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Cheap flights from Winnipeg to Portland from $184

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Portland departing on 12/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Winnipeg to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:55 am - 8:50 pmYWG-PDX
16h 55m2 stops
Multiple Airlines Logo
2:53 pm - 12:43 amPDX-YWG
7h 50m1 stop
$289Multiple Airlines
Find Deal
Sat, Jan 17 - Sun, Jan 18
Air Canada Logo
10:40 am - 2:40 pmYWG-PDX
6h 00m1 stop
Air Canada Logo
3:15 pm - 1:14 amPDX-YWG
7h 59m1 stop
$310Air Canada
Find Deal
Wed, Mar 4 - Thu, Mar 5
Air Canada Logo
10:40 am - 2:40 pmYWG-PDX
6h 00m1 stop
Air Canada Logo
9:50 am - 6:09 pmPDX-YWG
6h 19m1 stop
$343Air Canada
Find Deal
Wed, Mar 4 - Thu, Mar 5
United Airlines Logo
2:20 pm - 11:03 amYWG-PDX
22h 43m3 stops
United Airlines Logo
11:59 pm - 11:57 amPDX-YWG
9h 58m1 stop
$348United Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 7
Multiple Airlines Logo
2:20 pm - 9:38 amYWG-PDX
21h 18m2 stops
Multiple Airlines Logo
7:00 pm - 12:59 pmPDX-YWG
15h 59m1 stop
$418Multiple Airlines
Find Deal
Sat, Nov 22 - Sat, Nov 29
United Airlines Logo
2:20 pm - 10:59 pmYWG-PDX
10h 39m2 stops
United Airlines Logo
2:00 pm - 11:39 amPDX-YWG
19h 39m2 stops
$445United Airlines
Find Deal
Wed, Mar 4 - Thu, Mar 5
WestJet Logo
5:49 pm - 12:48 pmYWG-PDX
20h 59m1 stop
WestJet Logo
12:35 am - 4:59 pmPDX-YWG
14h 24m1 stop
$500WestJet
Find Deal
Sat, Nov 22 - Fri, Nov 28
WestJet Logo
6:40 am - 12:54 pmYWG-PDX
8h 14m1 stop
WestJet Logo
12:32 am - 11:44 pmPDX-YWG
21h 12m1 stop
$528WestJet
Find Deal
Sat, Dec 6 - Sat, Dec 6
American Airlines Logo
6:00 am - 9:24 pmYWG-PDX
17h 24m3 stops
American Airlines Logo
10:21 pm - 11:35 pmPDX-YWG
23h 14m2 stops
$1,066American Airlines
Find Deal
Thu, Dec 18 - Thu, Jan 1
American Airlines Logo
6:00 am - 9:24 pmYWG-PDX
17h 24m3 stops
American Airlines Logo
10:21 pm - 11:35 pmPDX-YWG
23h 14m2 stops
$1,092American Airlines
Find Deal
Thu, Dec 18 - Thu, Jan 1

Air Canada flights from Winnipeg to Portland

Our best Air Canada deals on Winnipeg to Portland flight tickets
Air Canada
Mar 4
YWG10:40 amWinnipeg
6h 00m
1 stop
PDX2:40 pmPortland
Mar 5
PDX3:15 pmPortland
7h 59m
1 stop
YWG1:14 amWinnipeg
$310
Find similar
Air Canada
Mar 4
YWG10:40 amWinnipeg
6h 00m
1 stop
PDX2:40 pmPortland
Mar 5
PDX9:50 amPortland
6h 19m
1 stop
YWG6:09 pmWinnipeg
$343
Find similar
Air Canada
Mar 4
YWG8:00 amWinnipeg
8h 40m
2 stops
PDX2:40 pmPortland
Mar 5
PDX1:35 pmPortland
20h 04m
2 stops
YWG11:39 amWinnipeg
$362
Find similar

United Airlines flights from Winnipeg to Portland

Our best United Airlines deals on Winnipeg to Portland flight tickets
United Airlines
Dec 6
YWG2:20 pmWinnipeg
22h 43m
3 stops
PDX11:03 amPortland
Dec 7
PDX11:59 pmPortland
9h 58m
1 stop
YWG11:57 amWinnipeg
$348
Find similar
United Airlines
Mar 4
YWG2:20 pmWinnipeg
10h 39m
2 stops
PDX10:59 pmPortland
Mar 5
PDX2:00 pmPortland
19h 39m
2 stops
YWG11:39 amWinnipeg
$445
Find similar
United Airlines
Dec 6
YWG2:20 pmWinnipeg
22h 43m
3 stops
PDX11:03 amPortland
Dec 7
PDX7:43 pmPortland
14h 14m
2 stops
YWG11:57 amWinnipeg
$504
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Portland 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 November 3, 2025.
Use the filters below to find and compare flights from Winnipeg to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 1/17

5:55 am-8:50 pm

2 stops16h 55m

Portland

Sun 1/18

2:53 pm-12:43 am

1 stop7h 50m

$289

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 3/4

10:40 am-2:40 pm

1 stop6h 00m

Portland

Thu 3/5

3:15 pm-1:14 am

1 stop7h 59m

$310

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 3/4

10:40 am-2:40 pm

1 stop6h 00m

Portland

Thu 3/5

9:50 am-6:09 pm

1 stop6h 19m

$343

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 12/6

2:20 pm-11:03 am

3 stops22h 43m

Portland

Sun 12/7

11:59 pm-11:57 am

1 stop9h 58m

$348

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 11/22

2:20 pm-9:38 am

2 stops21h 18m

Portland

Sat 11/29

7:00 pm-12:59 pm

1 stop15h 59m

$418

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 3/4

2:20 pm-10:59 pm

2 stops10h 39m

Portland

Thu 3/5

2:00 pm-11:39 am

2 stops19h 39m

$445

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 11/22

5:49 pm-12:48 pm

1 stop20h 59m

Portland

Fri 11/28

12:35 am-4:59 pm

1 stop14h 24m

$500

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Sat 12/6

6:40 am-12:54 pm

1 stop8h 14m

Portland

Sat 12/6

12:32 am-11:44 pm

1 stop21h 12m

$528

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 12/18

6:00 am-9:24 pm

3 stops17h 24m

Portland

Thu 1/1

10:21 pm-11:35 pm

2 stops23h 14m

$1,066

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Thu 12/18

6:00 am-9:24 pm

3 stops17h 24m

Portland

Thu 1/1

10:21 pm-11:35 pm

2 stops23h 14m

$1,092

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 Portland from

How to get the cheapest flight ticket from Winnipeg to Portland

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 cheapest month to fly to Portland?

The cheapest month to fly to Portland from Winnipeg is in July. Flight prices, which tend to average around $269, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in July, then you should wait until August to fly from Winnipeg, when ticket prices are also cheap, with an average price of $272.

What is the cheapest day to depart on your flight to Portland?

The cheapest day to depart on your flight to Portland is on a Thursday when prices can be found for as low as $286. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Saturday, with ticket prices averaging around $362.

What is the cheapest time of day to depart on your flight to Portland?

The cheapest time of day to fly to Portland is in the afternoon when flights can be purchased for as low as $297. In the morning is when there is more demand to fly to Portland, so prices are often more expensive at around $305 per ticket.

Can stopping save me money on Winnipeg to Portland flights?

You could potentially save up to 40% on your flight if you consider stops on a Winnipeg to Portland flight.

When to book flights from Winnipeg to Portland

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to Portland according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to Portland (YWG to PDX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Portland

Direct flights

None
There are no direct flights from Winnipeg to Portland. There are no popular flight routes from Winnipeg to Portland.
Search flight deals

  • How far is Winnipeg to Portland by plane?

    Winnipeg and Portland are 1217.9 mi apart from one another. 5h 55m is a normal flight duration for this route.

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

    Prices for flights from Winnipeg Airport to Portland Airport are updated daily.

  • How many operators does momondo search for flights from Winnipeg Airport to Portland Airport?

  • How old do you have to be to fly from Winnipeg Airport to Portland Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Winnipeg to Portland?

Best airlines flying from Winnipeg to Portland

Compare and see reviews for airlines that fly from Winnipeg to Portland with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $214Free CancellationRating
7.1
10,398 reviews
Search Air Canada flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Depoe Bay
Rockaway Beach
Beaverton
Hillsboro
Hood River
Gresham
McMinnville
Longview
The Dalles
Pacific City
Tigard
Manzanita
Tillamook

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Winnipeg to Portland. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Portland from Winnipeg with this policy.

How can momondo help me find flights from Winnipeg to Portland?

Once you have performed a search for Winnipeg to Portland 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 Winnipeg to Portland right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Winnipeg to Portland flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Portland trip

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