Cheap Flights from Winnipeg to Portland from CAD 514️ 2025

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Find Winnipeg to Portland flights starting at CAD 514.

We've found these cheap flights for you. You can book one-way or return flight tickets.

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Winnipeg to Portland?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find Cheapest Airlines Flying from Winnipeg to Portland

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

WestJet

From CAD 287

United Airlines

From CAD 475

Air Transat

From CAD 554

Delta Air Lines

From CAD 567

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Alternative Routes for Winnipeg to Portland Flights

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Winnipeg to Portland.

Cheapest
YWG
05:00
15h 30m
2 transfer
PWM
21:30
Winnipeg James Armstrong Richardson International Airport - Portland International Jetport
Sat, Dec 7WestJet
CAD 287
YWG
05:00
15h 30m
2 transfer
PWM
21:30
Winnipeg James Armstrong Richardson International Airport - Portland International Jetport
Sat, Dec 7WestJet
CAD 287
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FAQ

When are flight tickets from Winnipeg (YWG) to Portland (PWM) the cheapest?
Airlines adjust prices for flights from Winnipeg to Portland based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much are flights from Winnipeg (YWG) to Portland (PWM) cost?
According to Trip.com's data, the lowest price is around CAD 1,234.
How many airports in Portland (PWM)?
There are 1 airport(s) in Portland (PWM): Portland International Jetport.

How to find a cheap flight from Winnipeg to Portland

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Winnipeg to Portland. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

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Flight Information for Winnipeg to Portland Flights

Cheapest direct flight price	CAD 513
Off-season travel month	November
Peak season for travel	October
Flight distance	2,144.53km
Popular airline	Delta Air Lines

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Cheap Flights from Winnipeg to Portland