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Cheap flights from Portland to Winnipeg from C$ 266

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 20/7. 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. - 2:57 a.m.
PDX
-
YWG
5h 12m
1 stop
Air Canada Logo
5:45 a.m. - 9:31 a.m.
YWG
-
PDX
5h 46m
1 stop
C$ 441Air Canada
Sat, 19 Sep - Tue, 22 Sep
Air Canada Logo
3:30 p.m. - 11:55 p.m.
PDX
-
YWG
6h 25m
1 stop
Air Canada Logo
7:20 a.m. - 2:46 p.m.
YWG
-
PDX
9h 26m
2 stops
C$ 449Air Canada
Sat, 19 Sep - Tue, 22 Sep
Multiple Airlines Logo
10:40 p.m. - 11:52 a.m.
PDX
-
YWG
11h 12m
1 stop
Multiple Airlines Logo
6:00 a.m. - 9:31 a.m.
YWG
-
PDX
5h 31m
1 stop
C$ 466Multiple Airlines
Thu, 6 Aug - Thu, 13 Aug
Air Canada Logo
7:45 p.m. - 2:57 a.m.
PDX
-
YWG
5h 12m
1 stop
Air Canada Logo
7:20 a.m. - 7:11 p.m.
YWG
-
PDX
13h 51m
2 stops
C$ 475Air Canada
Sat, 19 Sep - Tue, 22 Sep
United Airlines Logo
5:00 a.m. - 8:57 p.m.
PDX
-
YWG
13h 57m
1 stop
United Airlines Logo
8:45 a.m. - 9:05 p.m.
YWG
-
PDX
14h 20m
1 stop
C$ 480United Airlines
Wed, 5 Aug - Wed, 12 Aug
Air Canada Logo
7:45 p.m. - 2:57 a.m.
PDX
-
YWG
5h 12m
1 stop
Air Canada Logo
9:00 p.m. - 9:31 a.m.
YWG
-
PDX
14h 31m
1 stop
C$ 486Air Canada
Tue, 11 Aug - Fri, 14 Aug
United Airlines Logo
5:00 a.m. - 8:57 p.m.
PDX
-
YWG
13h 57m
1 stop
United Airlines Logo
2:00 p.m. - 9:32 a.m.
YWG
-
PDX
21h 32m
2 stops
C$ 495United Airlines
Sat, 22 Aug - Sat, 29 Aug
United Airlines Logo
5:15 a.m. - 11:52 a.m.
PDX
-
YWG
28h 37m
3 stops
United Airlines Logo
8:45 a.m. - 5:49 p.m.
YWG
-
PDX
11h 04m
1 stop
C$ 502United Airlines
Wed, 5 Aug - Wed, 12 Aug
Delta Logo
12:35 a.m. - 11:54 a.m.
PDX
-
YWG
9h 19m
1 stop
Delta Logo
12:46 p.m. - 8:17 p.m.
YWG
-
PDX
9h 31m
1 stop
C$ 529Delta
Tue, 4 Aug - Wed, 12 Aug
Air Canada Logo
7:45 p.m. - 12:17 p.m.
PDX
-
YWG
14h 32m
2 stops
Air Canada Logo
9:00 p.m. - 9:31 a.m.
YWG
-
PDX
14h 31m
1 stop
C$ 536Air Canada
Tue, 11 Aug - Fri, 14 Aug

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Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
19 Sep
PDX7:45 p.m.Portland
5h 12m
1 stop
YWG2:57 a.m.Winnipeg
22 Sep
YWG5:45 a.m.Winnipeg
5h 46m
1 stop
PDX9:31 a.m.Portland
C$ 441
Air Canada
19 Sep
PDX3:30 p.m.Portland
6h 25m
1 stop
YWG11:55 p.m.Winnipeg
22 Sep
YWG7:20 a.m.Winnipeg
9h 26m
2 stops
PDX2:46 p.m.Portland
C$ 449
Air Canada
19 Sep
PDX7:45 p.m.Portland
5h 12m
1 stop
YWG2:57 a.m.Winnipeg
22 Sep
YWG7:20 a.m.Winnipeg
13h 51m
2 stops
PDX7:11 p.m.Portland
C$ 475

United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets
United Airlines
5 Aug
PDX5:00 a.m.Portland
13h 57m
1 stop
YWG8:57 p.m.Winnipeg
12 Aug
YWG8:45 a.m.Winnipeg
14h 20m
1 stop
PDX9:05 p.m.Portland
C$ 480
United Airlines
22 Aug
PDX5:00 a.m.Portland
13h 57m
1 stop
YWG8:57 p.m.Winnipeg
29 Aug
YWG2:00 p.m.Winnipeg
21h 32m
2 stops
PDX9:32 a.m.Portland
C$ 494
United Airlines
5 Aug
PDX5:15 a.m.Portland
28h 37m
3 stops
YWG11:52 a.m.Winnipeg
12 Aug
YWG8:45 a.m.Winnipeg
11h 04m
1 stop
PDX5:49 p.m.Portland
C$ 502

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 10 July 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 - YWG

PDXYWG

Portland

Sat 19/9

7:45 p.m.-2:57 a.m.

1 stop5h 12m

Winnipeg

Tue 22/9

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

1 stop5h 46m

C$ 441

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 19/9

3:30 p.m.-11:55 p.m.

1 stop6h 25m

Winnipeg

Tue 22/9

7:20 a.m.-2:46 p.m.

2 stops9h 26m

C$ 449

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 6/8

10:40 p.m.-11:52 a.m.

1 stop11h 12m

Winnipeg

Thu 13/8

6:00 a.m.-9:31 a.m.

1 stop5h 31m

C$ 466

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 19/9

7:45 p.m.-2:57 a.m.

1 stop5h 12m

Winnipeg

Tue 22/9

7:20 a.m.-7:11 p.m.

2 stops13h 51m

C$ 475

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 5/8

5:00 a.m.-8:57 p.m.

1 stop13h 57m

Winnipeg

Wed 12/8

8:45 a.m.-9:05 p.m.

1 stop14h 20m

C$ 480

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 11/8

7:45 p.m.-2:57 a.m.

1 stop5h 12m

Winnipeg

Fri 14/8

9:00 p.m.-9:31 a.m.

1 stop14h 31m

C$ 486

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 22/8

5:00 a.m.-8:57 p.m.

1 stop13h 57m

Winnipeg

Sat 29/8

2:00 p.m.-9:32 a.m.

2 stops21h 32m

C$ 494

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 5/8

5:15 a.m.-11:52 a.m.

3 stops28h 37m

Winnipeg

Wed 12/8

8:45 a.m.-5:49 p.m.

1 stop11h 04m

C$ 502

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 4/8

12:35 a.m.-11:54 a.m.

1 stop9h 19m

Winnipeg

Wed 12/8

12:46 p.m.-8:17 p.m.

1 stop9h 31m

C$ 528

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 11/8

7:45 p.m.-12:17 p.m.

2 stops14h 32m

Winnipeg

Fri 14/8

9:00 p.m.-9:31 a.m.

1 stop14h 31m

C$ 536

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?

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$ 350, 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$ 391.

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 51m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 8h 51m
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 51m, 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
Morden
Selkirk
Portage la Prairie

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.

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