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$106+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Oregon to Winnipeg

Keep the following information in mind while searching for Oregon to Winnipeg flight deals. Data was last updated April 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$217
(Trip.com)

One-way from

$106

Popular in

May

Cheapest in

February

Average price

$379
Provider with most accurate pricing for Portland-Winnipeg flight deals.
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Provider most trusted by Cheapflights users for Portland-Winnipeg flights.
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From Oregon to Winnipeg
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One-way flight from Oregon to Winnipeg
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find 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 April 30, 2025.

This Trip.com deal was found by Cheapflights users on 4/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/11:45 pmPDX - YWG
1 stop7h 26mWestJet
Mon 8/48:30 amYWG - PDX
1 stop6h 22mWestJet
Deal found 4/29$217
This Air Canada deal was found by Cheapflights users on 4/29. 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.
Tue 7/299:53 amPDX - YWG
2 stops13h 39mAir Canada
Wed 8/65:35 amYWG - PDX
2 stops14h 53mAir Canada
Deal found 4/29$328
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/21:45 pmPDX - YWG
1 stop5h 46mMultiple Airlines
Wed 8/68:45 amYWG - PDX
2 stops11h 01mMultiple Airlines
Deal found 4/29$330
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 7/311:37 pmPDX - YWG
2 stops21h 32mUnited Airlines
Thu 8/77:00 amYWG - PDX
2 stops17h 16mUnited Airlines
Deal found 4/29$333
This Delta deal was found by Cheapflights users on 4/29. 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.
Tue 7/295:35 amPDX - YWG
2 stops12h 35mDelta
Tue 8/58:35 amYWG - PDX
2 stops12h 46mDelta
Deal found 4/29$356

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 April 30, 2025.
Use the filters below to find and compare flights from Oregon to Winnipeg that are best for you.

Fly from

Oregon

Fly to

Winnipeg

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 8/1

1:45 pm-11:11 pm

1 stop7h 26m

Winnipeg

Mon 8/4

8:30 am-12:52 pm

1 stop6h 22m

$217

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 7/29

9:53 am-1:32 am

2 stops13h 39m

Winnipeg

Wed 8/6

5:35 am-6:28 pm

2 stops14h 53m

$328

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 8/2

1:45 pm-9:31 pm

1 stop5h 46m

Winnipeg

Wed 8/6

8:45 am-5:46 pm

2 stops11h 01m

$330

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 7/31

1:37 pm-1:09 pm

2 stops21h 32m

Winnipeg

Thu 8/7

7:00 am-10:16 pm

2 stops17h 16m

$333

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 7/29

5:35 am-8:10 pm

2 stops12h 35m

Winnipeg

Tue 8/5

8:35 am-7:21 pm

2 stops12h 46m

$356

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 7/15

1:45 pm-11:11 pm

1 stop7h 26m

$106

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 5/27

6:43 pm-1:09 pm

1 stop16h 26m

$132

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 6/13

8:29 pm-11:36 am

2 stops13h 07m

$137

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 6/13

7:40 pm-12:55 pm

1 stop15h 15m

$146

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 5/27

9:30 pm-9:28 pm

3 stops21h 58m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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

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

Currently, August is the cheapest month in which you can book a flight from Oregon to Winnipeg (average of $358). Flying from Oregon to Winnipeg in December is currently the most expensive (average of $501). 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.

What is the cheapest time of day to fly from OR to YWG?

Find hourly flight availability from Oregon to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Winnipeg as you normally would.

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated April 30, 2025.
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,826 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
9,242 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • What are the cheapest airlines to fly from Oregon to Winnipeg one-way?

    The cheapest airline one-way is WestJet, with whom users have recently found tickets for as low as $106. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Oregon to Winnipeg for a low price.

  • 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, August is the cheapest month in which you can book a flight from Oregon to Winnipeg (average of $358). Flying from Oregon to Winnipeg in December is currently the most expensive (average of $501). 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

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Top 4 airlines flying from Oregon to Winnipeg

Discover the top 4 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$160Average$444FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$162Average$399FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$177Average$388FlexibilityNo cancel feeOn-time69%
WestJetCheapest$179Average$298FlexibilityNo cancel feeOn-time60%

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