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YWG - PDX

C$ 335 Find Cheap Flights from Winnipeg to Portland – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 562
Typical prices: C$ 495-C$ 716
Air Canada
Thu 25/10Fri 9/11
YWG - PDX • 1 stop
Cheapest one-way flights
C$ 335
Typical prices: C$ 307-C$ 587
Air Canada
Sun 18/11
YWG - PDX • 1 stop
When to travel
June
Cheapest • 22% price drop
August
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Calgary (YYC)
Cheapest • Avg C$ 437 (round-trip)
Vancouver Intl (YVR)
Shortest trip • 6h 19m (one-way)
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Insights
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Booking Insights
Flight Deals

Cheap Flights from Winnipeg to Portland (YWG-PDX)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Portland

Sun, 25 Oct - Mon, 9 Nov
Air Canada Logo
5:40 a.m. - 9:26 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
Air Canada Logo
3:15 p.m. - 2:32 a.m.PDX  Portland-YWG Winnipeg
8h 17m1 stop Vancouver Intl
C$ 562Air Canada
Sun, 25 Oct - Mon, 9 Nov
Air Canada Logo
5:00 a.m. - 9:26 a.m.YWG  Winnipeg-PDX Portland
6h 26m1 stop Vancouver Intl
Air Canada Logo
3:15 p.m. - 2:09 a.m.PDX  Portland-YWG Winnipeg
7h 54m2 stops Vancouver Intl Calgary
C$ 570Air Canada
Wed, 18 Nov - Wed, 25 Nov
Air Canada Logo
11:55 a.m. - 1:41 p.m.YWG  Winnipeg-PDX Portland
4h 46m1 stop Vancouver Intl
Air Canada Logo
3:15 p.m. - 2:32 a.m.PDX  Portland-YWG Winnipeg
8h 17m1 stop Vancouver Intl
C$ 594Air Canada
Sat, 14 Nov - Mon, 23 Nov
Air Canada Logo
6:40 a.m. - 8:26 a.m.YWG  Winnipeg-PDX Portland
4h 46m1 stop Vancouver Intl
Air Canada Logo
3:15 p.m. - 2:32 a.m.PDX  Portland-YWG Winnipeg
8h 17m1 stop Vancouver Intl
C$ 599Air Canada
Sat, 14 Nov - Mon, 23 Nov
Air Canada Logo
6:40 a.m. - 8:26 a.m.YWG  Winnipeg-PDX Portland
4h 46m1 stop Vancouver Intl
Air Canada Logo
3:15 p.m. - 2:09 a.m.PDX  Portland-YWG Winnipeg
7h 54m2 stops Vancouver Intl Calgary
C$ 599Air Canada
Wed, 18 Nov - Wed, 25 Nov
Air Canada Logo
11:55 a.m. - 1:41 p.m.YWG  Winnipeg-PDX Portland
4h 46m1 stop Vancouver Intl
Air Canada Logo
3:15 p.m. - 2:09 a.m.PDX  Portland-YWG Winnipeg
7h 54m2 stops Vancouver Intl Calgary
C$ 601Air Canada
Sat, 14 Nov - Sun, 22 Nov
Delta Logo
6:32 p.m. - 10:46 p.m.YWG  Winnipeg-PDX Portland
7h 14m1 stop Minneapolis St Paul
Delta Logo
12:35 a.m. - 1:55 p.m.PDX  Portland-YWG Winnipeg
10h 20m1 stop Minneapolis St Paul
C$ 608Delta
Sat, 21 Nov - Sat, 28 Nov
Delta Logo
6:32 p.m. - 10:46 p.m.YWG  Winnipeg-PDX Portland
7h 14m1 stop Minneapolis St Paul
Delta Logo
6:00 a.m. - 6:42 p.m.PDX  Portland-YWG Winnipeg
9h 42m1 stop Minneapolis St Paul
C$ 608Delta
Thu, 22 Oct - Mon, 26 Oct
Delta Logo
5:40 p.m. - 11:44 p.m.YWG  Winnipeg-PDX Portland
8h 04m1 stop Minneapolis St Paul
Delta Logo
11:51 a.m. - 11:19 p.m.PDX  Portland-YWG Winnipeg
9h 28m1 stop Minneapolis St Paul
C$ 609Delta
Wed, 11 Nov - Fri, 20 Nov
Air Canada Logo
6:40 a.m. - 8:26 a.m.YWG  Winnipeg-PDX Portland
4h 46m1 stop Vancouver Intl
Air Canada Logo
3:15 p.m. - 2:09 a.m.PDX  Portland-YWG Winnipeg
7h 54m2 stops Vancouver Intl Calgary
C$ 632Air Canada
Booking Insights

Price, demand, and travel trends for Winnipeg to Portland flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Winnipeg to Portland?

Round-trip flights from Winnipeg to Portland typically range from C$ 495 to C$ 716. The lowest price found in the past 5 days was C$ 562, on Air Canada.

What's the cheapest day of the week to fly from Winnipeg to Portland?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Winnipeg to Portland. It’s 19% cheaper than the average day, while Sunday is the most expensive, with prices 8% higher.

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

•June is the cheapest month to fly from Winnipeg to Portland at C$ 470 round-trip.
•January (C$ 1,296) and April (C$ 772) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 175% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

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Key details for Winnipeg to Portland flights

Low season

December

Cheapest flight

C$ 335
Beat the crowds with an average 43% drop in traveller numbers.
The most popular month to fly with an average 14% increase in traveller numbers.
One-way flight from Winnipeg to Portland

When to book flights from Winnipeg to Portland

Are your dates flexible? Find out the best times to travel from Winnipeg to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Winnipeg to Portland flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • Which cabin classes can I book on flights from Winnipeg to Portland?

    Only Economy Class is available on flights from Winnipeg to Portland.

  • How long does a flight from Winnipeg to Portland take?

    There are currently no direct flights available from Winnipeg to Portland. Flights with 1 layover take between 5h 39m and 8h 36m in total, depending on the connection.

  • Do I need a passport to fly from Winnipeg to Portland?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Winnipeg to Portland flight?

    Round-trip flights from Winnipeg to Portland range from C$ 495 to C$ 716, with an average of C$ 606 over the past 12 months. Anything below C$ 495 counts as a good deal.

  • Have flight prices from Winnipeg to Portland changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 562 to C$ 1,943. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Winnipeg to Portland looking right now?

    One-way fares from Winnipeg to Portland are currently lower than usual. Average one-way flight prices are about C$ 386, which is 9% below the typical average for this route.

  • What car rental options are available at Portland Airport (PDX)?

    Portland Airport (PDX) hosts 5 major car rental companies, with daily rates starting from around C$ 33 for economy cars. Top options include:

    • Dollar
    • Thrifty
    • Hertz
    • Sixt
    • Payless

  • Which airports can I use when flying from Winnipeg to Portland?

    Flights from Winnipeg to Portland usually depart from Winnipeg (YWG) and arrive at Portland (PDX).

  • Which airports do connecting flights from Winnipeg to Portland pass through?

    One-stop flights from Winnipeg to Portland most commonly connect through:

    • Vancouver Intl (YVR) – 83% of one-stop connections
    • Calgary (YYC) – 9% of one-stop connections
    • Minneapolis St Paul (MSP) – 8% of one-stop connections

  • Can I save money by using flexible dates for flights from Winnipeg to Portland?

    Yes. Flexible dates can save you up to 26% on flights from Winnipeg to Portland. Monday is the cheapest departure day at C$ 494 round-trip on average, while Sunday is the most expensive at C$ 659, a difference of C$ 165.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport when travelling from Winnipeg to Portland?

    Flying via Calgary (YYC) gives the shortest average 1-stop total travel time at 5h 39m, compared with 6h 19m via Vancouver Intl (YVR) and 8h 36m via Minneapolis St Paul (MSP).

  • What is the time difference between Winnipeg and Portland?

    Portland is 2 hours behind Winnipeg (Pacific Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which popular places can I visit in Portland?

    Some of the most popular sights in Portland are Moda Center, Providence Park, and Delta Park. These are among the most viewed places in Portland on KAYAK.

Your guide to booking Winnipeg to Portland flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Sunday. On this route, Monday flights average C$ 494, about C$ 165 less than Sunday fares (25% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Winnipeg to Portland trip for June. Fares historically average C$ 470 round-trip in that month – typically C$ 826 less than the most expensive month, which is January (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Portland Airport.

    • Country Inn & Suites by Radisson, Portland Air, OR
    • Radisson Hotel Portland Airport
    • Red Lion Hotel Portland Airport

More options for your flight from Winnipeg to Portland

Complete your trip to Portland with a hotel stay or car rental

Car rentals in Portland
Hotels in Portland
Vacations in Portland