YWG - PDX

C$ 229 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$ 406
Typical prices: C$ 492-C$ 706
Air Canada
Sat 6/10Sun 7/10
YWG - PDX • 1 stop
Cheapest one-way flights
C$ 229
Typical prices: C$ 307-C$ 558
Air Canada
Wed 31/10
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$ 318 (round-trip)
Vancouver Intl (YVR)
Shortest trip • 6h 26m (one-way)
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Insights
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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

Tue, 6 Oct - Wed, 7 Oct
Air Canada Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
Air Canada Logo
7:45 p.m. - 2:57 a.m.PDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
C$ 406Air Canada
Tue, 6 Oct - Wed, 7 Oct
Air Canada Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
Air Canada Logo
7:45 p.m. - 2:57 a.m.PDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
C$ 407Air Canada
Thu, 22 Oct - Mon, 26 Oct
Air Canada Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
Air Canada Logo
3:20 p.m. - 12:32 a.m.PDX  Portland-YWG Winnipeg
7h 12m1 stop Vancouver Intl
C$ 407Air Canada
Sat, 3 Oct - Mon, 5 Oct
Air Canada Logo
7:20 a.m. - 2:46 p.m.YWG  Winnipeg-PDX Portland
9h 26m2 stops Calgary Vancouver Intl
Air Canada Logo
7:45 p.m. - 2:57 a.m.PDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
C$ 407Air Canada
Sat, 3 Oct - Mon, 5 Oct
Air Canada Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
Air Canada Logo
7:45 p.m. - 2:57 a.m.PDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
C$ 407Air Canada
Tue, 6 Oct - Wed, 7 Oct
United Airlines Logo
2:00 p.m. - 10:23 p.m.YWG  Winnipeg-PDX Portland
10h 23m1 stop Chicago O'Hare Intl
United Airlines Logo
4:09 p.m. - 12:37 p.m.PDX  Portland-YWG Winnipeg
18h 28m2 stops Denver Intl Chicago O'Hare Intl
C$ 414United Airlines
Tue, 6 Oct - Wed, 7 Oct
United Airlines Logo
8:45 a.m. - 10:57 p.m.YWG  Winnipeg-PDX Portland
16h 12m2 stops Denver Intl San Francisco
United Airlines Logo
4:09 p.m. - 12:37 p.m.PDX  Portland-YWG Winnipeg
18h 28m2 stops Denver Intl Chicago O'Hare Intl
C$ 414United Airlines
Thu, 22 Oct - Mon, 26 Oct
United Airlines Logo
2:00 p.m. - 10:23 p.m.YWG  Winnipeg-PDX Portland
10h 23m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 a.m. - 12:23 p.m.PDX  Portland-YWG Winnipeg
29h 23m2 stops Denver Intl Chicago O'Hare Intl
C$ 416United Airlines
Tue, 6 Oct - Wed, 7 Oct
United Airlines Logo
8:45 a.m. - 10:57 p.m.YWG  Winnipeg-PDX Portland
16h 12m2 stops Denver Intl San Francisco
United Airlines Logo
4:09 p.m. - 12:37 p.m.PDX  Portland-YWG Winnipeg
18h 28m2 stops Denver Intl Chicago O'Hare Intl
C$ 416United Airlines
Tue, 6 Oct - Wed, 7 Oct
United Airlines Logo
2:00 p.m. - 10:23 p.m.YWG  Winnipeg-PDX Portland
10h 23m1 stop Chicago O'Hare Intl
United Airlines Logo
4:09 p.m. - 12:37 p.m.PDX  Portland-YWG Winnipeg
18h 28m2 stops Denver Intl Chicago O'Hare Intl
C$ 416United Airlines
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 from Winnipeg to Portland with more confidence.

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

Round-trip flights from Winnipeg to Portland start at C$ 406. Prices are below average for this route right now, with typical round-trip fares ranging from C$ 492 to C$ 706. The lowest price found in the past 5 days was C$ 406 on Air Canada.

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

Thursday is the cheapest day of the week to fly from Winnipeg to Portland and is 18% cheaper than the average day. Friday is the most expensive day with flight prices 51% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•June is the cheapest month to fly from Winnipeg to Portland at C$ 464 round-trip.
•January (C$ 1,278) and August (C$ 864) 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.

Find deals

Key details for Winnipeg to Portland flights

Low season

January

Cheapest flight

C$ 229
Best time to beat the crowds but there is an average 114% increase in price.
Most popular time to fly (44% more expensive on average)
Flights 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 route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • 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 54m and 9h 05m 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$ 492 to C$ 706, with an average of C$ 598 over the past 12 months. Anything below C$ 492 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$ 406 to C$ 1,566. That means the highest observed fare was about 4x 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$ 233, which is 43% 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:
    • Thrifty
    • Dollar
    • 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) – 88% of one-stop connections
    • Minneapolis St Paul (MSP) – 9% of one-stop connections
    • Calgary (YYC) – 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 Winnipeg to Portland?

    Yes. Being flexible with your travel dates can save you up to 46% on the Winnipeg to Portland route. Thursday is the cheapest departure day at C$ 492 round-trip on average, while Friday is the most expensive at C$ 909, a difference of C$ 417. 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 when travelling from Winnipeg to Portland?

    Flying via Calgary (YYC) gives the shortest average 1-stop total travel time at 5h 54m, compared with 6h 26m via Vancouver Intl (YVR) and 9h 05m 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 Thursday departure instead of Friday. On this route, Thursday flights average C$ 492 – about C$ 417 less than Friday (46% 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$ 464 round-trip in that month – typically C$ 815 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
    - Holiday Inn Portland-Airport (I-205) By IHG
    - Radisson 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