$266+ Cheap flights from Winnipeg (YWG) to Pittsburgh (PIT)
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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PIT
Oct 12 — Oct 191
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to Pittsburgh 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 Pittsburgh
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Cheapest flights from Winnipeg to PittsburghExplore the most affordable flight options available from Winnipeg to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
Explore the most affordable flight options available from Winnipeg to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/217:00 am -
1 stop12h 36m
Sun 10/256:30 am -
1 stop6h 53m
Deal found 9/6![United Airlines logo]()
$539
This Air Canada deal was found by Cheapflights users on 9/9. 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.
Wed 10/215:00 am -
2 stops9h 25m
Mon 10/267:20 pm -
1 stop5h 39m
Deal found 9/9![Air Canada logo]()
$553
This Delta deal was found by Cheapflights users on 9/6. 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 10/215:40 pm -
1 stop4h 44m
Mon 10/266:30 am -
1 stop6h 18m
Deal found 9/6![Delta logo]()
$555
This Air Canada deal was found by Cheapflights users on 9/10. 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.
Thu 9/245:00 am -
1 stop5h 32m
Sun 9/273:30 pm -
1 stop6h 44m
Deal found 9/10![Air Canada logo]()
$575
This United Airlines deal was found by Cheapflights users on 9/7. 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 10/222:00 pm -
1 stop5h 36m
Thu 10/2910:32 am -
2 stops26h 51m
Deal found 9/7![United Airlines logo]()
$626
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:00 am -
1 stop5h 32m
Sun 9/276:26 am -
2 stops17h 07m
Deal found 9/10![United Airlines logo]()
$628
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/252:15 pm -
2 stops18h 21m
Sun 11/16:30 am -
1 stop6h 53m
Deal found 9/10![United Airlines logo]()
$629
This Justfly.com deal was found by Cheapflights users on 9/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:40 pm -
1 stop4h 44m
Mon 10/266:30 am -
1 stop6h 18m
Deal found 9/7![WestJet logo]()
$645
Best flights from Winnipeg to PittsburghDiscover carefully curated flight deals from Winnipeg to Pittsburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
Discover carefully curated flight deals from Winnipeg to Pittsburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
This Delta deal was found by Cheapflights users on 9/8. 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 1/265:38 pm -
2 stops14h 30m
Fri 1/296:45 am -
1 stop6h 05m
Deal found 9/8![Delta logo]()
$481
This United Airlines deal was found by Cheapflights users on 9/7. 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 1/267:00 am -
1 stop6h 48m
Fri 1/293:00 pm -
2 stops8h 33m
Deal found 9/7![United Airlines logo]()
$539
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/217:00 am -
1 stop12h 36m
Sun 10/256:30 am -
1 stop6h 53m
Deal found 9/6![United Airlines logo]()
$539
Last-minute flights from Winnipeg to PittsburghDiscover last-minute flight deals from Winnipeg to Pittsburgh. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Pittsburgh. Data last updated September 12, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 9/10. 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.
Thu 9/245:00 am -
1 stop5h 32m
Sun 9/273:30 pm -
1 stop6h 44m
Deal found 9/10![Air Canada logo]()
$575
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:00 am -
1 stop5h 32m
Sun 9/276:26 am -
2 stops17h 07m
Deal found 9/10![United Airlines logo]()
$628
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/217:00 am -
1 stop12h 36m
Sun 10/256:30 am -
1 stop6h 53m
Deal found 9/6![United Airlines logo]()
$539
This Air Canada deal was found by Cheapflights users on 9/9. 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.
Wed 10/215:00 am -
2 stops9h 25m
Mon 10/267:20 pm -
1 stop5h 39m
Deal found 9/9![Air Canada logo]()
$553
This Delta deal was found by Cheapflights users on 9/6. 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 10/215:40 pm -
1 stop4h 44m
Mon 10/266:30 am -
1 stop6h 18m
Deal found 9/6![Delta logo]()
$555
This Justfly.com deal was found by Cheapflights users on 9/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:40 pm -
1 stop4h 44m
Mon 10/266:30 am -
1 stop6h 18m
Deal found 9/7![WestJet logo]()
$645
This United Airlines deal was found by Cheapflights users on 9/7. 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 10/222:00 pm -
1 stop5h 36m
Thu 10/2910:32 am -
2 stops26h 51m
Deal found 9/7![United Airlines logo]()
$626
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/252:15 pm -
2 stops18h 21m
Sun 11/16:30 am -
1 stop6h 53m
Deal found 9/10![United Airlines logo]()
$629
One-way flights from Winnipeg to PittsburghSearch for one-way flight options from Winnipeg to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
Search for one-way flight options from Winnipeg to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 10/259:35 pm -
3 stops42h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$266
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:45 am -
2 stops22h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/252:15 pm -
1 stop8h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 9/245:25 pm -
3 stops43h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$393
Find flight deals from Winnipeg to Pittsburgh
Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Pittsburgh (PIT). 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 September 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $481 (Delta) |
One-way from | $266 (Kiwi.com) |
Popular in | December |
Cheapest in | July |
Average price | $578 |
Cheapflights Fare Finder
Customize your flight search to find flights from Winnipeg to Pittsburgh 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 September 12, 2026.
Use the filters below to find and compare flights from Winnipeg to Pittsburgh that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Sun 10/25
8:05 pm-1:01 pm
2 stops39h 56m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$272
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Thu 9/24
8:45 am-8:38 am
2 stops22h 53m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$315
Quickest round-trip
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Sun 10/25
2:15 pm-11:59 pm
1 stop8h 44m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$387
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Thu 9/24
5:25 pm-1:47 pm
3 stops43h 22m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$393
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Tue 1/26
5:38 pm-9:08 am
2 stops14h 30m
Pittsburgh
Fri 1/29
6:45 am-11:50 am
1 stop6h 05m
$481
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Tue 1/26
7:00 am-2:48 pm
1 stop6h 48m
Pittsburgh
Fri 1/29
3:00 pm-10:33 pm
2 stops8h 33m
$539
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Wed 10/21
7:00 am-8:36 pm
1 stop12h 36m
Pittsburgh
Sun 10/25
6:30 am-12:23 pm
1 stop6h 53m
$539
Sorted by cheapest first
- Most accurate provider: When it comes to deals on Winnipeg-Pittsburgh flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Pittsburgh flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-Pittsburgh flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Winnipeg-Pittsburgh 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-Pittsburgh 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 Pittsburgh
Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Winnipeg with our price prediction graph.
YWG-PIT
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.
Related info for your journey
Find useful and relevant information for your journey from Winnipeg to Pittsburgh. 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 Pittsburgh?
Book flights to Pittsburgh if you plan to visit one of these locationsMonroeville
Washington
Chester
Mars
Wexford
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