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Cheap flights from Oregon to Winnipeg from C$ 181

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Winnipeg departing on 17/2. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:36 p.m. - 12:43 a.m.PDX-YWG
29h 07m1 stop
Multiple Airlines Logo
5:35 p.m. - 9:27 a.m.YWG-PDX
17h 52m1 stop
C$ 494Multiple Airlines
Find Deal
Tue, 9 Dec - Fri, 12 Dec
Multiple Airlines Logo
1:38 p.m. - 12:39 a.m.PDX-YWG
9h 01m2 stops
Multiple Airlines Logo
4:55 p.m. - 9:37 a.m.YWG-PDX
18h 42m1 stop
C$ 495Multiple Airlines
Find Deal
Fri, 16 Jan - Mon, 19 Jan
Delta Logo
2:23 p.m. - 11:45 a.m.PDX-YWG
19h 22m2 stops
Delta Logo
12:35 p.m. - 10:37 p.m.YWG-PDX
12h 02m2 stops
C$ 585Delta
Find Deal
Sat, 6 Dec - Sat, 13 Dec
Air Canada Logo
3:15 p.m. - 1:14 a.m.PDX-YWG
7h 59m1 stop
Air Canada Logo
10:45 a.m. - 2:40 p.m.YWG-PDX
5h 55m1 stop
C$ 588Air Canada
Find Deal
Mon, 8 Dec - Sat, 13 Dec
Air Canada Logo
3:15 p.m. - 1:14 a.m.PDX-YWG
7h 59m1 stop
Air Canada Logo
8:00 a.m. - 2:40 p.m.YWG-PDX
8h 40m2 stops
C$ 595Air Canada
Find Deal
Tue, 10 Mar - Wed, 11 Mar
Delta Logo
7:59 p.m. - 11:48 a.m.PDX-YWG
13h 49m2 stops
Delta Logo
6:40 a.m. - 12:54 p.m.YWG-PDX
8h 14m1 stop
C$ 600Delta
Find Deal
Fri, 28 Nov - Sun, 7 Dec
United Airlines Logo
11:59 p.m. - 11:57 a.m.PDX-YWG
9h 58m1 stop
United Airlines Logo
8:40 a.m. - 9:15 p.m.YWG-PDX
14h 35m1 stop
C$ 609United Airlines
Find Deal
Mon, 8 Dec - Fri, 12 Dec
United Airlines Logo
11:59 p.m. - 11:57 a.m.PDX-YWG
9h 58m1 stop
United Airlines Logo
2:20 p.m. - 12:37 a.m.YWG-PDX
12h 17m2 stops
C$ 622United Airlines
Find Deal
Thu, 11 Dec - Fri, 12 Dec
WestJet Logo
12:32 a.m. - 6:06 p.m.PDX-YWG
15h 34m2 stops
WestJet Logo
6:40 a.m. - 12:54 p.m.YWG-PDX
8h 14m1 stop
C$ 923WestJet
Find Deal
Tue, 9 Dec - Mon, 15 Dec
WestJet Logo
9:10 a.m. - 12:41 a.m.PDX-YWG
13h 31m2 stops
WestJet Logo
10:55 a.m. - 12:54 p.m.YWG-PDX
27h 59m2 stops
C$ 930WestJet
Find Deal
Mon, 8 Dec - Fri, 12 Dec

WestJet flights from Oregon to Winnipeg

Our best WestJet deals on Oregon to Winnipeg flight tickets
WestJet
9 Dec
PDX12:32 a.m.Portland
15h 34m
2 stops
YWG6:06 p.m.Winnipeg
15 Dec
YWG6:40 a.m.Winnipeg
8h 14m
1 stop
PDX12:54 p.m.Portland
C$ 923
Find similar
WestJet
8 Dec
PDX9:10 a.m.Portland
13h 31m
2 stops
YWG12:41 a.m.Winnipeg
12 Dec
YWG10:55 a.m.Winnipeg
27h 59m
2 stops
PDX12:54 p.m.Portland
C$ 930
Find similar
WestJet
3 Dec
PDX12:32 a.m.Portland
35h 20m
2 stops
YWG1:52 p.m.Winnipeg
7 Dec
YWG10:55 a.m.Winnipeg
27h 59m
2 stops
PDX12:54 p.m.Portland
C$ 955
Find similar

American Airlines flights from Oregon to Winnipeg

Our best American Airlines deals on Oregon to Winnipeg flight tickets
American Airlines
4 Dec
PDX11:59 p.m.Portland
21h 36m
3 stops
YWG11:35 p.m.Winnipeg
8 Dec
YWG12:10 p.m.Winnipeg
24h 37m
2 stops
PDX10:47 a.m.Portland
C$ 942
Find similar
American Airlines
9 Dec
PDX11:59 p.m.Portland
21h 36m
3 stops
YWG11:35 p.m.Winnipeg
12 Dec
YWG6:00 a.m.Winnipeg
16h 17m
2 stops
PDX8:17 p.m.Portland
C$ 1,007
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Oregon 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 6 November 2025.
Use the filters below to find and compare flights from Oregon to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 9/12

5:36 p.m.-12:43 a.m.

1 stop29h 07m

Winnipeg

Fri 12/12

5:35 p.m.-9:27 a.m.

1 stop17h 52m

C$ 494

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 16/1

1:38 p.m.-12:39 a.m.

2 stops9h 01m

Winnipeg

Mon 19/1

4:55 p.m.-9:37 a.m.

1 stop18h 42m

C$ 495

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 6/12

2:23 p.m.-11:45 a.m.

2 stops19h 22m

Winnipeg

Sat 13/12

12:35 p.m.-10:37 p.m.

2 stops12h 02m

C$ 585

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 8/12

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

1 stop7h 59m

Winnipeg

Sat 13/12

10:45 a.m.-2:40 p.m.

1 stop5h 55m

C$ 588

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 10/3

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

1 stop7h 59m

Winnipeg

Wed 11/3

8:00 a.m.-2:40 p.m.

2 stops8h 40m

C$ 595

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Fri 28/11

7:59 p.m.-11:48 a.m.

2 stops13h 49m

Winnipeg

Sun 7/12

6:40 a.m.-12:54 p.m.

1 stop8h 14m

C$ 600

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 8/12

11:59 p.m.-11:57 a.m.

1 stop9h 58m

Winnipeg

Fri 12/12

8:40 a.m.-9:15 p.m.

1 stop14h 35m

C$ 609

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 11/12

11:59 p.m.-11:57 a.m.

1 stop9h 58m

Winnipeg

Fri 12/12

2:20 p.m.-12:37 a.m.

2 stops12h 17m

C$ 622

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 9/12

12:32 a.m.-6:06 p.m.

2 stops15h 34m

Winnipeg

Mon 15/12

6:40 a.m.-12:54 p.m.

1 stop8h 14m

C$ 923

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Mon 8/12

9:10 a.m.-12:41 a.m.

2 stops13h 31m

Winnipeg

Fri 12/12

10:55 a.m.-12:54 p.m.

2 stops27h 59m

C$ 930

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 Oregon 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 cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Oregon is in February. Flight prices, which tend to average around C$ 245, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of February, then departing from Oregon during the month November is also very affordable. Most momondo users find prices during this month for around C$ 348.

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

Our data shows that Thursday is the least expensive day to fly to Winnipeg. Tickets to fly out on this day can be as low as C$ 351. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Friday is C$ 502.

How far in advance should I book a flight to Winnipeg?

You are more likely to see cheaper flights to Winnipeg from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around C$ 454 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Oregon for as low as C$ 227 on momondo.

Can stopping save me money on Oregon to Winnipeg flights?

You could potentially save up to 69% on your flight if you consider stops on a Oregon to Winnipeg flight.

Cheap Oregon to Winnipeg flight deals and tips

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

Direct flights

None
There are no direct flights from Oregon to Winnipeg. There are no popular flight routes from Oregon to Winnipeg.
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  • When did momondo last update prices for flights from Oregon to Winnipeg Airport?

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

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

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

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

    The travel and health documents required for your trip to Winnipeg Airport 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 Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Oregon to Winnipeg

Compare and see reviews for airlines that fly from Oregon to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 250Free CancellationRating
7.2
3,155 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 Oregon to Winnipeg?

Finding the right flight to Winnipeg from Oregon is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Winnipeg quick and easy, saving you time and money.

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

Yes. All flights to Winnipeg from Oregon on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Winnipeg from Oregon. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

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

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