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$321+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PIT
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 11, 2025.

Round-trip from

$321
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$578
From Winnipeg to Pittsburgh
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

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 10/239:00 amYWG - PIT
2 stops37h 16mMultiple Airlines
Tue 10/287:12 amPIT - YWG
1 stop11h 14mMultiple Airlines
Deal found 9/10$321
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/286:40 amYWG - PIT
2 stops6h 15mDelta
Tue 12/25:26 pmPIT - YWG
2 stops19h 28mDelta
Deal found 9/10$555
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.
Fri 11/284:00 pmYWG - PIT
1 stop17h 00mMultiple Airlines
Tue 12/28:26 pmPIT - YWG
2 stops19h 41mMultiple Airlines
Deal found 9/10$601
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.
Fri 11/282:20 pmYWG - PIT
1 stop8h 24mUnited Airlines
Tue 12/27:00 amPIT - YWG
1 stop5h 57mUnited Airlines
Deal found 9/10$607
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 10/235:00 amYWG - PIT
2 stops12h 48mUnited Airlines
Tue 10/288:58 amPIT - YWG
2 stops11h 26mUnited Airlines
Deal found 9/10$640

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 September 11, 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

Thu 10/23

9:00 am-11:16 pm

2 stops37h 16m

Pittsburgh

Tue 10/28

7:12 am-5:26 pm

1 stop11h 14m

$321

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Tue 3/10

11:05 am-5:14 pm

1 stop5h 09m

Pittsburgh

Wed 3/11

5:55 pm-11:44 pm

1 stop6h 49m

$530

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Fri 11/28

6:40 am-1:55 pm

2 stops6h 15m

Pittsburgh

Tue 12/2

5:26 pm-11:54 am

2 stops19h 28m

$555

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Tue 3/10

2:15 pm-11:22 pm

2 stops8h 07m

Pittsburgh

Wed 3/11

8:00 pm-11:39 am

2 stops16h 39m

$591

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Fri 11/28

4:00 pm-10:00 am

1 stop17h 00m

Pittsburgh

Tue 12/2

8:26 pm-3:07 pm

2 stops19h 41m

$601

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Fri 11/28

2:20 pm-11:44 pm

1 stop8h 24m

Pittsburgh

Tue 12/2

7:00 am-11:57 am

1 stop5h 57m

$607

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Thu 10/23

5:00 am-6:48 pm

2 stops12h 48m

Pittsburgh

Tue 10/28

8:58 am-7:24 pm

2 stops11h 26m

$640

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Pittsburgh

How much does it cost to fly round-trip from Winnipeg to Pittsburgh?

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 Air Canada and Delta fly from Winnipeg to Pittsburgh in about 5h 09m. The time it takes to get you to your destination can typically vary by up to 1h 06m. 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.

  • What is the cheapest month to book a flight from Winnipeg to Pittsburgh?

    Currently, August is the cheapest month in which you can book a flight from Winnipeg to Pittsburgh (average of $262). Flying from Winnipeg to Pittsburgh in November is currently the most expensive (average of $333). 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.

See more FAQs

Traveling to a place near Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Mars
Steubenville
Monroeville
Washington
Wexford
Belle Vernon

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