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 50% 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?

United Airlines and American Airlines are the most popular carriers 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 November 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

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

7:00 pm - 12:59 pmPDX-YWG

15h 59m1 stop

10:45 am - 2:40 pmYWG-PDX

5h 55m1 stop

$335Air Canada

Find Deal

Tue, Dec 9 - Fri, Dec 12

10:17 am - 6:06 pmPDX-YWG

29h 49m2 stops

4:55 pm - 9:37 amYWG-PDX

18h 42m1 stop

$337Multiple Airlines

Find Deal

Thu, Jan 15 - Mon, Jan 19

3:15 pm - 1:14 amPDX-YWG

7h 59m1 stop

10:45 am - 2:40 pmYWG-PDX

5h 55m1 stop

$341Air Canada

Find Deal

Wed, Dec 10 - Sun, Dec 14

3:15 pm - 1:14 amPDX-YWG

7h 59m1 stop

10:45 am - 2:40 pmYWG-PDX

5h 55m1 stop

$349Air Canada

Find Deal

Wed, Dec 10 - Sun, Dec 14

3:15 pm - 1:14 amPDX-YWG

7h 59m1 stop

10:45 am - 2:40 pmYWG-PDX

5h 55m1 stop

$350Air Canada

Find Deal

Wed, Dec 10 - Sun, Dec 14

3:55 pm - 11:57 amPDX-YWG

18h 02m2 stops

8:40 am - 6:41 pmYWG-PDX

12h 01m2 stops

$354United Airlines

Find Deal

Wed, Dec 10 - Sat, Dec 13

7:43 pm - 11:57 amPDX-YWG

14h 14m2 stops

8:40 am - 10:52 pmYWG-PDX

16h 12m2 stops

$355United Airlines

Find Deal

Wed, Dec 10 - Sat, Dec 13

11:59 pm - 11:57 amPDX-YWG

9h 58m1 stop

8:40 am - 1:37 pmYWG-PDX

6h 57m1 stop

$356United Airlines

Find Deal

Tue, Dec 9 - Fri, Dec 12

7:00 pm - 12:59 pmPDX-YWG

15h 59m1 stop

10:45 am - 2:40 pmYWG-PDX

5h 55m1 stop

$360Air Canada

Find Deal

Tue, Dec 9 - Mon, Dec 15

11:59 pm - 11:57 amPDX-YWG

9h 58m1 stop

2:20 pm - 12:37 amYWG-PDX

12h 17m2 stops

$366United Airlines

Find Deal

Tue, Dec 9 - Thu, Dec 11

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets

Air Canada

Dec 9

PDX7:00 pmPortland

15h 59m

1 stop

YWG12:59 pmWinnipeg

Dec 12

YWG10:45 amWinnipeg

5h 55m

1 stop

PDX2:40 pmPortland

$335

Find similar

Air Canada

Dec 10

PDX3:15 pmPortland

7h 59m

1 stop

YWG1:14 amWinnipeg

Dec 14

YWG10:45 amWinnipeg

5h 55m

1 stop

PDX2:40 pmPortland

$341

Find similar

Air Canada

Dec 10

PDX3:15 pmPortland

7h 59m

1 stop

YWG1:14 amWinnipeg

Dec 14

YWG10:45 amWinnipeg

5h 55m

1 stop

PDX2:40 pmPortland

$349

Find similar

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets

United Airlines

Dec 10

PDX3:55 pmPortland

18h 02m

2 stops

YWG11:57 amWinnipeg

Dec 13

YWG8:40 amWinnipeg

12h 01m

2 stops

PDX6:41 pmPortland

$354

Find similar

United Airlines

Dec 10

PDX7:43 pmPortland

14h 14m

2 stops

YWG11:57 amWinnipeg

Dec 13

YWG8:40 amWinnipeg

16h 12m

2 stops

PDX10:52 pmPortland

$355

Find similar

United Airlines

Dec 9

PDX11:59 pmPortland

9h 58m

1 stop

YWG11:57 amWinnipeg

Dec 12

YWG8:40 amWinnipeg

6h 57m

1 stop

PDX1:37 pmPortland

$356

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 12/9

7:00 pm-12:59 pm

1 stop15h 59m

Winnipeg

Fri 12/12

10:45 am-2:40 pm

1 stop5h 55m

$335

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 1/15

10:17 am-6:06 pm

2 stops29h 49m

Winnipeg

Mon 1/19

4:55 pm-9:37 am

1 stop18h 42m

$337

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/10

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Sun 12/14

10:45 am-2:40 pm

1 stop5h 55m

$341

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/10

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Sun 12/14

10:45 am-2:40 pm

1 stop5h 55m

$349

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/10

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Sun 12/14

10:45 am-2:40 pm

1 stop5h 55m

$350

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/10

3:55 pm-11:57 am

2 stops18h 02m

Winnipeg

Sat 12/13

8:40 am-6:41 pm

2 stops12h 01m

$354

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/10

7:43 pm-11:57 am

2 stops14h 14m

Winnipeg

Sat 12/13

8:40 am-10:52 pm

2 stops16h 12m

$355

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 12/9

11:59 pm-11:57 am

1 stop9h 58m

Winnipeg

Fri 12/12

8:40 am-1:37 pm

1 stop6h 57m

$356

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 12/9

7:00 pm-12:59 pm

1 stop15h 59m

Winnipeg

Mon 12/15

10:45 am-2:40 pm

1 stop5h 55m

$360

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 12/9

11:59 pm-11:57 am

1 stop9h 58m

Winnipeg

Thu 12/11

2:20 pm-12:37 am

2 stops12h 17m

$366

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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 $174. 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.

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 November 2025, prices for Portland to Winnipeg flights are approximately 75% 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	6h 01m
Direct flights	None

The fastest flight from Portland to Winnipeg takes 6h 01m

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. 5h 41m 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 November 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 (50% of total bookings). The next most popular airlines are WestJet (33%) and Delta (17%).

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 3,173 reviews	Search WestJet flights
Delta	PriceFrom $160	Free Cancellation	Rating 7.9 7,998 reviews	Search Delta flights
Air Canada	PriceFrom $183	Free Cancellation	Rating 7.1 10,481 reviews	Search Air Canada flights

Scanterbury

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.