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$274+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PIT
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
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 July 27, 2026.

This oojo deal was found by Cheapflights users on 7/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am
YWG
-
PIT
2 stops15h 53m
WestJet
Mon 9/287:41 pm
PIT
-
YWG
1 stop20h 27m
WestJet
Deal found 7/26$484
This Delta deal was found by Cheapflights users on 7/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:44 pm
YWG
-
PIT
1 stop4h 09m
Delta
Sat 9/198:00 am
PIT
-
YWG
2 stops16h 30m
Delta
Deal found 7/26$494
This Delta deal was found by Cheapflights users on 7/25. 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.
Sat 10/33:58 pm
YWG
-
PIT
1 stop5h 55m
Delta
Wed 10/711:00 am
PIT
-
YWG
1 stop9h 53m
Delta
Deal found 7/25$497
This FlightHub deal was found by Cheapflights users on 7/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:10 pm
YWG
-
PIT
2 stops28h 26m
WestJet
Sat 8/2211:10 am
PIT
-
YWG
2 stops11h 30m
WestJet
Deal found 7/26$503
This Air Canada deal was found by Cheapflights users on 7/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:20 pm
YWG
-
PIT
1 stop7h 18m
Air Canada
Sat 8/226:00 am
PIT
-
YWG
1 stop6h 15m
Air Canada
Deal found 7/26$507
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:44 pm
YWG
-
PIT
1 stop4h 09m
WestJet
Mon 10/512:18 pm
PIT
-
YWG
2 stops13h 37m
WestJet
Deal found 7/25$519
This WestJet deal was found by Cheapflights users on 7/21. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:58 pm
YWG
-
PIT
1 stop5h 55m
WestJet
Wed 10/711:00 am
PIT
-
YWG
1 stop9h 53m
WestJet
Deal found 7/21$525

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 July 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$484
(oojo)

One-way from

$274
(Air Canada)
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 July 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

Tue 9/15

5:44 pm-10:53 pm

1 stop4h 09m

Pittsburgh

Sat 9/19

8:00 am-11:30 pm

2 stops16h 30m

$494
Quickest round-trip

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sat 10/3

5:44 pm-10:53 pm

1 stop4h 09m

Pittsburgh

Wed 10/7

6:50 pm-11:19 pm

1 stop5h 29m

$497

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Fri 9/25

6:00 am-10:53 pm

2 stops15h 53m

Pittsburgh

Mon 9/28

7:41 pm-3:08 pm

1 stop20h 27m

$508

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Fri 10/2

7:00 am-9:34 pm

2 stops13h 34m

Pittsburgh

Mon 10/5

3:41 pm-3:25 pm

2 stops24h 44m

$523

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sat 10/3

7:00 am-10:53 pm

2 stops14h 53m

Pittsburgh

Wed 10/7

6:50 pm-11:19 pm

1 stop5h 29m

$525
Cheapest one-way

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Tue 8/4

4:25 pm-9:47 am

2 stops16h 22m

$304

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sat 9/5

9:05 pm-6:15 pm

3 stops20h 10m

$309
Quickest one-way

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sat 8/29

12:46 pm-10:50 pm

1 stop9h 04m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

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.

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 fly from Winnipeg to Pittsburgh in about 4h 09m. The time it takes to get you to your destination can typically vary by up to . Winnipeg and Pittsburgh are separated by a distance of 1047 mi.

  • 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
Mars
Chester
Wexford
Belle Vernon

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