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

United Airlines and WestJet are the most popular carriers operating from Portland to Winnipeg

What airlines fly to Winnipeg?

Air Canada, WestJet and Delta 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 47% 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 January 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.

$249 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 pm

PDX

YWG

5h 40m

1 stop

12:10 pm - 1:50 pm

YWG

PDX

27h 40m

1 stop

$317WestJet

Wed, Apr 29 - Sat, May 2

10:31 am - 8:00 pm

PDX

YWG

7h 29m

1 stop

6:00 am - 11:57 am

YWG

PDX

31h 57m

2 stops

$394Multiple Airlines

Wed, Apr 29 - Sat, May 2

7:14 pm - 11:52 am

PDX

YWG

14h 38m

2 stops

2:00 pm - 9:48 am

YWG

PDX

21h 48m

2 stops

$435United Airlines

Mon, Mar 30 - Tue, Mar 31

11:59 pm - 11:57 am

PDX

YWG

9h 58m

1 stop

2:20 pm - 9:54 am

YWG

PDX

21h 34m

2 stops

$441United Airlines

Thu, Feb 26 - Thu, Mar 5

4:15 pm - 11:52 am

PDX

YWG

17h 37m

2 stops

2:00 pm - 9:48 am

YWG

PDX

21h 48m

2 stops

$445United Airlines

Mon, Mar 30 - Tue, Mar 31

4:15 pm - 11:52 am

PDX

YWG

17h 37m

2 stops

8:45 am - 12:59 am

YWG

PDX

18h 14m

2 stops

$446United Airlines

Wed, Apr 29 - Sat, May 2

3:25 pm - 11:37 pm

PDX

YWG

6h 12m

1 stop

5:45 am - 9:31 am

YWG

PDX

5h 46m

1 stop

$472Air Canada

Fri, Jul 3 - Sat, Jul 11

2:00 pm - 11:10 pm

PDX

YWG

7h 10m

2 stops

8:30 am - 1:20 pm

YWG

PDX

6h 50m

1 stop

$475WestJet

Fri, Jul 3 - Sat, Jul 11

3:15 pm - 1:14 am

PDX

YWG

7h 59m

1 stop

10:10 pm - 9:15 am

YWG

PDX

13h 05m

1 stop

$480Air Canada

Wed, Mar 18 - Thu, Mar 26

3:15 pm - 1:14 am

PDX

YWG

7h 59m

1 stop

10:10 pm - 9:15 am

YWG

PDX

13h 05m

1 stop

$491Air Canada

Wed, Mar 18 - Thu, Mar 26

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets

WestJet

Jul 3

PDX2:00 pmPortland

7h 00m

1 stop

YWG11:00 pmWinnipeg

Jul 11

YWG8:30 amWinnipeg

6h 50m

1 stop

PDX1:20 pmPortland

$453

WestJet

Jul 3

PDX2:00 pmPortland

7h 10m

2 stops

YWG11:10 pmWinnipeg

Jul 11

YWG8:30 amWinnipeg

6h 50m

1 stop

PDX1:20 pmPortland

$475

WestJet

Jul 3

PDX2:00 pmPortland

7h 10m

2 stops

YWG11:10 pmWinnipeg

Jul 11

YWG7:00 amWinnipeg

8h 20m

2 stops

PDX1:20 pmPortland

$504

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets

Air Canada

Jul 3

PDX3:25 pmPortland

6h 12m

1 stop

YWG11:37 pmWinnipeg

Jul 11

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

$461

Air Canada

Jul 3

PDX3:25 pmPortland

6h 12m

1 stop

YWG11:37 pmWinnipeg

Jul 11

YWG5:45 amWinnipeg

5h 46m

1 stop

PDX9:31 amPortland

$472

Air Canada

Mar 18

PDX3:15 pmPortland

7h 59m

1 stop

YWG1:14 amWinnipeg

Mar 26

YWG10:10 pmWinnipeg

13h 05m

1 stop

PDX9:15 amPortland

$480

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 4/29

2:30 pm-10:10 pm

1 stop5h 40m

Winnipeg

Sat 5/2

12:10 pm-1:50 pm

1 stop27h 40m

$317

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 4/29

10:31 am-8:00 pm

1 stop7h 29m

Winnipeg

Sat 5/2

6:00 am-11:57 am

2 stops31h 57m

$394

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 3/30

7:14 pm-11:52 am

2 stops14h 38m

Winnipeg

Tue 3/31

2:00 pm-9:48 am

2 stops21h 48m

$435

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 2/26

11:59 pm-11:57 am

1 stop9h 58m

Winnipeg

Thu 3/5

2:20 pm-9:54 am

2 stops21h 34m

$441

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 3/30

4:15 pm-11:52 am

2 stops17h 37m

Winnipeg

Tue 3/31

2:00 pm-9:48 am

2 stops21h 48m

$445

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 4/29

4:15 pm-11:52 am

2 stops17h 37m

Winnipeg

Sat 5/2

8:45 am-12:59 am

2 stops18h 14m

$446

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 7/3

3:25 pm-11:37 pm

1 stop6h 12m

Winnipeg

Sat 7/11

5:45 am-9:31 am

1 stop5h 46m

$472

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 7/3

2:00 pm-11:10 pm

2 stops7h 10m

Winnipeg

Sat 7/11

8:30 am-1:20 pm

1 stop6h 50m

$475

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 3/18

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Thu 3/26

10:10 pm-9:15 am

1 stop13h 05m

$480

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 3/18

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Thu 3/26

10:10 pm-9:15 am

1 stop13h 05m

$491

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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

What is the cheapest month to fly to Winnipeg?

In general, February 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 $177. If you’re not able to fly to Winnipeg in February, then November is your next best option. Flight prices from Portland to Winnipeg during November average around $247.

How have Portland to Winnipeg flight prices changed over time?

As of January 2026, prices for Portland to Winnipeg flights are approximately 31% more expensive when compared to flights at the same time last year.

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

Fastest flight time	9h 48m
Direct flights	None

The fastest flight from Portland to Winnipeg takes 9h 48m

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

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How far is Portland to Winnipeg by plane?
The distance between Portland and Winnipeg is about 1217.9 mi. 9h 48m 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 January 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 (47% of total bookings). The next most popular airlines are WestJet (35%) and Delta (18%).

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
WestJet	PriceFrom $88	Free Cancellation	Rating 7.2 3,251 reviews	Search WestJet flights
Delta	PriceFrom $143	Free Cancellation	Rating 7.9 8,124 reviews	Search Delta flights
Air Canada	PriceFrom $164	Free Cancellation	Rating 7.1 10,666 reviews	Search Air Canada flights

Scanterbury

Portage la Prairie

Selkirk

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.