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Cheap flights from Winnipeg to Portland from C$ 205

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PDX
30 Mar — 6 Apr1
1 adult

Cheapflights Tip: The best prices from Winnipeg to Portland are usually found in August or November, booked 87 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 25 March 2025.

Round-trip from

C$ 387

One-way from

C$ 205

Popular in

June

Cheapest in

August

Average price

C$ 579
WestJet
  • WestJet
  • 23/5-26/5
  • 2 total stops
  • 23h 38m total
  • Winnipeg to Portland
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5/5
  • 5/5
  • 1 total stop
  • 22h 22m total
  • Winnipeg to Portland
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 20 potential savings vs. average RT price).
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Average for round-trip flights in March 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 25 March 2025.

Fri 23/58:30 a.m.YWG - PDX
1 stop6h 22mWestJet
Mon 26/51:45 p.m.PDX - YWG
1 stop17h 16mWestJet
Deal found 24/3C$ 387
Wed 7/58:30 a.m.YWG - PDX
2 stops9h 45mDelta
Wed 14/55:25 a.m.PDX - YWG
2 stops12h 43mDelta
Deal found 23/3C$ 404
Thu 24/46:00 a.m.YWG - PDX
1 stop5h 35mAir Canada
Sun 27/43:25 p.m.PDX - YWG
1 stop7h 29mAir Canada
Deal found 23/3C$ 425
Sat 19/42:20 p.m.YWG - PDX
1 stop10h 37mUnited Airlines
Sat 26/45:00 a.m.PDX - YWG
1 stop6h 09mUnited Airlines
Deal found 23/3C$ 440
Thu 29/57:00 a.m.YWG - PDX
2 stops19h 30mMultiple Airlines
Wed 4/63:25 p.m.PDX - YWG
1 stop6h 13mMultiple Airlines
Deal found 24/3C$ 494

Cheapflights Fare Finder

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 25 March 2025.
Use the filters below to find and compare flights from Winnipeg to Portland that are best for you.

Fly from

Winnipeg

Fly to

Portland

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 23/5

8:30 a.m.-12:52 p.m.

1 stop6h 22m

Portland

Mon 26/5

1:45 p.m.-9:01 a.m.

1 stop17h 16m

C$ 387

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 7/5

8:30 a.m.-4:15 p.m.

2 stops9h 45m

Portland

Wed 14/5

5:25 a.m.-8:08 p.m.

2 stops12h 43m

C$ 404

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 24/4

6:00 a.m.-9:35 a.m.

1 stop5h 35m

Portland

Sun 27/4

3:25 p.m.-12:54 a.m.

1 stop7h 29m

C$ 425

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 19/4

2:20 p.m.-9:47 a.m.

2 stops21h 27m

Portland

Fri 25/4

7:30 p.m.-1:09 p.m.

2 stops15h 39m

C$ 444

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 29/5

7:00 a.m.-12:30 a.m.

2 stops19h 30m

Portland

Wed 4/6

3:25 p.m.-11:38 p.m.

1 stop6h 13m

C$ 494

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 5/5

5:15 p.m.-1:37 p.m.

1 stop22h 22m

C$ 205

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 3/5

2:20 p.m.-10:57 p.m.

1 stop10h 37m

C$ 236

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 18/4

12:52 p.m.-11:56 p.m.

2 stops13h 04m

C$ 259

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Fri 11/4

5:20 p.m.-10:10 p.m.

1 stop6h 50m

C$ 266

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/3

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.

Cheapflights Insights

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

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 21 March 2025.

Booking 85 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 25 March 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 25 March 2025.
Delta
8.0
Very good
7,890 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,605 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,785 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air Canada
7.0
Good
8,952 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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$ 387), Delta (C$ 404), and Air Canada (C$ 425) offers the cheapest pricing from Winnipeg to Portland. You may be able to fly from Winnipeg to Portland for 16% less than the average price by searching for these airlines.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at C$ 236. Delta flights start at C$ 259 while deals on Air Canada start at C$ 266 one-way.

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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 25 March 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 257AverageC$ 378FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 272AverageC$ 424FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 344AverageC$ 418FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Air CanadaCheapestC$ 348AverageC$ 462FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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