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Cheap flights from Oregon to Winnipeg from C$ 251

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 3/9. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Oregon to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 a.m. - 4:52 p.m.
PDX
-
YWG
8h 52m
1 stop
Delta Logo
3:58 p.m. - 11:20 p.m.
YWG
-
PDX
9h 22m
1 stop
C$ 477Delta
Tue, 11 Aug - Fri, 14 Aug
United Airlines Logo
11:02 p.m. - 11:52 a.m.
PDX
-
YWG
10h 50m
1 stop
United Airlines Logo
2:00 p.m. - 9:32 a.m.
YWG
-
PDX
21h 32m
2 stops
C$ 491United Airlines
Thu, 20 Aug - Mon, 24 Aug
Delta Logo
6:00 a.m. - 4:52 p.m.
PDX
-
YWG
8h 52m
1 stop
Delta Logo
3:58 p.m. - 11:20 p.m.
YWG
-
PDX
9h 22m
1 stop
C$ 493Delta
Tue, 11 Aug - Fri, 14 Aug
United Airlines Logo
11:02 p.m. - 11:52 a.m.
PDX
-
YWG
10h 50m
1 stop
United Airlines Logo
7:00 a.m. - 10:23 p.m.
YWG
-
PDX
17h 23m
1 stop
C$ 550United Airlines
Tue, 15 Sep - Thu, 24 Sep
Multiple Airlines Logo
2:30 p.m. - 11:10 a.m.
PDX
-
YWG
18h 40m
1 stop
Multiple Airlines Logo
10:10 a.m. - 8:39 p.m.
YWG
-
PDX
12h 29m
2 stops
C$ 555Multiple Airlines
Wed, 16 Sep - Thu, 24 Sep
Multiple Airlines Logo
8:17 a.m. - 10:33 p.m.
PDX
-
YWG
12h 16m
1 stop
Multiple Airlines Logo
7:20 a.m. - 2:46 p.m.
YWG
-
PDX
9h 26m
2 stops
C$ 563Multiple Airlines
Wed, 16 Sep - Wed, 23 Sep
United Airlines Logo
8:40 a.m. - 10:33 p.m.
PDX
-
YWG
11h 53m
2 stops
United Airlines Logo
2:00 p.m. - 10:23 p.m.
YWG
-
PDX
10h 23m
1 stop
C$ 565United Airlines
Tue, 15 Sep - Thu, 24 Sep
Air Canada Logo
3:30 p.m. - 11:40 p.m.
PDX
-
YWG
6h 10m
1 stop
Air Canada Logo
10:50 a.m. - 2:51 p.m.
YWG
-
PDX
6h 01m
1 stop
C$ 569Air Canada
Sat, 3 Oct - Tue, 6 Oct
United Airlines Logo
8:40 a.m. - 10:33 p.m.
PDX
-
YWG
11h 53m
2 stops
United Airlines Logo
8:45 a.m. - 8:40 p.m.
YWG
-
PDX
13h 55m
2 stops
C$ 572United Airlines
Tue, 15 Sep - Wed, 23 Sep
Multiple Airlines Logo
5:00 a.m. - 8:57 p.m.
PDX
-
YWG
13h 57m
1 stop
Multiple Airlines Logo
5:45 a.m. - 9:31 a.m.
YWG
-
PDX
5h 46m
1 stop
C$ 576Multiple Airlines
Thu, 15 Oct - Sun, 18 Oct

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WestJet flights from Oregon to Winnipeg

Our best WestJet deals on Oregon to Winnipeg flight tickets
WestJet
20 Aug
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
23 Aug
YWG9:05 p.m.Winnipeg
18h 45m
1 stop
PDX1:50 p.m.Portland
C$ 655
WestJet
23 Aug
PDX2:30 p.m.Portland
7h 10m
1 stop
YWG11:40 p.m.Winnipeg
31 Aug
YWG10:10 a.m.Winnipeg
5h 40m
1 stop
PDX1:50 p.m.Portland
C$ 681
WestJet
11 Aug
PDX2:30 p.m.Portland
5h 40m
1 stop
YWG10:10 p.m.Winnipeg
14 Aug
YWG7:00 a.m.Winnipeg
8h 50m
2 stops
PDX1:50 p.m.Portland
C$ 773

Air Canada flights from Oregon to Winnipeg

Our best Air Canada deals on Oregon to Winnipeg flight tickets
Air Canada
3 Oct
PDX3:30 p.m.Portland
6h 10m
1 stop
YWG11:40 p.m.Winnipeg
6 Oct
YWG10:50 a.m.Winnipeg
6h 01m
1 stop
PDX2:51 p.m.Portland
C$ 569
Air Canada
17 Sep
PDX7:45 p.m.Portland
5h 12m
1 stop
YWG2:57 a.m.Winnipeg
23 Sep
YWG7:20 a.m.Winnipeg
9h 26m
2 stops
PDX2:46 p.m.Portland
C$ 577
Air Canada
24 Aug
PDX7:45 p.m.Portland
5h 12m
1 stop
YWG2:57 a.m.Winnipeg
4 Sep
YWG5:45 a.m.Winnipeg
5h 46m
1 stop
PDX9:31 a.m.Portland
C$ 584

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 24 July 2026.
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

Cheapest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 11/8

6:00 a.m.-4:52 p.m.

1 stop8h 52m

Winnipeg

Fri 14/8

3:58 p.m.-11:20 p.m.

1 stop9h 22m

C$ 477

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 20/8

11:02 p.m.-11:52 a.m.

1 stop10h 50m

Winnipeg

Mon 24/8

2:00 p.m.-9:32 a.m.

2 stops21h 32m

C$ 491

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 11/8

6:00 a.m.-4:52 p.m.

1 stop8h 52m

Winnipeg

Fri 14/8

3:58 p.m.-11:20 p.m.

1 stop9h 22m

C$ 493

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 15/9

11:02 p.m.-11:52 a.m.

1 stop10h 50m

Winnipeg

Thu 24/9

7:00 a.m.-10:23 p.m.

1 stop17h 23m

C$ 550

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 16/9

2:30 p.m.-11:10 a.m.

1 stop18h 40m

Winnipeg

Thu 24/9

10:10 a.m.-8:39 p.m.

2 stops12h 29m

C$ 555

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Wed 16/9

8:17 a.m.-10:33 p.m.

1 stop12h 16m

Winnipeg

Wed 23/9

7:20 a.m.-2:46 p.m.

2 stops9h 26m

C$ 563

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 15/9

8:40 a.m.-10:33 p.m.

2 stops11h 53m

Winnipeg

Thu 24/9

2:00 p.m.-10:23 p.m.

1 stop10h 23m

C$ 564
Quickest round-trip

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Sat 3/10

3:30 p.m.-11:40 p.m.

1 stop6h 10m

Winnipeg

Tue 6/10

10:50 a.m.-2:51 p.m.

1 stop6h 01m

C$ 569

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Tue 15/9

8:40 a.m.-10:33 p.m.

2 stops11h 53m

Winnipeg

Wed 23/9

8:45 a.m.-8:40 p.m.

2 stops13h 55m

C$ 572

PortlandWinnipeg

PDX - YWG

PDXYWG

Portland

Thu 15/10

5:00 a.m.-8:57 p.m.

1 stop13h 57m

Winnipeg

Sun 18/10

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

1 stop5h 46m

C$ 576

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 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 November. Flight prices, which tend to average around C$ 348, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of November, then departing from Oregon during the month September is also very affordable. Most momondo users find prices during this month for around C$ 389.

Cheap Oregon to Winnipeg flight deals and tips

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

Fastest flight time

5h 40m

Direct flights

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

Frequently asked questions about flying from Oregon to Winnipeg

  • 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 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.

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Morden
Portage la Prairie
Selkirk

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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