PDX - YWG

C$ 369 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$ 724
Typical prices: C$ 523-C$ 863
Multiple Airlines
Wed 31/1Sun 4/2
PDX - YWG • 2 stops
Cheapest one-way flights
C$ 369
Typical prices: C$ 284-C$ 547
Multiple Airlines
Sun 23/12
PDX - YWG • 1 stop
When to travel
August
Cheapest • 20% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Calgary (YYC)
Cheapest • Avg C$ 626 (round-trip)
Denver Intl (DEN)
Shortest trip • 6h 33m (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

Sun, 31 Jan - Thu, 4 Feb
Multiple Airlines Logo
5:50 p.m. - 4:25 p.m.PDX  Portland-YWG Winnipeg
20h 35m2 stops Phoenix-Mesa Gateway Calgary
Multiple Airlines Logo
4:00 p.m. - 11:04 p.m.YWG  Winnipeg-PDX Portland
9h 04m1 stop Las Vegas Harry Reid Intl
C$ 724Multiple Airlines
Sat, 30 Jan - Thu, 4 Feb
Multiple Airlines Logo
7:00 a.m. - 8:45 p.m.PDX  Portland-YWG Winnipeg
35h 45m2 stops Phoenix Sky Harbor Intl Vancouver Intl
Multiple Airlines Logo
4:00 p.m. - 11:04 p.m.YWG  Winnipeg-PDX Portland
9h 04m1 stop Las Vegas Harry Reid Intl
C$ 753Multiple Airlines
Wed, 3 Feb - Thu, 4 Feb
Multiple Airlines Logo
7:00 a.m. - 12:44 a.m.PDX  Portland-YWG Winnipeg
15h 44m2 stops Phoenix Sky Harbor Intl Vancouver Intl
Multiple Airlines Logo
4:00 p.m. - 11:04 p.m.YWG  Winnipeg-PDX Portland
9h 04m1 stop Las Vegas Harry Reid Intl
C$ 769Multiple Airlines
Wed, 3 Feb - Fri, 5 Feb
Multiple Airlines Logo
12:30 p.m. - 10:59 p.m.PDX  Portland-YWG Winnipeg
8h 29m1 stop Phoenix Sky Harbor Intl
Multiple Airlines Logo
12:10 p.m. - 9:50 p.m.YWG  Winnipeg-PDX Portland
11h 40m2 stops Calgary San Francisco
C$ 783Multiple Airlines
Wed, 3 Feb - Thu, 4 Feb
Multiple Airlines Logo
12:30 p.m. - 10:59 p.m.PDX  Portland-YWG Winnipeg
8h 29m1 stop Phoenix Sky Harbor Intl
Multiple Airlines Logo
4:00 p.m. - 11:04 p.m.YWG  Winnipeg-PDX Portland
9h 04m1 stop Las Vegas Harry Reid Intl
C$ 790Multiple Airlines
Sun, 31 Jan - Fri, 5 Feb
Multiple Airlines Logo
10:59 p.m. - 10:45 p.m.PDX  Portland-YWG Winnipeg
21h 46m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
12:10 p.m. - 9:50 p.m.YWG  Winnipeg-PDX Portland
11h 40m2 stops Calgary San Francisco
C$ 793Multiple Airlines
Wed, 3 Feb - Sun, 7 Feb
Multiple Airlines Logo
12:30 p.m. - 10:59 p.m.PDX  Portland-YWG Winnipeg
8h 29m1 stop Phoenix Sky Harbor Intl
Multiple Airlines Logo
12:10 p.m. - 10:50 a.m.YWG  Winnipeg-PDX Portland
24h 40m2 stops Calgary San Francisco
C$ 795Multiple Airlines
Wed, 23 Dec - Thu, 7 Jan
Multiple Airlines Logo
7:25 p.m. - 10:45 p.m.PDX  Portland-YWG Winnipeg
25h 20m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
4:00 p.m. - 9:46 p.m.YWG  Winnipeg-PDX Portland
7h 46m1 stop Las Vegas Harry Reid Intl
C$ 797Multiple Airlines
Wed, 23 Dec - Thu, 7 Jan
Multiple Airlines Logo
7:25 p.m. - 7:45 p.m.PDX  Portland-YWG Winnipeg
22h 20m2 stops Las Vegas Harry Reid Intl Calgary
Multiple Airlines Logo
4:00 p.m. - 9:46 p.m.YWG  Winnipeg-PDX Portland
7h 46m1 stop Las Vegas Harry Reid Intl
C$ 798Multiple Airlines
Sun, 31 Jan - Thu, 4 Feb
Multiple Airlines Logo
10:59 p.m. - 10:45 p.m.PDX  Portland-YWG Winnipeg
21h 46m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
4:00 p.m. - 11:04 p.m.YWG  Winnipeg-PDX Portland
9h 04m1 stop Las Vegas Harry Reid Intl
C$ 800Multiple 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 with more confidence.

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

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Portland to Winnipeg. It's 20% cheaper than the average day, while Sunday is the most expensive, with prices 71% higher.

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Key details for Portland to Winnipeg flights

Low season

January

Cheapest flight

C$ 369
Beat the crowds with an average 60% drop in traveller numbers.
The most popular month to fly with an average 34% increase in traveller numbers.
One-way flight from Portland to Winnipeg

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

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

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

  • 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 30m and 10h 42m 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.

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

    Round-trip flights from Portland to Winnipeg range from C$ 523 to C$ 863, with an average of C$ 654 over the past 12 months. Anything below C$ 523 counts as a good deal.

  • 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$ 724 to C$ 1,982. That means the highest observed fare was about 3x higher than the lowest one.

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

    One-way fares from Portland to Winnipeg are currently in line with typical prices for this route. Average one-way fares are about C$ 420.

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

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

    • Vancouver Intl (YVR) – 55% of one-stop connections
    • Minneapolis St Paul (MSP) – 26% of one-stop connections
    • Calgary (YYC) – 17% of one-stop connections
    • Denver Intl (DEN) – 1% of one-stop connections

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

    Yes. Flexible dates can save you up to 54% on flights from Portland to Winnipeg. Monday is the cheapest departure day at C$ 523 round-trip on average, while Sunday is the most expensive at C$ 1,120, a difference of C$ 596.

    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 Portland to Winnipeg?

    Flying via Calgary (YYC) gives the shortest average 1-stop total travel time at 6h 30m, compared with 6h 33m via Denver Intl (DEN) and 6h 39m 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.

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 and avoid flying on Sunday. On this route, Monday flights average C$ 523, about C$ 596 less than Sunday fares (53% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Portland to Winnipeg trip for August. Fares historically average C$ 523 round-trip in that month – typically C$ 708 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.

    • Lakeview Signature, Trademark Collection by Wyndham
    • Victoria Inn Hotel & Convention Centre
    • 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