$154+ 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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
Mar 15 — Mar 221
1 adult, Economy
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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
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Best
Last-minute
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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 February 13, 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 February 13, 2026.
This FlightHub deal was found by Cheapflights users on 2/10. 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.
Fri 5/82:30 pm
PDX
- YWG
2 stops22h 10m
WestJet
Wed 5/1310:10 am
YWG
- PDX
1 stop5h 40m
WestJet
Deal found 2/10![WestJet logo]()
$299
This Air Canada deal was found by Cheapflights users on 2/12. 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.
Sun 5/313:25 pm
PDX
- YWG
1 stop6h 14m
Air Canada
Fri 6/55:45 am
YWG
- PDX
1 stop5h 45m
Air Canada
Deal found 2/12![Air Canada logo]()
$335
This Delta deal was found by Cheapflights users on 2/13. 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 7/311:39 am
PDX
- YWG
1 stop9h 48m
Delta
Sat 7/1112:40 pm
YWG
- PDX
1 stop9h 35m
Delta
Deal found 2/13![Delta logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Fri 4/1712:52 pm
PDX
- YWG
2 stops27h 13m
Multiple Airlines
Tue 4/215:55 am
YWG
- PDX
1 stop9h 51m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 2/12. 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 5/3110:40 pm
PDX
- YWG
1 stop10h 59m
United Airlines
Fri 6/58:30 am
YWG
- PDX
2 stops18h 21m
United Airlines
Deal found 2/12![United Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Wed 3/119:53 am
PDX
- YWG
1 stop12h 43m
Multiple Airlines
Wed 3/185:55 am
YWG
- PDX
1 stop9h 51m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$376
This Delta deal was found by Cheapflights users on 2/11. 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 7/211:39 am
PDX
- YWG
1 stop9h 48m
Delta
Mon 7/64:09 pm
YWG
- PDX
1 stop9h 25m
Delta
Deal found 2/11![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 2/12. 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 3/2612:30 am
PDX
- YWG
1 stop8h 31m
Delta
Fri 4/311:55 am
YWG
- PDX
1 stop10h 30m
Delta
Deal found 2/12![Delta logo]()
$405
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 February 13, 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 February 13, 2026.
This FlightHub deal was found by Cheapflights users on 2/10. 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.
Fri 5/82:30 pm
PDX
- YWG
2 stops22h 10m
WestJet
Wed 5/1310:10 am
YWG
- PDX
1 stop5h 40m
WestJet
Deal found 2/10![WestJet logo]()
$299
This Air Canada deal was found by Cheapflights users on 2/12. 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.
Sun 5/313:25 pm
PDX
- YWG
1 stop6h 14m
Air Canada
Fri 6/55:45 am
YWG
- PDX
1 stop5h 45m
Air Canada
Deal found 2/12![Air Canada logo]()
$335
This Delta deal was found by Cheapflights users on 2/12. 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 7/311:39 am
PDX
- YWG
1 stop9h 48m
Delta
Sat 7/1112:40 pm
YWG
- PDX
1 stop9h 35m
Delta
Deal found 2/12![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 2/12. 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 5/3110:40 pm
PDX
- YWG
1 stop10h 59m
United Airlines
Fri 6/58:30 am
YWG
- PDX
2 stops18h 21m
United Airlines
Deal found 2/12![United Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Wed 3/119:53 am
PDX
- YWG
2 stops30h 12m
Multiple Airlines
Wed 3/185:55 am
YWG
- PDX
1 stop9h 51m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 2/10. 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.
Wed 7/111:39 am
PDX
- YWG
1 stop9h 48m
Delta
Tue 7/712:40 pm
YWG
- PDX
1 stop9h 35m
Delta
Deal found 2/10![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 2/10. 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 7/311:39 am
PDX
- YWG
1 stop9h 48m
Delta
Mon 7/64:09 pm
YWG
- PDX
1 stop9h 25m
Delta
Deal found 2/10![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 2/10. 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.
Wed 7/111:39 am
PDX
- YWG
1 stop9h 48m
Delta
Mon 7/64:09 pm
YWG
- PDX
1 stop9h 25m
Delta
Deal found 2/10![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 2/11. 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 7/211:39 am
PDX
- YWG
1 stop9h 48m
Delta
Mon 7/64:09 pm
YWG
- PDX
1 stop9h 25m
Delta
Deal found 2/11![Delta logo]()
$393
Last-minute flights from Portland to WinnipegDiscover last-minute flight deals from Portland to Winnipeg. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Winnipeg. Data last updated February 13, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Wed 3/119:53 am
PDX
- YWG
1 stop12h 43m
Multiple Airlines
Wed 3/185:55 am
YWG
- PDX
1 stop9h 51m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$376
This Air Canada deal was found by Cheapflights users on 2/11. 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 3/117:30 am
PDX
- YWG
2 stops11h 54m
Air Canada
Wed 3/189:15 pm
YWG
- PDX
2 stops14h 00m
Air Canada
Deal found 2/11![Air Canada logo]()
$547
This Air Canada deal was found by Cheapflights users on 2/13. 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 3/183:15 pm
PDX
- YWG
1 stop7h 59m
Air Canada
Thu 3/2610:10 pm
YWG
- PDX
1 stop13h 05m
Air Canada
Deal found 2/13![Air Canada logo]()
$455
This Delta deal was found by Cheapflights users on 2/12. 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 3/2612:30 am
PDX
- YWG
1 stop8h 31m
Delta
Fri 4/311:55 am
YWG
- PDX
1 stop10h 30m
Delta
Deal found 2/12![Delta logo]()
$405
This Air Canada deal was found by Cheapflights users on 2/12. 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.
Fri 3/273:15 pm
PDX
- YWG
1 stop7h 59m
Air Canada
Sat 3/2810:10 pm
YWG
- PDX
1 stop13h 00m
Air Canada
Deal found 2/12![Air Canada logo]()
$595
This Air Canada deal was found by Cheapflights users on 2/9. 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 3/307:14 pm
PDX
- YWG
2 stops14h 38m
Air Canada
Tue 3/319:15 pm
YWG
- PDX
2 stops13h 55m
Air Canada
Deal found 2/9![Air Canada logo]()
$561
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 February 13, 2026.
Search for one-way flight options from Portland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Trip.com deal was found by Cheapflights users on 2/11. 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.
Sat 3/2810:30 am
PDX
- YWG
1 stop7h 15m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 3/3012:52 pm
PDX
- YWG
3 stops41h 41m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$158
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/53:15 pm
PDX
- YWG
2 stops16h 52m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$167
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/53:15 pm
PDX
- YWG
1 stop7h 59m
Air Canada
Deal found 2/11![Air Canada logo]()
$182
This Air Canada deal was found by Cheapflights users on 2/10. 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 3/233:15 pm
PDX
- YWG
1 stop7h 59m
Air Canada
Deal found 2/10![Air Canada logo]()
$193
This Air Canada deal was found by Cheapflights users on 2/11. 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.
Sat 3/289:50 am
PDX
- YWG
2 stops9h 38m
Air Canada
Deal found 2/11![Air Canada logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Mon 3/239:30 pm
PDX
- YWG
3 stops25h 10m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$221
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 February 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (FlightHub) |
One-way from | $154 (Trip.com) |
Popular in | December |
Cheapest in | November |
Average price | $398 |
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 February 13, 2026.
Use the filters below to find and compare flights from Portland to Winnipeg that are best for you.
Fly from
Portland
Fly to
Winnipeg
Route
Depart
Return
Price
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Fri 5/8
2:30 pm-2:40 pm
2 stops22h 10m
Winnipeg
Wed 5/13
10:10 am-1:50 pm
1 stop5h 40m
$299
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Sun 5/31
3:25 pm-11:39 pm
1 stop6h 14m
Winnipeg
Fri 6/5
5:45 am-9:30 am
1 stop5h 45m
$335
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Fri 7/3
11:39 am-11:27 pm
1 stop9h 48m
Winnipeg
Sat 7/11
12:40 pm-8:15 pm
1 stop9h 35m
$337
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Wed 7/1
11:39 am-11:27 pm
1 stop9h 48m
Winnipeg
Tue 7/7
12:40 pm-8:15 pm
1 stop9h 35m
$347
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Fri 7/3
11:39 am-11:27 pm
1 stop9h 48m
Winnipeg
Mon 7/6
4:09 pm-11:34 pm
1 stop9h 25m
$347
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Wed 7/1
11:39 am-11:27 pm
1 stop9h 48m
Winnipeg
Mon 7/6
4:09 pm-11:34 pm
1 stop9h 25m
$347
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Sun 5/31
10:40 pm-11:39 am
1 stop10h 59m
Winnipeg
Fri 6/5
8:30 am-12:51 am
2 stops18h 21m
$359
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Wed 3/11
9:53 am-6:05 pm
2 stops30h 12m
Winnipeg
Wed 3/18
5:55 am-1:46 pm
1 stop9h 51m
$380
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Thu 7/2
11:39 am-11:27 pm
1 stop9h 48m
Winnipeg
Mon 7/6
4:09 pm-11:34 pm
1 stop9h 25m
$393
PortlandWinnipeg
PDX - YWG
PDXYWG
Portland
Sat 3/28
10:30 am-7:45 pm
1 stop7h 15m
$154
Showing 1-10 of 16 results
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 February.
| 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.
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 February 13, 2026.
Read reviews from past customers who have flown Delta, WestJet, and Air 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.
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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
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Portland and Winnipeg flights
Browse other Portland and Winnipeg flight options. Last updated on February 13, 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 February 13, 2026.
Popular flight searches
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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 February 13, 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 February 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$277 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$143 | Average$424 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$184 | Average$320 | FlexibilityNo cancel fee | On-time67% |