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 September 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

3:25 pm - 2:02 amPDX-YWG

8h 37m1 stop

5:05 am - 9:20 amYWG-PDX

6h 15m1 stop

$199Air Canada

Find Deal

Sat, Oct 18 - Fri, Oct 24

7:40 pm - 11:08 amPDX-YWG

13h 28m2 stops

7:10 pm - 11:01 pmYWG-PDX

5h 51m1 stop

$216Air Canada

Find Deal

Sat, Oct 18 - Fri, Oct 24

5:00 am - 10:33 pmPDX-YWG

15h 33m2 stops

7:00 am - 10:45 pmYWG-PDX

17h 45m2 stops

$218United Airlines

Find Deal

Sat, Oct 18 - Fri, Oct 24

3:25 pm - 2:02 amPDX-YWG

8h 37m1 stop

5:05 am - 9:20 amYWG-PDX

6h 15m1 stop

$236Air Canada

Find Deal

Wed, Oct 8 - Sun, Oct 12

7:40 pm - 12:50 pmPDX-YWG

15h 10m1 stop

5:05 am - 9:20 amYWG-PDX

6h 15m1 stop

$259Air Canada

Find Deal

Mon, Oct 6 - Mon, Oct 13

5:15 pm - 1:09 pmPDX-YWG

17h 54m2 stops

5:05 am - 9:20 amYWG-PDX

6h 15m1 stop

$292

Find Deal

Mon, Oct 6 - Mon, Oct 13

12:40 am - 11:30 amPDX-YWG

8h 50m1 stop

12:20 pm - 8:26 pmYWG-PDX

10h 06m1 stop

$313Delta

Find Deal

Fri, Oct 17 - Fri, Oct 24

12:40 am - 11:30 amPDX-YWG

8h 50m1 stop

12:20 pm - 10:40 pmYWG-PDX

12h 20m2 stops

$323Delta

Find Deal

Fri, Oct 17 - Fri, Oct 24

5:41 pm - 12:39 amPDX-YWG

28h 58m2 stops

8:00 am - 9:31 amYWG-PDX

27h 31m1 stop

$349

Find Deal

Mon, Nov 3 - Mon, Nov 10

11:59 pm - 11:57 amPDX-YWG

9h 58m1 stop

8:40 am - 10:56 pmYWG-PDX

16h 16m1 stop

$382United Airlines

Find Deal

Mon, Nov 3 - Thu, Nov 6

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets

Air Canada

Oct 18

PDX3:25 pmPortland

8h 37m

1 stop

YWG2:02 amWinnipeg

Oct 24

YWG5:05 amWinnipeg

6h 15m

1 stop

PDX9:20 amPortland

$199

Find similar

Air Canada

Oct 18

PDX7:40 pmPortland

13h 28m

2 stops

YWG11:08 amWinnipeg

Oct 24

YWG7:10 pmWinnipeg

5h 51m

1 stop

PDX11:01 pmPortland

$216

Find similar

Air Canada

Oct 8

PDX3:25 pmPortland

8h 37m

1 stop

YWG2:02 amWinnipeg

Oct 12

YWG5:05 amWinnipeg

6h 15m

1 stop

PDX9:20 amPortland

$236

Find similar

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets

United Airlines

Oct 18

PDX5:00 amPortland

15h 33m

2 stops

YWG10:33 pmWinnipeg

Oct 24

YWG7:00 amWinnipeg

17h 45m

2 stops

PDX10:45 pmPortland

$218

Find similar

United Airlines

Nov 3

PDX11:59 pmPortland

9h 58m

1 stop

YWG11:57 amWinnipeg

Nov 6

YWG8:40 amWinnipeg

16h 16m

1 stop

PDX10:56 pmPortland

$382

Find similar

United Airlines

Nov 14

PDX5:00 amPortland

13h 56m

1 stop

YWG8:56 pmWinnipeg

Nov 19

YWG8:40 amWinnipeg

13h 58m

2 stops

PDX8:38 pmPortland

$392

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 10/18

3:25 pm-2:02 am

1 stop8h 37m

Winnipeg

Fri 10/24

5:05 am-9:20 am

1 stop6h 15m

$199

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 10/18

7:40 pm-11:08 am

2 stops13h 28m

Winnipeg

Fri 10/24

7:10 pm-11:01 pm

1 stop5h 51m

$216

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 10/18

5:00 am-10:33 pm

2 stops15h 33m

Winnipeg

Fri 10/24

7:00 am-10:45 pm

2 stops17h 45m

$218

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 10/8

3:25 pm-2:02 am

1 stop8h 37m

Winnipeg

Sun 10/12

5:05 am-9:20 am

1 stop6h 15m

$236

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 10/6

7:40 pm-12:50 pm

1 stop15h 10m

Winnipeg

Mon 10/13

5:05 am-9:20 am

1 stop6h 15m

$259

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 10/6

5:15 pm-1:09 pm

2 stops17h 54m

Winnipeg

Mon 10/13

5:05 am-9:20 am

1 stop6h 15m

$292

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 10/17

12:40 am-11:30 am

1 stop8h 50m

Winnipeg

Fri 10/24

12:20 pm-8:26 pm

1 stop10h 06m

$313

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 10/17

12:40 am-11:30 am

1 stop8h 50m

Winnipeg

Fri 10/24

12:20 pm-10:40 pm

2 stops12h 20m

$323

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 11/3

5:41 pm-12:39 am

2 stops28h 58m

Winnipeg

Mon 11/10

8:00 am-9:31 am

1 stop27h 31m

$349

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 11/3

11:59 pm-11:57 am

1 stop9h 58m

Winnipeg

Thu 11/6

8:40 am-10:56 pm

1 stop16h 16m

$382

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 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 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 $329 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.

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.

Search flight deals

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 September 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 3,091 reviews	Search WestJet flights
Delta	PriceFrom $143	Free Cancellation	Rating 7.9 7,954 reviews	Search Delta flights
Air Canada	PriceFrom $183	Free Cancellation	Rating 7.1 10,000 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.