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 August 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 (PDX-YWG) in 2025

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Find the cheapest flights from Portland to Winnipeg (PDX-YWG)

Round-trip

One-way

Cheap round-trip flights

3:25 pm - 11:35 pmPDX-YWG

6h 10m1 stop

5:20 am - 9:21 amYWG-PDX

6h 01m1 stop

$245Air Canada

Find Deal

Wed, Sep 24 - Sun, Sep 28

1:45 pm - 9:30 pmPDX-YWG

5h 45m1 stop

6:30 am - 2:48 pmYWG-PDX

10h 18m2 stops

$257

Find Deal

Sun, Oct 12 - Sun, Oct 19

3:25 pm - 2:02 amPDX-YWG

8h 37m1 stop

7:10 pm - 11:01 pmYWG-PDX

5h 51m1 stop

$264Air Canada

Find Deal

Sun, Oct 12 - Sun, Oct 19

5:40 pm - 1:09 pmPDX-YWG

17h 29m2 stops

7:20 pm - 11:01 pmYWG-PDX

5h 41m1 stop

$268

Find Deal

Wed, Sep 24 - Sun, Sep 28

1:45 pm - 11:40 pmPDX-YWG

7h 55m2 stops

6:30 am - 1:04 pmYWG-PDX

8h 34m2 stops

$275WestJet

Find Deal

Sat, Sep 13 - Sat, Sep 20

12:45 am - 11:54 amPDX-YWG

9h 09m1 stop

5:40 pm - 11:29 pmYWG-PDX

7h 49m1 stop

$309Delta

Find Deal

Fri, Sep 12 - Sun, Sep 21

12:45 am - 11:54 amPDX-YWG

9h 09m1 stop

8:35 am - 3:51 pmYWG-PDX

9h 16m1 stop

$395Delta

Find Deal

Fri, Sep 12 - Sat, Sep 20

1:45 pm - 11:40 pmPDX-YWG

7h 55m2 stops

6:30 am - 1:04 pmYWG-PDX

8h 34m2 stops

$413WestJet

Find Deal

Sat, Sep 13 - Mon, Sep 22

5:00 am - 11:57 amPDX-YWG

28h 57m2 stops

2:20 pm - 10:53 amYWG-PDX

22h 33m3 stops

$518United Airlines

Find Deal

Tue, Nov 11 - Tue, Nov 18

4:02 pm - 11:57 amPDX-YWG

17h 55m2 stops

8:40 am - 12:26 amYWG-PDX

41h 46m3 stops

$581United Airlines

Find Deal

Sun, Nov 23 - Sun, Nov 30

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets

WestJet

Sep 13

PDX1:45 pmPortland

7h 55m

2 stops

YWG11:40 pmWinnipeg

Sep 20

YWG6:30 amWinnipeg

8h 34m

2 stops

PDX1:04 pmPortland

$275

Find similar

WestJet

Sep 13

PDX1:45 pmPortland

7h 55m

2 stops

YWG11:40 pmWinnipeg

Sep 22

YWG6:30 amWinnipeg

8h 34m

2 stops

PDX1:04 pmPortland

$413

Find similar

WestJet

Sep 12

PDX12:45 amPortland

9h 09m

1 stop

YWG11:54 amWinnipeg

Sep 20

YWG6:30 amWinnipeg

8h 34m

2 stops

PDX1:04 pmPortland

$469

Find similar

Delta flights from Portland to Winnipeg

Our best Delta deals on Portland to Winnipeg flight tickets

Delta

Sep 12

PDX12:45 amPortland

9h 09m

1 stop

YWG11:54 amWinnipeg

Sep 21

YWG5:40 pmWinnipeg

7h 49m

1 stop

PDX11:29 pmPortland

$309

Find similar

Delta

Sep 12

PDX12:45 amPortland

9h 09m

1 stop

YWG11:54 amWinnipeg

Sep 20

YWG8:35 amWinnipeg

9h 16m

1 stop

PDX3:51 pmPortland

$395

Find similar

Delta

Sep 12

PDX12:45 amPortland

9h 09m

1 stop

YWG11:54 amWinnipeg

Sep 22

YWG12:44 pmWinnipeg

10h 12m

1 stop

PDX8:56 pmPortland

$410

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 9/24

3:25 pm-11:35 pm

1 stop6h 10m

Winnipeg

Sun 9/28

5:20 am-9:21 am

1 stop6h 01m

$245

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 10/12

1:45 pm-9:30 pm

1 stop5h 45m

Winnipeg

Sun 10/19

6:30 am-2:48 pm

2 stops10h 18m

$257

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 10/12

3:25 pm-2:02 am

1 stop8h 37m

Winnipeg

Sun 10/19

7:10 pm-11:01 pm

1 stop5h 51m

$264

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 9/24

5:40 pm-1:09 pm

2 stops17h 29m

Winnipeg

Sun 9/28

7:20 pm-11:01 pm

1 stop5h 41m

$268

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 9/13

1:45 pm-11:40 pm

2 stops7h 55m

Winnipeg

Sat 9/20

6:30 am-1:04 pm

2 stops8h 34m

$275

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 9/12

12:45 am-11:54 am

1 stop9h 09m

Winnipeg

Sun 9/21

5:40 pm-11:29 pm

1 stop7h 49m

$309

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 9/12

12:45 am-11:54 am

1 stop9h 09m

Winnipeg

Sat 9/20

8:35 am-3:51 pm

1 stop9h 16m

$395

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 9/13

1:45 pm-11:40 pm

2 stops7h 55m

Winnipeg

Mon 9/22

6:30 am-1:04 pm

2 stops8h 34m

$413

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 11/11

5:00 am-11:57 am

2 stops28h 57m

Winnipeg

Tue 11/18

2:20 pm-10:53 am

3 stops22h 33m

$518

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 11/23

4:02 pm-11:57 am

2 stops17h 55m

Winnipeg

Sun 11/30

8:40 am-12:26 am

3 stops41h 46m

$581

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 $338 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 August 2025, prices for Portland to Winnipeg flights are approximately 52% 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.

Search flight deals

How far is Portland to Winnipeg by plane?
The distance between Portland and Winnipeg is about 1217.9 mi. 5h 45m 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 August 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
Delta	PriceFrom $143	Free Cancellation	Rating 7.9 7,979 reviews	Search Delta flights
WestJet	PriceFrom $150	Free Cancellation	Rating 7.2 3,065 reviews	Search WestJet flights
Air Canada	PriceFrom $175	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights

Scanterbury

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Portage la Prairie

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.