$189 Cheap Flights from Portland (PWM) to Winnipeg (YWG)

View $189 flight on Tue, Mar 3, 2026Opens in a new window

Popular airlines from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)

Cheap Flights from Portland to Winnipeg (PWM-YWG)

Prices were available within the past 7 days and start at $189 for one-way flights and $432 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, Feb 28 - Wed, Mar 4
PWM
Portland
YWG
Winnipeg
$432 Roundtrip, found 8 hours ago
$432
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Feb 28 from Portland to Winnipeg, returning Wed, Mar 4, priced at $432 found 8 hours ago
United
Fri, Nov 28 - Fri, Dec 12
PWM
Portland
YWG
Winnipeg
$441 Roundtrip, found 4 days ago
$441
Roundtrip
found 4 days ago
Select United flight, departing Fri, Nov 28 from Portland to Winnipeg, returning Fri, Dec 12, priced at $441 found 4 days ago
Delta
Thu, Dec 4 - Sun, Dec 14
PWM
Portland
YWG
Winnipeg
$447 Roundtrip, found 4 days ago
$447
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Dec 4 from Portland to Winnipeg, returning Sun, Dec 14, priced at $447 found 4 days ago
United
Tue, Mar 3 - Thu, Mar 5
PWM
Portland
YWG
Winnipeg
$454 Roundtrip, found 8 hours ago
$454
Roundtrip
found 8 hours ago
Select United flight, departing Tue, Mar 3 from Portland to Winnipeg, returning Thu, Mar 5, priced at $454 found 8 hours ago
United
Tue, Mar 3 - Thu, Mar 5
PWM
Portland
YWG
Winnipeg
$492 Roundtrip, found 8 hours ago
$492
Roundtrip
found 8 hours ago
Select United flight, departing Tue, Mar 3 from Portland to Winnipeg, returning Thu, Mar 5, priced at $492 found 8 hours ago
United
Fri, Nov 28 - Mon, Dec 8
PWM
Portland
YWG
Winnipeg
$512 Roundtrip, found 4 days ago
$512
Roundtrip
found 4 days ago
Select United flight, departing Fri, Nov 28 from Portland to Winnipeg, returning Mon, Dec 8, priced at $512 found 4 days ago
Delta
Fri, Nov 21 - Sat, Dec 6
PWM
Portland
YWG
Winnipeg
$517 Roundtrip, found 4 days ago
$517
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Nov 21 from Portland to Winnipeg, returning Sat, Dec 6, priced at $517 found 4 days ago
Air Canada
Thu, Nov 27 - Mon, Dec 8
PWM
Portland
YWG
Winnipeg
$517 Roundtrip, found 4 days ago
$517
Roundtrip
found 4 days ago
Select Air Canada flight, departing Thu, Nov 27 from Portland to Winnipeg, returning Mon, Dec 8, priced at $517 found 4 days ago
United
Tue, Mar 3 - Sat, Mar 7
PWM
Portland
YWG
Winnipeg
$519 Roundtrip, found 8 hours ago
$519
Roundtrip
found 8 hours ago
Select United flight, departing Tue, Mar 3 from Portland to Winnipeg, returning Sat, Mar 7, priced at $519 found 8 hours ago
WestJet
Tue, Mar 3 - Fri, Mar 6
PWM
Portland
YWG
Winnipeg
$1,033 Roundtrip, found 8 hours ago
$1,033
Roundtrip
found 8 hours ago
Select WestJet flight, departing Tue, Mar 3 from Portland to Winnipeg, returning Fri, Mar 6, priced at $1,033 found 8 hours ago

Alternative airports near Winnipeg

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Winnipeg Intl. YWG. Cheapest and Closest option available. Average driving time to city center is 15 minutes. Flights from $663
YWG
Winnipeg Intl.
CheapestClosest
Average driving time to city center15 min
Flights from $663

Frequently asked questions

How much does a flight from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) cost?
Snag a cheap one-way flight from $189 or cheap return flight from $432 from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Planning your trip for February can help you save, as it's the cheapest month for flights between PWM and YWG. You'll typically find the lowest fares during the off-season.
What is the cheapest airline that flies from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
To find the cheapest airline that'll fly you from PWM to YWG, use Expedia's filter tool. Tailor your search based on your travel needs, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
You'll have to take a flight with a layover if you're traveling from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG). There are no daily direct flights on this route. However, simply filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from PWM to YWG?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change based on a number of factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
To avoid potential delays on the Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) route, aim to travel before 3 PM. Later flights have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) last-minute?
Waiting until just before your trip to book a flight from PWM to YWG generally means paying more. While you may come across some last-minute deals, there's no guarantee. Be flexible with your travel plans for the best chance of snagging a bargain.
Is it cheaper to book a PWM to YWG flight and hotel package?
Compared with arranging flights and hotels separately, booking a PWM to YWG flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one place will take the stress out of travel planning. Simply pick your flights and select from our extensive range of hotels, then personalize your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Typically, you can reschedule or cancel your PWM to YWG flight. However, there may be additional fees, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you want further details, visit our Customer Service portal.

Travel information

Origin airport
Portland Intl. Jetport
Destination airport
Winnipeg James Armstrong Richardson Intl.
Airlines serving
Air Canada, Delta, United, WestJet
Roundtrip price
$431
Distance
1336 mi

Book with confidence

Portland to Winnipeg Flights

The cheapest times to fly from Portland to Winnipeg

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Portland to Winnipeg are during the month of February. You can find some of the cheapest flights from Portland to Winnipeg with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Portland to Winnipeg

Sunday is one of the best days to book for cheap flights from Portland to Winnipeg: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Portland to Winnipeg

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Portland to Winnipeg in 2025. You can also book with separate airlines for your outbound and return journeys, from $189 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Portland to Winnipeg flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Portland to Winnipeg airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Portland to Winnipeg Flights

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*Available to One Key members.