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

Air Canada, Delta, 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 52% 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 October 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

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Cheap round-trip flights

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7:59 pm - 11:48 amPDX-YWG

13h 49m2 stops

12:35 pm - 10:40 pmYWG-PDX

12h 05m2 stops

$415Delta

Find Deal

Fri, Nov 28 - Sun, Dec 7

3:15 pm - 1:09 amPDX-YWG

7h 54m1 stop

10:45 am - 2:40 pmYWG-PDX

5h 55m1 stop

$417Air Canada

Find Deal

Tue, Mar 10 - Wed, Mar 11

3:15 pm - 1:09 amPDX-YWG

7h 54m1 stop

8:00 am - 2:40 pmYWG-PDX

8h 40m2 stops

$422Air Canada

Find Deal

Tue, Mar 10 - Wed, Mar 11

7:59 pm - 11:48 amPDX-YWG

13h 49m2 stops

6:40 am - 12:54 pmYWG-PDX

8h 14m1 stop

$426Delta

Find Deal

Fri, Nov 28 - Sun, Dec 7

1:35 pm - 11:39 amPDX-YWG

20h 04m2 stops

2:15 pm - 9:43 amYWG-PDX

21h 28m2 stops

$446United Airlines

Find Deal

Tue, Mar 10 - Wed, Mar 11

6:00 am - 8:56 pmPDX-YWG

12h 56m3 stops

8:40 am - 11:03 amYWG-PDX

28h 23m2 stops

$585United Airlines

Find Deal

Fri, Nov 28 - Sun, Dec 7

12:32 am - 11:44 pmPDX-YWG

21h 12m1 stop

5:45 pm - 8:34 pmYWG-PDX

28h 49m1 stop

$648WestJet

Find Deal

Sun, Dec 14 - Mon, Dec 22

12:40 am - 4:50 pmPDX-YWG

14h 10m1 stop

10:55 am - 5:43 pmYWG-PDX

32h 48m2 stops

$654WestJet

Find Deal

Wed, Nov 5 - Sun, Nov 9

11:59 pm - 11:35 pmPDX-YWG

21h 36m3 stops

12:10 pm - 12:07 pmYWG-PDX

25h 57m2 stops

$707American Airlines

Find Deal

Mon, Mar 9 - Wed, Mar 11

11:59 pm - 11:35 pmPDX-YWG

21h 36m3 stops

6:00 am - 8:24 pmYWG-PDX

16h 24m2 stops

$822American Airlines

Find Deal

Sun, Mar 8 - Wed, Mar 11

Delta flights from Portland to Winnipeg

Our best Delta deals on Portland to Winnipeg flight tickets

Delta

Nov 28

PDX7:59 pmPortland

13h 49m

2 stops

YWG11:48 amWinnipeg

Dec 7

YWG12:35 pmWinnipeg

12h 05m

2 stops

PDX10:40 pmPortland

$415

Find similar

Delta

Nov 28

PDX7:59 pmPortland

13h 49m

2 stops

YWG11:48 amWinnipeg

Dec 7

YWG6:40 amWinnipeg

8h 14m

1 stop

PDX12:54 pmPortland

$426

Find similar

Delta

Nov 15

PDX12:35 amPortland

9h 13m

1 stop

YWG11:48 amWinnipeg

Nov 23

YWG6:40 amWinnipeg

6h 34m

1 stop

PDX11:14 amPortland

$431

Find similar

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets

Air Canada

Mar 10

PDX3:15 pmPortland

7h 54m

1 stop

YWG1:09 amWinnipeg

Mar 11

YWG10:45 amWinnipeg

5h 55m

1 stop

PDX2:40 pmPortland

$417

Find similar

Air Canada

Mar 10

PDX3:15 pmPortland

7h 54m

1 stop

YWG1:09 amWinnipeg

Mar 11

YWG8:00 amWinnipeg

8h 40m

2 stops

PDX2:40 pmPortland

$422

Find similar

Air Canada

Nov 16

PDX7:00 pmPortland

15h 59m

1 stop

YWG12:59 pmWinnipeg

Nov 23

YWG10:45 amWinnipeg

5h 55m

1 stop

PDX2:40 pmPortland

$436

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 11/28

7:59 pm-11:48 am

2 stops13h 49m

Winnipeg

Sun 12/7

12:35 pm-10:40 pm

2 stops12h 05m

$415

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 3/10

3:15 pm-1:09 am

1 stop7h 54m

Winnipeg

Wed 3/11

10:45 am-2:40 pm

1 stop5h 55m

$417

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 3/10

3:15 pm-1:09 am

1 stop7h 54m

Winnipeg

Wed 3/11

8:00 am-2:40 pm

2 stops8h 40m

$422

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 11/28

7:59 pm-11:48 am

2 stops13h 49m

Winnipeg

Sun 12/7

6:40 am-12:54 pm

1 stop8h 14m

$426

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 3/10

1:35 pm-11:39 am

2 stops20h 04m

Winnipeg

Wed 3/11

2:15 pm-9:43 am

2 stops21h 28m

$446

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 11/28

6:00 am-8:56 pm

3 stops12h 56m

Winnipeg

Sun 12/7

8:40 am-11:03 am

2 stops28h 23m

$585

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 12/14

12:32 am-11:44 pm

1 stop21h 12m

Winnipeg

Mon 12/22

5:45 pm-8:34 pm

1 stop28h 49m

$648

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 11/5

12:40 am-4:50 pm

1 stop14h 10m

Winnipeg

Sun 11/9

10:55 am-5:43 pm

2 stops32h 48m

$654

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 3/9

11:59 pm-11:35 pm

3 stops21h 36m

Winnipeg

Wed 3/11

12:10 pm-12:07 pm

2 stops25h 57m

$707

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 3/8

11:59 pm-11:35 pm

3 stops21h 36m

Winnipeg

Wed 3/11

6:00 am-8:24 pm

2 stops16h 24m

$822

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 April is your next best option. Flight prices from Portland to Winnipeg during April average around $269.

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 October 2025, prices for Portland to Winnipeg flights are approximately 271% 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

Direct flights	None

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. 7h 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 October 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 (52% of total bookings). The next most popular airlines are WestJet (34%) and Delta (14%).

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 3,131 reviews	Search WestJet flights
Delta	PriceFrom $143	Free Cancellation	Rating 7.9 7,976 reviews	Search Delta flights
Air Canada	PriceFrom $183	Free Cancellation	Rating 7.1 10,334 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.