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$339+ 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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PIT
May 27 — Jun 31
Wed 5/27
Wed 6/3
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 April 27, 2026.

This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:41 pm
YWG
-
PIT
1 stop4h 29m
Delta
Sat 6/204:20 pm
PIT
-
YWG
1 stop8h 09m
Delta
Deal found 4/25$339
This Air Canada deal was found by Cheapflights users on 4/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/145:10 am
YWG
-
PIT
1 stop5h 23m
Air Canada
Sun 6/216:00 am
PIT
-
YWG
1 stop5h 00m
Air Canada
Deal found 4/25$350
This Air Canada deal was found by Cheapflights users on 4/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/135:10 am
YWG
-
PIT
2 stops8h 43m
Air Canada
Sat 6/206:00 am
PIT
-
YWG
1 stop6h 15m
Air Canada
Deal found 4/25$353
This Air Canada deal was found by Cheapflights users on 4/22. 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.
Sat 6/135:10 am
YWG
-
PIT
2 stops8h 43m
Air Canada
Wed 6/176:00 am
PIT
-
YWG
1 stop6h 08m
Air Canada
Deal found 4/22$354
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1112:46 pm
YWG
-
PIT
1 stop9h 24m
Delta
Tue 6/166:40 am
PIT
-
YWG
1 stop9h 24m
Delta
Deal found 4/25$363
This FlightHub deal was found by Cheapflights users on 4/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:00 am
YWG
-
PIT
2 stops15h 50m
WestJet
Thu 6/186:40 am
PIT
-
YWG
2 stops16h 00m
WestJet
Deal found 4/25$380
This FlightHub deal was found by Cheapflights users on 4/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/137:00 am
YWG
-
PIT
2 stops14h 50m
WestJet
Fri 6/195:25 am
PIT
-
YWG
2 stops10h 00m
WestJet
Deal found 4/25$388

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 April 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$339
(Delta)

Popular in

December

Cheapest in

June

Average price

$375
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
Highest demand for flights based on searches. 11% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 27, 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 - PIT

YWGPIT

Winnipeg

Fri 6/12

5:41 pm-11:10 pm

1 stop4h 29m

Pittsburgh

Sat 6/20

4:20 pm-11:29 pm

1 stop8h 09m

$339

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Wed 5/13

6:40 am-4:16 pm

1 stop8h 36m

Pittsburgh

Fri 5/29

6:40 am-10:54 am

1 stop5h 14m

$389

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Wed 9/23

8:50 am-11:15 pm

1 stop13h 25m

Pittsburgh

Sun 9/27

4:50 pm-11:27 pm

1 stop7h 37m

$398

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Mon 5/25

7:00 am-3:23 pm

1 stop7h 23m

Pittsburgh

Mon 6/1

6:11 pm-10:33 pm

1 stop5h 22m

$416

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sat 6/13

7:00 am-9:40 am

2 stops25h 40m

Pittsburgh

Fri 6/19

6:00 am-11:15 am

1 stop6h 15m

$425
Quickest round-trip

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sat 6/13

7:00 am-1:09 pm

1 stop5h 09m

Pittsburgh

Thu 6/18

6:00 am-11:15 am

1 stop6h 15m

$425

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sun 6/14

5:10 am-11:33 am

1 stop5h 23m

Pittsburgh

Thu 6/18

6:00 am-11:15 am

1 stop6h 15m

$428

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

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.
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 Delta and WestJet fly from Winnipeg to Pittsburgh in about 4h 29m. The time it takes to get you to your destination can typically vary by up to 8h 56m. 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
Mars
Chester
Steubenville
Washington
Monroeville
Wexford
Belle Vernon

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