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 43% 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 offers the lowest fares from Portland to Winnipeg?

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

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.

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?

WestJet is the most popular carrier operating from Portland to Winnipeg

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.

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 August 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.

$102 Cheap Flights from Portland to Winnipeg in 2026

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Find the cheapest flights from Portland to Winnipeg

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

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

5h 40m1 stop Calgary

4:55 pm - 9:07 amYWG Winnipeg-PDX Portland

18h 12m2 stops Calgary San Francisco

$331Multiple Airlines

Tue, Sep 8 - Fri, Sep 11

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

5h 40m1 stop Calgary

4:55 pm - 9:07 amYWG Winnipeg-PDX Portland

18h 12m2 stops Calgary San Francisco

$331Multiple Airlines

Thu, Sep 10 - Fri, Sep 11

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

5h 40m1 stop Calgary

4:55 pm - 9:07 amYWG Winnipeg-PDX Portland

18h 12m2 stops Calgary San Francisco

$331Multiple Airlines

Wed, Sep 9 - Fri, Sep 11

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

$340Delta

Sat, Sep 12 - Tue, Sep 15

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

9h 26m1 stop Minneapolis St Paul

3:58 pm - 11:10 pmYWG Winnipeg-PDX Portland

9h 12m1 stop Minneapolis St Paul

$340Delta

Wed, Sep 16 - Mon, Sep 21

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

$340Delta

Wed, Sep 9 - Tue, Sep 15

10:10 am - 5:42 pmPDX Portland-YWG Winnipeg

5h 32m1 stop Vancouver Intl

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

5h 46m1 stop Vancouver Intl

$385Air Canada

Thu, Sep 24 - Sun, Sep 27

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

$385Air Canada

Thu, Sep 24 - Wed, Sep 30

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

$446WestJet

Tue, Sep 8 - Fri, Sep 11

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

$446WestJet

Tue, Sep 8 - Sat, Sep 12

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United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets

United Airlines

Sep 21

PDX7:15 pmPortland

14h 37m

2 stops

YWG11:52 amWinnipeg

Sep 28

YWG2:00 pmWinnipeg

21h 36m

2 stops

PDX9:36 amPortland

$467

United Airlines

Sep 18

PDX3:27 pmPortland

27h 30m

2 stops

YWG8:57 pmWinnipeg

Sep 21

YWG2:00 pmWinnipeg

21h 32m

2 stops

PDX9:32 amPortland

$568

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets

Air Canada

Sep 24

PDX10:10 amPortland

5h 32m

1 stop

YWG5:42 pmWinnipeg

Sep 27

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

$385

Air Canada

Sep 11

PDX7:45 pmPortland

5h 12m

1 stop

YWG2:57 amWinnipeg

Sep 13

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

$437

Air Canada

Oct 2

PDX7:45 pmPortland

5h 12m

1 stop

YWG2:57 amWinnipeg

Oct 9

YWG5:45 amWinnipeg

15h 26m

1 stop

PDX7:11 pmPortland

$456

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 9/8

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Fri 9/11

4:55 pm-9:07 am

2 stops18h 12m

$331

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 9/10

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Fri 9/11

4:55 pm-9:07 am

2 stops18h 12m

$331

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 9/9

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Fri 9/11

4:55 pm-9:07 am

2 stops18h 12m

$331

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Sat 9/12

12:25 am-11:51 am

1 stop9h 26m

Winnipeg

Tue 9/15

12:41 pm-8:16 pm

1 stop9h 35m

$340

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 9/16

12:25 am-11:51 am

1 stop9h 26m

Winnipeg

Mon 9/21

3:58 pm-11:10 pm

1 stop9h 12m

$340

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 9/9

12:25 am-11:51 am

1 stop9h 26m

Winnipeg

Tue 9/15

12:41 pm-8:16 pm

1 stop9h 35m

$340

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 9/24

10:10 am-5:42 pm

1 stop5h 32m

Winnipeg

Sun 9/27

5:45 am-9:31 am

1 stop5h 46m

$385

Quickest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 9/24

7:45 pm-2:57 am

1 stop5h 12m

Winnipeg

Wed 9/30

5:45 am-9:31 am

1 stop5h 46m

$385

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 9/8

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Fri 9/11

10:10 am-1:50 pm

1 stop5h 40m

$446

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 9/8

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Sat 9/12

10:10 am-1:50 pm

1 stop5h 40m

$446

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 $327 to $506.
The lowest price recently found on this route was $331.

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	$102
Fastest flight time	7h 08m
Direct flights	None

The best one-way flight to Winnipeg from Portland in the past 72 hours is $102. The best round-trip flight deal from Portland to Winnipeg found on momondo in the last 72 hours is $331.

The fastest flight from Portland to Winnipeg takes 7h 08m

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 08m 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 August 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 (43% of total bookings). The next most popular airlines are Delta (32%) and WestJet (25%).

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
Air Canada	PriceFrom $184	Free Cancellation	Rating 7.1 11,515 reviews	Search Air Canada flights
Delta	PriceFrom $188	Free Cancellation	Rating 7.8 8,514 reviews	Search Delta flights
WestJet	PriceFrom $246	Free Cancellation	Rating 7.2 3,434 reviews	Search WestJet flights

Selkirk

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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.