Cheap flights from Portland to Winnipeg from $280

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Winnipeg departing on 5/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
3:25 pm - 1:59 am
PDX
-
YWG
8h 34m1 stop
Air Canada Logo
5:45 am - 9:30 am
YWG
-
PDX
5h 45m1 stop
$280Air Canada
Thu, May 14 - Mon, May 25
Delta Logo
12:30 am - 12:00 pm
PDX
-
YWG
9h 30m1 stop
Delta Logo
12:50 pm - 9:12 pm
YWG
-
PDX
10h 22m1 stop
$282Delta
Wed, Mar 11 - Mon, Mar 16
Air Canada Logo
3:15 pm - 1:14 am
PDX
-
YWG
7h 59m1 stop
Air Canada Logo
6:00 am - 6:30 pm
YWG
-
PDX
14h 30m1 stop
$287Air Canada
Wed, Mar 18 - Thu, Mar 26
United Airlines Logo
11:59 pm - 11:57 am
PDX
-
YWG
9h 58m1 stop
United Airlines Logo
2:20 pm - 9:54 am
YWG
-
PDX
21h 34m2 stops
$292United Airlines
Thu, Mar 12 - Mon, Mar 16
Air Canada Logo
3:15 pm - 1:14 am
PDX
-
YWG
7h 59m1 stop
Air Canada Logo
6:00 am - 2:40 pm
YWG
-
PDX
10h 40m1 stop
$304Air Canada
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
7:05 am - 10:40 pm
PDX
-
YWG
13h 35m2 stops
Multiple Airlines Logo
4:55 pm - 8:58 am
YWG
-
PDX
18h 03m1 stop
$310Multiple Airlines
Fri, Mar 13 - Sun, Mar 15
Multiple Airlines Logo
7:46 pm - 5:40 pm
PDX
-
YWG
19h 54m2 stops
Multiple Airlines Logo
8:15 pm - 9:48 am
YWG
-
PDX
15h 33m1 stop
$318Multiple Airlines
Thu, May 14 - Mon, May 25
Air Canada Logo
7:05 pm - 3:43 pm
PDX
-
YWG
18h 38m2 stops
Air Canada Logo
10:10 pm - 9:15 am
YWG
-
PDX
13h 05m1 stop
$322Air Canada
Wed, Mar 18 - Thu, Mar 26
Air Canada Logo
7:05 pm - 3:43 pm
PDX
-
YWG
18h 38m2 stops
Air Canada Logo
6:00 am - 6:30 pm
YWG
-
PDX
14h 30m1 stop
$323Air Canada
Wed, Mar 18 - Thu, Mar 26
Air Canada Logo
3:15 pm - 1:14 am
PDX
-
YWG
7h 59m1 stop
Air Canada Logo
10:40 am - 2:40 pm
YWG
-
PDX
6h 00m1 stop
$332Air Canada
Wed, Feb 4 - Wed, Feb 11

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
May 14
PDX3:25 pmPortland
8h 34m
1 stop
YWG1:59 amWinnipeg
May 25
YWG5:45 amWinnipeg
5h 45m
1 stop
PDX9:30 amPortland
$280
Air Canada
Mar 18
PDX3:15 pmPortland
7h 59m
1 stop
YWG1:14 amWinnipeg
Mar 26
YWG6:00 amWinnipeg
14h 30m
1 stop
PDX6:30 pmPortland
$287
Air Canada
Feb 19
PDX3:15 pmPortland
7h 59m
1 stop
YWG1:14 amWinnipeg
Feb 22
YWG6:00 amWinnipeg
10h 40m
1 stop
PDX2:40 pmPortland
$304

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
Jul 4
PDX2:00 pmPortland
7h 10m
2 stops
YWG11:10 pmWinnipeg
Jul 11
YWG8:30 amWinnipeg
6h 50m
1 stop
PDX1:20 pmPortland
$333
WestJet
Jul 4
PDX2:00 pmPortland
5h 30m
1 stop
YWG9:30 pmWinnipeg
Jul 11
YWG8:30 amWinnipeg
6h 50m
1 stop
PDX1:20 pmPortland
$337
WestJet
Jul 4
PDX2:00 pmPortland
7h 10m
2 stops
YWG11:10 pmWinnipeg
Jul 11
YWG7:00 amWinnipeg
8h 20m
2 stops
PDX1:20 pmPortland
$339

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from Portland to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 5/14

3:25 pm-1:59 am

1 stop8h 34m

Winnipeg

Mon 5/25

5:45 am-9:30 am

1 stop5h 45m

$280

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 3/11

12:30 am-12:00 pm

1 stop9h 30m

Winnipeg

Mon 3/16

12:50 pm-9:12 pm

1 stop10h 22m

$282

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 3/18

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Thu 3/26

6:00 am-6:30 pm

1 stop14h 30m

$287

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 3/12

11:59 pm-11:57 am

1 stop9h 58m

Winnipeg

Mon 3/16

2:20 pm-9:54 am

2 stops21h 34m

$292

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 2/19

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Sun 2/22

6:00 am-2:40 pm

1 stop10h 40m

$304

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 3/13

7:05 am-10:40 pm

2 stops13h 35m

Winnipeg

Sun 3/15

4:55 pm-8:58 am

1 stop18h 03m

$310

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 5/14

7:46 pm-5:40 pm

2 stops19h 54m

Winnipeg

Mon 5/25

8:15 pm-9:48 am

1 stop15h 33m

$318

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 3/18

7:05 pm-3:43 pm

2 stops18h 38m

Winnipeg

Thu 3/26

10:10 pm-9:15 am

1 stop13h 05m

$322

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 3/18

7:05 pm-3:43 pm

2 stops18h 38m

Winnipeg

Thu 3/26

6:00 am-6:30 pm

1 stop14h 30m

$323

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 2/4

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Wed 2/11

10:40 am-2:40 pm

1 stop6h 00m

$332

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Winnipeg from

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

How have Portland to Winnipeg flight prices changed over time?

As of January 2026, prices for Portland to Winnipeg flights are approximately 31% 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

Fastest flight time

9h 44m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 9h 44m
There are no direct flights from Portland to Winnipeg. There are no popular flight routes from Portland to Winnipeg.
  • How far is Portland to Winnipeg by plane?

    The distance between Portland and Winnipeg is about 1217.9 mi. 9h 44m 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?

  • 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?

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
WestJetPriceFrom $150Free CancellationRating
7.2
3,235 reviews
Search WestJet flights
DeltaPriceFrom $160Free CancellationRating
7.9
8,025 reviews
Search Delta flights
Air CanadaPriceFrom $175Free CancellationRating
7.1
10,603 reviews
Search Air Canada flights

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Scanterbury
Portage la Prairie
Selkirk

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.

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1 adult
Sat 2/7
Sat 2/14

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