$241+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PIT
Nov 28 — Dec 51
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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Best
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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 October 29, 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 October 29, 2026.
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 11/123:15 pm -
1 stop5h 34m
Wed 11/186:30 am -
1 stop6h 53m
Deal found 10/26![United Airlines logo]()
$641
This United 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:15 pm -
2 stops18h 21m
Wed 11/187:20 pm -
1 stop5h 24m
Deal found 10/26![Multiple Airlines logo]()
$649
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.
Wed 11/119:40 am -
1 stop13h 07m
Mon 11/168:00 pm -
2 stops17h 23m
Deal found 10/26![United Airlines logo]()
$672
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 11/1112:44 pm -
2 stops12h 02m
Tue 11/173:49 pm -
1 stop8h 44m
Deal found 10/28![Delta logo]()
$689
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:40 am -
1 stop13h 07m
Tue 11/176:30 am -
1 stop6h 53m
Deal found 10/25![United Airlines logo]()
$797
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.
Wed 11/119:40 am -
2 stops14h 19m
Tue 11/176:30 am -
2 stops18h 14m
Deal found 10/28![Air Canada logo]()
$804
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 October 29, 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 October 29, 2026.
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.
Tue 1/268:00 am -
1 stop6h 47m
Fri 1/298:40 am -
1 stop10h 48m
Deal found 10/27![United Airlines logo]()
$641
This United 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:15 pm -
2 stops18h 21m
Wed 11/187:20 pm -
1 stop5h 24m
Deal found 10/26![Multiple Airlines logo]()
$649
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 11/123:15 pm -
1 stop5h 34m
Wed 11/186:30 am -
1 stop6h 53m
Deal found 10/26![United Airlines logo]()
$641
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.
Wed 11/119:40 am -
1 stop13h 07m
Mon 11/168:00 pm -
2 stops17h 23m
Deal found 10/26![United Airlines logo]()
$672
Last-minute flights from Winnipeg to PittsburghDiscover last-minute flight deals from Winnipeg to Pittsburgh. Data last updated October 29, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Pittsburgh. Data last updated October 29, 2026 and is based on user searches.
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.
Wed 11/119:40 am -
1 stop13h 07m
Mon 11/168:00 pm -
2 stops17h 23m
Deal found 10/26![United Airlines logo]()
$672
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 11/1112:44 pm -
2 stops12h 02m
Tue 11/173:49 pm -
1 stop8h 44m
Deal found 10/28![Delta logo]()
$689
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:40 am -
1 stop13h 07m
Tue 11/176:30 am -
1 stop6h 53m
Deal found 10/25![United Airlines logo]()
$797
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.
Wed 11/119:40 am -
2 stops14h 19m
Tue 11/176:30 am -
2 stops18h 14m
Deal found 10/28![Air Canada logo]()
$804
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 11/123:15 pm -
1 stop5h 34m
Wed 11/186:30 am -
1 stop6h 53m
Deal found 10/26![United Airlines logo]()
$641
This United 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:15 pm -
2 stops18h 21m
Wed 11/187:20 pm -
1 stop5h 24m
Deal found 10/26![Multiple Airlines logo]()
$649
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 October 29, 2026.
Search for one-way flight options from Winnipeg to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated October 29, 2026.
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.
Sat 12/129:35 pm -
3 stops46h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$241
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.
Sun 11/2211:00 am -
3 stops29h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$295
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 11/159:35 pm -
3 stops22h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$320
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.
Sat 12/126:25 am -
2 stops14h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$327
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 11/219:35 pm -
3 stops46h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$334
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:00 am -
2 stops14h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$338
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.
Sat 11/216:35 am -
1 stop9h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Delta logo]()
$349
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.
Sun 11/159:40 am -
1 stop13h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![United Airlines logo]()
$355
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 October 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $630 (Delta) |
One-way from | $241 (Kiwi.com) |
Popular in | December |
Cheapest in | July |
Average price | $547 |
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 October 29, 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
Sat 12/12
9:35 pm-9:14 pm
3 stops46h 39m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$241
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Sun 11/22
11:00 am-5:37 pm
3 stops29h 37m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$295
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Sun 11/15
9:35 pm-9:14 pm
3 stops22h 39m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$320
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Sat 12/12
6:25 am-9:51 pm
2 stops14h 26m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$327
Quickest round-trip
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Sat 11/21
6:35 am-5:02 pm
1 stop9h 27m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$349
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Sun 11/22
6:35 am-5:02 pm
1 stop9h 27m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$349
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Sun 11/15
9:40 am-11:47 pm
1 stop13h 07m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$355
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Tue 1/26
8:00 am-3:47 pm
1 stop6h 47m
Pittsburgh
Fri 1/29
8:40 am-6:28 pm
1 stop10h 48m
$641
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Thu 11/12
3:15 pm-9:49 pm
1 stop5h 34m
Pittsburgh
Wed 11/18
6:30 am-12:23 pm
1 stop6h 53m
$641
WinnipegPittsburgh
YWG Winnipeg - PIT Pittsburgh
YWGPIT
Winnipeg
Thu 11/12
3:15 pm-10:36 am
2 stops18h 21m
Pittsburgh
Wed 11/18
7:20 pm-11:44 pm
1 stop5h 24m
$649
Showing 1-10 of 11 resultsSorted by cheapest first
Compare providers for flights from Winnipeg to Pittsburgh
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 Pittsburgh in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- 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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