What airlines fly to Winnipeg?

Air Canada, Delta and WestJet 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 45% 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.

Which layover airport has the shortest connection time from Portland to Winnipeg?

Denver (DEN) has the shortest average layover time for this route: 0h 57m.

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

Air Canada, United Airlines, and Delta are the most popular carriers operating from Portland to Winnipeg

Which layover airport has the shortest travel time from Portland to Winnipeg?

Flights connecting via Denver (DEN) have the shortest average one-way travel time: 6h 07m.

Which layover airport offers the lowest fares from Portland to Winnipeg?

Flights via Calgary (YYC) offer the lowest average round-trip price of $357.

Which airport is the most popular layover for flights between Portland and Winnipeg?

Vancouver (YVR) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

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 2026, 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.

$249 Cheap Flights from Portland to Winnipeg in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland to Winnipeg

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:50 pm - 5:25 pmPDX Portland-YWG Winnipeg

20h 35m2 stops Phoenix-Mesa Gateway Calgary

4:00 pm - 10:04 pmYWG Winnipeg-PDX Portland

9h 04m1 stop Las Vegas Harry Reid Intl

$516Multiple Airlines

Sun, Jan 31 - Thu, Feb 4

7:00 am - 9:45 pmPDX Portland-YWG Winnipeg

35h 45m2 stops Phoenix Sky Harbor Intl Vancouver Intl

4:00 pm - 10:04 pmYWG Winnipeg-PDX Portland

9h 04m1 stop Las Vegas Harry Reid Intl

$537Multiple Airlines

Sat, Jan 30 - Thu, Feb 4

7:00 am - 1:44 amPDX Portland-YWG Winnipeg

15h 44m2 stops Phoenix Sky Harbor Intl Vancouver Intl

4:00 pm - 10:04 pmYWG Winnipeg-PDX Portland

9h 04m1 stop Las Vegas Harry Reid Intl

$548Multiple Airlines

Wed, Feb 3 - Thu, Feb 4

3:15 pm - 1:32 amPDX Portland-YWG Winnipeg

7h 17m1 stop Vancouver Intl

6:40 am - 9:26 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

$564Air Canada

Fri, Dec 4 - Sat, Dec 5

3:15 pm - 1:24 amPDX Portland-YWG Winnipeg

7h 09m2 stops Vancouver Intl Calgary

6:40 am - 9:26 amYWG Winnipeg-PDX Portland

5h 46m1 stop Vancouver Intl

$569Air Canada

Fri, Dec 4 - Sat, Dec 5

11:58 am - 10:26 pmPDX Portland-YWG Winnipeg

7h 28m1 stop Minneapolis St Paul

12:22 pm - 8:24 pmYWG Winnipeg-PDX Portland

11h 02m1 stop Minneapolis St Paul

$591Delta

Fri, Nov 27 - Fri, Dec 4

3:15 pm - 1:24 amPDX Portland-YWG Winnipeg

7h 09m2 stops Vancouver Intl Calgary

8:05 pm - 9:26 amYWG Winnipeg-PDX Portland

16h 21m2 stops Calgary Vancouver Intl

$593Air Canada

Fri, Dec 4 - Sat, Dec 5

7:41 pm - 11:31 amPDX Portland-YWG Winnipeg

12h 50m2 stops Seattle/Tacoma Intl Minneapolis St Paul

12:24 pm - 8:30 pmYWG Winnipeg-PDX Portland

11h 06m1 stop Minneapolis St Paul

$612Delta

Wed, Dec 23 - Tue, Jan 5

11:00 am - 1:10 amPDX Portland-YWG Winnipeg

11h 10m2 stops Seattle/Tacoma Intl Calgary

8:35 am - 5:06 pmYWG Winnipeg-PDX Portland

11h 31m2 stops Calgary Seattle/Tacoma Intl

$1,121WestJet

Thu, Feb 4 - Sat, Feb 6

11:00 am - 10:55 pmPDX Portland-YWG Winnipeg

8h 55m2 stops Seattle/Tacoma Intl Calgary

1:10 pm - 10:52 amYWG Winnipeg-PDX Portland

48h 42m2 stops Edmonton Minneapolis St Paul

$1,133WestJet

Fri, Feb 5 - Sun, Feb 7

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Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets

Air Canada

Dec 4

PDX3:15 pmPortland

7h 17m

1 stop

YWG1:32 amWinnipeg

Dec 5

YWG6:40 amWinnipeg

5h 46m

1 stop

PDX9:26 amPortland

$564

Air Canada

Dec 4

PDX3:15 pmPortland

7h 09m

2 stops

YWG1:24 amWinnipeg

Dec 5

YWG6:40 amWinnipeg

5h 46m

1 stop

PDX9:26 amPortland

$569

Air Canada

Nov 29

PDX7:00 amPortland

15h 32m

1 stop

YWG1:32 amWinnipeg

Dec 6

YWG6:40 amWinnipeg

5h 46m

1 stop

PDX9:26 amPortland

$582

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets

United Airlines

Dec 20

PDX8:46 amPortland

26h 06m

2 stops

YWG1:52 pmWinnipeg

Jan 4

YWG3:15 pmWinnipeg

10h 32m

1 stop

PDX10:47 pmPortland

$653

United Airlines

Dec 17

PDX4:28 pmPortland

18h 24m

2 stops

YWG1:52 pmWinnipeg

Jan 5

YWG8:00 amWinnipeg

16h 15m

2 stops

PDX9:15 pmPortland

$658

United Airlines

Dec 13

PDX1:15 pmPortland

5h 40m

1 stop

YWG9:55 pmWinnipeg

Dec 20

YWG9:40 amWinnipeg

14h 36m

1 stop

PDX9:16 pmPortland

$659

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Sun 1/31

5:50 pm-5:25 pm

2 stops20h 35m

Winnipeg

Thu 2/4

4:00 pm-10:04 pm

1 stop9h 04m

$516

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Sat 1/30

7:00 am-9:45 pm

2 stops35h 45m

Winnipeg

Thu 2/4

4:00 pm-10:04 pm

1 stop9h 04m

$537

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 2/3

7:00 am-1:44 am

2 stops15h 44m

Winnipeg

Thu 2/4

4:00 pm-10:04 pm

1 stop9h 04m

$548

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 12/4

3:15 pm-1:32 am

1 stop7h 17m

Winnipeg

Sat 12/5

6:40 am-9:26 am

1 stop5h 46m

$564

Quickest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 12/4

3:15 pm-1:24 am

2 stops7h 09m

Winnipeg

Sat 12/5

6:40 am-9:26 am

1 stop5h 46m

$569

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 11/27

11:58 am-10:26 pm

1 stop7h 28m

Winnipeg

Fri 12/4

12:22 pm-8:24 pm

1 stop11h 02m

$591

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 12/4

3:15 pm-1:24 am

2 stops7h 09m

Winnipeg

Sat 12/5

8:05 pm-9:26 am

2 stops16h 21m

$593

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 12/23

7:41 pm-11:31 am

2 stops12h 50m

Winnipeg

Tue 1/5

12:24 pm-8:30 pm

1 stop11h 06m

$612

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 2/4

11:00 am-1:10 am

2 stops11h 10m

Winnipeg

Sat 2/6

8:35 am-5:06 pm

2 stops11h 31m

$1,121

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 2/5

11:00 am-10:55 pm

2 stops8h 55m

Winnipeg

Sun 2/7

1:10 pm-10:52 am

2 stops48h 42m

$1,133

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

Layovers

What is the typical price of a round-trip flight between Portland and Winnipeg?

Prices are currently typical for flights on this route.

Typical prices usually range from $201 to $661.
The lowest price recently found on this route was $516.

What is the cheapest month to fly to Winnipeg?

In general, November 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 $364. If you’re not able to fly to Winnipeg in November, then August is your next best option. Flight prices from Portland to Winnipeg during August average around $373.

How have Portland to Winnipeg flight prices changed over time?

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

Best Price Found	$249
Fastest flight time	7h 17m
Direct flights	None

The best one-way flight to Winnipeg from Portland in the past 72 hours is $249. The best round-trip flight deal from Portland to Winnipeg found on momondo in the last 72 hours is $516.

The fastest flight from Portland to Winnipeg takes 7h 17m

There are no direct flights from Portland to Winnipeg. There are no popular flight routes from Portland to Winnipeg.

Search flight deals

Frequently asked questions about flying from Portland to Winnipeg

How far is Portland to Winnipeg by plane?
The distance between Portland and Winnipeg is about 1217.9 mi. 7h 17m 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 2026, 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 (45% of total bookings). The next most popular airlines are Delta (33%) and WestJet (22%).

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 $163	Free Cancellation	Rating 7.8 8,696 reviews	Search Delta flights
WestJet	PriceFrom $245	Free Cancellation	Rating 7.2 3,442 reviews	Search WestJet flights
Air Canada	PriceFrom $280	Free Cancellation	Rating 7.1 11,834 reviews	Search Air Canada flights

Selkirk

Portage la Prairie

Morden

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.