$122+ Cheap flights from Winnipeg (YWG) to Portland (PDX)
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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PDX
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to Portland 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 Winnipeg to Portland
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Cheapest flights from Winnipeg to PortlandExplore the most affordable flight options available from Winnipeg to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
Explore the most affordable flight options available from Winnipeg to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/16:00 am -
2 stops9h 50m
Tue 9/82:30 pm -
1 stop5h 40m
Deal found 8/16![WestJet logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/210:10 am -
1 stop5h 40m
Tue 9/82:30 pm -
1 stop5h 40m
Deal found 8/16![WestJet logo]()
$217
This FlightHub deal was found by Cheapflights users on 8/16. 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.
Mon 8/313:15 pm -
2 stops24h 35m
Tue 9/82:30 pm -
1 stop24h 55m
Deal found 8/16![WestJet logo]()
$271
This Delta deal was found by Cheapflights users on 8/17. 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 8/285:42 pm -
1 stop7h 38m
Sun 8/3012:35 am -
1 stop9h 19m
Deal found 8/17![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/20. 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 9/912:41 pm -
1 stop9h 35m
Fri 9/1112:25 am -
1 stop9h 26m
Deal found 8/20![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 8/16. 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.
Tue 9/296:40 am -
1 stop6h 09m
Sun 10/412:25 am -
1 stop9h 26m
Deal found 8/16![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 8/20. 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 9/3012:41 pm -
1 stop9h 35m
Sat 10/1011:51 am -
1 stop9h 28m
Deal found 8/20![Delta logo]()
$311
Best flights from Winnipeg to PortlandDiscover carefully curated flight deals from Winnipeg to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Winnipeg to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This Delta deal was found by Cheapflights users on 8/17. 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 8/285:42 pm -
1 stop7h 38m
Sun 8/3012:35 am -
1 stop9h 19m
Deal found 8/17![Delta logo]()
$288
This Air Canada deal was found by Cheapflights users on 8/18. 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 10/2710:55 am -
1 stop5h 46m
Sat 10/3110:00 am -
2 stops12h 09m
Deal found 8/18![Air Canada logo]()
$360
This United deal was found by Cheapflights users on 8/18. 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.
Fri 9/187:00 am -
2 stops19h 37m
Sun 9/207:45 pm -
1 stop5h 12m
Deal found 8/18![Multiple Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/17. 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 9/308:45 am -
1 stop16h 08m
Sat 10/104:07 pm -
2 stops18h 30m
Deal found 8/17![United Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 8/16. 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 9/25:42 pm -
1 stop7h 38m
Tue 9/812:25 am -
1 stop9h 26m
Deal found 8/16![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/20. 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 9/912:41 pm -
1 stop9h 35m
Fri 9/1112:25 am -
1 stop9h 26m
Deal found 8/20![Delta logo]()
$289
This Air Canada deal was found by Cheapflights users on 8/18. 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 9/185:45 am -
1 stop5h 46m
Sun 9/207:45 pm -
1 stop5h 12m
Deal found 8/18![Air Canada logo]()
$361
This Delta deal was found by Cheapflights users on 8/17. 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 9/3012:41 pm -
1 stop9h 35m
Sat 10/103:00 pm -
1 stop6h 19m
Deal found 8/17![Delta logo]()
$300
This United Airlines deal was found by Cheapflights users on 8/16. 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 8/318:45 am -
2 stops14h 14m
Wed 9/911:02 pm -
1 stop10h 50m
Deal found 8/16![United Airlines logo]()
$369
Last-minute flights from Winnipeg to PortlandDiscover last-minute flight deals from Winnipeg to Portland. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Portland. Data last updated August 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/17. 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 8/285:42 pm -
1 stop7h 38m
Sun 8/3012:35 am -
1 stop9h 19m
Deal found 8/17![Delta logo]()
$288
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Fri 8/288:45 am -
1 stop8h 20m
Mon 8/315:30 am -
2 stops28h 22m
Deal found 8/17![United Airlines logo]()
$519
This Delta deal was found by Cheapflights users on 8/20. 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 9/912:41 pm -
1 stop9h 35m
Fri 9/1112:25 am -
1 stop9h 26m
Deal found 8/20![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 8/20. 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 9/98:45 am -
2 stops14h 02m
Sat 9/127:02 am -
1 stop13h 31m
Deal found 8/20![United Airlines logo]()
$387
This Air Canada deal was found by Cheapflights users on 8/18. 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 9/185:45 am -
1 stop5h 46m
Sun 9/207:45 pm -
1 stop5h 12m
Deal found 8/18![Air Canada logo]()
$361
This United deal was found by Cheapflights users on 8/18. 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.
Fri 9/187:00 am -
2 stops19h 37m
Sun 9/207:45 pm -
1 stop5h 12m
Deal found 8/18![Multiple Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 8/17. 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 9/3012:41 pm -
1 stop9h 35m
Sat 10/103:00 pm -
1 stop6h 19m
Deal found 8/17![Delta logo]()
$300
This United Airlines deal was found by Cheapflights users on 8/20. 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 9/308:45 am -
1 stop14h 25m
Sat 10/104:07 pm -
2 stops18h 30m
Deal found 8/20![United Airlines logo]()
$367
This Air Canada deal was found by Cheapflights users on 8/20. 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 9/307:20 am -
2 stops13h 51m
Sat 10/107:45 pm -
2 stops14h 34m
Deal found 8/20![Air Canada logo]()
$422
One-way flights from Winnipeg to PortlandSearch for one-way flight options from Winnipeg to Portland. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Winnipeg to Portland. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This deal was found by Cheapflights users on 8/17. 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 9/610:10 am -
1 stop5h 40m
Deal found 8/17![WestJet logo]()
$122
This deal was found by Cheapflights users on 8/17. 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.
Tue 9/110:10 am -
1 stop5h 40m
Deal found 8/17![WestJet logo]()
$123
This Delta deal was found by Cheapflights users on 8/17. 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 9/173:58 pm -
1 stop9h 12m
Deal found 8/17![Delta logo]()
$171
This Delta deal was found by Cheapflights users on 8/20. 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.
Sat 9/1912:41 pm -
1 stop9h 35m
Deal found 8/20![Delta logo]()
$172
This Air Canada deal was found by Cheapflights users on 8/17. 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 10/2810:55 am -
1 stop5h 46m
Deal found 8/17![Air Canada logo]()
$180
This Air Canada deal was found by Cheapflights users on 8/17. 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 9/155:45 am -
1 stop5h 46m
Deal found 8/17![Air Canada logo]()
$199
This deal was found by Cheapflights users on 8/17. 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.
Mon 8/316:00 am -
1 stop5h 31m
Deal found 8/17![Air Canada logo]()
$203
This Air Canada deal was found by Cheapflights users on 8/18. 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.
Thu 9/245:45 am -
1 stop5h 46m
Deal found 8/18![Air Canada logo]()
$205
This Air Canada deal was found by Cheapflights users on 8/18. 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 9/237:20 am -
2 stops9h 26m
Deal found 8/18![Air Canada logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/184:55 pm -
2 stops18h 12m
Deal found 8/19![Multiple Airlines logo]()
$208
This Air Canada deal was found by Cheapflights users on 8/21. 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.
Thu 9/105:45 am -
1 stop5h 46m
Deal found 8/21![Air Canada logo]()
$209
Find flight deals from Winnipeg to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Portland (PDX). 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 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (Delta) |
One-way from | $122 |
Popular in | April |
Cheapest in | June |
Average price | $346 |
Cheapflights Fare Finder
Customize your flight search to find flights from Winnipeg to Portland 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 7,457,451 searches. Data last updated August 21, 2026.
Use the filters below to find and compare flights from Winnipeg to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Fri 8/28
5:42 pm-11:20 pm
1 stop7h 38m
Portland
Sun 8/30
12:35 am-11:54 am
1 stop9h 19m
$288
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Wed 9/2
5:42 pm-11:20 pm
1 stop7h 38m
Portland
Tue 9/8
12:25 am-11:51 am
1 stop9h 26m
$288
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Wed 9/9
12:41 pm-8:16 pm
1 stop9h 35m
Portland
Fri 9/11
12:25 am-11:51 am
1 stop9h 26m
$289
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Wed 9/30
12:41 pm-8:16 pm
1 stop9h 35m
Portland
Sat 10/10
3:00 pm-11:19 pm
1 stop6h 19m
$300
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Tue 10/27
10:55 am-2:41 pm
1 stop5h 46m
Portland
Sat 10/31
10:00 am-12:09 am
2 stops12h 09m
$360
Quickest round-trip
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Fri 9/18
5:45 am-9:31 am
1 stop5h 46m
Portland
Sun 9/20
7:45 pm-2:57 am
1 stop5h 12m
$361
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Fri 9/18
7:00 am-12:37 am
2 stops19h 37m
Portland
Sun 9/20
7:45 pm-2:57 am
1 stop5h 12m
$366
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Wed 9/30
8:45 am-10:53 pm
1 stop16h 08m
Portland
Sat 10/10
4:07 pm-12:37 pm
2 stops18h 30m
$366
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Mon 8/31
8:45 am-8:59 pm
2 stops14h 14m
Portland
Wed 9/9
11:02 pm-11:52 am
1 stop10h 50m
$369
Cheapest one-way
WinnipegPortland
YWG Winnipeg - PDX Portland
YWGPDX
Winnipeg
Fri 9/18
3:58 pm-11:10 pm
1 stop9h 12m
$171
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Winnipeg to Portland
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 Winnipeg to Portland in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Winnipeg-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-Portland flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Winnipeg-Portland 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 Winnipeg-Portland 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 Winnipeg to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Winnipeg with our price prediction graph.
YWG-PDX
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 Winnipeg to Portland
What is the cheapest month to book a flight from Winnipeg to Portland?
Currently, June is the cheapest month in which you can book a flight from Winnipeg to Portland (average of $330). Flying from Winnipeg to Portland in April is currently the most expensive (average of $542). 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 Winnipeg to Portland?
Airfare is below average for this route at the moment.
Winnipeg to Portland flights typically cost between $290 and $408 in September.The cheapest round-trip price found within the last 5 days was $289 on Delta (Sep 9-Sep 11).
Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated August 21, 2026.
Peruse reviews from past customers who have flown with Air Canada from Winnipeg to Portland to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.1
Boarding
7.3
Comfort
7.1
Entertainment
6.8
Food
6.3
Crew
7.8
Reviews
1 / 20
8.0
ExcellentMicheline,Aug 2026
YUL - LAX
Overall
7.1
Boarding
7.3
Comfort
7.1
Entertainment
6.8
Food
6.3
Crew
7.8
Reviews
1 / 20
8.0
ExcellentMicheline,Aug 2026
YUL - LAX
Related info for your journey
Find useful and relevant information for your journey from Winnipeg to Portland. 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 Portland?
Book flights to Portland if you plan to visit one of these locationsBeaverton
Seaside
Lincoln City
Durham
Longview
Lake Oswego
Kelso
Clackamas
Troutdale
Vancouver
Cannon Beach
McMinnville
The Dalles
Wilsonville
Stevenson
Tillamook
Hillsboro
Astoria
Gresham
Silverton
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.
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Find flights from Winnipeg to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Winnipeg and Portland flights
Browse other Winnipeg and Portland flight options. Last updated on August 21, 2026.
Other flights from Winnipeg
Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on August 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 21, 2026.
Top airline flying from Winnipeg to Portland
Discover the top airline that operate flights from Winnipeg to Portland. 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 7,457,451 searches. Data last updated August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$299 | Average$437 | FlexibilityNo cancel fee | On-time67% |