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Cheap flights from Portland to Winnipeg from C$ 236

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 24/7. 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. - 3:02 a.m.
PDX
-
YWG
5h 17m
1 stop
Air Canada Logo
5:45 a.m. - 9:31 a.m.
YWG
-
PDX
5h 46m
1 stop
C$ 541Air Canada
Mon, 13 Jul - Sat, 18 Jul
Air Canada Logo
7:45 p.m. - 2:57 a.m.
PDX
-
YWG
5h 12m
1 stop
Air Canada Logo
7:20 a.m. - 2:51 p.m.
YWG
-
PDX
9h 31m
2 stops
C$ 548Air Canada
Mon, 24 Aug - Tue, 25 Aug
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$ 565Air Canada
Sun, 16 Aug - Sun, 23 Aug
Air Canada Logo
7:45 p.m. - 3:02 a.m.
PDX
-
YWG
5h 17m
1 stop
Air Canada Logo
9:00 p.m. - 9:31 a.m.
YWG
-
PDX
14h 31m
1 stop
C$ 568Air Canada
Sat, 11 Jul - Fri, 31 Jul
Air Canada Logo
7:45 p.m. - 2:57 a.m.
PDX
-
YWG
5h 12m
1 stop
Air Canada Logo
7:20 a.m. - 2:51 p.m.
YWG
-
PDX
9h 31m
2 stops
C$ 573Air Canada
Mon, 24 Aug - Tue, 25 Aug
United Airlines Logo
11:40 p.m. - 11:52 a.m.
PDX
-
YWG
10h 12m
1 stop
United Airlines Logo
8:45 a.m. - 12:50 a.m.
YWG
-
PDX
18h 05m
2 stops
C$ 575United Airlines
Mon, 13 Jul - Wed, 22 Jul
United Airlines Logo
4:07 p.m. - 11:52 a.m.
PDX
-
YWG
17h 45m
2 stops
United Airlines Logo
7:00 a.m. - 12:34 a.m.
YWG
-
PDX
19h 34m
2 stops
C$ 583United Airlines
Fri, 21 Aug - Fri, 11 Sep
Multiple Airlines Logo
2:30 p.m. - 10:10 p.m.
PDX
-
YWG
5h 40m
1 stop
Multiple Airlines Logo
4:55 p.m. - 9:29 a.m.
YWG
-
PDX
18h 34m
2 stops
C$ 589Multiple Airlines
Tue, 14 Jul - Tue, 21 Jul
Air Canada Logo
7:45 p.m. - 12:17 p.m.
PDX
-
YWG
14h 32m
2 stops
Air Canada Logo
5:45 a.m. - 9:31 a.m.
YWG
-
PDX
5h 46m
1 stop
C$ 590Air Canada
Mon, 13 Jul - Sat, 18 Jul
Air Canada Logo
7:45 p.m. - 3:02 a.m.
PDX
-
YWG
5h 17m
1 stop
Air Canada Logo
9:00 p.m. - 9:31 a.m.
YWG
-
PDX
14h 31m
1 stop
C$ 592Air Canada
Tue, 7 Jul - Wed, 8 Jul

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United Airlines flights from Portland to Winnipeg

Our best United Airlines deals on Portland to Winnipeg flight tickets
United Airlines
13 Jul
PDX11:40 p.m.Portland
10h 12m
1 stop
YWG11:52 a.m.Winnipeg
22 Jul
YWG8:45 a.m.Winnipeg
18h 05m
2 stops
PDX12:50 a.m.Portland
C$ 575
United Airlines
21 Aug
PDX4:07 p.m.Portland
17h 45m
2 stops
YWG11:52 a.m.Winnipeg
11 Sep
YWG7:00 a.m.Winnipeg
19h 34m
2 stops
PDX12:34 a.m.Portland
C$ 583
United Airlines
15 Sep
PDX8:40 a.m.Portland
11h 53m
2 stops
YWG10:33 p.m.Winnipeg
19 Sep
YWG7:00 a.m.Winnipeg
10h 05m
2 stops
PDX3:05 p.m.Portland
C$ 805

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
17 Jul
PDX2:30 p.m.Portland
8h 25m
1 stop
YWG12:55 a.m.Winnipeg
24 Jul
YWG4:15 p.m.Winnipeg
23h 35m
2 stops
PDX1:50 p.m.Portland
C$ 683
WestJet
15 Jul
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
19 Jul
YWG7:10 p.m.Winnipeg
20h 40m
1 stop
PDX1:50 p.m.Portland
C$ 709
WestJet
14 Jul
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
17 Jul
YWG7:00 a.m.Winnipeg
8h 50m
1 stop
PDX1:50 p.m.Portland
C$ 730

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 19 June 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 - YWG

PDXYWG

Portland

Mon 13/7

7:45 p.m.-3:02 a.m.

1 stop5h 17m

Winnipeg

Sat 18/7

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

1 stop5h 46m

C$ 541

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 24/8

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

1 stop5h 12m

Winnipeg

Tue 25/8

7:20 a.m.-2:51 p.m.

2 stops9h 31m

C$ 548
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sun 16/8

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

1 stop5h 12m

Winnipeg

Sun 23/8

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

1 stop5h 46m

C$ 565

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 11/7

7:45 p.m.-3:02 a.m.

1 stop5h 17m

Winnipeg

Fri 31/7

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

1 stop14h 31m

C$ 568

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 24/8

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

1 stop5h 12m

Winnipeg

Tue 25/8

7:20 a.m.-2:51 p.m.

2 stops9h 31m

C$ 573

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 13/7

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

1 stop10h 12m

Winnipeg

Wed 22/7

8:45 a.m.-12:50 a.m.

2 stops18h 05m

C$ 575

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 21/8

4:07 p.m.-11:52 a.m.

2 stops17h 45m

Winnipeg

Fri 11/9

7:00 a.m.-12:34 a.m.

2 stops19h 34m

C$ 583

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 14/7

2:30 p.m.-10:10 p.m.

1 stop5h 40m

Winnipeg

Tue 21/7

4:55 p.m.-9:29 a.m.

2 stops18h 34m

C$ 589

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 13/7

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

2 stops14h 32m

Winnipeg

Sat 18/7

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

1 stop5h 46m

C$ 590

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 7/7

7:45 p.m.-3:02 a.m.

1 stop5h 17m

Winnipeg

Wed 8/7

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

1 stop14h 31m

C$ 592

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$ 349, 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$ 397.

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 12m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 5h 12m
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 5h 12m, 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.

An easier way to manage your Winnipeg trip

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