$138+ Cheap flights from Portland (PDX) to Winnipeg (YWG)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
Sep 3 — Sep 101
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Portland to Winnipeg with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Winnipeg
Cheapest
Best
Last-minute
One-way
Cheapest flights from Portland to WinnipegExplore the most affordable flight options available from Portland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
Explore the most affordable flight options available from Portland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:30 pm -
1 stop5h 40m
Thu 10/16:00 am -
2 stops30h 07m
Deal found 7/31![Multiple Airlines logo]()
$362
This Air Canada deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:45 pm -
1 stop5h 12m
Mon 9/285:45 am -
1 stop5h 46m
Deal found 7/31![Air Canada logo]()
$378
This United deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:16 am -
1 stop13h 17m
Wed 9/305:45 am -
1 stop5h 46m
Deal found 7/31![Multiple Airlines logo]()
$383
This Air Canada deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:45 pm -
1 stop5h 12m
Sat 10/37:20 am -
2 stops9h 31m
Deal found 7/31![Air Canada logo]()
$384
This United deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:02 pm -
1 stop10h 50m
Thu 9/35:45 am -
1 stop5h 46m
Deal found 8/2![Multiple Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:35 am -
1 stop9h 19m
Mon 9/283:58 pm -
1 stop6h 18m
Deal found 7/31![Delta logo]()
$393
This deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/273:30 pm -
1 stop9h 27m
Sat 10/310:50 am -
1 stop6h 01m
Deal found 8/2![Air Canada logo]()
$397
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:16 am -
1 stop13h 17m
Sat 10/38:45 am -
2 stops11h 46m
Deal found 7/31![United Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:02 pm -
1 stop10h 50m
Fri 10/27:00 am -
2 stops17h 57m
Deal found 7/31![United Airlines logo]()
$403
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:00 am -
2 stops15h 33m
Sat 10/38:45 am -
2 stops16h 12m
Deal found 8/2![United Airlines logo]()
$408
Best flights from Portland to WinnipegDiscover carefully curated flight deals from Portland to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
Discover carefully curated flight deals from Portland to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
This Air Canada deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:45 pm -
1 stop5h 12m
Sat 9/195:45 am -
1 stop5h 46m
Deal found 8/3![Air Canada logo]()
$379
This United deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:02 pm -
1 stop10h 50m
Mon 9/75:45 am -
1 stop5h 46m
Deal found 8/1![Multiple Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
1 stop7h 08m
Sat 10/33:58 pm -
1 stop6h 18m
Deal found 7/31![Delta logo]()
$393
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:29 pm -
2 stops15h 08m
Thu 10/18:45 am -
1 stop16h 08m
Deal found 7/31![United Airlines logo]()
$403
This United deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:02 pm -
1 stop10h 50m
Thu 9/35:45 am -
1 stop5h 46m
Deal found 8/2![Multiple Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:15 pm -
2 stops14h 37m
Thu 10/18:45 am -
1 stop14h 25m
Deal found 7/31![United Airlines logo]()
$403
This United deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:30 am -
2 stops13h 27m
Sun 9/275:45 am -
1 stop5h 46m
Deal found 7/30![Multiple Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:30 pm -
1 stop11h 07m
Sat 10/248:45 am -
2 stops16h 12m
Deal found 8/3![United Airlines logo]()
$403
Last-minute flights from Portland to WinnipegDiscover last-minute flight deals from Portland to Winnipeg. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Winnipeg. Data last updated August 4, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:45 pm -
1 stop5h 12m
Wed 9/305:45 am -
1 stop5h 46m
Deal found 7/31![Air Canada logo]()
$378
This Air Canada deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:45 pm -
1 stop5h 12m
Mon 9/285:45 am -
1 stop5h 46m
Deal found 8/2![Air Canada logo]()
$379
This Air Canada deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:45 pm -
1 stop5h 12m
Sat 10/37:20 am -
2 stops9h 31m
Deal found 7/31![Air Canada logo]()
$384
This United deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:15 pm -
2 stops14h 37m
Thu 9/35:45 am -
1 stop5h 46m
Deal found 8/2![Multiple Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:00 am -
2 stops15h 33m
Sat 10/38:45 am -
2 stops16h 12m
Deal found 8/2![United Airlines logo]()
$408
This United deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:16 am -
1 stop13h 17m
Wed 9/305:45 am -
1 stop5h 46m
Deal found 7/31![Multiple Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:16 am -
1 stop13h 17m
Sat 10/38:45 am -
2 stops11h 46m
Deal found 7/31![United Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:35 am -
1 stop9h 19m
Sun 9/273:58 pm -
1 stop9h 12m
Deal found 7/31![Delta logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:30 pm -
1 stop5h 40m
Thu 10/16:00 am -
2 stops30h 07m
Deal found 7/31![Multiple Airlines logo]()
$362
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:00 am -
1 stop13h 57m
Tue 9/298:45 am -
2 stops14h 15m
Deal found 7/31![United Airlines logo]()
$403
This deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/273:30 pm -
1 stop9h 27m
Sat 10/310:50 am -
1 stop6h 01m
Deal found 8/2![Air Canada logo]()
$397
One-way flights from Portland to WinnipegSearch for one-way flight options from Portland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
Search for one-way flight options from Portland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:30 pm -
1 stop5h 40m
Deal found 7/31![WestJet logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:30 pm -
1 stop5h 40m
Deal found 7/30![WestJet logo]()
$149
This Trip.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:30 pm -
1 stop7h 10m
Deal found 7/31![WestJet logo]()
$150
This Air Canada deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:45 pm -
1 stop5h 12m
Deal found 7/31![Air Canada logo]()
$165
This Air Canada deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:45 pm -
1 stop5h 12m
Deal found 8/2![Air Canada logo]()
$168
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:40 am -
1 stop10h 17m
Deal found 7/31![United Airlines logo]()
$170
This FlightHub deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:30 pm -
2 stops22h 10m
Deal found 7/30![WestJet logo]()
$172
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:30 am -
2 stops13h 27m
Deal found 8/3![United Airlines logo]()
$175
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:00 am -
2 stops26h 52m
Deal found 7/31![United Airlines logo]()
$181
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:00 am -
2 stops26h 52m
Deal found 8/2![United Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:56 pm -
3 stops28h 59m
Deal found 7/30![Multiple Airlines logo]()
$193
Find flight deals from Portland to Winnipeg
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $362 (Kiwi.com) |
One-way from | $138 |
Popular in | February |
Cheapest in | November |
Average price | $373 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland 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, Cheapflights users made 2,558,603 searches. Data last updated August 4, 2026.
Use the filters below to find and compare flights from Portland to Winnipeg that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Wed 9/16
7:45 pm-2:57 am
1 stop5h 12m
Winnipeg
Sat 9/19
5:45 am-9:31 am
1 stop5h 46m
$379
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Mon 8/31
11:02 pm-11:52 am
1 stop10h 50m
Winnipeg
Mon 9/7
5:45 am-9:31 am
1 stop5h 46m
$383
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Wed 8/26
11:02 pm-11:52 am
1 stop10h 50m
Winnipeg
Thu 9/3
5:45 am-9:31 am
1 stop5h 46m
$385
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Thu 10/1
6:00 am-3:08 pm
1 stop7h 08m
Winnipeg
Sat 10/3
3:58 pm-8:16 pm
1 stop6h 18m
$393
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Wed 9/23
5:30 am-8:57 pm
2 stops13h 27m
Winnipeg
Sun 9/27
5:45 am-9:31 am
1 stop5h 46m
$393
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Mon 9/28
7:29 pm-12:37 pm
2 stops15h 08m
Winnipeg
Thu 10/1
8:45 am-10:53 pm
1 stop16h 08m
$403
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Mon 8/24
7:15 pm-11:52 am
2 stops14h 37m
Winnipeg
Thu 10/1
8:45 am-9:10 pm
1 stop14h 25m
$403
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Tue 10/20
11:30 pm-12:37 pm
1 stop11h 07m
Winnipeg
Sat 10/24
8:45 am-10:57 pm
2 stops16h 12m
$403
Cheapest one-way
Quickest one-way
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Fri 8/28
7:45 pm-2:57 am
1 stop5h 12m
$165
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Tue 8/25
7:45 pm-2:57 am
1 stop5h 12m
$165
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Portland to Winnipeg
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Winnipeg in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Winnipeg flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland-Winnipeg flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Portland to Winnipeg
Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Portland with our price prediction graph.
PDX-YWG
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Portland to Winnipeg
What is the cheapest month to book a flight from Portland to Winnipeg?
Currently, November is the cheapest month in which you can book a flight from Portland to Winnipeg (average of $247). Flying from Portland to Winnipeg in February is currently the most expensive (average of $878). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Portland to Winnipeg?
Airfare is below average for this route at the moment.
Portland to Winnipeg flights typically cost between $373 and $583 in August.The cheapest round-trip price found within the last 5 days was $362 on Multiple Airlines (Aug 29-Oct 1).
Reviews of airlines servicing Winnipeg
Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated August 4, 2026.
Read reviews from past customers who have flown Delta,WestJet, andAir Canada from Portland to Winnipeg. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Portland to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Winnipeg?
Book flights to Winnipeg if you plan to visit one of these locationsPortage la Prairie
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Complete your trip
Flights by cabin class
Other flight options
Other flights from Portland
Popular flights
Winnipeg flight routes
Complete your trip
Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Winnipeg by cabin class
Find flights from Portland to Winnipeg, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Winnipeg flights
Browse other Portland and Winnipeg flight options. Last updated on August 4, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on August 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Winnipeg
Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 4, 2026.
Top 3 airlines flying from Portland to Winnipeg
Discover the top 3 airlines that operate flights from Portland to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$184 | Average$453 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$188 | Average$419 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$246 | Average$492 | FlexibilityNo cancel fee | On-time60% |