Cheap flights from Portland to Winnipeg from $256

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Winnipeg departing on 1/9. 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.
Delta Logo
6:00 am - 4:29 pm
PDX
-
YWG
8h 29m1 stop
Delta Logo
11:53 am - 12:17 am
YWG
-
PDX
14h 24m2 stops
$379Delta
Wed, Jan 21 - Wed, Jan 28
Air Canada Logo
3:15 pm - 1:14 am
PDX
-
YWG
7h 59m1 stop
Air Canada Logo
10:45 am - 2:40 pm
YWG
-
PDX
5h 55m1 stop
$380Air Canada
Wed, Jan 21 - Wed, Jan 28
Multiple Airlines Logo
5:35 pm - 1:52 pm
PDX
-
YWG
18h 17m2 stops
Multiple Airlines Logo
4:55 pm - 9:37 am
YWG
-
PDX
18h 42m1 stop
$389Multiple Airlines
Mon, Feb 2 - Mon, Feb 9
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
$399Air Canada
Wed, Mar 18 - Thu, Mar 26
WestJet Logo
2:00 pm - 11:00 pm
PDX
-
YWG
7h 00m1 stop
WestJet Logo
8:30 am - 1:20 pm
YWG
-
PDX
6h 50m1 stop
$403WestJet
Fri, May 22 - Sun, May 31
United Airlines Logo
11:59 pm - 11:57 am
PDX
-
YWG
9h 58m1 stop
United Airlines Logo
2:20 pm - 12:39 am
YWG
-
PDX
12h 19m2 stops
$404United Airlines
Fri, Jan 23 - Tue, Jan 27
United Airlines Logo
1:24 pm - 11:57 am
PDX
-
YWG
20h 33m2 stops
United Airlines Logo
2:20 pm - 12:33 pm
YWG
-
PDX
24h 13m2 stops
$409United Airlines
Wed, Jan 21 - Wed, Jan 28
Multiple Airlines Logo
7:00 am - 5:40 pm
PDX
-
YWG
32h 40m2 stops
Multiple Airlines Logo
8:30 am - 1:20 pm
YWG
-
PDX
6h 50m1 stop
$431Multiple Airlines
Fri, May 22 - Sun, May 31
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
$435Air 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
$440Air Canada
Wed, Mar 18 - Thu, Mar 26

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
May 22
PDX2:00 pmPortland
7h 00m
1 stop
YWG11:00 pmWinnipeg
May 31
YWG8:30 amWinnipeg
6h 50m
1 stop
PDX1:20 pmPortland
WestJet
May 22
PDX2:00 pmPortland
7h 10m
2 stops
YWG11:10 pmWinnipeg
May 31
YWG3:15 pmWinnipeg
10h 38m
2 stops
PDX11:53 pmPortland
WestJet
Mar 18
PDX12:30 amPortland
33h 37m
2 stops
YWG12:07 pmWinnipeg
Mar 26
YWG6:45 amWinnipeg
16h 27m
2 stops
PDX9:12 pmPortland

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
Jan 21
PDX3:15 pmPortland
7h 59m
1 stop
YWG1:14 amWinnipeg
Jan 28
YWG10:45 amWinnipeg
5h 55m
1 stop
PDX2:40 pmPortland
Air Canada
Mar 18
PDX3:15 pmPortland
7h 59m
1 stop
YWG1:14 amWinnipeg
Mar 26
YWG6:00 amWinnipeg
10h 40m
1 stop
PDX2:40 pmPortland
Air Canada
Mar 18
PDX7:05 pmPortland
18h 38m
2 stops
YWG3:43 pmWinnipeg
Mar 26
YWG10:10 pmWinnipeg
13h 05m
1 stop
PDX9:15 amPortland

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 4, 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

Wed 1/21

6:00 am-4:29 pm

1 stop8h 29m

Winnipeg

Wed 1/28

11:53 am-12:17 am

2 stops14h 24m

$379

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 1/21

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Wed 1/28

10:45 am-2:40 pm

1 stop5h 55m

$380

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 2/2

5:35 pm-1:52 pm

2 stops18h 17m

Winnipeg

Mon 2/9

4:55 pm-9:37 am

1 stop18h 42m

$389

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 3/18

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Thu 3/26

6:00 am-2:40 pm

1 stop10h 40m

$399

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 5/22

2:00 pm-11:00 pm

1 stop7h 00m

Winnipeg

Sun 5/31

8:30 am-1:20 pm

1 stop6h 50m

$403

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 1/23

11:59 pm-11:57 am

1 stop9h 58m

Winnipeg

Tue 1/27

2:20 pm-12:39 am

2 stops12h 19m

$404

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 1/21

1:24 pm-11:57 am

2 stops20h 33m

Winnipeg

Wed 1/28

2:20 pm-12:33 pm

2 stops24h 13m

$409

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 5/22

7:00 am-5:40 pm

2 stops32h 40m

Winnipeg

Sun 5/31

8:30 am-1:20 pm

1 stop6h 50m

$431

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

$435

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 3/18

3:15 pm-1:14 am

1 stop7h 59m

Winnipeg

Thu 3/26

10:40 am-2:40 pm

1 stop6h 00m

$440

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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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

5h 37m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 5h 37m
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. 5h 37m 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
3,231 reviews
Search WestJet flights
DeltaPriceFrom $160Free CancellationRating
7.9
8,020 reviews
Search Delta flights
Air CanadaPriceFrom $175Free CancellationRating
7.1
10,589 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.

An easier way to manage your Winnipeg trip

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1 adult
Tue 2/3
Tue 2/10

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