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Winnipeg

$156+ Cheap flights from Oregon to Winnipeg (YWG)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
abr. 22 — abr. 291
mié. 4/22
mié. 4/29
1 adult, Economy
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Cheap flight deals from Oregon to Winnipeg

Cheapest flights from Oregon to Winnipeg
Explore the most affordable flight options available from Oregon to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marzo 23, 2026.

This Air Canada deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/127:45 pm
PDX
-
YWG
1 stop15h 19m
Air Canada
dom. 6/215:40 am
YWG
-
PDX
1 stop5h 51m
Air Canada
Deal found 3/23$351
This Justfly.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/82:30 pm
PDX
-
YWG
2 stops16h 50m
WestJet
mié. 5/137:00 am
YWG
-
PDX
2 stops8h 50m
WestJet
Deal found 3/23$397
This Air Canada deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/293:15 pm
PDX
-
YWG
1 stop7h 59m
Air Canada
sáb. 5/25:40 am
YWG
-
PDX
1 stop5h 50m
Air Canada
Deal found 3/22$399
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/611:55 pm
PDX
-
YWG
1 stop9h 57m
United Airlines
lun. 5/112:00 pm
YWG
-
PDX
1 stop10h 35m
United Airlines
Deal found 3/23$413
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/310:55 pm
PDX
-
YWG
1 stop10h 57m
United Airlines
dom. 5/102:00 pm
YWG
-
PDX
1 stop11h 55m
United Airlines
Deal found 3/19$414
This Air Canada deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/143:30 pm
PDX
-
YWG
1 stop8h 34m
Air Canada
dom. 5/175:40 am
YWG
-
PDX
1 stop5h 50m
Air Canada
Deal found 3/20$418
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/73:59 pm
PDX
-
YWG
3 stops26h 58m
United Airlines
mar. 5/122:00 pm
YWG
-
PDX
1 stop10h 35m
United Airlines
Deal found 3/23$429
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/78:11 pm
PDX
-
YWG
2 stops12h 43m
Delta
lun. 5/1111:55 am
YWG
-
PDX
1 stop10h 16m
Delta
Deal found 3/22$433

Find flight deals from Oregon to Winnipeg

Keep the following information in mind while searching for Oregon to Winnipeg flight deals. Data was last updated marzo 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$351
(Air Canada)

One-way from

$156
(Delta)

Popular in

February

Cheapest in

November

Average price

$491
Provider with most accurate pricing for Portland-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Winnipeg flights.
Search Deals
From Oregon to Winnipeg
Search Deals
One-way flight from Oregon to Winnipeg
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($156 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated marzo 23, 2026.
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 - YWG

PDXYWG

Portland

mié. 4/29

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

sáb. 5/2

5:45 am-9:30 am

1 stop5h 45m

$399

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

jue. 5/7

10:55 pm-11:52 am

1 stop10h 57m

Winnipeg

lun. 5/11

2:00 pm-11:55 pm

1 stop11h 55m

$413

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

mié. 5/6

10:55 pm-11:52 am

1 stop10h 57m

Winnipeg

mar. 5/12

2:00 pm-10:35 pm

1 stop10h 35m

$413

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

jue. 5/7

10:55 pm-11:52 am

1 stop10h 57m

Winnipeg

mar. 5/12

2:00 pm-10:35 pm

1 stop10h 35m

$413

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

dom. 5/3

10:55 pm-11:52 am

1 stop10h 57m

Winnipeg

dom. 5/10

2:00 pm-11:55 pm

1 stop11h 55m

$414
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

jue. 7/9

7:45 pm-3:02 am

1 stop5h 17m

Winnipeg

sáb. 7/11

5:40 am-9:31 am

1 stop5h 51m

$466
Cheapest one-way

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

jue. 5/14

11:55 pm-11:52 am

1 stop9h 57m

$179

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

sáb. 4/11

4:15 pm-11:52 am

2 stops17h 37m

$218

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

mar. 4/14

5:35 pm-11:52 am

2 stops16h 17m

$218

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

vie. 4/17

7:14 pm-11:52 am

2 stops14h 38m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/22

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oregon to Winnipeg
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Most people fly into Winnipeg (YWG) if they book a flight to Winnipeg from Oregon. Winnipeg is conveniently located just 4.6 mi from Winnipeg’s city center.

  • How long is the flight from Oregon to Winnipeg?

    Air Canada and United Airlines can get you from Oregon to Winnipeg in just under 7h 59m. Your travel time can differ by up to 2h 58m. The distance between Oregon and Winnipeg is about 1208 mi. This flight may include one or multiple stops.

  • 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.

See more FAQs

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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Top 3 airlines flying from Oregon to Winnipeg

Discover the top 3 airlines that operate flights from Oregon to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated marzo 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$88Average$262FlexibilityNo cancel feeOn-time60%
DeltaCheapest$143Average$385FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$203Average$335FlexibilityNo cancel feeOn-time67%

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