Cheap Flights from Winnipeg to Portland

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Find the cheapest month or even day of the year to fly to Portland

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Find the cheapest month to fly from Winnipeg to Portland

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Winnipeg to Portland flights are currently cheapest in July.

Winnipeg to Portland: Alternative routes

Compare routes from Winnipeg to Portland below. You may find an airport to fly into that's cheaper, faster, or easier than Portland.

Winnipeg to Portland: Flight information

The things to know before you go.
Cheapest flight foundRs34,603
Cheapest month to flyJuly

Finding cheap flights from Winnipeg to Portland: Frequently asked questions

The best price we found for a return flight from Winnipeg to Portland is Rs67,683. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Winnipeg to Portland. But we found flights with one or more stops from Rs67,694.
As of June 2025, there are no flights flying from Winnipeg to Portland.
The cheapest month to fly from Winnipeg to Portland is usually June 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Winnipeg Airport to Portland Airport on Friday, 22 August 2025.
No airlines currently offer direct flights between Winnipeg Airport and Portland Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Portland but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Portland is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, WestJet offers the cheapest flight tickets to Portland.

Flying from Winnipeg James Armstrong Richardson International Airport (YWG) to Portland International Airport (PDX): what you need to know

  • Portland is two hours behind Winnipeg and is in the UTC-7 timezone.

  • Give yourself plenty of time to make your YWG to PDX flight. It's generally best to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • During popular months such as July, you'll want to get to the airport earlier. Arrive two hours before domestic departures and four hours ahead of international flights when you travel during a high season in general.

How to find the cheapest flights from Winnipeg James Armstrong Richardson International Airport (YWG) to Portland International Airport (PDX)

  • Rs34,603 is currently the lowest price for a one-way Winnipeg James Armstrong Richardson International Airport to Portland International Airport flight. A return flight starts at Rs67,683. These fares may change depending on demand.

  • It's a good idea to book ahead of time if you're looking for cheap tickets from YWG to PDX. That's because airlines adjust prices based on demand, which tends to rise closer to departure.

  • If you're flexible with your travel plans, try using the 'Whole month' search function. It'll give you the lowest price in every month when searching for your flight from Winnipeg James Armstrong Richardson International Airport to Portland International Airport.

  • Landing cheap flights from YWG to PDX is a piece of cake with Price Alerts. Simply create one of these automatic alerts and we'll let you know when a new discounted fare appears.

  • Tailor your flights with filters. Pick your ideal arrival and departure times, total journey duration and airlines. You can also sort the results by 'Fastest,' 'Cheapest' or 'Best' flights from Winnipeg James Armstrong Richardson International Airport to Portland International Airport.

Handy information about Winnipeg James Armstrong Richardson International Airport (YWG)

  • YWG is located at 2000 Wellington Avenue.

  • When it comes to the on-time performance of Winnipeg James Armstrong Richardson International Airport, 61.28% of flights complete their journey on time.

  • Central Winnipeg to Winnipeg James Armstrong Richardson International Airport is around 8 kilometres. Depending on traffic, it'll take about 15 minutes to get there if you're catching a cab, ride-sharing or driving.

  • You can expect a journey time of about 55 minutes when using public transport.

  • Get your trip off to a relaxed start by staying near YWG. Whether you're catching an early flight from Winnipeg James Armstrong Richardson International Airport to Portland International Airport or want to avoid feeling rushed, these hotels are perfect:

Arriving at Portland International Airport (PDX)

Getting from Portland International Airport (PDX) to central Portland

  • PDX is located at 7000 NE Airport Way.

  • Portland International Airport to central Portland has a drive time of about 20 minutes. It's approximately 19 kilometres away.

  • It typically takes 45 minutes when travelling by public transport.

When to fly to Portland International Airport (PDX)

  • It's time to work out your travel dates for your flight from Winnipeg James Armstrong Richardson International Airport to Portland International Airport. July is the busiest month to visit Portland. If you'd like a more low-key vibe, go in May.

  • Book your flight from Winnipeg James Armstrong Richardson International Airport to Portland International Airport for August if you'd like to explore Portland during its warmest month. Expect temperatures of between 12ºC and 31ºC.

  • Search for cheap tickets from YWG to PDX in December if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between 0ºC and 9ºC on average.

Explore more of United States

  • Portland has its own special appeal, but there are so many other parts of United States waiting to be explored. Around 241 kilometres north of Portland, a trip to Seattle will keep you on the move. Start with leading sights like Greyhound: Bus Station, LMN Architects and Boeing Radiation Effects Lab.

  • If you're ready to explore another side of United States, head for Spokane, roughly 467 kilometres north-east of Portland. Manito Park, Northwest Museum of Arts & Culture and Spokane Falls are the start of reasons to visit.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.