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.

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 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’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$ 389.

How long is the flight from Portland to Winnipeg?

A quick flight from Portland to Winnipeg can take about 6h 10m. Air Canada provides one of the quickest options available for as low as C$ 328. The distance from Portland to Winnipeg is about 1944 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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$ 245. WestJet is 47% 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 WestJet, which is currently one of the cheapest options available, starting at C$ 130. Delta flights start at C$ 152 while deals on United Airlines start at C$ 154 one-way.

What is the cheapest day to fly from Portland to Winnipeg?

Travelers seeking maximum savings on their Portland to Winnipeg flight should consider departing on Friday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 day to fly round-trip from Portland to Winnipeg?

Departing on a Wednesday is a good option for securing a great price. You can expect to save up to 43% when planning your travel around this day of the week.

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

To save up to 125% on this flight, we recommend booking at least 28 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Portland to Winnipeg from C$ 319 1-2 weeks out and tickets from C$ 358 for flights departing within the next 72 hours.

What is the cheapest month to fly from Portland to Winnipeg?

Flights from Portland to Winnipeg lean towards being more expensive in May. Prices are generally better when you fly from Portland to Winnipeg in February, with the cheapest ticket starting at C$ 237.

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$ 130+ Flights from Portland to Winnipeg

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

Cheap flight deals from Portland to Winnipeg

Round-trip from	C$ 328
One-way from	C$ 130
Popular in	May
Cheapest in	February
Average price	C$ 475

Air Canada
8/10-12/10
2 total stops
12h 46m total
Portland to Winnipeg

Search Deals

WestJet
27/9
2 total stops
7h 55m total
Portland to Winnipeg

Search Deals

Highest demand for flights based on searches. 0% potential increase in price (C$ 1 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease (C$ 25 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2025

Search Deals

Find flight deals from Portland to Winnipeg

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 11 September 2025.

Wed 8/103:25 p.m.PDX - YWG

1 stop6h 10mAir Canada

Sun 12/106:25 p.m.YWG - PDX

1 stop6h 36mAir Canada

Deal found 9/9C$ 328

Tue 7/1012:40 a.m.PDX - YWG

1 stop8h 50mDelta

Sun 12/108:30 a.m.YWG - PDX

1 stop6h 35mDelta

Deal found 9/9C$ 570

Tue 7/1012:40 a.m.PDX - YWG

2 stops17h 35mWestJet

Sun 12/104:30 p.m.YWG - PDX

2 stops22h 35mWestJet

Deal found 9/9C$ 855

Mon 15/96:10 a.m.PDX - YWG

1 stop8h 40mWestJet

Wed 17/96:40 a.m.YWG - PDX

1 stop5h 59mWestJet

Deal found 11/9C$ 1,055

Mon 15/912:07 p.m.PDX - YWG

3 stops33h 33mMultiple Airlines

Wed 17/96:30 a.m.YWG - PDX

3 stops18h 12mMultiple Airlines

Deal found 11/9C$ 1,095

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 11 September 2025.

Wed 8/103:25 p.m.PDX - YWG

1 stop6h 10mAir Canada

Sun 12/106:25 p.m.YWG - PDX

1 stop6h 36mAir Canada

Deal found 9/9C$ 328

Tue 7/1012:40 a.m.PDX - YWG

1 stop8h 50mDelta

Sun 12/108:30 a.m.YWG - PDX

1 stop6h 35mDelta

Deal found 9/9C$ 570

Tue 3/39:50 a.m.PDX - YWG

1 stop6h 19mAir Canada

Wed 4/310:45 a.m.YWG - PDX

1 stop6h 00mAir Canada

Deal found 9/9C$ 503

Fri 16/13:15 p.m.PDX - YWG

1 stop7h 54mAir Canada

Mon 19/110:45 a.m.YWG - PDX

1 stop6h 00mAir Canada

Deal found 10/9C$ 658

Last-minute flights from Portland to Winnipeg
Discover last-minute flight deals from Portland to Winnipeg. Data last updated 11 September 2025 and is based on user searches.

Mon 15/96:10 a.m.PDX - YWG

1 stop8h 40mWestJet

Wed 17/96:40 a.m.YWG - PDX

1 stop5h 59mWestJet

Deal found 11/9C$ 1,055

Mon 15/912:07 p.m.PDX - YWG

3 stops33h 33mMultiple Airlines

Wed 17/96:30 a.m.YWG - PDX

3 stops18h 12mMultiple Airlines

Deal found 11/9C$ 1,095

Tue 7/1012:40 a.m.PDX - YWG

1 stop8h 50mDelta

Sun 12/108:30 a.m.YWG - PDX

1 stop6h 35mDelta

Deal found 9/9C$ 570

Tue 7/1012:40 a.m.PDX - YWG

2 stops17h 35mWestJet

Sun 12/104:30 p.m.YWG - PDX

2 stops22h 35mWestJet

Deal found 9/9C$ 855

Wed 8/103:25 p.m.PDX - YWG

1 stop6h 10mAir Canada

Sun 12/106:25 p.m.YWG - PDX

1 stop6h 36mAir Canada

Deal found 9/9C$ 328

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 11 September 2025.

Sat 27/91:45 p.m.PDX - YWG

2 stops7h 55mWestJet

Deal found 9/9C$ 130

Fri 26/912:45 a.m.PDX - YWG

1 stop9h 09mDelta

Deal found 9/9C$ 152

Tue 7/1010:30 p.m.PDX - YWG

1 stop15h 01mUnited Airlines

Deal found 11/9C$ 154

Sat 27/91:38 p.m.PDX - YWG

3 stops20h 03mMultiple Airlines

Deal found 9/9C$ 240

Mon 6/1012:40 a.m.PDX - YWG

1 stop8h 50mWestJet

Deal found 11/9C$ 399

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 8/10

3:25 p.m.-11:35 p.m.

1 stop6h 10m

Winnipeg

Sun 12/10

6:25 p.m.-11:01 p.m.

1 stop6h 36m

C$ 328

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 3/3

9:50 a.m.-6:09 p.m.

1 stop6h 19m

Winnipeg

Wed 4/3

10:45 a.m.-2:45 p.m.

1 stop6h 00m

C$ 503

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 7/10

12:40 a.m.-11:30 a.m.

1 stop8h 50m

Winnipeg

Sun 12/10

8:30 a.m.-1:05 p.m.

1 stop6h 35m

C$ 570

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 16/1

3:15 p.m.-1:09 a.m.

1 stop7h 54m

Winnipeg

Mon 19/1

10:45 a.m.-2:45 p.m.

1 stop6h 00m

C$ 658

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 27/9

1:45 p.m.-11:40 p.m.

2 stops7h 55m

C$ 130

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 26/9

12:45 a.m.-11:54 a.m.

1 stop9h 09m

C$ 152

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 7/10

10:30 p.m.-3:31 p.m.

1 stop15h 01m

C$ 154

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 27/9

1:38 p.m.-11:41 a.m.

3 stops20h 03m

C$ 240

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 6/10

12:40 a.m.-11:30 a.m.

1 stop8h 50m

C$ 399

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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, January is the cheapest month in which you can book a flight from Portland to Winnipeg (average of C$ 123). Flying from Portland to Winnipeg in July is currently the most expensive (average of C$ 232). 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

3,091 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

3,091 reviews

WestJet

7.2

Good

3,091 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

How long is the flight from Portland to Winnipeg?
A quick flight from Portland to Winnipeg can take about 6h 10m. Air Canada provides one of the quickest options available for as low as C$ 328. The distance from Portland to Winnipeg is about 1944 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
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$ 245. WestJet is 47% 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 WestJet, which is currently one of the cheapest options available, starting at C$ 130. Delta flights start at C$ 152 while deals on United Airlines start at C$ 154 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, January is the cheapest month in which you can book a flight from Portland to Winnipeg (average of C$ 123). Flying from Portland to Winnipeg in July is currently the most expensive (average of C$ 232). 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 airline flying from Portland to Winnipeg

Airline	Cheapest	Average	Flexibility	On-time
WestJet	CheapestC$ 245	AverageC$ 299	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$ 130

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 27/9. 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 April, booked 27 days in advance, depart on a Monday or Tuesday and return on a Sunday

Cheap flight deals from Portland to Winnipeg

Round-trip from

One-way from

Popular in

Cheapest in

Average price

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 11 September 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 11 September 2025.

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.

How long is the flight from Portland to Winnipeg?

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?

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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 11 September 2025.