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Cheap flights from Winnipeg to Oregon from $144

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 Oregon departing on 1/28. 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 Oregon

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:30 am - 9:34 am
YWG
-
PDX
28h 04m1 stop
Multiple Airlines Logo
7:10 am - 12:39 am
PDX
-
YWG
15h 29m2 stops
$305Multiple Airlines
jue., ene. 8 - mié., ene. 14
Air Canada Logo
10:45 am - 2:40 pm
YWG
-
PDX
5h 55m1 stop
Air Canada Logo
3:15 pm - 1:14 am
PDX
-
YWG
7h 59m1 stop
$310Air Canada
vie., ene. 30 - lun., feb. 2
Air Canada Logo
10:45 am - 2:40 pm
YWG
-
PDX
5h 55m1 stop
Air Canada Logo
9:50 am - 6:09 pm
PDX
-
YWG
6h 19m1 stop
$321Air Canada
jue., ene. 8 - mié., ene. 14
Air Canada Logo
10:45 am - 2:40 pm
YWG
-
PDX
5h 55m1 stop
Air Canada Logo
3:15 pm - 1:14 am
PDX
-
YWG
7h 59m1 stop
$344Air Canada
vie., ene. 30 - lun., feb. 2
Air Canada Logo
10:45 am - 2:40 pm
YWG
-
PDX
5h 55m1 stop
Air Canada Logo
7:00 pm - 3:43 pm
PDX
-
YWG
18h 43m2 stops
$349Air Canada
vie., ene. 30 - lun., feb. 2
Air Canada Logo
9:50 pm - 9:15 am
YWG
-
PDX
13h 25m1 stop
Air Canada Logo
3:15 pm - 1:14 am
PDX
-
YWG
7h 59m1 stop
$352Air Canada
lun., ene. 5 - vie., ene. 9
Multiple Airlines Logo
8:00 am - 9:30 am
YWG
-
PDX
27h 30m1 stop
Multiple Airlines Logo
9:30 pm - 10:41 pm
PDX
-
YWG
23h 11m2 stops
$363Multiple Airlines
lun., ene. 5 - vie., ene. 9
Delta Logo
6:40 am - 11:18 am
YWG
-
MFR
30h 38m2 stops
Delta Logo
12:05 pm - 11:38 pm
MFR
-
YWG
9h 33m2 stops
$514Delta
dom., feb. 1 - mié., feb. 4
Delta Logo
6:40 am - 11:04 pm
YWG
-
MFR
18h 24m2 stops
Delta Logo
12:05 pm - 11:38 pm
MFR
-
YWG
9h 33m2 stops
$525Delta
dom., feb. 1 - mié., feb. 4
Delta Logo
6:40 am - 11:04 pm
YWG
-
MFR
18h 24m2 stops
Delta Logo
12:05 pm - 11:38 pm
MFR
-
YWG
9h 33m2 stops
$537Delta
dom., feb. 1 - mié., feb. 4

Air Canada flights from Winnipeg to Oregon

Our best Air Canada deals on Winnipeg to Oregon flight tickets
Air Canada
Jan 30
YWG10:45 amWinnipeg
5h 55m
1 stop
PDX2:40 pmPortland
Feb 2
PDX3:15 pmPortland
7h 59m
1 stop
YWG1:14 amWinnipeg
$310
Find similar
Air Canada
Jan 8
YWG10:45 amWinnipeg
5h 55m
1 stop
PDX2:40 pmPortland
Jan 14
PDX9:50 amPortland
6h 19m
1 stop
YWG6:09 pmWinnipeg
$321
Find similar
Air Canada
Jan 30
YWG10:45 amWinnipeg
5h 55m
1 stop
PDX2:40 pmPortland
Feb 2
PDX3:15 pmPortland
7h 59m
1 stop
YWG1:14 amWinnipeg
$344
Find similar

United Airlines flights from Winnipeg to Oregon

Our best United Airlines deals on Winnipeg to Oregon flight tickets
United Airlines
Dec 12
YWG8:40 amWinnipeg
6h 57m
1 stop
PDX1:37 pmPortland
Dec 12
PDX11:59 pmPortland
9h 58m
1 stop
YWG11:57 amWinnipeg
$426
Find similar
United Airlines
Jan 30
YWG2:20 pmWinnipeg
12h 23m
2 stops
PDX12:43 amPortland
Feb 2
PDX1:35 pmPortland
20h 22m
2 stops
YWG11:57 amWinnipeg
$446
Find similar
United Airlines
Dec 9
YWG2:20 pmWinnipeg
9h 55m
1 stop
PDX10:15 pmPortland
Dec 14
PDX11:59 pmPortland
9h 58m
1 stop
YWG11:57 amWinnipeg
$484
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Oregon 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 diciembre 4, 2025.
Use the filters below to find and compare flights from Winnipeg to Oregon that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

jue. 1/8

7:30 am-9:34 am

1 stop28h 04m

Portland

mié. 1/14

7:10 am-12:39 am

2 stops15h 29m

$305

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

vie. 1/30

10:45 am-2:40 pm

1 stop5h 55m

Portland

lun. 2/2

3:15 pm-1:14 am

1 stop7h 59m

$310

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

jue. 1/8

10:45 am-2:40 pm

1 stop5h 55m

Portland

mié. 1/14

9:50 am-6:09 pm

1 stop6h 19m

$321

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

vie. 1/30

10:45 am-2:40 pm

1 stop5h 55m

Portland

lun. 2/2

3:15 pm-1:14 am

1 stop7h 59m

$344

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

vie. 1/30

10:45 am-2:40 pm

1 stop5h 55m

Portland

lun. 2/2

7:00 pm-3:43 pm

2 stops18h 43m

$349

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

lun. 1/5

9:50 pm-9:15 am

1 stop13h 25m

Portland

vie. 1/9

3:15 pm-1:14 am

1 stop7h 59m

$352

WinnipegPortland

YWG - PDX

YWGPDX

Winnipeg

lun. 1/5

8:00 am-9:30 am

1 stop27h 30m

Portland

vie. 1/9

9:30 pm-10:41 pm

2 stops23h 11m

$363

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

dom. 2/1

6:40 am-11:18 am

2 stops30h 38m

Medford

mié. 2/4

12:05 pm-11:38 pm

2 stops9h 33m

$514

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

dom. 2/1

6:40 am-11:04 pm

2 stops18h 24m

Medford

mié. 2/4

12:05 pm-11:38 pm

2 stops9h 33m

$525

WinnipegMedford

YWG - MFR

YWGMFR

Winnipeg

dom. 2/1

6:40 am-11:04 pm

2 stops18h 24m

Medford

mié. 2/4

12:05 pm-11:38 pm

2 stops9h 33m

$537

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 Oregon from

How to get the cheapest flight ticket from Winnipeg to Oregon

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 Oregon?

The month of August is, on average, the cheapest month to fly to Oregon from Winnipeg, with most prices found around $261. The month of July is another great option to travel to Oregon, with average flight prices from Winnipeg averaging around $269.

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

On average, the least expensive day to fly to Oregon from Winnipeg is on a Thursday. momondo users have found tickets for Thursday departures for as low as $286. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Oregon is Saturday, with ticket prices averaging around $362.

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

According to our data, the cheapest time of day to fly to Oregon is in the afternoon. momondo users have found flights departing from Winnipeg to Oregon in the afternoon for as low as $297. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Oregon are more costly in the morning, with an average ticket price of $305. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

Can stopping save me money on Winnipeg to Oregon flights?

You could potentially save up to 65% on your flight if you consider stops on a Winnipeg to Oregon flight.

Cheap Winnipeg to Oregon flight deals and tips

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

Fastest flight time

9h 55m

Direct flights

None
The fastest flight from Winnipeg to Oregon takes 9h 55m
There are no direct flights from Winnipeg to Oregon. There are no popular flight routes from Winnipeg to Oregon.
Search flight deals

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

    Prices for flights from Winnipeg Airport to Oregon refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Oregon.

  • What documentation or ID do you need to fly to Oregon?

    The travel and health documents required for your trip to Oregon can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Oregon. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Winnipeg to Oregon

Compare and see reviews for airlines that fly from Winnipeg to Oregon with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $214Free CancellationRating
7.1
10,500 reviews
Search Air Canada flights

Why use momondo?

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

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

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Oregon from Winnipeg.

I’m not ready to book a flight from Winnipeg to Oregon right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Winnipeg to Oregon now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Oregon and let you know when they change.

An easier way to manage your Oregon 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.
Start using Trips
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