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Cheap flights from Winnipeg to Pittsburgh

YWG — PIT
28 Nov — 5 Dec1
1 adult
1 adult, Economy, 0 bags

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

What’s the top layover airport for flights from Winnipeg to Pittsburgh?

Share of one-stop round-trip flights from Winnipeg to Pittsburgh chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YYZ) – chosen by Cheapflights users on 50% of one-stop itineraries from Winnipeg to Pittsburgh on Cheapflights.

What’s the fastest layover option from Winnipeg to Pittsburgh?

Shortest average travel time for 1-stop one-way flights from Winnipeg to Pittsburgh, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 5h 24m.

What’s the fastest layover option from Winnipeg to Pittsburgh?

Shortest average travel time for 1-stop one-way flights from Winnipeg to Pittsburgh, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 5h 24m.

Which airport typically offers the quickest layover for flights from Winnipeg to Pittsburgh?

Average layover duration for 1-stop one-way flights from Winnipeg to Pittsburgh, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Montreal (YUL) offer the fastest connection on this route, with an average layover time of 1h 20m.

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 29 October 2025.
Get a feel of what it's like to fly with Air Canada from Winnipeg to Pittsburgh by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,372 reviews
Check prices

Overall

7.1

Boarding

7.3

Comfort

7.1

Crew

7.8

Food

6.3

Entertainment

6.8

Reviews

1 / 20
8.0
Excellent

Graeme,Sep 2025

YWG - YVR

Why not start boarding from the higher seat numbers? Easier movement for everyone. Easier to put baggage in over head lockers. Unable to get a coffee due to air turbulence, but not offered the chance to have a coffee once it had ceased.
Air Canada
7.1
Good
10,372 reviews
Air Canada
7.1
Good
10,372 reviews
Check prices

Overall

7.1

Boarding

7.3

Comfort

7.1

Crew

7.8

Food

6.3

Entertainment

6.8

Reviews

1 / 20
8.0
Excellent

Graeme,Sep 2025

YWG - YVR

Why not start boarding from the higher seat numbers? Easier movement for everyone. Easier to put baggage in over head lockers. Unable to get a coffee due to air turbulence, but not offered the chance to have a coffee once it had ceased.

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?

    Cheapflights users have booked flights from Winnipeg to Pittsburgh round-trip from C$ 784.

  • 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

Travelling to a place near Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Wheeling
Monroeville

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Top airline flying from Winnipeg to Pittsburgh

Discover the top airline that operate flights from Winnipeg to Pittsburgh. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 784AverageC$ 860FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to Pittsburgh?

Deals for Winnipeg to Pittsburgh flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Pittsburgh?

Cheapflights simply makes it quick and affordable to book flights from Winnipeg to Pittsburgh by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Winnipeg to Pittsburgh with no change fees?

Certainly. Search results for flights to Pittsburgh from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Pittsburgh become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to Pittsburgh flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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