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 51% 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 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

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Find the cheapest flights from Portland to Winnipeg

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Cheap round-trip flights

Enter your travel dates to find the best prices.

1:38 pm - 12:39 amPDX-YWG

9h 01m2 stops

4:55 pm - 9:37 amYWG-PDX

18h 42m1 stop

$351Multiple Airlines

Find Deal

Fri, Jan 16 - Mon, Jan 19

5:36 pm - 12:43 amPDX-YWG

29h 07m1 stop

5:35 pm - 9:27 amYWG-PDX

17h 52m1 stop

$360Multiple Airlines

Find Deal

Tue, Dec 9 - Fri, Dec 12

5:15 pm - 11:45 amPDX-YWG

16h 30m2 stops

12:35 pm - 12:15 amYWG-PDX

13h 40m2 stops

$415Delta

Find Deal

Sat, Dec 6 - Wed, Dec 10

9:50 am - 6:09 pmPDX-YWG

6h 19m1 stop

10:45 am - 2:40 pmYWG-PDX

5h 55m1 stop

$417Air Canada

Find Deal

Sat, Dec 6 - Wed, Dec 10

3:15 pm - 1:14 amPDX-YWG

7h 59m1 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

$425Delta

Find Deal

Fri, Nov 28 - Sun, Dec 7

11:59 pm - 11:57 amPDX-YWG

9h 58m1 stop

2:20 pm - 11:03 amYWG-PDX

22h 43m2 stops

$441United Airlines

Find Deal

Thu, Dec 11 - Sun, Dec 14

3:55 pm - 11:57 amPDX-YWG

18h 02m2 stops

2:20 pm - 12:37 amYWG-PDX

12h 17m2 stops

$446United Airlines

Find Deal

Wed, Dec 10 - Thu, Dec 11

12:32 am - 8:06 pmPDX-YWG

17h 34m2 stops

10:55 am - 12:54 pmYWG-PDX

27h 59m2 stops

$659WestJet

Find Deal

Mon, Dec 8 - Fri, Dec 12

12:32 am - 1:52 pmPDX-YWG

35h 20m2 stops

10:55 am - 12:54 pmYWG-PDX

27h 59m2 stops

$677WestJet

Find Deal

Wed, Dec 3 - Sun, Dec 7

Delta flights from Portland to Winnipeg

Our best Delta deals on Portland to Winnipeg flight tickets

Delta

Dec 6

PDX5:15 pmPortland

16h 30m

2 stops

YWG11:45 amWinnipeg

Dec 10

YWG12:35 pmWinnipeg

13h 40m

2 stops

PDX12:15 amPortland

$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

$425

Find similar

Delta

Dec 5

PDX12:32 amPortland

9h 13m

1 stop

YWG11:45 amWinnipeg

Dec 11

YWG6:40 amWinnipeg

19h 35m

2 stops

PDX12:15 amPortland

$426

Find similar

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets

United Airlines

Dec 11

PDX11:59 pmPortland

9h 58m

1 stop

YWG11:57 amWinnipeg

Dec 14

YWG2:20 pmWinnipeg

22h 43m

2 stops

PDX11:03 amPortland

$441

Find similar

United Airlines

Dec 10

PDX3:55 pmPortland

18h 02m

2 stops

YWG11:57 amWinnipeg

Dec 11

YWG2:20 pmWinnipeg

12h 17m

2 stops

PDX12:37 amPortland

$446

Find similar

United Airlines

Dec 9

PDX1:00 pmPortland

20h 57m

2 stops

YWG11:57 amWinnipeg

Dec 12

YWG2:20 pmWinnipeg

22h 43m

3 stops

PDX11:03 amPortland

$590

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/16

1:38 pm-12:39 am

2 stops9h 01m

Winnipeg

Mon 1/19

4:55 pm-9:37 am

1 stop18h 42m

$351

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 12/9

5:36 pm-12:43 am

1 stop29h 07m

Winnipeg

Fri 12/12

5:35 pm-9:27 am

1 stop17h 52m

$360

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 12/6

5:15 pm-11:45 am

2 stops16h 30m

Winnipeg

Wed 12/10

12:35 pm-12:15 am

2 stops13h 40m

$415

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 12/6

9:50 am-6:09 pm

1 stop6h 19m

Winnipeg

Wed 12/10

10:45 am-2:40 pm

1 stop5h 55m

$417

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 3/10

3:15 pm-1:14 am

1 stop7h 59m

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

$425

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 12/11

11:59 pm-11:57 am

1 stop9h 58m

Winnipeg

Sun 12/14

2:20 pm-11:03 am

2 stops22h 43m

$441

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/10

3:55 pm-11:57 am

2 stops18h 02m

Winnipeg

Thu 12/11

2:20 pm-12:37 am

2 stops12h 17m

$446

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 12/8

12:32 am-8:06 pm

2 stops17h 34m

Winnipeg

Fri 12/12

10:55 am-12:54 pm

2 stops27h 59m

$659

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 12/3

12:32 am-1:52 pm

2 stops35h 20m

Winnipeg

Sun 12/7

10:55 am-12:54 pm

2 stops27h 59m

$677

Flights are sorted by cheapest round-trip flights first.

Sorted 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 far in advance should I book a flight to Winnipeg?

You are more likely to see cheaper flights to Winnipeg from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around $322 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Portland for as low as $161 on momondo.

How have Portland to Winnipeg flight prices changed over time?

As of November 2025, prices for Portland to Winnipeg flights are approximately 6% cheaper 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. 6h 19m 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 (51% of total bookings). The next most popular airlines are WestJet (32%) 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 3,154 reviews	Search WestJet flights
Delta	PriceFrom $160	Free Cancellation	Rating 7.9 8,001 reviews	Search Delta flights
Air Canada	PriceFrom $183	Free Cancellation	Rating 7.1 10,410 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.