops12h 26m

$457

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 2/26

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Thu 3/5

10:40 am-2:40 pm

1 stop6h 00m

$467

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 4/29

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Sat 5/2

5:45 am-9:30 am

1 stop5h 45m

$473

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 3/30

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Tue 3/31

10:15 pm-9:10 am

1 stop12h 55m

$492

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 3/29

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Tue 3/31

10:15 pm-9:10 am

1 stop12h 55m

$492

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 3/18

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Thu 3/26

10:10 pm-9:15 am

1 stop13h 05m

$492

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 3/5

6:00 am-7:35 pm

2 stops11h 35m

$193

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 3/5

3:15 pm-1:14 am

1 stop7h 59m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Winnipeg flight deals on Cheapflights vs. FlightHub >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 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 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 December is currently the most expensive (average of $504). 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.

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 February 3, 2026.
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
8,138 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Overall

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
8,138 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Overall

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
3,255 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Overall

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
10,684 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Overall

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. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $88 on this airline. Additional options worth looking into are Delta and Air Canada, starting at $143 and $164 round-trip. You may be able to fly from Portland to Winnipeg for 74% 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 December is currently the most expensive (average of $504). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$88Average$319FlexibilityNo cancel feeOn-time60%
DeltaCheapest$143Average$424FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$164Average$320FlexibilityNo cancel feeOn-time67%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.