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$103+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
mar. 30 — abr. 61
dom. 3/30
dom. 4/6
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Winnipeg are usually found in February or September, booked 27 days in advance, depart on a Friday or Monday and return on a Tuesday

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 marzo 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(Mytrip)

One-way from

$103
(Kiwi.com)

Popular in

March

Cheapest in

February

Average price

$568
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
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One-way flight from Portland to Winnipeg
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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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 marzo 25, 2025.

This Mytrip deal was found by Cheapflights users on 3/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/97:01 pmPDX - YWG
1 stop27h 31mMultiple Airlines
lun. 4/215:00 pmYWG - PDX
1 stop27h 05mMultiple Airlines
Deal found 3/24$259
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/31:45 pmPDX - YWG
1 stop7h 26mWestJet
dom. 5/118:30 amYWG - PDX
1 stop6h 22mWestJet
Deal found 3/24$306
This United Airlines deal was found by Cheapflights users on 3/24. 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.
dom. 5/47:19 pmPDX - YWG
1 stop15h 50mUnited Airlines
lun. 5/124:25 pmYWG - PDX
1 stop8h 28mUnited Airlines
Deal found 3/24$342
This Delta deal was found by Cheapflights users on 3/24. 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. 5/212:59 amPDX - YWG
1 stop8h 43mDelta
dom. 5/111:25 pmYWG - PDX
1 stop8h 47mDelta
Deal found 3/24$379
This Air Canada deal was found by Cheapflights users on 3/24. 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.
mié. 5/710:10 amPDX - YWG
1 stop6h 14mAir Canada
sáb. 5/175:35 amYWG - PDX
1 stop5h 55mAir Canada
Deal found 3/24$420

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 marzo 25, 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

mié. 4/9

7:01 pm-12:32 am

1 stop27h 31m

Winnipeg

lun. 4/21

5:00 pm-6:05 pm

1 stop27h 05m

$259

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

sáb. 5/3

1:45 pm-11:11 pm

1 stop7h 26m

Winnipeg

dom. 5/11

8:30 am-12:52 pm

1 stop6h 22m

$306

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

dom. 5/4

7:19 pm-1:09 pm

1 stop15h 50m

Winnipeg

lun. 5/12

4:25 pm-10:53 pm

1 stop8h 28m

$342

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

sáb. 5/3

6:20 am-4:53 pm

1 stop8h 33m

Winnipeg

sáb. 5/17

8:30 am-4:34 pm

2 stops10h 04m

$352

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

mié. 5/7

10:10 am-6:24 pm

1 stop6h 14m

Winnipeg

sáb. 5/17

5:35 am-9:30 am

1 stop5h 55m

$420

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

mié. 5/7

5:40 pm-12:40 am

1 stop29h 00m

$103

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

sáb. 5/3

1:45 pm-11:11 pm

1 stop7h 26m

$140

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

mar. 5/6

12:40 am-12:34 pm

1 stop9h 54m

$145

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

sáb. 4/26

10:10 am-5:44 pm

1 stop5h 34m

$175

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

vie. 6/13

4:15 pm-3:31 pm

2 stops21h 16m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
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 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

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to Winnipeg. Price data was last updated on March 21, 2025.

Booking 27 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Winnipeg. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, August is the cheapest month in which you can book a flight from Portland to Winnipeg (average of $358). Flying from Portland to Winnipeg in April is currently the most expensive (average of $508). 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 marzo 25, 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 21% on your trip compared to booking a flight in the evening.

Rainfall in Winnipeg by month

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

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

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

If weather is an important factor for your trip to Winnipeg, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

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 marzo 25, 2025.
Delta
8.0
Very good
7,890 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,605 reviews
Delta
8.0
Very good
7,890 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,785 reviews
Delta
8.0
Very good
7,890 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
8,952 reviews
Delta
8.0
Very good
7,890 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • 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 $306 on this airline. Additional options worth looking into are United Airlines and Delta, starting at $342 and $352 round-trip. You may be able to fly from Portland to Winnipeg for 17% less than the average price by searching for these airlines.

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

    The cheapest airlines for a one-way flight from Portland to Winnipeg are WestJet ($140), Delta ($145), and Air Canada ($175).

  • 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, August is the cheapest month in which you can book a flight from Portland to Winnipeg (average of $358). Flying from Portland to Winnipeg in April is currently the most expensive (average of $508). 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

Browse thousands of different options on Cheapflights for your next trip

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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 4 airlines flying from Portland to Winnipeg

Discover the top 4 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 marzo 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$159Average$393FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$177Average$388FlexibilityNo cancel feeOn-time69%
WestJetCheapest$179Average$357FlexibilityNo cancel feeOn-time60%
DeltaCheapest$319Average$414FlexibilityNo cancel feeOn-timeN/A
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