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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 7/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Winnipeg are usually found in February or April, 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 July 3, 2025.

Round-trip from

$243
(Trip.com)

One-way from

$103
(Air Canada)

Popular in

May

Cheapest in

February

Average price

$336
From Portland to Winnipeg
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One-way flight from Portland to Winnipeg
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Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Trip.com deal was found by Cheapflights users on 6/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/151:45 pmPDX - YWG
1 stop5h 46mWestJet
Mon 8/186:30 pmYWG - PDX
1 stop20h 34mWestJet
Deal found 6/30$243
This Air Canada deal was found by Cheapflights users on 7/1. 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.
Tue 7/296:15 amPDX - YWG
1 stop6h 30mAir Canada
Thu 8/75:20 amYWG - PDX
1 stop6h 10mAir Canada
Deal found 7/1$254
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/3011:59 pmPDX - YWG
1 stop13h 32mUnited Airlines
Wed 8/67:00 amYWG - PDX
1 stop17h 29mUnited Airlines
Deal found 7/1$286
This Delta deal was found by Cheapflights users on 7/1. 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.
Wed 7/3012:40 amPDX - YWG
1 stop8h 51mDelta
Wed 8/66:45 amYWG - PDX
2 stops11h 14mDelta
Deal found 7/1$296
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/167:52 pmPDX - YWG
3 stops23h 34mMultiple Airlines
Sat 8/233:15 pmYWG - PDX
3 stops29h 42mMultiple Airlines
Deal found 7/2$437

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 July 3, 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

Fri 8/15

1:45 pm-9:31 pm

1 stop5h 46m

Winnipeg

Mon 8/18

6:30 pm-1:04 pm

1 stop20h 34m

$243

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 7/29

6:15 am-2:45 pm

1 stop6h 30m

Winnipeg

Thu 8/7

5:20 am-9:30 am

1 stop6h 10m

$254

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 7/30

11:59 pm-3:31 pm

1 stop13h 32m

Winnipeg

Mon 8/4

7:00 am-6:45 pm

1 stop13h 45m

$286

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 7/30

12:40 am-11:31 am

1 stop8h 51m

Winnipeg

Wed 8/6

6:45 am-3:59 pm

2 stops11h 14m

$296

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 8/16

7:52 pm-9:26 pm

3 stops23h 34m

Winnipeg

Sat 8/23

3:15 pm-6:57 pm

3 stops29h 42m

$437

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 7/17

6:15 am-2:45 pm

1 stop6h 30m

$103

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 8/11

11:59 pm-3:31 pm

1 stop13h 32m

$116

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 7/17

1:45 pm-11:26 am

2 stops19h 41m

$130

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 7/16

12:40 am-11:31 am

1 stop8h 51m

$132

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 8/11

9:44 pm-9:26 pm

3 stops21h 42m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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 June 27, 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 December is currently the most expensive (average of $497). 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 July 3, 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.

How much does it cost to fly round-trip from Portland to Winnipeg?

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 July 3, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and WestJet 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
8.0
Very good
7,970 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,970 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,845 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,917 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,678 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $243 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at $254 and $286 round-trip. You may be able to fly from Portland to Winnipeg for 27% 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 Air Canada ($103), United Airlines ($116), and WestJet ($130).

  • 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 December is currently the most expensive (average of $497). 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$150Average$282FlexibilityNo cancel feeOn-time60%
DeltaCheapest$160Average$414FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$175Average$360FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$211Average$388FlexibilityNo cancel feeOn-time69%

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