PDX - YWG

$273 Find Cheap Flights from Portland to Winnipeg - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$602
Typical prices: $373-$608
Multiple Airlines
Sun 12/30Thu 1/4
PDX - YWG • 1 stop
Cheapest one-way
$273
Typical prices: $203-$390
Multiple Airlines
Thu 12/13
PDX - YWG • 2 stops
When to travel
Cheapest • 18% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $446 (round-trip)
Shortest trip • 6h 40m (one-way)
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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

Wed, Dec 30 - Mon, Jan 4
Multiple Airlines Logo
7:25 pm - 11:45 pmPDX  Portland-YWG Winnipeg
25h 20m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
4:00 pm - 1:42 pmYWG  Winnipeg-PDX Portland
24h 42m2 stops Las Vegas Harry Reid Intl San Francisco
$602Multiple Airlines
Wed, Dec 30 - Mon, Jan 4
Multiple Airlines Logo
7:25 pm - 11:45 pmPDX  Portland-YWG Winnipeg
25h 20m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
4:00 pm - 9:30 amYWG  Winnipeg-PDX Portland
20h 30m1 stop Las Vegas Harry Reid Intl
$609Multiple Airlines
Wed, Dec 23 - Mon, Jan 4
Multiple Airlines Logo
7:25 pm - 11:45 pmPDX  Portland-YWG Winnipeg
25h 20m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
9:35 pm - 8:55 amYWG  Winnipeg-PDX Portland
38h 20m2 stops Calgary Phoenix Sky Harbor Intl
$651Multiple Airlines
Thu, Dec 31 - Wed, Jan 13
Air Canada Logo
3:15 pm - 1:32 amPDX  Portland-YWG Winnipeg
7h 17m1 stop Vancouver Intl
Air Canada Logo
6:40 am - 9:26 amYWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
$674Air Canada
Sat, Feb 27 - Tue, Mar 2
Air Canada Logo
10:00 am - 6:57 pmPDX  Portland-YWG Winnipeg
5h 57m1 stop Vancouver Intl
Air Canada Logo
11:55 am - 2:40 pmYWG  Winnipeg-PDX Portland
5h 45m1 stop Vancouver Intl
$674Air Canada
Sat, Feb 27 - Tue, Mar 2
Air Canada Logo
3:15 pm - 1:09 amPDX  Portland-YWG Winnipeg
6h 54m2 stops Vancouver Intl Calgary
Air Canada Logo
11:55 am - 2:40 pmYWG  Winnipeg-PDX Portland
5h 45m1 stop Vancouver Intl
$679Air Canada
Tue, Dec 22 - Sat, Jan 2
Delta Logo
7:41 pm - 11:31 amPDX  Portland-YWG Winnipeg
12h 50m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
12:22 pm - 8:58 pmYWG  Winnipeg-PDX Portland
11h 36m1 stop Minneapolis St Paul
$713Delta
Wed, Dec 23 - Sat, Jan 2
Delta Logo
7:41 pm - 11:31 amPDX  Portland-YWG Winnipeg
12h 50m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
12:22 pm - 8:58 pmYWG  Winnipeg-PDX Portland
11h 36m1 stop Minneapolis St Paul
$713Delta
Fri, Dec 18 - Fri, Jan 1
WestJet Logo
11:32 am - 10:55 pmPDX  Portland-YWG Winnipeg
8h 23m2 stops Seattle/Tacoma Intl Calgary
WestJet Logo
8:35 am - 3:33 pmYWG  Winnipeg-PDX Portland
9h 58m2 stops Calgary Seattle/Tacoma Intl
$981WestJet
Fri, Dec 18 - Wed, Dec 30
WestJet Logo
7:00 am - 10:55 pmPDX  Portland-YWG Winnipeg
12h 55m2 stops Seattle/Tacoma Intl Calgary
WestJet Logo
8:35 am - 3:33 pmYWG  Winnipeg-PDX Portland
9h 58m2 stops Calgary Seattle/Tacoma Intl
$1,019WestJet
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 19% cheaper than the average day, while Sunday is the most expensive, with prices 60% higher.

Key details for Portland to Winnipeg flights

Low season

December

Cheapest flight

$273
Beat the crowds with an average 66% drop in travelers.
The most popular month to fly with an average 45% increase in travelers.
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.

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

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

  • How long is a flight from Portland to Winnipeg?

    There are currently no nonstop 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 $373 to $608, with an average of $456 over the past 12 months. Anything below $373 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 $602 to $1,451. That means the highest observed fare was about 2x 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 higher than usual. Average one-way flight prices are about $303, which is 5% above the typical average for this route.

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

    Winnipeg Airport (YWG) hosts 5 major car rental companies, with daily rates averaging $43 for economy cars. Top options include:

    • Thrifty
    • Dollar
    • Hertz
    • Alamo
    • Fox

  • 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) - 56% of one-stop connections
    • Minneapolis St Paul (MSP) - 24% of one-stop connections
    • Calgary (YYC) - 19% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 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 50% on flights from Portland to Winnipeg. Monday is the cheapest departure day at $373 round-trip on average, while Sunday is the most expensive at $733, a difference of $360.

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

    Flying via Calgary (YYC) gives the shortest average 1-stop total travel time at 6h 30m, compared with 6h 40m via Vancouver Intl (YVR) and 8h 34m via Minneapolis St Paul (MSP).

  • What is the time difference between Portland and Winnipeg?

    Winnipeg is 3 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 $373, about $360 less than Sunday fares (49% 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 $373 round-trip in that month - typically $505 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
    • Days Inn and Suites Winnipeg Airport, Manitoba
    • Lakeview Signature, Trademark Collection by Wyndham

More options for your flight from Portland to Winnipeg

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