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Cheap flights from Portland to Winnipeg from C$ 199

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 19/4. 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

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Find the cheapest flights from Portland to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
5:45 a.m. - 9:30 a.m.
YWG
-
PDX
5h 45m
1 stop
C$ 453Air Canada
Wed, 29 Apr - Sun, 3 May
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
7:20 a.m. - 2:45 p.m.
YWG
-
PDX
9h 25m
2 stops
C$ 461Air Canada
Wed, 29 Apr - Sun, 3 May
United Airlines Logo
10:56 p.m. - 11:52 a.m.
PDX
-
YWG
10h 56m
1 stop
United Airlines Logo
2:00 p.m. - 10:34 p.m.
YWG
-
PDX
10h 34m
1 stop
C$ 473United Airlines
Fri, 17 Apr - Tue, 28 Apr
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
10:15 p.m. - 9:10 a.m.
YWG
-
PDX
12h 55m
1 stop
C$ 480Air Canada
Mon, 30 Mar - Tue, 31 Mar
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
5:45 a.m. - 9:30 a.m.
YWG
-
PDX
5h 45m
1 stop
C$ 485Air Canada
Wed, 29 Apr - Sun, 3 May
United Airlines Logo
4:15 p.m. - 11:52 a.m.
PDX
-
YWG
17h 37m
2 stops
United Airlines Logo
2:00 p.m. - 11:55 p.m.
YWG
-
PDX
11h 55m
1 stop
C$ 487United Airlines
Wed, 29 Apr - Sun, 3 May
United Airlines Logo
3:30 p.m. - 11:52 a.m.
PDX
-
YWG
18h 22m
2 stops
United Airlines Logo
8:45 a.m. - 6:07 p.m.
YWG
-
PDX
11h 22m
2 stops
C$ 493United Airlines
Fri, 17 Apr - Tue, 28 Apr
Air Canada Logo
3:25 p.m. - 11:37 p.m.
PDX
-
YWG
6h 12m
1 stop
Air Canada Logo
5:45 a.m. - 9:31 a.m.
YWG
-
PDX
5h 46m
1 stop
C$ 498Air Canada
Tue, 7 Jul - Sat, 18 Jul
Air Canada Logo
3:15 p.m. - 1:14 a.m.
PDX
-
YWG
7h 59m
1 stop
Air Canada Logo
9:15 p.m. - 9:10 a.m.
YWG
-
PDX
13h 55m
2 stops
C$ 502Air Canada
Mon, 30 Mar - Tue, 31 Mar
WestJet Logo
2:30 p.m. - 12:55 a.m.
PDX
-
YWG
8h 25m
1 stop
WestJet Logo
12:25 p.m. - 1:50 p.m.
YWG
-
PDX
27h 25m
2 stops
C$ 515WestJet
Fri, 15 May - Mon, 18 May

Air Canada flights from Portland to Winnipeg

Our best Air Canada deals on Portland to Winnipeg flight tickets
Air Canada
29 Apr
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
3 May
YWG5:45 a.m.Winnipeg
5h 45m
1 stop
PDX9:30 a.m.Portland
C$ 453
Air Canada
29 Apr
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
3 May
YWG7:20 a.m.Winnipeg
9h 25m
2 stops
PDX2:45 p.m.Portland
C$ 461
Air Canada
30 Mar
PDX3:15 p.m.Portland
7h 59m
1 stop
YWG1:14 a.m.Winnipeg
31 Mar
YWG10:15 p.m.Winnipeg
12h 55m
1 stop
PDX9:10 a.m.Portland
C$ 480

WestJet flights from Portland to Winnipeg

Our best WestJet deals on Portland to Winnipeg flight tickets
WestJet
15 May
PDX2:30 p.m.Portland
8h 25m
1 stop
YWG12:55 a.m.Winnipeg
18 May
YWG12:25 p.m.Winnipeg
27h 25m
2 stops
PDX1:50 p.m.Portland
C$ 515
WestJet
4 Aug
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
11 Aug
YWG10:10 a.m.Winnipeg
5h 40m
1 stop
PDX1:50 p.m.Portland
C$ 518
WestJet
1 Jul
PDX2:30 p.m.Portland
22h 10m
2 stops
YWG2:40 p.m.Winnipeg
5 Jul
YWG12:15 p.m.Winnipeg
51h 35m
2 stops
PDX1:50 p.m.Portland
C$ 605

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 7 March 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

Wed 29/4

3:15 p.m.-1:14 a.m.

1 stop7h 59m

Winnipeg

Sun 3/5

5:45 a.m.-9:30 a.m.

1 stop5h 45m

C$ 453

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

3:15 p.m.-1:14 a.m.

1 stop7h 59m

Winnipeg

Sun 3/5

7:20 a.m.-2:45 p.m.

2 stops9h 25m

C$ 461

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 17/4

10:56 p.m.-11:52 a.m.

1 stop10h 56m

Winnipeg

Tue 28/4

2:00 p.m.-10:34 p.m.

1 stop10h 34m

C$ 473

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

3:15 p.m.-1:14 a.m.

1 stop7h 59m

Winnipeg

Tue 31/3

10:15 p.m.-9:10 a.m.

1 stop12h 55m

C$ 480

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

3:15 p.m.-1:14 a.m.

1 stop7h 59m

Winnipeg

Sun 3/5

5:45 a.m.-9:30 a.m.

1 stop5h 45m

C$ 485

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 29/4

4:15 p.m.-11:52 a.m.

2 stops17h 37m

Winnipeg

Sun 3/5

2:00 p.m.-11:55 p.m.

1 stop11h 55m

C$ 487

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 17/4

3:30 p.m.-11:52 a.m.

2 stops18h 22m

Winnipeg

Tue 28/4

8:45 a.m.-6:07 p.m.

2 stops11h 22m

C$ 493
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 7/7

3:25 p.m.-11:37 p.m.

1 stop6h 12m

Winnipeg

Sat 18/7

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

1 stop5h 46m

C$ 498

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 30/3

3:15 p.m.-1:14 a.m.

1 stop7h 59m

Winnipeg

Tue 31/3

9:15 p.m.-9:10 a.m.

2 stops13h 55m

C$ 502

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 15/5

2:30 p.m.-12:55 a.m.

1 stop8h 25m

Winnipeg

Mon 18/5

12:25 p.m.-1:50 p.m.

2 stops27h 25m

C$ 515

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 March 2026, prices for Portland to Winnipeg flights are approximately 15% 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 40m

Direct flights

None
The fastest flight from Portland to Winnipeg takes 5h 40m
There are no direct flights from Portland to Winnipeg. There are no popular flight routes from Portland to Winnipeg.
Search flight deals

  • How far is Portland to Winnipeg by plane?

    Winnipeg is 1960.0 km away from Portland. Flights usually cover this in 5h 40m, 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 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 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.

  • 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 C$ 241Free CancellationRating
7.2
3,283 reviews
Search WestJet flights

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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