Question 1

Which airport typically offers the quickest layover for flights from Portland to Winnipeg?

Accepted Answer

Flights via Vancouver (YVR) offer the fastest connection on this route, with an average layover time of 1h 48m.

Question 2

What’s the top layover airport for flights from Portland to Winnipeg?

Accepted Answer

Calgary (YYC) – chosen by Cheapflights users on 67% of one-stop itineraries from Portland to Winnipeg on Cheapflights.

Question 3

What’s the fastest layover option from Portland to Winnipeg?

Accepted Answer

Flights via Calgary (YYC) have the shortest average one-way travel time for 1-stop routes: 4h 05m.

Question 4

What’s the cheapest layover airport for flights from Portland to Winnipeg?

Accepted Answer

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 426.

Question 5

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

Accepted Answer

Cheapflights users have booked flights from Portland to Winnipeg round-trip from C$ 317. Other airlines that can offer you cheap pricing are United Airlines, from C$ 394, and WestJet, from C$ 420. Air Canada is 30% cheaper than the average price of flights available within the next 90 days to this destination.

Question 6

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

Accepted Answer

To fly one-way, consider booking your trip with WestJet, which is currently one of the cheapest options available, starting at C$ 152. United Airlines flights start at C$ 166 while deals on Air Canada start at C$ 196 one-way.

Question 7

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

Accepted Answer

The price you pay for your flight from Portland to Winnipeg may vary depending on when you book. For the best chance of a lower fare, look to book 27 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Question 8

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

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from Portland to Winnipeg (average of C$ 123). Flying from Portland to Winnipeg in July is currently the most expensive (average of C$ 232). 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.

Question 9

What is the cheapest day to fly from Portland to Winnipeg?

Accepted Answer

Travelers seeking maximum savings on their Portland to Winnipeg flight should consider departing on Friday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 10

E

Accepted Answer

In terms of precipitation, rainfall in Winnipeg ranges from 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

Question 11

E

Accepted Answer

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 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

Question 12

What is the cheapest day to fly round-trip from Portland to Winnipeg?

Accepted Answer

Departing on a Wednesday is a good option for securing a great price. You can expect to save up to 43% when planning your travel around this day of the week.

Question 13

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

Accepted Answer

To save up to 125% on this flight, we recommend booking at least 28 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Portland to Winnipeg from C$ 316 1-2 weeks out and tickets from C$ 354 for flights departing within the next 72 hours.

Question 14

What is the cheapest month to fly from Portland to Winnipeg?

Accepted Answer

Flights from Portland to Winnipeg lean towards being more expensive in May. Prices are generally better when you fly from Portland to Winnipeg in February, with the cheapest ticket starting at C$ 235.

Question 15

What is the cheapest time of day to fly from PDX to YWG?

Accepted Answer

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland to Winnipeg as you normally would.

Question 16

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

Accepted Answer

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

Question 17

How can I find direct flights from Portland to Winnipeg?

Accepted Answer

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

Question 18

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

Accepted Answer

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.

Question 19

How does Cheapflights help users find flights from Portland to Winnipeg?

Accepted Answer

Cheapflights makes it easy to find Portland to Winnipeg flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Question 20

Why should you use Cheapflights to find cheap flight tickets from Portland to Winnipeg?

Accepted Answer

Millions of users choose and trust Cheapflights to book the best flight deals from Portland to Winnipeg for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Question 21

Can Cheapflights find flights from Portland to Winnipeg with no change fees?

Accepted Answer

Users can book flights with no change fees policies with our dedicated filters. Book flights from Portland to Winnipeg flexibly with Cheapflights today.

Question 22

Can Cheapflights notify me if prices for flights from Portland to Winnipeg become cheaper?

Accepted Answer

Of course! You can now track prices for flights from Portland to Winnipeg and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

Round-trip from	C$ 317
One-way from	C$ 152
Popular in	May
Cheapest in	February
Average price	C$ 439

Cheap flights from Portland to Winnipeg from C$ 152

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 19/8. Fares are subject to change and may not be available on all flights or dates of travel.

Cheapflights Tip: The best prices from Portland to Winnipeg are usually found in February or April, booked 27 days in advance, depart on a Monday or Tuesday and return on a Sunday

Cheap flight deals from Portland to Winnipeg

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Find flight deals from Portland to Winnipeg

Cheapest flights from Portland to WinnipegExplore 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 29 July 2025.

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 29 July 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portland to Winnipeg that are best for you.

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.

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 25 July 2025.

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

What’s the top layover airport for flights from Portland to Winnipeg?

Share of one-stop round-trip flights from Portland to Winnipeg chosen by Cheapflights users in the past 12 months, using the same layover each way.

What’s the cheapest layover airport for flights from Portland to Winnipeg?

Average round-trip fare for 1-stop flights from Portland to Winnipeg, chosen by Cheapflights users in the past 12 months, with the same layover each way.

What’s the fastest layover option from Portland to Winnipeg?

Shortest average travel time for 1-stop one-way flights from Portland to Winnipeg, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Which airport typically offers the quickest layover for flights from Portland to Winnipeg?

Average layover duration for 1-stop one-way flights from Portland to Winnipeg, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Reviews of airlines servicing Winnipeg

Read through reviews of airlines operating flights from Portland to Winnipeg, such as Delta,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

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

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

How can I find direct flights from Portland to Winnipeg?

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

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

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Top airline flying from Portland to Winnipeg

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Why should you use Cheapflights to find cheap flight tickets from Portland to Winnipeg?

Can Cheapflights find flights from Portland to Winnipeg with no change fees?

Can Cheapflights notify me if prices for flights from Portland to Winnipeg become cheaper?

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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 29 July 2025.