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$289+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PIT
Sep 7 — Sep 141
Mon 9/7
Mon 9/14
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 August 8, 2026.

This Justfly.com deal was found by Cheapflights users on 8/8. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:40 am -
1 stop15h 10m
Tue 9/811:15 am -
1 stop25h 36m
Deal found 8/8$467
This Delta deal was found by Cheapflights users on 8/6. 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.
Tue 10/205:40 pm -
1 stop4h 44m
Sat 10/243:59 pm -
1 stop8h 20m
Deal found 8/6$483
This Delta deal was found by Cheapflights users on 8/8. 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.
Mon 8/3112:46 pm -
1 stop9h 04m
Wed 9/911:15 am -
1 stop4h 53m
Deal found 8/8$484
This oojo deal was found by Cheapflights users on 8/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 am -
2 stops14h 53m
Sat 9/2612:18 pm -
2 stops13h 37m
Deal found 8/5$486
This Air Canada deal was found by Cheapflights users on 8/7. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:55 am -
1 stop5h 53m
Tue 9/812:15 pm -
1 stop6h 57m
Deal found 8/7$489
This oojo deal was found by Cheapflights users on 8/8. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:10 pm -
2 stops13h 50m
Wed 9/911:45 am -
2 stops11h 25m
Deal found 8/8$491
This oojo deal was found by Cheapflights users on 8/7. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:10 pm -
2 stops13h 50m
Tue 9/811:15 am -
2 stops31h 00m
Deal found 8/7$499

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 August 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$483
(Delta)

One-way from

$289
(Kiwi.com)
Provider with most accurate pricing for Winnipeg-Pittsburgh flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-Pittsburgh flights.
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From Winnipeg to Pittsburgh
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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 August 8, 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

Price

Cheapest round-trip

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Sat 9/5

6:40 am-10:50 pm

1 stop15h 10m

Pittsburgh

Tue 9/8

11:15 am-11:51 am

1 stop25h 36m

$467

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Tue 10/20

5:40 pm-11:24 pm

1 stop4h 44m

Pittsburgh

Sat 10/24

3:59 pm-11:19 pm

1 stop8h 20m

$483

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Mon 8/31

12:46 pm-10:50 pm

1 stop9h 04m

Pittsburgh

Wed 9/9

11:15 am-3:08 pm

1 stop4h 53m

$484

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Wed 10/21

8:00 am-6:05 pm

1 stop9h 05m

Pittsburgh

Sun 10/25

6:45 pm-11:19 pm

1 stop5h 34m

$484

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Sat 9/19

7:00 am-10:53 pm

2 stops14h 53m

Pittsburgh

Sat 9/26

12:18 pm-12:55 am

2 stops13h 37m

$486
Quickest round-trip

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Tue 9/1

7:55 am-2:48 pm

1 stop5h 53m

Pittsburgh

Tue 9/8

12:15 pm-6:12 pm

1 stop6h 57m

$489

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Mon 8/31

7:10 pm-10:00 am

2 stops13h 50m

Pittsburgh

Wed 9/9

11:45 am-10:10 pm

2 stops11h 25m

$491

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Tue 9/1

7:10 pm-10:00 am

2 stops13h 50m

Pittsburgh

Tue 9/8

11:15 am-5:15 pm

2 stops31h 00m

$499

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Tue 10/20

6:00 am-9:52 am

2 stops26h 52m

Pittsburgh

Tue 10/27

3:59 pm-11:19 pm

1 stop8h 20m

$505
Cheapest one-way

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Fri 9/18

9:05 pm-10:36 am

2 stops12h 31m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Showing 1-10 of 11 resultsSorted by cheapest first
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  • 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.
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 Delta, WestJet, and Air Canada fly from Winnipeg to Pittsburgh in about 4h 44m. The time it takes to get you to your destination can typically vary by up to 10h 09m. 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
Monroeville
Washington
Chester
Mars
Wexford
Belle Vernon

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