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Cheap flights from Portland to Winnipeg from C$ 160

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 16/9. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Portland to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
7:45 p.m. - 3:12 a.m.PDX  Portland-YWG Winnipeg
5h 27m1 stop Vancouver Intl
Air Canada Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 399Air Canada
Fri, 18 Sep - Mon, 21 Sep
Delta Logo
12:25 a.m. - 11:51 a.m.PDX  Portland-YWG Winnipeg
9h 26m1 stop Minneapolis St Paul
Delta Logo
3:58 p.m. - 11:10 p.m.YWG  Winnipeg-PDX Portland
9h 12m1 stop Minneapolis St Paul
C$ 399Delta
Wed, 16 Sep - Mon, 21 Sep
Delta Logo
6:00 a.m. - 4:50 p.m.PDX  Portland-YWG Winnipeg
8h 50m1 stop Minneapolis St Paul
Delta Logo
5:40 p.m. - 11:44 p.m.YWG  Winnipeg-PDX Portland
8h 04m1 stop Minneapolis St Paul
C$ 399Delta
Fri, 16 Oct - Sun, 18 Oct
Delta Logo
12:25 a.m. - 11:51 a.m.PDX  Portland-YWG Winnipeg
9h 26m1 stop Minneapolis St Paul
Delta Logo
12:41 p.m. - 8:16 p.m.YWG  Winnipeg-PDX Portland
9h 35m1 stop Minneapolis St Paul
C$ 399Delta
Mon, 14 Sep - Tue, 22 Sep
Air Canada Logo
3:15 p.m. - 12:32 a.m.PDX  Portland-YWG Winnipeg
7h 17m1 stop Vancouver Intl
Air Canada Logo
5:40 a.m. - 9:26 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 434Air Canada
Sun, 13 Dec - Sun, 20 Dec
Delta Logo
6:00 a.m. - 3:08 p.m.PDX  Portland-YWG Winnipeg
7h 08m1 stop Minneapolis St Paul
Delta Logo
5:44 p.m. - 11:10 p.m.YWG  Winnipeg-PDX Portland
7h 26m1 stop Minneapolis St Paul
C$ 474Delta
Thu, 24 Sep - Thu, 1 Oct
Multiple Airlines Logo
9:00 a.m. - 8:57 p.m.PDX  Portland-YWG Winnipeg
9h 57m2 stops San Francisco Denver Intl
Multiple Airlines Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 482Multiple Airlines
Tue, 15 Sep - Tue, 22 Sep
Multiple Airlines Logo
3:27 p.m. - 11:52 a.m.PDX  Portland-YWG Winnipeg
18h 25m2 stops San Francisco Chicago O'Hare Intl
Multiple Airlines Logo
5:45 a.m. - 9:31 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 488Multiple Airlines
Fri, 18 Sep - Mon, 21 Sep
Air Canada Logo
3:30 p.m. - 2:02 a.m.PDX  Portland-YWG Winnipeg
8h 32m1 stop Vancouver Intl
Air Canada Logo
5:40 a.m. - 9:26 a.m.YWG  Winnipeg-PDX Portland
5h 46m1 stop Vancouver Intl
C$ 493Air Canada
Fri, 23 Oct - Mon, 26 Oct
United Airlines Logo
7:00 a.m. - 8:57 p.m.PDX  Portland-YWG Winnipeg
11h 57m2 stops San Francisco Denver Intl
United Airlines Logo
7:00 a.m. - 9:05 p.m.YWG  Winnipeg-PDX Portland
16h 05m2 stops Chicago O'Hare Intl Denver Intl
C$ 509United Airlines
Tue, 15 Sep - Tue, 22 Sep

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Delta flights from Portland to Winnipeg

Our best Delta deals on Portland to Winnipeg flight tickets
Delta
14 Sep
PDX12:25 a.m.Portland
9h 26m
1 stop
YWG11:51 a.m.Winnipeg
22 Sep
YWG12:41 p.m.Winnipeg
9h 35m
1 stop
PDX8:16 p.m.Portland
C$ 399
Delta
24 Sep
PDX6:00 a.m.Portland
7h 08m
1 stop
YWG3:08 p.m.Winnipeg
1 Oct
YWG5:44 p.m.Winnipeg
7h 26m
1 stop
PDX11:10 p.m.Portland
C$ 474
Delta
27 Sep
PDX12:25 a.m.Portland
9h 26m
1 stop
YWG11:51 a.m.Winnipeg
5 Oct
YWG3:58 p.m.Winnipeg
9h 12m
1 stop
PDX11:10 p.m.Portland
C$ 498

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
13 Dec
PDX3:15 p.m.Portland
7h 17m
1 stop
YWG12:32 a.m.Winnipeg
20 Dec
YWG5:40 a.m.Winnipeg
5h 46m
1 stop
PDX9:26 a.m.Portland
C$ 434
Air Canada
23 Oct
PDX3:30 p.m.Portland
8h 32m
1 stop
YWG2:02 a.m.Winnipeg
26 Oct
YWG5:40 a.m.Winnipeg
5h 46m
1 stop
PDX9:26 a.m.Portland
C$ 493
Air Canada
23 Sep
PDX7:45 p.m.Portland
5h 12m
1 stop
YWG2:57 a.m.Winnipeg
28 Sep
YWG5:45 a.m.Winnipeg
5h 46m
1 stop
PDX9:31 a.m.Portland
C$ 513

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 96,600 searches. Data last updated 14 August 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
Quickest round-trip

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 18/9

7:45 p.m.-3:12 a.m.

1 stop5h 27m

Winnipeg

Mon 21/9

5:45 a.m.-9:31 a.m.

1 stop5h 46m

C$ 399

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Wed 16/9

12:25 a.m.-11:51 a.m.

1 stop9h 26m

Winnipeg

Mon 21/9

3:58 p.m.-11:10 p.m.

1 stop9h 12m

C$ 399

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 16/10

6:00 a.m.-4:50 p.m.

1 stop8h 50m

Winnipeg

Sun 18/10

5:40 p.m.-11:44 p.m.

1 stop8h 04m

C$ 399

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Mon 14/9

12:25 a.m.-11:51 a.m.

1 stop9h 26m

Winnipeg

Tue 22/9

12:41 p.m.-8:16 p.m.

1 stop9h 35m

C$ 399

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Sun 13/12

3:15 p.m.-12:32 a.m.

1 stop7h 17m

Winnipeg

Sun 20/12

5:40 a.m.-9:26 a.m.

1 stop5h 46m

C$ 434

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Thu 24/9

6:00 a.m.-3:08 p.m.

1 stop7h 08m

Winnipeg

Thu 1/10

5:44 p.m.-11:10 p.m.

1 stop7h 26m

C$ 474

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 15/9

9:00 a.m.-8:57 p.m.

2 stops9h 57m

Winnipeg

Tue 22/9

5:45 a.m.-9:31 a.m.

1 stop5h 46m

C$ 482

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 18/9

3:27 p.m.-11:52 a.m.

2 stops18h 25m

Winnipeg

Mon 21/9

5:45 a.m.-9:31 a.m.

1 stop5h 46m

C$ 488

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Fri 23/10

3:30 p.m.-2:02 a.m.

1 stop8h 32m

Winnipeg

Mon 26/10

5:40 a.m.-9:26 a.m.

1 stop5h 46m

C$ 493

PortlandWinnipeg

PDX Portland - YWG Winnipeg

PDXYWG

Portland

Tue 15/9

7:00 a.m.-8:57 p.m.

2 stops11h 57m

Winnipeg

Tue 22/9

7:00 a.m.-9:05 p.m.

2 stops16h 05m

C$ 509

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

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

Prices are currently low for flights on this route.

Typical prices usually range from C$ 520 to C$ 767.
The lowest price recently found on this route was C$ 399.

What is the cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Portland is in November. Flight prices, which tend to average around C$ 344, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of November, then departing from Portland during the month September is also very affordable. Most momondo users find prices during this month for around C$ 509.

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

8h 50m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 8h 50m
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?

    Winnipeg is 1960.0 km away from Portland. Flights usually cover this in 8h 50m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Portland Airport to Winnipeg Airport?

    Prices for flights from Portland Airport to Winnipeg Airport refresh daily.

  • 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 you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Winnipeg?

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

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Winnipeg?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Winnipeg from Portland.

Can I find flights from Portland to Winnipeg with flexible booking policies on momondo?

momondo does allow users to show only those flights to Winnipeg from Portland which offer a flexible booking policy as well as other useful filters and features.

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?

If you are simply researching potential flights to Winnipeg, momondo offers a useful price alert feature which will track prices for flights to Winnipeg from Portland and alert you when they change.

An easier way to manage your Winnipeg trip

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