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Cheap flights from Winnipeg to Portland from $153

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 9/7. 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
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.
WestJet Logo
10:10 am - 1:50 pm
YWG
-
PDX
5h 40m
1 stop
WestJet Logo
2:30 pm - 11:40 pm
PDX
-
YWG
7h 10m
1 stop
$232WestJet
Mon, Aug 17 - Sun, Aug 23
WestJet Logo
10:10 am - 1:50 pm
YWG
-
PDX
5h 40m
1 stop
WestJet Logo
2:30 pm - 10:10 pm
PDX
-
YWG
5h 40m
1 stop
$233WestJet
Mon, Aug 17 - Sat, Aug 22
WestJet Logo
7:00 am - 1:50 pm
YWG
-
PDX
8h 50m
2 stops
WestJet Logo
2:30 pm - 10:10 pm
PDX
-
YWG
5h 40m
1 stop
$245WestJet
Wed, Jun 24 - Wed, Jul 15
WestJet Logo
10:10 am - 1:50 pm
YWG
-
PDX
5h 40m
1 stop
WestJet Logo
2:30 pm - 10:10 pm
PDX
-
YWG
5h 40m
1 stop
$247WestJet
Wed, Jun 24 - Wed, Jul 15
WestJet Logo
10:10 am - 1:50 pm
YWG
-
PDX
5h 40m
1 stop
WestJet Logo
2:30 pm - 12:00 pm
PDX
-
YWG
19h 30m
2 stops
$248WestJet
Mon, Aug 17 - Sat, Aug 22
WestJet Logo
4:15 pm - 1:50 pm
YWG
-
PDX
23h 35m
2 stops
WestJet Logo
2:30 pm - 10:10 pm
PDX
-
YWG
5h 40m
1 stop
$256WestJet
Tue, Oct 6 - Sun, Oct 11
WestJet Logo
4:15 pm - 1:50 pm
YWG
-
PDX
23h 35m
2 stops
WestJet Logo
2:30 pm - 12:00 pm
PDX
-
YWG
19h 30m
2 stops
$263WestJet
Mon, Aug 17 - Sat, Aug 22
WestJet Logo
10:10 am - 1:50 pm
YWG
-
PDX
5h 40m
1 stop
WestJet Logo
2:30 pm - 2:40 pm
PDX
-
YWG
22h 10m
2 stops
$269WestJet
Mon, Aug 17 - Sun, Aug 23
WestJet Logo
7:00 am - 1:50 pm
YWG
-
PDX
8h 50m
2 stops
WestJet Logo
2:30 pm - 9:20 am
PDX
-
YWG
16h 50m
2 stops
$270WestJet
Wed, Jun 24 - Wed, Jul 15
WestJet Logo
6:00 am - 1:50 pm
YWG
-
PDX
9h 50m
2 stops
WestJet Logo
2:30 pm - 2:40 pm
PDX
-
YWG
22h 10m
2 stops
$271WestJet
Mon, Aug 17 - Sun, Aug 23

WestJet flights from Winnipeg to Portland

Our best WestJet deals on Winnipeg to Portland flight tickets
WestJet
Aug 17
YWG10:10 amWinnipeg
5h 40m
1 stop
PDX1:50 pmPortland
Aug 23
PDX2:30 pmPortland
7h 10m
1 stop
YWG11:40 pmWinnipeg
$232
WestJet
Aug 17
YWG10:10 amWinnipeg
5h 40m
1 stop
PDX1:50 pmPortland
Aug 22
PDX2:30 pmPortland
5h 40m
1 stop
YWG10:10 pmWinnipeg
$233
WestJet
Jun 24
YWG7:00 amWinnipeg
8h 50m
2 stops
PDX1:50 pmPortland
Jul 15
PDX2:30 pmPortland
5h 40m
1 stop
YWG10:10 pmWinnipeg
$245

Air Canada flights from Winnipeg to Portland

Our best Air Canada deals on Winnipeg to Portland flight tickets
Air Canada
Jun 24
YWG5:30 amWinnipeg
6h 01m
1 stop
PDX9:31 amPortland
Jul 15
PDX7:45 pmPortland
5h 17m
1 stop
YWG3:02 amWinnipeg
$279
Air Canada
Sep 16
YWG10:50 amWinnipeg
6h 01m
1 stop
PDX2:51 pmPortland
Sep 22
PDX10:10 amPortland
5h 37m
1 stop
YWG5:47 pmWinnipeg
$283
Air Canada
Sep 19
YWG5:45 amWinnipeg
5h 46m
1 stop
PDX9:31 amPortland
Sep 23
PDX10:10 amPortland
5h 37m
1 stop
YWG5:47 pmWinnipeg
$284

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 May 18, 2026.
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

Cheapest round-trip

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 8/17

10:10 am-1:50 pm

1 stop5h 40m

Portland

Sun 8/23

2:30 pm-11:40 pm

1 stop7h 10m

$232
Quickest round-trip

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 8/17

10:10 am-1:50 pm

1 stop5h 40m

Portland

Sat 8/22

2:30 pm-10:10 pm

1 stop5h 40m

$233

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 6/24

7:00 am-1:50 pm

2 stops8h 50m

Portland

Wed 7/15

2:30 pm-10:10 pm

1 stop5h 40m

$245

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 6/24

10:10 am-1:50 pm

1 stop5h 40m

Portland

Wed 7/15

2:30 pm-10:10 pm

1 stop5h 40m

$247

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 8/17

10:10 am-1:50 pm

1 stop5h 40m

Portland

Sat 8/22

2:30 pm-12:00 pm

2 stops19h 30m

$248

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Tue 10/6

4:15 pm-1:50 pm

2 stops23h 35m

Portland

Sun 10/11

2:30 pm-10:10 pm

1 stop5h 40m

$256

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 8/17

4:15 pm-1:50 pm

2 stops23h 35m

Portland

Sat 8/22

2:30 pm-12:00 pm

2 stops19h 30m

$263

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 8/17

10:10 am-1:50 pm

1 stop5h 40m

Portland

Sun 8/23

2:30 pm-2:40 pm

2 stops22h 10m

$269

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Wed 6/24

7:00 am-1:50 pm

2 stops8h 50m

Portland

Wed 7/15

2:30 pm-9:20 am

2 stops16h 50m

$270

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

Mon 8/17

6:00 am-1:50 pm

2 stops9h 50m

Portland

Sun 8/23

2:30 pm-2:40 pm

2 stops22h 10m

$271

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

What is the cheapest month to fly to Portland?

The cheapest month to fly to Portland from Winnipeg is in August. Flight prices, which tend to average around $261, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in August, then you should wait until July to fly from Winnipeg, when ticket prices are also cheap, with an average price of $280.

Can stopping save me money on Winnipeg to Portland flights?

You could potentially save up to 27% on your flight if you consider stops on a Winnipeg to Portland flight.

How have Winnipeg to Portland flight prices changed over time?

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

Fastest flight time

5h 40m

Direct flights

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

Frequently asked questions about flying from Winnipeg to Portland

  • How far is Winnipeg to Portland by plane?

    Winnipeg and Portland are 1217.9 mi apart from one another. 5h 40m 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
11,060 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
Rockaway Beach
Beaverton
Depoe Bay
Hillsboro
Tigard
Longview
Hood River
Troutdale
Newberg
The Dalles
Gresham
McMinnville
Manzanita

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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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