PDX - YWG

C$ 381 Find Cheap Flights from Portland to Winnipeg – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 381
Typical prices: C$ 515-C$ 850
Air Canada
Tue 2/10Sat 6/10
PDX - YWG • 1 stop
When to travel
September
Cheapest • 38% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Calgary (YYC)
Cheapest • Avg C$ 628 (round-trip)
Denver Intl (DEN)
Shortest trip • 6h 29m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Portland to Winnipeg (PDX-YWG)

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

Recent round-trip flight deals from Portland to Winnipeg

Fri, 2 Oct - Tue, 6 Oct
Air Canada Logo
7:45 p.m. - 2:57 a.m.PDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
Air Canada Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 381Air Canada
Thu, 12 Nov - Mon, 16 Nov
Air Canada Logo
3:15 p.m. - 12:32 a.m.PDX  Portland-YWG Winnipeg
7h 17m1 stop Vancouver Intl
Air Canada Logo
5:40 a.m. - 9:26 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 410Air Canada
Thu, 12 Nov - Mon, 16 Nov
Air Canada Logo
3:15 p.m. - 12:09 a.m.PDX  Portland-YWG Winnipeg
6h 54m2 stops Vancouver Intl Calgary
Air Canada Logo
5:40 a.m. - 9:26 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 419Air Canada
Tue, 20 Oct - Wed, 21 Oct
Air Canada Logo
7:45 p.m. - 2:57 a.m.PDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
Air Canada Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 428Air Canada
Tue, 20 Oct - Wed, 21 Oct
Air Canada Logo
3:30 p.m. - 12:25 a.m.PDX  Portland-YWG Winnipeg
6h 55m1 stop Vancouver Intl
Air Canada Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 444Air Canada
Thu, 12 Nov - Mon, 16 Nov
Air Canada Logo
3:15 p.m. - 12:09 a.m.PDX  Portland-YWG Winnipeg
6h 54m2 stops Vancouver Intl Calgary
Air Canada Logo
5:40 a.m. - 9:26 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 450Air Canada
Tue, 20 Oct - Wed, 21 Oct
Air Canada Logo
7:45 p.m. - 2:57 a.m.PDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
Air Canada Logo
7:20 a.m. - 7:11 p.m.YWG  Winnipeg-PDX Portland
13h 51m2 stops Calgary Vancouver Intl
C$ 463Air Canada
Fri, 2 Oct - Tue, 6 Oct
United Airlines Logo
11:30 p.m. - 12:37 p.m.PDX  Portland-YWG Winnipeg
11h 07m1 stop Chicago O'Hare Intl
United Airlines Logo
8:45 a.m. - 6:31 p.m.YWG  Winnipeg-PDX Portland
11h 46m2 stops Denver Intl San Francisco
C$ 471United Airlines
Tue, 20 Oct - Wed, 21 Oct
Air Canada Logo
7:45 p.m. - 2:57 a.m.PDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
Air Canada Logo
7:20 a.m. - 7:11 p.m.YWG  Winnipeg-PDX Portland
13h 51m2 stops Calgary Vancouver Intl
C$ 477Air Canada
Tue, 20 Oct - Wed, 21 Oct
Multiple Airlines Logo
5:00 a.m. - 8:57 p.m.PDX  Portland-YWG Winnipeg
13h 57m1 stop Denver Intl
Multiple Airlines Logo
7:20 a.m. - 7:11 p.m.YWG  Winnipeg-PDX Portland
13h 51m2 stops Calgary Vancouver Intl
C$ 484Multiple Airlines
Booking Insights

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

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

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

Round-trip flights from Portland to Winnipeg start at C$ 381. Prices are below average for this route right now, with typical round-trip fares ranging from C$ 515 to C$ 850. The lowest price found in the past 5 days was C$ 381 on Air Canada.

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

Monday is the cheapest day of the week to fly from Portland to Winnipeg and is 19% cheaper than the average day. Sunday is the most expensive day with flight prices 44% higher than average. Based on deals found by KAYAK users in the last 12 months.

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Key details for Portland to Winnipeg flights

Low season

January
Most popular time to fly and prices are also 5% lower on average.

When to book flights from Portland to Winnipeg

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

Your Portland to Winnipeg flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

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

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

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

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

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

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

    • Vancouver Intl (YVR) – 51% of one-stop connections
    • Minneapolis St Paul (MSP) – 24% of one-stop connections
    • Calgary (YYC) – 22% of one-stop connections
    • Denver Intl (DEN) – 3% of one-stop connections

    Vancouver Intl (YVR) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 44% on the Portland to Winnipeg route. Monday is the cheapest departure day at C$ 515 round-trip on average, while Sunday is the most expensive at C$ 913, a difference of C$ 398. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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

    There are currently no direct flights available from Portland to Winnipeg. Flights with 1 layover take between 6h 29m and 8h 36m in total, depending on the connection.

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

    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.

  • Have flight prices from Portland to Winnipeg 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$ 381 to C$ 1,954. That means the highest observed fare was about 5x higher than the lowest one.

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

    Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 6h 29m, compared with 6h 41m via Calgary (YYC) and 6h 47m via Vancouver Intl (YVR).

  • What is the time difference between Portland and Winnipeg?

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

  • What car rental options are available at Winnipeg Airport (YWG)?

    Winnipeg Airport (YWG) hosts 5 major car rental companies, with daily rates starting from around C$ 25 for economy cars. Top options include:
    • Thrifty
    • Dollar
    • Hertz
    • Alamo
    • Fox

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

    Round-trip flights from Portland to Winnipeg range from C$ 515 to C$ 850, with an average of C$ 630 over the past 12 months. Anything below C$ 515 counts as a good deal.

Your guide to booking Portland to Winnipeg 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 instead of Sunday. On this route, Monday flights average C$ 515 – about C$ 398 less than Sunday (44% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Portland to Winnipeg trip for September. Fares historically average C$ 388 round-trip in that month – typically C$ 825 less than the most expensive month, which is February (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Winnipeg Airport.
    - Victoria Inn Hotel & Convention Centre
    - Lakeview Signature, Trademark Collection by Wyndham
    - The Grand Winnipeg Airport Hotel by Lakeview

More options for your flight from Portland to Winnipeg

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

Car rentals in Winnipeg
Hotels in Winnipeg
Vacations in Winnipeg