Which layover airport offers the lowest fares from Portland to Winnipeg?

Flights via Calgary (YYC) offer the lowest average round-trip price of $357.

Which airport is the most popular layover for flights between Portland and Winnipeg?

Vancouver (YVR) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

What is the cheapest airline that flies from Portland to Winnipeg?

Air Canada is the most popular carrier operating from Portland to Winnipeg

Which layover airport has the shortest travel time from Portland to Winnipeg?

Flights connecting via Denver (DEN) have the shortest average one-way travel time: 6h 07m.

What airlines fly to Winnipeg?

Air Canada, Delta and WestJet are the top three most popular airlines that fly to Winnipeg from Portland according to our data. Air Canada is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Winnipeg. Keep in mind that there are 3 different airlines that fly to Winnipeg on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Portland to Winnipeg?

Denver (DEN) has the shortest average layover time for this route: 0h 57m.

When did momondo last update prices for flights from Portland Airport to Winnipeg Airport?

Prices for flights from Portland Airport to Winnipeg Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Portland Airport to Winnipeg Airport?

As of September 2026, there are 3 operators available to choose from for flights from Portland Airport to Winnipeg Airport.

How old do you have to be to fly from Portland Airport to Winnipeg Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Portland Airport to Winnipeg Airport.

What documentation or ID do you need to fly to Winnipeg Airport?

The travel and health documents required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$149 Cheap Flights from Portland to Winnipeg in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland to Winnipeg

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:15 pm - 12:32 amPDX Portland-YWG Winnipeg

7h 17m1 stop Vancouver Intl

5:40 am - 9:26 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

$321Air Canada

Thu, Nov 12 - Mon, Nov 16

3:20 pm - 12:32 amPDX Portland-YWG Winnipeg

7h 12m1 stop Vancouver Intl

5:40 am - 9:26 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

$321Air Canada

Wed, Oct 28 - Wed, Nov 11

3:20 pm - 12:32 amPDX Portland-YWG Winnipeg

7h 12m1 stop Vancouver Intl

5:40 am - 9:26 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

$321Air Canada

Thu, Oct 29 - Thu, Nov 5

3:30 pm - 12:25 amPDX Portland-YWG Winnipeg

6h 55m1 stop Vancouver Intl

5:45 am - 9:31 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

$321Air Canada

Tue, Oct 20 - Wed, Oct 21

2:30 pm - 10:10 pmPDX Portland-YWG Winnipeg

5h 40m1 stop Calgary

7:00 am - 1:50 pmYWG Winnipeg-PDX Portland

8h 50m1 stop Calgary

$325WestJet

Mon, Sep 28 - Sun, Oct 4

3:40 pm - 12:23 pmPDX Portland-YWG Winnipeg

18h 43m2 stops San Francisco Chicago O'Hare Intl

5:40 am - 9:26 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

$335Multiple Airlines

Wed, Oct 28 - Wed, Nov 11

2:30 pm - 12:00 pmPDX Portland-YWG Winnipeg

19h 30m2 stops Calgary Edmonton

10:10 am - 1:50 pmYWG Winnipeg-PDX Portland

5h 40m1 stop Calgary

$345WestJet

Mon, Sep 28 - Sun, Oct 4

3:40 pm - 12:23 pmPDX Portland-YWG Winnipeg

18h 43m2 stops San Francisco Chicago O'Hare Intl

5:40 am - 9:26 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

$355Multiple Airlines

Wed, Oct 28 - Wed, Nov 11

3:40 pm - 12:23 pmPDX Portland-YWG Winnipeg

18h 43m2 stops San Francisco Chicago O'Hare Intl

7:05 pm - 9:26 amYWG Winnipeg-PDX Portland

16h 21m2 stops Calgary Vancouver Intl

$360Multiple Airlines

Wed, Oct 28 - Wed, Nov 11

8:44 pm - 11:48 amPDX Portland-YWG Winnipeg

13h 04m2 stops Seattle/Tacoma Intl Minneapolis St Paul

5:40 pm - 11:44 pmYWG Winnipeg-PDX Portland

8h 04m1 stop Minneapolis St Paul

$523Delta

Mon, Oct 12 - Mon, Oct 19

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American Airlines flights from Portland to Winnipeg

Our best American Airlines deals on Portland to Winnipeg flight tickets

American Airlines

Oct 28

PDX9:44 pmPortland

22h 13m

3 stops

YWG9:57 pmWinnipeg

Nov 11

YWG7:00 amWinnipeg

17h 10m

2 stops

PDX10:10 pmPortland

$898

American Airlines

Oct 28

PDX10:55 pmPortland

21h 02m

3 stops

YWG9:57 pmWinnipeg

Nov 11

YWG7:00 amWinnipeg

18h 43m

3 stops

PDX11:43 pmPortland

$1,135

American Airlines

Oct 28

PDX10:55 pmPortland

21h 02m

3 stops

YWG9:57 pmWinnipeg

Nov 11

YWG7:00 amWinnipeg

18h 43m

3 stops

PDX11:43 pmPortland

$1,150

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets

United Airlines

Nov 5

PDX10:59 amPortland

23h 24m

2 stops

YWG12:23 pmWinnipeg

Nov 10

YWG2:15 pmWinnipeg

21h 21m

2 stops

PDX9:36 amPortland

$562

United Airlines

Dec 23

PDX11:59 pmPortland

10h 53m

1 stop

YWG12:52 pmWinnipeg

Jan 6

YWG7:00 amWinnipeg

13h 20m

3 stops

PDX6:20 pmPortland

$626

United Airlines

Dec 23

PDX1:41 pmPortland

21h 11m

2 stops

YWG12:52 pmWinnipeg

Jan 6

YWG7:00 amWinnipeg

13h 20m

3 stops

PDX6:20 pmPortland

$793

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 11/12

3:15 pm-12:32 am

1 stop7h 17m

Winnipeg

Mon 11/16

5:40 am-9:26 am

1 stop5h 46m

$321

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 10/28

3:20 pm-12:32 am

1 stop7h 12m

Winnipeg

Wed 11/11

5:40 am-9:26 am

1 stop5h 46m

$321

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 10/29

3:20 pm-12:32 am

1 stop7h 12m

Winnipeg

Thu 11/5

5:40 am-9:26 am

1 stop5h 46m

$321

Quickest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 10/20

3:30 pm-12:25 am

1 stop6h 55m

Winnipeg

Wed 10/21

5:45 am-9:31 am

1 stop5h 46m

$321

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Mon 9/28

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Sun 10/4

7:00 am-1:50 pm

1 stop8h 50m

$325

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 10/28

3:40 pm-12:23 pm

2 stops18h 43m

Winnipeg

Wed 11/11

5:40 am-9:26 am

1 stop5h 46m

$335

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Mon 9/28

2:30 pm-12:00 pm

2 stops19h 30m

Winnipeg

Sun 10/4

10:10 am-1:50 pm

1 stop5h 40m

$345

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 10/28

3:40 pm-12:23 pm

2 stops18h 43m

Winnipeg

Wed 11/11

5:40 am-9:26 am

1 stop5h 46m

$355

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 10/28

3:40 pm-12:23 pm

2 stops18h 43m

Winnipeg

Wed 11/11

7:05 pm-9:26 am

2 stops16h 21m

$360

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Mon 10/12

8:44 pm-11:48 am

2 stops13h 04m

Winnipeg

Mon 10/19

5:40 pm-11:44 pm

1 stop8h 04m

$523

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the cheapest month to fly to Winnipeg?

In general, November is the cheapest month to fly from Portland to Winnipeg. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $247. If you’re not able to fly to Winnipeg in November, then August is your next best option. Flight prices from Portland to Winnipeg during August average around $373.

How have Portland to Winnipeg flight prices changed over time?

When to book flights from Portland to Winnipeg

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Winnipeg according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Portland to Winnipeg (PDX to YWG) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Winnipeg

Best Price Found	$149
Fastest flight time	7h 17m
Direct flights	None

The best one-way flight to Winnipeg from Portland in the past 72 hours is $149. The best round-trip flight deal from Portland to Winnipeg found on momondo in the last 72 hours is $321.

The fastest flight from Portland to Winnipeg takes 7h 17m

There are no direct flights from Portland to Winnipeg. There are no popular flight routes from Portland to Winnipeg.

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Frequently asked questions about flying from Portland to Winnipeg

How far is Portland to Winnipeg by plane?
The distance between Portland and Winnipeg is about 1217.9 mi. 7h 17m is a normal flight duration for this route.
When did momondo last update prices for flights from Portland Airport to Winnipeg Airport?
Prices for flights from Portland Airport to Winnipeg Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Portland Airport to Winnipeg Airport?
As of September 2026, there are 3 operators available to choose from for flights from Portland Airport to Winnipeg Airport.
How old do you have to be to fly from Portland Airport to Winnipeg Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Portland Airport to Winnipeg Airport.
What documentation or ID do you need to fly to Winnipeg Airport?
The travel and health documents required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Portland to Winnipeg?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Portland to Winnipeg is Air Canada (45% of total bookings). The next most popular airlines are Delta (34%) and WestJet (22%).

Best airlines flying from Portland to Winnipeg

Compare and see reviews for airlines that fly from Portland to Winnipeg with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $163	Free Cancellation	Rating 7.8 8,585 reviews	Search Delta flights
Air Canada	PriceFrom $184	Free Cancellation	Rating 7.1 11,649 reviews	Search Air Canada flights
WestJet	PriceFrom $245	Free Cancellation	Rating 7.2 3,446 reviews	Search WestJet flights

Selkirk

Portage la Prairie

Morden

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Winnipeg?

Finding the right flight to Winnipeg from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Winnipeg quick and easy, saving you time and money.

Can I find flights from Portland to Winnipeg with flexible booking policies on momondo?

All flight searches from Portland to Winnipeg on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Portland to Winnipeg?

Once you have performed a search for Portland to Winnipeg flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Portland to Winnipeg right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Portland to Winnipeg flights. All you need is a valid email address and we will do the rest; it is that quick and easy.