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$167+ Cheap flights from Winnipeg (YWG) to Pittsburgh (PIT)

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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PIT
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Winnipeg to Pittsburgh

Cheapest flights from Winnipeg to Pittsburgh
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 December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amYWG - PIT
2 stops14h 00mAmerican Airlines
Thu 1/17:39 amPIT - YWG
2 stops16h 56mAmerican Airlines
Deal found 12/11$651
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/218:40 amYWG - PIT
1 stop13h 16mUnited Airlines
Mon 12/296:35 amPIT - YWG
1 stop6h 22mUnited Airlines
Deal found 12/10$674
This United Airlines deal was found by Cheapflights users on 12/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:20 pmYWG - PIT
2 stops18h 24mUnited Airlines
Thu 1/16:35 amPIT - YWG
1 stop6h 22mUnited Airlines
Deal found 12/11$681
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/232:20 pmYWG - PIT
2 stops18h 24mUnited Airlines
Fri 12/266:35 amPIT - YWG
1 stop6h 22mUnited Airlines
Deal found 12/10$710
This Air Canada deal was found by Cheapflights users on 12/10. 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.
Tue 12/232:20 pmYWG - PIT
1 stop8h 39mAir Canada
Sat 12/276:35 amPIT - YWG
1 stop6h 22mAir Canada
Deal found 12/10$776
This American Airlines deal was found by Cheapflights users on 12/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:00 amYWG - PIT
2 stops14h 00mAmerican Airlines
Fri 1/27:39 amPIT - YWG
2 stops16h 56mAmerican Airlines
Deal found 12/10$807
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/232:20 pmYWG - PIT
2 stops18h 24mUnited Airlines
Sat 12/276:35 amPIT - YWG
1 stop6h 22mUnited Airlines
Deal found 12/10$812
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/218:40 amYWG - PIT
1 stop13h 16mUnited Airlines
Fri 1/25:45 pmPIT - YWG
2 stops17h 04mUnited Airlines
Deal found 12/10$818

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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$352
(United Airlines)

One-way from

$167
(Kiwi.com)
Provider with most accurate pricing for Winnipeg-Pittsburgh flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Pittsburgh flights.
Search Deals
From Winnipeg to Pittsburgh
Search Deals
One-way flight from Winnipeg to Pittsburgh
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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 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Winnipeg to Pittsburgh that are best for you.

Fly from

Winnipeg

Fly to

Pittsburgh

Route

Depart

Return

Price

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Tue 2/3

2:20 pm-11:44 pm

1 stop8h 24m

Pittsburgh

Wed 2/4

8:10 pm-11:57 am

2 stops16h 47m

$352

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Tue 2/3

7:05 am-5:14 pm

1 stop9h 09m

Pittsburgh

Wed 2/4

5:55 pm-11:54 pm

1 stop6h 59m

$395

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sun 3/15

2:20 pm-9:31 am

2 stops18h 11m

Pittsburgh

Fri 3/20

5:55 pm-11:54 pm

1 stop6h 59m

$412

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sun 3/15

12:55 pm-10:46 pm

3 stops32h 51m

Pittsburgh

Fri 3/20

1:26 pm-11:52 am

3 stops23h 26m

$625

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Tue 12/23

6:00 am-9:00 pm

2 stops14h 00m

Pittsburgh

Thu 1/1

7:39 am-11:35 pm

2 stops16h 56m

$651

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sun 1/25

4:55 pm-6:01 pm

1 stop24h 06m

$172

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sun 3/1

12:55 pm-11:07 pm

2 stops33h 12m

$186

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Mon 5/4

12:40 pm-11:15 pm

1 stop9h 35m

$204

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Mon 5/4

2:15 pm-11:22 pm

2 stops8h 07m

$204

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Mon 5/4

3:15 pm-6:11 pm

3 stops25h 56m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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 December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Winnipeg-Pittsburgh flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Winnipeg-Pittsburgh flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.
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.

  • How long is the flight from Winnipeg to Pittsburgh?

    Airlines like United Airlines and Air Canada fly from Winnipeg to Pittsburgh in about 8h 24m. The time it takes to get you to your destination can typically vary by up to 45m. Winnipeg and Pittsburgh are separated by a distance of 1047 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Winnipeg to Pittsburgh that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Pittsburgh flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Pittsburgh?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Pittsburgh.

  • Can I find deals for business class flights from Winnipeg to Pittsburgh?

    Yes. Cheapflights offers flight deals from Winnipeg to Pittsburgh by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
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