$290+ Cheap flights from Portland (PDX) to Winnipeg (YWG)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — YWG
Nov 29 — Dec 61
Round-trip
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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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 October 30, 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 October 30, 2026.
This Air Canada deal was found by Cheapflights users on 10/29. 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 12/43:15 pm -
1 stop7h 17m
Sat 12/56:40 am -
1 stop5h 46m
Deal found 10/29![Air Canada logo]()
$564
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/237:25 pm -
1 stop25h 20m
Thu 1/74:00 pm -
1 stop7h 46m
Deal found 10/27![Multiple Airlines logo]()
$568
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/237:25 pm -
1 stop25h 20m
Sat 1/95:50 am -
2 stops30h 42m
Deal found 10/27![Multiple Airlines logo]()
$577
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/237:25 pm -
1 stop25h 20m
Wed 1/66:00 am -
2 stops30h 32m
Deal found 10/27![Multiple Airlines logo]()
$582
This Delta deal was found by Cheapflights users on 10/27. 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 11/2711:58 am -
1 stop7h 28m
Fri 12/412:22 pm -
1 stop11h 02m
Deal found 10/27![Delta logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/195:53 pm -
1 stop17h 37m
Sat 1/95:50 am -
2 stops30h 42m
Deal found 10/27![Multiple Airlines logo]()
$600
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/219:00 am -
1 stop11h 59m
Wed 1/66:00 am -
2 stops30h 32m
Deal found 10/27![Multiple Airlines logo]()
$605
This Delta deal was found by Cheapflights users on 10/27. 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 12/227:41 pm -
2 stops12h 50m
Tue 1/512:24 pm -
1 stop11h 06m
Deal found 10/27![Delta logo]()
$612
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/117:00 am -
2 stops25h 20m
Mon 12/144:00 pm -
1 stop20h 18m
Deal found 10/28![Multiple Airlines logo]()
$621
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 October 30, 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 October 30, 2026.
This Air Canada deal was found by Cheapflights users on 10/29. 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 12/43:15 pm -
1 stop7h 17m
Sat 12/56:40 am -
1 stop5h 46m
Deal found 10/29![Air Canada logo]()
$564
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/117:00 am -
2 stops25h 20m
Mon 12/144:00 pm -
1 stop20h 18m
Deal found 10/28![Multiple Airlines logo]()
$621
This Delta deal was found by Cheapflights users on 10/28. 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 12/2411:55 am -
1 stop9h 49m
Fri 1/112:22 pm -
1 stop11h 17m
Deal found 10/28![Delta logo]()
$633
This United Airlines deal was found by Cheapflights users on 10/27. 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 4/27:49 pm -
2 stops23h 06m
Tue 4/68:40 am -
1 stop14h 09m
Deal found 10/27![United Airlines logo]()
$653
This Air Canada deal was found by Cheapflights users on 10/28. 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 12/43:15 pm -
1 stop7h 17m
Mon 12/76:40 am -
1 stop5h 46m
Deal found 10/28![Air Canada logo]()
$628
This Delta deal was found by Cheapflights users on 10/25. 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 1/301:30 pm -
2 stops19h 04m
Tue 2/27:15 am -
2 stops18h 20m
Deal found 10/25![Delta logo]()
$639
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/2411:52 pm -
1 stop11h 00m
Sun 1/33:15 pm -
2 stops21h 24m
Deal found 10/26![United Airlines logo]()
$653
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/107:25 pm -
2 stops23h 30m
Thu 12/179:40 am -
2 stops18h 07m
Deal found 10/26![United Airlines logo]()
$658
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/111:17 pm -
2 stops21h 06m
Mon 12/149:40 am -
2 stops18h 03m
Deal found 10/28![United Airlines logo]()
$658
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/111:17 pm -
2 stops21h 06m
Fri 12/183:15 pm -
2 stops21h 24m
Deal found 10/27![United Airlines logo]()
$658
Last-minute flights from Portland to WinnipegDiscover last-minute flight deals from Portland to Winnipeg. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Winnipeg. Data last updated October 30, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/27. 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 11/2711:58 am -
1 stop7h 28m
Fri 12/412:22 pm -
1 stop11h 02m
Deal found 10/27![Delta logo]()
$591
This Air Canada deal was found by Cheapflights users on 10/28. 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 11/273:15 pm -
1 stop7h 17m
Fri 12/46:40 am -
1 stop5h 46m
Deal found 10/28![Air Canada logo]()
$628
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:00 am -
2 stops14h 52m
Fri 12/47:00 am -
2 stops15h 55m
Deal found 10/28![American Airlines logo]()
$728
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Fri 11/271:58 pm -
3 stops28h 47m
Fri 12/46:00 am -
3 stops15h 56m
Deal found 10/28![Multiple Airlines logo]()
$744
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 October 30, 2026.
Search for one-way flight options from Portland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Air Canada deal was found by Cheapflights users on 10/28. 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 12/213:15 pm -
1 stop7h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Air Canada logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/2210:28 pm -
3 stops23h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$291
This Air Canada deal was found by Cheapflights users on 10/27. 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 12/173:15 pm -
2 stops7h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Air Canada logo]()
$295
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/194:28 pm -
2 stops18h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![United Airlines logo]()
$300
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/208:46 am -
2 stops26h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![United Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 10/28. 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 12/227:41 pm -
2 stops12h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/174:28 pm -
2 stops18h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 10/28. 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 12/237:41 pm -
2 stops26h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Thu 12/175:53 pm -
3 stops28h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 10/28. 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 12/187:38 pm -
2 stops12h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/237:25 pm -
3 stops40h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sun 12/206:09 am -
2 stops16h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$336
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 October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $516 (Kiwi.com) |
One-way from | $290 (Air Canada) |
Popular in | February |
Cheapest in | November |
Average price | $476 |
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 7,457,451 searches. Data last updated October 30, 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 Portland - YWG Winnipeg
PDXYWG
Portland
Tue 12/22
3:15 pm-1:32 am
1 stop7h 17m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$290
PortlandWinnipeg
PDX Portland - YWG Winnipeg
PDXYWG
Portland
Sat 12/19
4:28 pm-1:52 pm
2 stops18h 24m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$300
PortlandWinnipeg
PDX Portland - YWG Winnipeg
PDXYWG
Portland
Sun 12/20
8:46 am-1:52 pm
2 stops26h 06m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$305
PortlandWinnipeg
PDX Portland - YWG Winnipeg
PDXYWG
Portland
Tue 12/22
7:41 pm-11:31 am
2 stops12h 50m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$313
PortlandWinnipeg
PDX Portland - YWG Winnipeg
PDXYWG
Portland
Sat 12/19
7:41 pm-11:31 am
2 stops12h 50m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$313
PortlandWinnipeg
PDX Portland - YWG Winnipeg
PDXYWG
Portland
Wed 12/23
7:41 pm-11:31 am
2 stops12h 50m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$313
PortlandWinnipeg
PDX Portland - YWG Winnipeg
PDXYWG
Portland
Fri 12/18
7:38 pm-11:31 am
2 stops12h 53m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$323
PortlandWinnipeg
PDX Portland - YWG Winnipeg
PDXYWG
Portland
Thu 12/17
11:50 pm-1:52 pm
1 stop11h 02m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$343
PortlandWinnipeg
PDX Portland - YWG Winnipeg
PDXYWG
Portland
Sat 11/7
5:00 am-10:52 pm
2 stops14h 52m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$367
PortlandWinnipeg
PDX Portland - YWG Winnipeg
PDXYWG
Portland
Fri 12/4
3:15 pm-1:32 am
1 stop7h 17m
Winnipeg
Sat 12/5
6:40 am-9:26 am
1 stop5h 46m
$564
Showing 1-10 of 19 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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 $364). 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 typical for this route at the moment.
Portland to Winnipeg flights typically cost between $201 and $661 in January.The cheapest round-trip price found within the last 5 days was $516 on Multiple Airlines (Jan 31-Feb 4).
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 October 30, 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.
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - 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
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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Complete your trip
Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.
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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 October 30, 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 October 30, 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 October 30, 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 7,457,451 searches. Data last updated October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$163 | Average$405 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$245 | Average$431 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$280 | Average$515 | FlexibilityNo cancel fee | On-time67% |