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Cheap flights from Oregon to Winnipeg from C$ 141

PDX — YWG
20 Sep — 27 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Oregon to Winnipeg

Enter your travel dates to find the best prices.

Cheapest flights from Oregon to Winnipeg

Tue 8/92:30 p.m. -
1 stop5h 40m
Fri 11/94:55 p.m. -
2 stops18h 12m
Deal found 21/8C$ 456
Mon 7/911:50 a.m. -
1 stop9h 40m
Fri 11/912:41 p.m. -
1 stop9h 35m
Deal found 21/8C$ 469
Tue 8/92:30 p.m. -
1 stop5h 40m
Wed 16/94:55 p.m. -
2 stops18h 12m
Deal found 21/8C$ 477
Tue 8/92:30 p.m. -
1 stop5h 40m
Tue 15/93:15 p.m. -
1 stop20h 33m
Deal found 21/8C$ 484
Tue 8/92:30 p.m. -
1 stop5h 40m
Mon 14/95:25 p.m. -
1 stop18h 23m
Deal found 21/8C$ 505
Thu 24/910:10 a.m. -
1 stop5h 32m
Sun 27/95:45 a.m. -
1 stop5h 46m
Deal found 17/8C$ 531
Mon 7/911:50 a.m. -
1 stop9h 40m
Sun 13/95:44 p.m. -
1 stop7h 26m
Deal found 21/8C$ 551
Sat 12/96:50 p.m. -
2 stops17h 15m
Tue 15/93:15 p.m. -
1 stop20h 33m
Deal found 21/8C$ 576
Sat 12/92:30 p.m. -
1 stop8h 25m
Wed 16/94:55 p.m. -
2 stops18h 12m
Deal found 21/8C$ 582
Mon 21/99:46 p.m. -
1 stop20h 14m
Mon 28/94:55 p.m. -
2 stops18h 12m
Deal found 17/8C$ 587

Find flight deals from Oregon to Winnipeg

Round-trip from

C$ 456

One-way from

C$ 141

Popular in

February

Cheapest in

November

Average price

C$ 514
8/9-11/9
  • 8/9-11/9
  • 3 total stops
  • 23h 52m total
  • Oregon to Winnipeg
Search Deals
WestJet
  • WestJet
  • 11/9
  • 1 total stop
  • 5h 40m total
  • Oregon to Winnipeg
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 158 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 62 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 23/9

12:25 a.m.-11:51 a.m.

1 stop9h 26m

Winnipeg

Wed 30/9

12:41 p.m.-8:16 p.m.

1 stop9h 35m

C$ 469

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 16/9

12:25 a.m.-11:51 a.m.

1 stop9h 26m

Winnipeg

Mon 21/9

3:58 p.m.-11:10 p.m.

1 stop9h 12m

C$ 469

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 9/9

12:25 a.m.-11:51 a.m.

1 stop9h 26m

Winnipeg

Sat 12/9

12:41 p.m.-8:16 p.m.

1 stop9h 35m

C$ 469

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 9/9

6:00 a.m.-4:54 p.m.

1 stop8h 54m

Winnipeg

Fri 11/9

6:40 a.m.-12:37 p.m.

1 stop7h 57m

C$ 469

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 18/9

11:35 a.m.-11:30 p.m.

1 stop9h 55m

Winnipeg

Mon 21/9

3:58 p.m.-11:10 p.m.

1 stop9h 12m

C$ 551

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 10/9

12:25 a.m.-11:51 a.m.

1 stop9h 26m

Winnipeg

Sun 13/9

5:44 p.m.-11:10 p.m.

1 stop7h 26m

C$ 551

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Mon 21/9

9:46 p.m.-8:00 p.m.

1 stop20h 14m

Winnipeg

Mon 28/9

4:55 p.m.-9:07 a.m.

2 stops18h 12m

C$ 587
Quickest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Mon 21/9

3:30 p.m.-12:25 a.m.

1 stop6h 55m

Winnipeg

Mon 28/9

5:45 a.m.-9:31 a.m.

1 stop5h 46m

C$ 602

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 18/9

7:15 p.m.-11:52 a.m.

2 stops14h 37m

Winnipeg

Mon 21/9

5:45 a.m.-9:31 a.m.

1 stop5h 46m

C$ 622

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 8/9

12:25 a.m.-11:51 a.m.

1 stop9h 26m

Winnipeg

Wed 16/9

12:41 p.m.-8:16 p.m.

1 stop9h 35m

C$ 626

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/8

Showing 1-10 of 23 resultsSorted by cheapest first
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Best time to book a flight from Oregon to Winnipeg

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

Cheapflights Insights

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

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

Currently, November is the cheapest month in which you can book a flight from Oregon to Winnipeg (average of C$ 341). Flying from Oregon to Winnipeg in February is currently the most expensive (average of C$ 1,210). 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.

How much does it cost to fly round-trip from Oregon to Winnipeg?

Airfare is typical for this route at the moment.
Oregon to Winnipeg flights typically cost between C$ 451 and C$ 697 in September.
The cheapest round-trip price found within the last 5 days was C$ 456 on Multiple Airlines (8 Sep-11 Sep).

Related info for your journey

  • What airport do you fly into for flights to Winnipeg from Oregon?

    For a flight from Oregon to Winnipeg, you will be flying into Winnipeg. Winnipeg (YWG) is just 7.3 km from the centre of the city.

  • How long is the flight from Oregon to Winnipeg?

    Delta can get you from Oregon to Winnipeg in just under 9h 26m. Your travel time can differ by up to . Oregon and Winnipeg are separated by a distance of 1944 km.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oregon 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 Oregon to Winnipeg?

    Currently, November is the cheapest month in which you can book a flight from Oregon to Winnipeg (average of C$ 341). Flying from Oregon to Winnipeg in February is currently the most expensive (average of C$ 1,210). 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?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk

Browse thousands of different options on Cheapflights for your next trip

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Why should you use Cheapflights to find cheap flight tickets from Oregon to Winnipeg?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Oregon to Winnipeg for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Oregon to Winnipeg with no change fees?

Yes! Cheapflights helps users easily find flights from Oregon to Winnipeg with no change fees.

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Not ready to book yet? You can track prices for flights from Oregon to Winnipeg on Cheapflights with our Price Alert feature and get notified when better prices are available.

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