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Cheap flights from Portland to Winnipeg from $165

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 8/29. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
3:30 pm - 11:40 pmPDX  Portland-YWG Winnipeg
6h 10m1 stop Vancouver Intl
Air Canada Logo
5:45 am - 9:31 amYWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
$379Air Canada
Tue, Oct 20 - Sat, Oct 24
Air Canada Logo
7:45 pm - 2:57 amPDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
Air Canada Logo
5:45 am - 9:31 amYWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
$379Air Canada
Mon, Sep 28 - Wed, Sep 30
Air Canada Logo
7:45 pm - 2:57 amPDX  Portland-YWG Winnipeg
5h 12m1 stop Vancouver Intl
Air Canada Logo
5:45 am - 9:31 amYWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
$379Air Canada
Sun, Sep 27 - Tue, Sep 29
Multiple Airlines Logo
7:16 am - 10:33 pmPDX  Portland-YWG Winnipeg
13h 17m1 stop Chicago O'Hare Intl
Multiple Airlines Logo
5:45 am - 9:31 amYWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
$383Multiple Airlines
Thu, Aug 27 - Wed, Sep 30
Multiple Airlines Logo
11:02 pm - 11:52 amPDX  Portland-YWG Winnipeg
10h 50m1 stop Chicago O'Hare Intl
Multiple Airlines Logo
5:45 am - 9:31 amYWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
$385Multiple Airlines
Wed, Aug 26 - Thu, Sep 3
Multiple Airlines Logo
7:15 pm - 11:52 amPDX  Portland-YWG Winnipeg
14h 37m2 stops San Francisco Chicago O'Hare Intl
Multiple Airlines Logo
5:45 am - 9:31 amYWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
$385Multiple Airlines
Wed, Aug 26 - Thu, Sep 3
Delta Logo
12:35 am - 11:54 amPDX  Portland-YWG Winnipeg
9h 19m1 stop Minneapolis St Paul
Delta Logo
3:58 pm - 11:10 pmYWG  Winnipeg-PDX Portland
9h 12m1 stop Minneapolis St Paul
$393Delta
Fri, Aug 28 - Fri, Oct 2
Delta Logo
12:35 am - 11:54 amPDX  Portland-YWG Winnipeg
9h 19m1 stop Minneapolis St Paul
Delta Logo
5:44 pm - 11:10 pmYWG  Winnipeg-PDX Portland
7h 26m1 stop Minneapolis St Paul
$393Delta
Sat, Aug 29 - Sun, Sep 27
WestJet Logo
2:30 pm - 11:40 pmPDX  Portland-YWG Winnipeg
7h 10m1 stop Calgary
WestJet Logo
6:00 am - 1:50 pmYWG  Winnipeg-PDX Portland
9h 50m2 stops Vancouver Intl Calgary
$573WestJet
Thu, Aug 20 - Tue, Sep 1
WestJet Logo
2:30 pm - 11:40 pmPDX  Portland-YWG Winnipeg
7h 10m1 stop Calgary
WestJet Logo
2:55 pm - 10:02 pmYWG  Winnipeg-PDX Portland
9h 07m2 stops Calgary Seattle/Tacoma Intl
$577WestJet
Sun, Aug 16 - Sun, Aug 23

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Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
Aug 24
PDX7:45 pmPortland
5h 12m
1 stop
YWG2:57 amWinnipeg
Sep 28
YWG5:45 amWinnipeg
5h 46m
1 stop
PDX9:31 amPortland
$379
Air Canada
Aug 24
PDX7:45 pmPortland
5h 12m
1 stop
YWG2:57 amWinnipeg
Sep 29
YWG7:20 amWinnipeg
9h 26m
2 stops
PDX2:46 pmPortland
$384
Air Canada
Sep 27
PDX3:30 pmPortland
9h 27m
1 stop
YWG2:57 amWinnipeg
Oct 3
YWG10:50 amWinnipeg
6h 01m
1 stop
PDX2:51 pmPortland
$397

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets
United Airlines
Aug 29
PDX11:02 pmPortland
10h 50m
1 stop
YWG11:52 amWinnipeg
Sep 28
YWG7:00 amWinnipeg
17h 23m
1 stop
PDX10:23 pmPortland
$393
United Airlines
Aug 27
PDX7:16 amPortland
13h 17m
1 stop
YWG10:33 pmWinnipeg
Oct 3
YWG8:45 amWinnipeg
11h 46m
2 stops
PDX6:31 pmPortland
$398
United Airlines
Aug 29
PDX11:15 amPortland
22h 37m
2 stops
YWG11:52 amWinnipeg
Sep 29
YWG7:00 amWinnipeg
10h 56m
1 stop
PDX3:56 pmPortland
$403

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 August 6, 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

Cheapest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 10/20

3:30 pm-11:40 pm

1 stop6h 10m

Winnipeg

Sat 10/24

5:45 am-9:31 am

1 stop5h 46m

$379
Quickest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Mon 9/28

7:45 pm-2:57 am

1 stop5h 12m

Winnipeg

Wed 9/30

5:45 am-9:31 am

1 stop5h 46m

$379

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Sun 9/27

7:45 pm-2:57 am

1 stop5h 12m

Winnipeg

Tue 9/29

5:45 am-9:31 am

1 stop5h 46m

$379

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 8/27

7:16 am-10:33 pm

1 stop13h 17m

Winnipeg

Wed 9/30

5:45 am-9:31 am

1 stop5h 46m

$383

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 8/26

11:02 pm-11:52 am

1 stop10h 50m

Winnipeg

Thu 9/3

5:45 am-9:31 am

1 stop5h 46m

$385

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 8/26

7:15 pm-11:52 am

2 stops14h 37m

Winnipeg

Thu 9/3

5:45 am-9:31 am

1 stop5h 46m

$385

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 8/28

12:35 am-11:54 am

1 stop9h 19m

Winnipeg

Fri 10/2

3:58 pm-11:10 pm

1 stop9h 12m

$393

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Sat 8/29

12:35 am-11:54 am

1 stop9h 19m

Winnipeg

Sun 9/27

5:44 pm-11:10 pm

1 stop7h 26m

$393

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 8/20

2:30 pm-11:40 pm

1 stop7h 10m

Winnipeg

Tue 9/1

6:00 am-1:50 pm

2 stops9h 50m

$573

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Sun 8/16

2:30 pm-11:40 pm

1 stop7h 10m

Winnipeg

Sun 8/23

2:55 pm-10:02 pm

2 stops9h 07m

$577

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

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 $373 to $550.
The lowest price recently found on this route was $379.

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 $247. If you’re not able to fly to Winnipeg in November, then September is your next best option. Flight prices from Portland to Winnipeg during September average around $365.

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

Fastest flight time

5h 57m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 5h 57m
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. 5h 57m 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
Air CanadaPriceFrom $184Free CancellationRating
7.1
11,431 reviews
Search Air Canada flights
DeltaPriceFrom $188Free CancellationRating
7.8
8,493 reviews
Search Delta flights
WestJetPriceFrom $246Free CancellationRating
7.2
3,426 reviews
Search WestJet flights

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
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.

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