What’s the cheapest layover airport for flights from Portland to Winnipeg?

Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of C$ 393.

Which airport typically offers the quickest layover for flights from Portland to Winnipeg?

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 18m.

What’s the top layover airport for flights from Portland to Winnipeg?

Calgary (YYC) – chosen by Cheapflights users on 62% of one-stop itineraries from Portland to Winnipeg on Cheapflights.

What’s the fastest layover option from Portland to Winnipeg?

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 6h 09m.

What is the cheapest airline to fly from Portland to Winnipeg round-trip?

Cheapflights users have booked flights from Portland to Winnipeg round-trip from C$ 247. WestJet is 44% cheaper than the average price of flights available within the next 90 days to this destination.

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

To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at C$ 257. Delta flights start at C$ 264 while deals on WestJet start at C$ 424 one-way.

In terms of precipitation, rainfall in Winnipeg ranges from 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

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 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

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

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

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

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

How can I find direct flights from Portland to Winnipeg?

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

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

Yes. Cheapflights offers flight deals from Portland 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.

C$ 185+ Flights from Portland to Winnipeg

Cheapflights Tip: The best prices from Portland to Winnipeg are usually found in February or November, booked 27 days in advance, depart on a Monday or Tuesday and return on a Sunday

Find flight deals from Portland to Winnipeg

Enter your travel dates to find the best prices.

Cheapest flights from Portland to Winnipeg
Explore the most affordable flight options available from Portland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 October 2025.

Wed 3/125:50 p.m.PDX - YWG

2 stops28h 49mMultiple Airlines

Mon 8/124:55 p.m.YWG - PDX

1 stop18h 32mMultiple Airlines

Deal found 28/10C$ 470

Wed 3/122:36 p.m.PDX - YWG

1 stop8h 07mMultiple Airlines

Sat 6/1212:55 p.m.YWG - PDX

2 stops31h 36mMultiple Airlines

Deal found 28/10C$ 476

Thu 11/1212:51 p.m.PDX - YWG

2 stops34h 32mMultiple Airlines

Thu 18/127:30 a.m.YWG - PDX

1 stop7h 54mMultiple Airlines

Deal found 26/10C$ 485

Thu 4/1211:14 a.m.PDX - YWG

2 stops20h 54mMultiple Airlines

Mon 8/124:55 p.m.YWG - PDX

1 stop18h 32mMultiple Airlines

Deal found 26/10C$ 488

Tue 11/111:26 p.m.PDX - YWG

2 stops33h 17mMultiple Airlines

Tue 18/114:10 p.m.YWG - PDX

1 stop19h 28mMultiple Airlines

Deal found 27/10C$ 509

Wed 3/127:04 a.m.PDX - YWG

2 stops11h 02mMultiple Airlines

Sun 7/125:45 p.m.YWG - PDX

1 stop24h 56mMultiple Airlines

Deal found 28/10C$ 524

Thu 4/127:04 a.m.PDX - YWG

2 stops11h 02mMultiple Airlines

Sun 7/125:45 p.m.YWG - PDX

1 stop24h 56mMultiple Airlines

Deal found 28/10C$ 555

Fri 5/127:17 a.m.PDX - YWG

2 stops16h 06mMultiple Airlines

Mon 8/124:55 p.m.YWG - PDX

1 stop18h 32mMultiple Airlines

Deal found 28/10C$ 566

Best flights from Portland to Winnipeg
Discover carefully curated flight deals from Portland to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 28 October 2025.

Mon 12/12:53 p.m.PDX - YWG

1 stop7h 50mMultiple Airlines

Thu 15/112:40 p.m.YWG - PDX

2 stops13h 12mMultiple Airlines

Deal found 27/10C$ 424

Thu 4/125:30 a.m.PDX - YWG

2 stops9h 25mDelta

Sat 6/126:40 a.m.YWG - PDX

2 stops8h 34mDelta

Deal found 28/10C$ 580

Thu 11/1212:51 p.m.PDX - YWG

2 stops34h 32mMultiple Airlines

Thu 18/127:30 a.m.YWG - PDX

1 stop7h 54mMultiple Airlines

Deal found 26/10C$ 485

Thu 4/1211:14 a.m.PDX - YWG

2 stops20h 54mMultiple Airlines

Mon 8/124:55 p.m.YWG - PDX

1 stop18h 32mMultiple Airlines

Deal found 28/10C$ 488

Fri 5/127:30 p.m.PDX - YWG

2 stops14h 15mDelta

Mon 8/1212:35 p.m.YWG - PDX

2 stops13h 40mDelta

Deal found 28/10C$ 580

Thu 4/127:30 p.m.PDX - YWG

2 stops14h 15mDelta

Sun 7/1212:35 p.m.YWG - PDX

2 stops13h 40mDelta

Deal found 28/10C$ 580

Thu 4/127:04 a.m.PDX - YWG

2 stops11h 02mMultiple Airlines

Sun 7/125:45 p.m.YWG - PDX

1 stop24h 56mMultiple Airlines

Deal found 28/10C$ 555

Thu 4/125:30 a.m.PDX - YWG

2 stops9h 25mDelta

Mon 8/1212:35 p.m.YWG - PDX

2 stops13h 40mDelta

Deal found 26/10C$ 580

Fri 5/127:17 a.m.PDX - YWG

2 stops16h 06mMultiple Airlines

Mon 8/124:55 p.m.YWG - PDX

1 stop18h 32mMultiple Airlines

Deal found 28/10C$ 566

Fri 28/117:59 p.m.PDX - YWG

2 stops13h 49mDelta

Sun 7/1212:35 p.m.YWG - PDX

2 stops13h 40mDelta

Deal found 27/10C$ 580

Last-minute flights from Portland to Winnipeg
Discover last-minute flight deals from Portland to Winnipeg. Data last updated 28 October 2025 and is based on user searches.

Wed 5/1112:40 a.m.PDX - YWG

1 stop8h 50mWestJet

Sun 9/115:49 p.m.YWG - PDX

1 stop20h 59mWestJet

Deal found 27/10C$ 885

Thu 6/118:20 p.m.PDX - YWG

1 stop27h 03mMultiple Airlines

Sun 9/115:49 p.m.YWG - PDX

1 stop19h 25mMultiple Airlines

Deal found 27/10C$ 884

Tue 11/111:26 p.m.PDX - YWG

2 stops33h 17mMultiple Airlines

Tue 18/114:10 p.m.YWG - PDX

1 stop19h 28mMultiple Airlines

Deal found 27/10C$ 509

Tue 11/1111:15 p.m.PDX - YWG

2 stops10h 33mDelta

Tue 18/112:40 p.m.YWG - PDX

2 stops10h 01mDelta

Deal found 27/10C$ 828

Tue 11/115:00 a.m.PDX - YWG

2 stops28h 57mUnited Airlines

Tue 18/112:20 p.m.YWG - PDX

3 stops22h 33mUnited Airlines

Deal found 27/10C$ 897

Fri 28/117:59 p.m.PDX - YWG

2 stops13h 49mDelta

Sun 7/126:40 a.m.YWG - PDX

2 stops10h 53mDelta

Deal found 28/10C$ 580

Fri 28/113:15 p.m.PDX - YWG

1 stop7h 54mAir Canada

Sun 7/1210:45 a.m.YWG - PDX

1 stop5h 55mAir Canada

Deal found 28/10C$ 583

One-way flights from Portland to Winnipeg
Search for one-way flight options from Portland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 28 October 2025.

Fri 5/1212:55 p.m.PDX - YWG

3 stops33h 46mMultiple Airlines

Deal found 26/10C$ 185

Fri 5/123:15 p.m.PDX - YWG

1 stop7h 59mAir Canada

Deal found 26/10C$ 257

Thu 4/1212:32 a.m.PDX - YWG

1 stop9h 13mDelta

Deal found 26/10C$ 264

Thu 4/1212:32 a.m.PDX - YWG

2 stops15h 34mWestJet

Deal found 26/10C$ 424

Cheap flight deals from Portland to Winnipeg

Round-trip from	C$ 424
One-way from	C$ 185
Popular in	May
Cheapest in	February
Average price	C$ 429

12/1-15/1
3 total stops
21h 02m total
Portland to Winnipeg

Search Deals

5/12
3 total stops
33h 46m total
Portland to Winnipeg

Search Deals

Highest demand for flights based on searches. 5% potential increase in price (C$ 34 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease (C$ 28 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 12/1

2:53 p.m.-12:43 a.m.

1 stop7h 50m

Winnipeg

Thu 15/1

12:40 p.m.-11:52 p.m.

2 stops13h 12m

C$ 424

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 11/12

12:51 p.m.-1:23 a.m.

2 stops34h 32m

Winnipeg

Thu 18/12

7:30 a.m.-1:24 p.m.

1 stop7h 54m

C$ 485

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 4/12

11:14 a.m.-10:08 a.m.

2 stops20h 54m

Winnipeg

Mon 8/12

4:55 p.m.-9:27 a.m.

1 stop18h 32m

C$ 488

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 4/12

7:04 a.m.-8:06 p.m.

2 stops11h 02m

Winnipeg

Sun 7/12

5:45 p.m.-4:41 p.m.

1 stop24h 56m

C$ 555

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 5/12

7:17 a.m.-1:23 a.m.

2 stops16h 06m

Winnipeg

Mon 8/12

4:55 p.m.-9:27 a.m.

1 stop18h 32m

C$ 566

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 4/12

5:30 a.m.-4:55 p.m.

2 stops9h 25m

Winnipeg

Sat 6/12

6:40 a.m.-1:14 p.m.

2 stops8h 34m

C$ 580

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 5/12

7:30 p.m.-11:45 a.m.

2 stops14h 15m

Winnipeg

Mon 8/12

12:35 p.m.-12:15 a.m.

2 stops13h 40m

C$ 580

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 4/12

7:30 p.m.-11:45 a.m.

2 stops14h 15m

Winnipeg

Sun 7/12

12:35 p.m.-12:15 a.m.

2 stops13h 40m

C$ 580

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 4/12

5:30 a.m.-4:55 p.m.

2 stops9h 25m

Winnipeg

Mon 8/12

12:35 p.m.-12:15 a.m.

2 stops13h 40m

C$ 580

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 28/11

7:59 p.m.-11:48 a.m.

2 stops13h 49m

Winnipeg

Sun 7/12

12:35 p.m.-12:15 a.m.

2 stops13h 40m

C$ 580

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/10

Showing 1-10 of 14 results

Best time to book a flight from Portland to Winnipeg

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

Prices

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

The price you pay for your flight from Portland to Winnipeg may vary depending on when you book. For the best chance of a lower fare, look to book 27 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, July is the cheapest month in which you can book a flight from Portland to Winnipeg (average of C$ 194). Flying from Portland to Winnipeg in March is currently the most expensive (average of C$ 554). 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.

Reviews of airlines servicing Winnipeg

Read through reviews of airlines operating flights from Portland to Winnipeg, such as WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

WestJet

7.2

Good

3,148 reviews

Check prices

Reviews

1 / 20

6.0

Good

Roger,Jun 2025

MSP - YXE

Everything was good except the actual equipment. The aircraft was old and definitely showed its age, as far the interior cabin was concerned. WestJet definitely needs tio update the interior.

WestJet

7.2

Good

3,148 reviews

WestJet

7.2

Good

3,148 reviews

Check prices

Reviews

1 / 20

6.0

Good

Roger,Jun 2025

MSP - YXE

Everything was good except the actual equipment. The aircraft was old and definitely showed its age, as far the interior cabin was concerned. WestJet definitely needs tio update the interior.

Related info for your journey

What is the cheapest airline to fly from Portland to Winnipeg round-trip?
Cheapflights users have booked flights from Portland to Winnipeg round-trip from C$ 247. WestJet is 44% cheaper than the average price of flights available within the next 90 days to this destination.
What are the cheapest airlines to fly from Portland to Winnipeg one-way?
To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at C$ 257. Delta flights start at C$ 264 while deals on WestJet start at C$ 424 one-way.
Can I find deals for flights from Portland to Winnipeg that include hotel bookings?
Yes. In addition to deals on Portland to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Portland to Winnipeg?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Winnipeg.
Can I find deals for business class flights from Portland to Winnipeg?
Yes. Cheapflights offers flight deals from Portland 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 Portland to Winnipeg?
Currently, July is the cheapest month in which you can book a flight from Portland to Winnipeg (average of C$ 194). Flying from Portland to Winnipeg in March is currently the most expensive (average of C$ 554). 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

Selkirk

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Other flights to Winnipeg

Top airline flying from Portland to Winnipeg

Airline	Cheapest	Average	Flexibility	On-time
WestJet	CheapestC$ 247	AverageC$ 302	FlexibilityNo cancel fee	On-time60%	Search WestJet flights

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

Cheapflights makes it easy to find Portland to Winnipeg flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Millions of users choose and trust Cheapflights to book the best flight deals from Portland to Winnipeg for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Portland to Winnipeg flexibly with Cheapflights today.

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

Of course! You can now track prices for flights from Portland to Winnipeg and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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Cheap flights from Portland to Winnipeg from C$ 185

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.

Cheapflights Tip: The best prices from Portland to Winnipeg are usually found in February or November, booked 27 days in advance, depart on a Monday or Tuesday and return on a Sunday

Find flight deals from Portland to Winnipeg

Cheapest flights from Portland to WinnipegExplore the most affordable flight options available from Portland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 October 2025.

Explore the most affordable flight options available from Portland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 October 2025.

Cheap flight deals from Portland to Winnipeg

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

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

Best time to book a flight from Portland to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Portland with our price prediction graph.

Cheapflights Insights

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

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

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

What’s the top layover airport for flights from Portland to Winnipeg?

What’s the fastest layover option from Portland to Winnipeg?

What’s the fastest layover option from Portland to Winnipeg?

Which airport typically offers the quickest layover for flights from Portland to Winnipeg?

Reviews of airlines servicing Winnipeg

Read through reviews of airlines operating flights from Portland to Winnipeg, such as WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

What is the cheapest airline to fly from Portland to Winnipeg round-trip?

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

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

How can I find direct flights from Portland to Winnipeg?

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

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

Travelling to a place near Winnipeg?

Browse thousands of different options on Cheapflights for your next trip

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Complete your trip

Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.

Top airline flying from Portland to Winnipeg

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 Portland to Winnipeg?

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

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

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

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Cheapest flights from Portland to Winnipeg
Explore the most affordable flight options available from Portland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 October 2025.