Question 1

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

Accepted Answer

According to our current data, WestJet (C$ 247), Air Canada (C$ 317), and Delta (C$ 332) offers the cheapest pricing from Winnipeg to Portland. You may be able to fly from Winnipeg to Portland for 44% less than the average price by searching for these airlines.

Question 2

What are the cheapest airlines to fly from Winnipeg to Portland 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$ 168. Air Canada flights start at C$ 179 while deals on Delta start at C$ 388 one-way.

Question 3

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

Accepted Answer

Booking 56 days in advance of your planned departure date is, on average, the best time to get cheap flights from Winnipeg to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Question 4

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

Accepted Answer

Currently, August is the cheapest month in which you can book a flight from Winnipeg to Portland (average of C$ 259). Flying from Winnipeg to Portland in December is currently the most expensive (average of C$ 439). 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 5

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

Accepted Answer

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

Question 6

E

Accepted Answer

In terms of precipitation, rainfall in Portland ranges from 18.0 - 142.0 mm per month. November is typically the wettest month, when rainfall can reach 142.0 mm. July is typically the driest time to visit Portland when rainfall is around 18.0 mm.

Question 7

E

Accepted Answer

If weather is an important factor for your trip to Portland, 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 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 5.0 C).

Question 8

What are the most popular airlines that fly from Winnipeg to Portland?

Accepted Answer

The most popular airlines flying from Winnipeg to Portland are Air Canada, Delta and United Airlines. Something to consider prior to booking your flight.

Question 9

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

Accepted Answer

Flying to your destination on a Sunday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Portland. Check prices with Cheapflights to find a great deal for your trip.

Question 10

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

Accepted Answer

Users have found that booking a flight from Winnipeg to Portland at least 57 days early can save you up to 419% on average compared to booking a flight this week. If booking 57 days before your flight isn’t an option for you, users have found flights from Winnipeg to Portland for as little as C$ 282 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as C$ 1,079 for flights departing within the next 3 days.

Question 11

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

Accepted Answer

August can be a great time to fly to Portland from Winnipeg with a flight ticket averaging about C$ 447. Cheapflights users have found deals in the month of August for as cheap as C$ 234. The most expensive prices can be found in the month of June.

Question 12

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

Accepted Answer

It’s typically best to fly out from Winnipeg to Portland in the afternoon. Doing so could potentially save you 30% on the flight price compared to flying in the morning, which is usually more expensive.

Question 13

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

Accepted Answer

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

Question 14

How can I find direct flights from Winnipeg to Portland?

Accepted Answer

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

Question 15

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

Accepted Answer

Yes. Cheapflights offers flight deals from Winnipeg to Portland 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 16

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

Accepted Answer

Deals for Winnipeg to Portland flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Question 17

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

Accepted Answer

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Winnipeg to Portland for you. Better yet — we are completely free to use.

Question 18

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

Accepted Answer

Certainly. Search results for flights to Portland from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Question 19

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

Accepted Answer

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

Round-trip from	C$ 247
One-way from	C$ 168
Popular in	June
Cheapest in	August
Average price	C$ 587

Airline	Cheapest	Average	Flexibility	On-time
WestJet	CheapestC$ 229	AverageC$ 355	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
United Airlines	CheapestC$ 260	AverageC$ 405	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Air Canada	CheapestC$ 319	AverageC$ 432	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
Delta	CheapestC$ 340	AverageC$ 430	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights

Cheap flights from Winnipeg to Portland from C$ 168

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 24/6. Fares are subject to change and may not be available on all flights or dates of travel.

Cheapflights Tip: The best prices from Winnipeg to Portland are usually found in August or July, booked 56 days in advance, depart on a Sunday or Friday and return on a Monday

Cheap flight deals from Winnipeg to Portland

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Find flight deals from Winnipeg to Portland

Cheapest flights from Winnipeg to PortlandExplore the most affordable flight options available from Winnipeg to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 June 2025.

Explore the most affordable flight options available from Winnipeg to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 June 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Winnipeg to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Winnipeg with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Portland

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

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Portland. Price data was last updated on 9 June 2025.

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

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

Find hourly flight availability from Winnipeg to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 12 June 2025.

Rainfall in Portland by month

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

Temperature in Portland by month

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

Reviews of airlines servicing Portland

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Portland. 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 Winnipeg to Portland round-trip?

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

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

How can I find direct flights from Winnipeg to Portland?

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

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

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Alternative routes for Winnipeg to Portland

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Top 4 airlines flying from Winnipeg to Portland

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

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

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

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

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Cheapest flights from Winnipeg to Portland
Explore the most affordable flight options available from Winnipeg to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 June 2025.