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Cheap flights from Winnipeg to Portland from C$ 180

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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PDX
25 Jan — 1 Feb1
1 adult

The best prices from Winnipeg to Portland are usually found in August or November, booked 20 days in advance, depart on a Sunday or Friday and return on a Monday

Cheap flight deals from Winnipeg to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 20 January 2025.

Round-trip from

C$ 381

One-way from

C$ 180

Popular in

March

Cheapest in

August

Average price

C$ 537
5/3-12/3
  • 5/3-12/3
  • 4 total stops
  • 32h 21m total
  • Winnipeg to Portland
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4/3
  • 4/3
  • 2 total stops
  • 17h 35m total
  • Winnipeg to Portland
Search Deals
High demand for flights, 14% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in January 2025
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Find flight deals from Winnipeg to Portland

Cheapest flights from Winnipeg to Portland
Explore the most affordable flight options available from Winnipeg to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 20 January 2025.

Wed 5/37:30 a.m.YWG - PDX
2 stops19h 07mMultiple Airlines
Wed 12/37:16 a.m.PDX - YWG
2 stops13h 14mMultiple Airlines
Deal found 19/1C$ 381
Sat 14/68:30 a.m.YWG - PDX
1 stop6h 37mWestJet
Fri 20/62:00 p.m.PDX - YWG
1 stop5h 31mWestJet
Deal found 19/1C$ 439
Wed 5/39:35 a.m.YWG - PDX
1 stop7h 09mAir Canada
Wed 12/310:10 a.m.PDX - YWG
2 stops9h 00mAir Canada
Deal found 20/1C$ 449
Wed 5/32:15 p.m.YWG - PDX
2 stops21h 39mUnited Airlines
Wed 12/31:39 p.m.PDX - YWG
2 stops23h 49mUnited Airlines
Deal found 20/1C$ 462
Wed 5/312:45 p.m.YWG - PDX
1 stop9h 57mDelta
Tue 11/312:59 a.m.PDX - YWG
1 stop9h 03mDelta
Deal found 20/1C$ 511

Find flights from Winnipeg to Portland within your budget

Customize your flight search to find flights from Winnipeg to Portland 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 629,999 searches. Data last updated 20 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 5/3

7:30 a.m.-12:37 a.m.

2 stops19h 07m

Portland

Wed 12/3

7:16 a.m.-10:30 p.m.

2 stops13h 14m

C$ 381

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 14/6

8:30 a.m.-1:07 p.m.

1 stop6h 37m

Portland

Fri 20/6

2:00 p.m.-9:31 p.m.

1 stop5h 31m

C$ 439

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 5/3

9:35 a.m.-2:44 p.m.

1 stop7h 09m

Portland

Wed 12/3

10:10 a.m.-9:10 p.m.

2 stops9h 00m

C$ 449

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 5/3

2:15 p.m.-9:54 a.m.

2 stops21h 39m

Portland

Wed 12/3

1:39 p.m.-3:28 p.m.

2 stops23h 49m

C$ 462

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 5/3

12:45 p.m.-8:42 p.m.

1 stop9h 57m

Portland

Tue 11/3

12:59 a.m.-12:02 p.m.

1 stop9h 03m

C$ 511

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 4/3

4:25 p.m.-8:00 a.m.

2 stops17h 35m

C$ 180

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 4/3

9:35 a.m.-2:44 p.m.

1 stop7h 09m

C$ 261

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/1

Best time to book a flight from Winnipeg to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Winnipeg 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.

Travel insights for flights from Winnipeg to Portland

Get recent, data-driven insights about flights from Winnipeg to Portland including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Winnipeg to Portland?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Portland. Price data was last updated on 17 January 2025.

Booking 19 days in advance of your planned departure date is, on average, the best time to get cheap flights from Winnipeg to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, August is the cheapest month in which you can book a flight from Winnipeg to Portland (average of C$ 259). Flying from Winnipeg to Portland in December is currently the most expensive (average of C$ 444). 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 YWG to PDX?

Find hourly flight availability from Winnipeg to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 20 January 2025.

It’s typically best to fly out from Winnipeg to Portland in the afternoon. Doing so could potentially save you 30% on the flight price compared to flying in the morning, which is usually more expensive.

Rainfall in Portland by month

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

In terms of precipitation, rainfall in Portland ranges from 18.0 - 142.0 mm per month. November is typically the wettest month, when rainfall can reach 142.0 mm. July is typically the driest time to visit Portland when rainfall is around 18.0 mm.

Temperature in Portland by month

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

If weather is an important factor for your trip to Portland, 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 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 5.0 C).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated 20 January 2025.
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,982 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,828 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,627 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

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

  • What are the cheapest airlines flying from Winnipeg to Portland round-trip?

    According to our current data, WestJet (C$ 439), Air Canada (C$ 449), and United Airlines (C$ 462) offers the cheapest pricing from Winnipeg to Portland. You may be able to fly from Winnipeg to Portland for 10% less than the average price by searching for these airlines.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Winnipeg to Portland (average of C$ 259). Flying from Winnipeg to Portland in December is currently the most expensive (average of C$ 444). 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
Seaside
Tillamook
Beaverton
Camas
Vancouver
Cannon Beach
Lincoln City

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Alternative routes for Winnipeg to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Medford flights

Top 4 airlines flying from Winnipeg to Portland

Discover the top 4 airlines that operate flights from Winnipeg to Portland. 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 629,999 searches. Data last updated 20 January 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 259AverageC$ 361FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 275AverageC$ 397FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 312AverageC$ 571FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 348AverageC$ 422FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Portland?

Deals for Winnipeg to Portland flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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

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

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

Certainly. Search results for flights to Portland from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Portland become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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