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$570+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PIT
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$570
(United Airlines)

Popular in

June

Cheapest in

January

Average price

$566
From Winnipeg to Pittsburgh
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

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 July 30, 2025.

This United Airlines deal was found by Cheapflights users on 7/28. 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 9/194:25 pmYWG - PIT
2 stops16h 36mUnited Airlines
Mon 9/227:05 amPIT - YWG
1 stop9h 26mUnited Airlines
Deal found 7/28$570
This Air Canada deal was found by Cheapflights users on 7/28. 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.
Fri 9/192:20 pmYWG - PIT
1 stop8h 24mMultiple Airlines
Mon 9/222:10 pmPIT - YWG
1 stop9h 23mMultiple Airlines
Deal found 7/28$609

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 30, 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

Fri 9/19

4:25 pm-10:01 am

2 stops16h 36m

Pittsburgh

Mon 9/22

7:05 am-3:31 pm

1 stop9h 26m

$570

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Fri 9/19

2:20 pm-11:44 pm

1 stop8h 24m

Pittsburgh

Mon 9/22

2:10 pm-10:33 pm

1 stop9h 23m

$609

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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.

Reviews of airlines servicing Pittsburgh

Get insights into the airlines that provide service to Pittsburgh. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pittsburgh. Reviews last updated July 30, 2025.
Peruse reviews from past customers who have flown with United Airlines from Winnipeg to Pittsburgh to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,896 reviews

Overall

7.4

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,896 reviews
United Airlines
7.4
Good
8,896 reviews

Overall

7.4

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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.

  • What is the cheapest airline to fly from Winnipeg to Pittsburgh round-trip?

    Currently priced at $570, United Airlines will fly you from Winnipeg to Pittsburgh and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Users have found that United Airlines is 9% cheaper than the other options available to this destination.

  • 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 $332). 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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