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Cheap flights from Portland to Winnipeg from C$ 382

PDX — YWG
11 Oct — 18 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Portland to Winnipeg

Enter your travel dates to find the best prices.

Cheapest flights from Portland to Winnipeg

Fri 2/107:45 p.m. -
1 stop5h 12m
Tue 6/105:45 a.m. -
1 stop5h 46m
Deal found 10/9C$ 382
Thu 12/113:15 p.m. -
1 stop7h 17m
Mon 16/115:40 a.m. -
1 stop5h 46m
Deal found 8/9C$ 411
Fri 2/1011:30 p.m. -
1 stop11h 07m
Tue 6/108:45 a.m. -
2 stops11h 46m
Deal found 10/9C$ 472
Tue 20/107:45 p.m. -
1 stop5h 12m
Wed 21/107:20 a.m. -
2 stops13h 51m
Deal found 8/9C$ 478
Tue 20/105:00 a.m. -
1 stop13h 57m
Wed 21/107:20 a.m. -
2 stops13h 51m
Deal found 9/9C$ 485
Thu 12/117:26 p.m. -
2 stops23h 31m
Mon 16/112:15 p.m. -
2 stops24h 07m
Deal found 9/9C$ 486
Thu 15/107:45 p.m. -
1 stop5h 12m
Wed 28/105:40 a.m. -
2 stops10h 57m
Deal found 8/9C$ 499
Thu 12/117:26 p.m. -
2 stops14h 57m
Mon 16/117:05 p.m. -
2 stops16h 21m
Deal found 8/9C$ 514

Find flight deals from Portland to Winnipeg

Round-trip from

C$ 382

Popular in

February

Cheapest in

November

Average price

C$ 593
Air Canada
  • Air Canada
  • 2/10-6/10
  • 2 total stops
  • 10h 58m total
  • Portland to Winnipeg
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Highest demand for flights based on searches. 14% potential increase in price (C$ 167 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease (C$ 63 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Portland to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 12/11

3:15 p.m.-12:09 a.m.

2 stops6h 54m

Winnipeg

Mon 16/11

5:40 a.m.-9:26 a.m.

1 stop5h 46m

C$ 420

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 2/10

11:30 p.m.-12:37 p.m.

1 stop11h 07m

Winnipeg

Tue 6/10

8:45 a.m.-6:31 p.m.

2 stops11h 46m

C$ 472

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 20/10

7:45 p.m.-2:57 a.m.

1 stop5h 12m

Winnipeg

Wed 21/10

7:20 a.m.-7:11 p.m.

2 stops13h 51m

C$ 478

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 20/10

5:00 a.m.-8:57 p.m.

1 stop13h 57m

Winnipeg

Wed 21/10

7:20 a.m.-7:11 p.m.

2 stops13h 51m

C$ 485

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Sorted by cheapest first

Best time to book a flight from Portland to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Portland with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Portland to Winnipeg

What is the cheapest month to book a flight from Portland to Winnipeg?

Currently, November is the cheapest month in which you can book a flight from Portland to Winnipeg (average of C$ 342). Flying from Portland to Winnipeg in February is currently the most expensive (average of C$ 1,216). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

  • How long is the flight from Portland to Winnipeg?

    A quick flight from Portland to Winnipeg can take about 6h 54m. Air Canada provides one of the quickest options available for as low as C$ 420. The distance from Portland to Winnipeg is about 1944 km.

  • Can I find deals for flights from Portland to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Portland to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Winnipeg.

  • Can I find deals for business class flights from Portland to Winnipeg?

    Yes. Cheapflights offers flight deals from Portland to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Winnipeg?

    Currently, November is the cheapest month in which you can book a flight from Portland to Winnipeg (average of C$ 342). Flying from Portland to Winnipeg in February is currently the most expensive (average of C$ 1,216). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Winnipeg?

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Selkirk

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Cheapflights makes it easy to find Portland to Winnipeg flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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