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.

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.

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

Air Canada and United Airlines are the most popular carriers 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 46% 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.

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.

$131 Cheap Flights from Portland to Winnipeg in 2026

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Find the cheapest flights from Portland to Winnipeg

Round-trip

One-way

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Enter your travel dates to find the best prices.

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

5h 40m1 stop Calgary

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

5h 40m1 stop Calgary

$266WestJet

Fri, Sep 25 - Wed, Sep 30

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

5h 40m1 stop Calgary

4:15 pm - 1:50 pmYWG Winnipeg-PDX Portland

23h 35m2 stops Edmonton Calgary

$294WestJet

Fri, Sep 25 - Tue, Sep 29

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

5h 40m1 stop Calgary

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

5h 40m1 stop Calgary

$298WestJet

Mon, Sep 21 - Wed, Sep 30

7:45 pm - 2:57 amPDX Portland-YWG Winnipeg

5h 12m1 stop Vancouver Intl

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

5h 46m1 stop Vancouver Intl

$300Air Canada

Fri, Oct 16 - Fri, Oct 23

7:45 pm - 2:57 amPDX Portland-YWG Winnipeg

5h 12m1 stop Vancouver Intl

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

5h 46m1 stop Vancouver Intl

$300Air Canada

Thu, Oct 15 - Tue, Oct 20

7:45 pm - 2:57 amPDX Portland-YWG Winnipeg

5h 12m1 stop Vancouver Intl

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

5h 46m1 stop Vancouver Intl

$300Air Canada

Fri, Sep 25 - Sun, Sep 27

11:30 pm - 12:37 pmPDX Portland-YWG Winnipeg

11h 07m1 stop Chicago O'Hare Intl

2:00 pm - 9:36 amYWG Winnipeg-PDX Portland

21h 36m2 stops Chicago O'Hare Intl Denver Intl

$324United Airlines

Fri, Oct 16 - Fri, Oct 23

10:43 am - 8:57 pmPDX Portland-YWG Winnipeg

8h 14m1 stop Denver Intl

2:00 pm - 9:28 amYWG Winnipeg-PDX Portland

21h 28m2 stops Chicago O'Hare Intl Denver Intl

$324United Airlines

Thu, Oct 15 - Tue, Oct 20

9:00 am - 10:33 pmPDX Portland-YWG Winnipeg

11h 33m2 stops San Francisco Chicago O'Hare Intl

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

5h 46m1 stop Vancouver Intl

$324Multiple Airlines

Tue, Sep 29 - Tue, Oct 6

12:25 am - 11:51 amPDX Portland-YWG Winnipeg

9h 26m1 stop Minneapolis St Paul

12:41 pm - 8:16 pmYWG Winnipeg-PDX Portland

9h 35m1 stop Minneapolis St Paul

$415Delta

Thu, Sep 17 - Mon, Sep 21

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Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets

Air Canada

Sep 25

PDX7:45 pmPortland

5h 12m

1 stop

YWG2:57 amWinnipeg

Sep 27

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

$300

Air Canada

Nov 9

PDX3:15 pmPortland

6h 54m

2 stops

YWG12:09 amWinnipeg

Nov 16

YWG5:40 amWinnipeg

5h 46m

1 stop

PDX9:26 amPortland

$305

Air Canada

Sep 24

PDX7:45 pmPortland

5h 12m

1 stop

YWG2:57 amWinnipeg

Oct 1

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

$310

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets

WestJet

Sep 25

PDX2:30 pmPortland

5h 40m

1 stop

YWG10:10 pmWinnipeg

Sep 30

YWG10:10 amWinnipeg

5h 40m

1 stop

PDX1:50 pmPortland

$266

WestJet

Sep 25

PDX2:30 pmPortland

5h 40m

1 stop

YWG10:10 pmWinnipeg

Sep 29

YWG4:15 pmWinnipeg

23h 35m

2 stops

PDX1:50 pmPortland

$294

WestJet

Sep 21

PDX2:30 pmPortland

5h 40m

1 stop

YWG10:10 pmWinnipeg

Sep 30

YWG10:10 amWinnipeg

5h 40m

1 stop

PDX1:50 pmPortland

$298

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 9/25

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Wed 9/30

10:10 am-1:50 pm

1 stop5h 40m

$266

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 9/25

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Tue 9/29

4:15 pm-1:50 pm

2 stops23h 35m

$294

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Mon 9/21

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Wed 9/30

10:10 am-1:50 pm

1 stop5h 40m

$298

Quickest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 10/16

7:45 pm-2:57 am

1 stop5h 12m

Winnipeg

Fri 10/23

5:45 am-9:31 am

1 stop5h 46m

$300

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 10/15

7:45 pm-2:57 am

1 stop5h 12m

Winnipeg

Tue 10/20

5:45 am-9:31 am

1 stop5h 46m

$300

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 9/25

7:45 pm-2:57 am

1 stop5h 12m

Winnipeg

Sun 9/27

5:45 am-9:31 am

1 stop5h 46m

$300

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 10/16

11:30 pm-12:37 pm

1 stop11h 07m

Winnipeg

Fri 10/23

2:00 pm-9:36 am

2 stops21h 36m

$324

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 10/15

10:43 am-8:57 pm

1 stop8h 14m

Winnipeg

Tue 10/20

2:00 pm-9:28 am

2 stops21h 28m

$324

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 9/29

9:00 am-10:33 pm

2 stops11h 33m

Winnipeg

Tue 10/6

5:45 am-9:31 am

1 stop5h 46m

$324

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 9/17

12:25 am-11:51 am

1 stop9h 26m

Winnipeg

Mon 9/21

12:41 pm-8:16 pm

1 stop9h 35m

$415

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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 typical price of a round-trip flight between Portland and Winnipeg?

Prices are currently typical for flights on this route.

Typical prices usually range from $147 to $428.
The lowest price recently found on this route was $266.

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 September is your next best option. Flight prices from Portland to Winnipeg during September average around $281.

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	$131
Fastest flight time	7h 17m
Direct flights	None

The best one-way flight to Winnipeg from Portland in the past 72 hours is $131. The best round-trip flight deal from Portland to Winnipeg found on momondo in the last 72 hours is $266.

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.

Search flight deals

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 (46% of total bookings). The next most popular airlines are Delta (32%) 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 8,542 reviews	Search Delta flights
Air Canada	PriceFrom $184	Free Cancellation	Rating 7.1 11,573 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.