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 49% 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.

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

WestJet is the most popular carrier operating from Portland to Winnipeg

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 December 2025, 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.

$143 Cheap Flights from Portland to Winnipeg in 2025/26

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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.

7:20 am - 10:41 pm

PDX

YWG

13h 21m2 stops

4:55 pm - 11:52 pm

YWG

PDX

8h 57m1 stop

$391Multiple Airlines

Fri, Jan 16 - Sun, Jan 18

3:15 pm - 1:14 am

PDX

YWG

7h 59m1 stop

10:45 am - 2:40 pm

YWG

PDX

5h 55m1 stop

$418Air Canada

Mon, Jan 12 - Thu, Jan 15

9:50 am - 6:09 pm

PDX

YWG

6h 19m1 stop

9:50 pm - 9:15 am

YWG

PDX

13h 25m1 stop

$437Air Canada

Tue, Jan 6 - Sat, Jan 10

7:00 pm - 3:43 pm

PDX

YWG

18h 43m2 stops

10:45 am - 2:40 pm

YWG

PDX

5h 55m1 stop

$449Air Canada

Mon, Jan 12 - Thu, Jan 15

3:15 pm - 1:14 am

PDX

YWG

7h 59m1 stop

9:50 pm - 9:15 am

YWG

PDX

13h 25m1 stop

$450Air Canada

Wed, Dec 31 - Mon, Jan 5

7:00 am - 12:34 am

PDX

YWG

15h 34m1 stop

9:00 pm - 9:34 am

YWG

PDX

38h 34m2 stops

$516Multiple Airlines

Tue, Jan 6 - Sat, Jan 10

7:45 am - 9:04 pm

PDX

YWG

11h 19m2 stops

8:00 am - 6:30 pm

YWG

PDX

12h 30m2 stops

$534Air Canada

Mon, Jan 12 - Thu, Jan 15

7:45 am - 9:04 pm

PDX

YWG

11h 19m2 stops

8:00 am - 6:30 pm

YWG

PDX

12h 30m2 stops

$535Air Canada

Mon, Jan 12 - Thu, Jan 15

3:50 pm - 12:59 pm

PDX

YWG

19h 09m2 stops

8:00 am - 6:30 pm

YWG

PDX

12h 30m2 stops

$554Air Canada

Fri, Jan 16 - Mon, Jan 19

7:45 am - 1:14 am

PDX

YWG

15h 29m2 stops

9:50 pm - 12:34 pm

YWG

PDX

16h 44m2 stops

$556Air Canada

Tue, Jan 6 - Sat, Jan 10

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets

Air Canada

Jan 12

PDX3:15 pmPortland

7h 59m

1 stop

YWG1:14 amWinnipeg

Jan 15

YWG10:45 amWinnipeg

5h 55m

1 stop

PDX2:40 pmPortland

$418

Find similar

Air Canada

Jan 12

PDX9:50 amPortland

6h 19m

1 stop

YWG6:09 pmWinnipeg

Jan 15

YWG10:45 amWinnipeg

5h 55m

1 stop

PDX2:40 pmPortland

$428

Find similar

Air Canada

Jan 6

PDX9:50 amPortland

6h 19m

1 stop

YWG6:09 pmWinnipeg

Jan 10

YWG9:50 pmWinnipeg

13h 25m

1 stop

PDX9:15 amPortland

$437

Find similar

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets

United Airlines

Jan 16

PDX5:00 amPortland

28h 57m

2 stops

YWG11:57 amWinnipeg

Jan 18

YWG2:20 pmWinnipeg

21h 25m

2 stops

PDX9:45 amPortland

$590

Find similar

United Airlines

Dec 31

PDX7:45 pmPortland

14h 12m

2 stops

YWG11:57 amWinnipeg

Jan 5

YWG2:20 pmWinnipeg

10h 20m

1 stop

PDX10:40 pmPortland

$611

Find similar

United Airlines

Dec 31

PDX7:45 pmPortland

14h 12m

2 stops

YWG11:57 amWinnipeg

Jan 5

YWG2:20 pmWinnipeg

10h 20m

1 stop

PDX10:40 pmPortland

$622

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/16

7:20 am-10:41 pm

2 stops13h 21m

Winnipeg

Sun 1/18

4:55 pm-11:52 pm

1 stop8h 57m

$391

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 1/12

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Thu 1/15

10:45 am-2:40 pm

1 stop5h 55m

$418

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 1/6

9:50 am-6:09 pm

1 stop6h 19m

Winnipeg

Sat 1/10

9:50 pm-9:15 am

1 stop13h 25m

$437

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 1/12

7:00 pm-3:43 pm

2 stops18h 43m

Winnipeg

Thu 1/15

10:45 am-2:40 pm

1 stop5h 55m

$449

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/31

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Mon 1/5

9:50 pm-9:15 am

1 stop13h 25m

$450

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 1/6

7:00 am-12:34 am

1 stop15h 34m

Winnipeg

Sat 1/10

9:00 pm-9:34 am

2 stops38h 34m

$516

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 1/12

7:45 am-9:04 pm

2 stops11h 19m

Winnipeg

Thu 1/15

8:00 am-6:30 pm

2 stops12h 30m

$534

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 1/12

7:45 am-9:04 pm

2 stops11h 19m

Winnipeg

Thu 1/15

8:00 am-6:30 pm

2 stops12h 30m

$535

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/16

3:50 pm-12:59 pm

2 stops19h 09m

Winnipeg

Mon 1/19

8:00 am-6:30 pm

2 stops12h 30m

$554

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 1/6

7:45 am-1:14 am

2 stops15h 29m

Winnipeg

Sat 1/10

9:50 pm-12:34 pm

2 stops16h 44m

$556

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

What is the cheapest day to depart on your flight to Winnipeg?

The cheapest day to depart on your flight to Winnipeg is on a Friday when prices can be found for as low as $299. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Portland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $409.

What is the cheapest time of day to depart on your flight to Winnipeg?

The cheapest time of day to fly to Winnipeg is in the afternoon when flights can be purchased for as low as $324. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $410 on average. Flights to Winnipeg from Portland in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

How have Portland to Winnipeg flight prices changed over time?

As of December 2025, prices for Portland to Winnipeg flights are approximately 10% 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	8h 29m
Direct flights	None

The fastest flight from Portland to Winnipeg takes 8h 29m

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

Search flight deals

How far is Portland to Winnipeg by plane?
The distance between Portland and Winnipeg is about 1217.9 mi. 8h 29m 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 December 2025, 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 (49% of total bookings). The next most popular airlines are WestJet (33%) 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 $135	Free Cancellation	Rating 7.2 3,204 reviews	Search WestJet flights
Delta	PriceFrom $160	Free Cancellation	Rating 7.9 8,007 reviews	Search Delta flights
Air Canada	PriceFrom $175	Free Cancellation	Rating 7.1 10,534 reviews	Search Air Canada flights

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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.