YWG - PIT

Find cheap flights from Winnipeg to Pittsburgh – Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Direct flights
Not available
There are currently no direct flights between Winnipeg and Pittsburgh. You’ll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Toronto (YYZ)
Cheapest • Avg C$ 574 (round-trip)
Minneapolis (MSP)
Shortest trip • 5h 02m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Pittsburgh!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Winnipeg to Pittsburgh (YWG-PIT)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Pittsburgh that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Pittsburgh

Multiple Airlines Logo
YWG
-
PIT
2712 kmmulti-stop
Multiple Airlines Logo
PIT
-
YWG
2712 kmmulti-stop
Multiple Airlines
Booking Insights

KAYAK's insights & trends for Winnipeg to Pittsburgh flights

Get data-powered insights and trends into flights from Winnipeg to Pittsburgh to help you find the cheapest flights, the best time to fly and much more.

What is the most popular layover airport when flying from Winnipeg to Pittsburgh?

Percentage of one-stop round-trip flights from Winnipeg to Pittsburgh chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Chicago (ORD) is the top choice – 60% of KAYAK users who clicked on one-stop flights from Winnipeg to Pittsburgh picked an itinerary connecting there.

What is the cheapest layover airport when flying from Winnipeg to Pittsburgh?

Average round-trip price for one-stop flights from Winnipeg to Pittsburgh clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Toronto (YYZ) offer the most affordable fares, with an average round-trip price of C$ 574.

Which layover airport offers the shortest total travel time from Winnipeg to Pittsburgh?

Shortest average total travel time for one-stop one-way flights from Winnipeg to Pittsburgh via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Minneapolis (MSP) for the shortest journey. The average one-way travel time for flights connecting there is 5h 02m.

Which layover airport has the quickest connection when flying from Winnipeg to Pittsburgh?

Average layover duration at different layover airports for one-stop one-way flights from Winnipeg to Pittsburgh, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Minneapolis (MSP) often has the shortest layovers from Winnipeg to Pittsburgh, with an average of 1h 54m.

Find deals

When to book flights from Winnipeg to Pittsburgh

Are your dates flexible? Find out the best times to travel from Winnipeg to Pittsburgh based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Winnipeg to Pittsburgh

  • Which aircraft models fly most regularly from Winnipeg to Pittsburgh?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Winnipeg to Pittsburgh?

    Star Alliance is the only airline alliance operating flights between Winnipeg and Pittsburgh.

  • How does KAYAK find such low prices on flights from Winnipeg to Pittsburgh?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to Pittsburgh.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to Pittsburgh?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pittsburgh from Winnipeg is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Pittsburgh?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pittsburgh with an airline and back to Winnipeg with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Pittsburgh?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pittsburgh from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Winnipeg to Pittsburgh

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Pittsburgh. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to Pittsburgh? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
Air CanadaOverall score based on 11419 reviews
7.1Comfort
6.8Entertainment
7.3Boarding
7.8Crew
6.3Food
Airline reviews

I like the fact air Canada is on time The food you guys serve is not good

6.0 Goodtapha, Dec 2025
YWG - YUL
Read more Air Canada reviews

I like the fact air Canada is on time The food you guys serve is not good

Upgraded to sit at the exit door so good leg room.

This was an excellent experience for a very short flight.

Very tight leg room and not a fan of the new policy on no free carry on luggage. Besides that, it was fine.

Flight delay, cancellation rescheduling and misdirected luggage which created some stress. It all worked out in the end.

The flight was delayed several times, however , they kept me well informed with enough advance warning that I had not left home yet

The baggage handlers at Toronto did not load anyone's baggage onto the jet. We sat at the carousel in Pittsburgh for a half hour before anyone told us.

Boarding was delayed by 15 min. Next, the flight was to reach in one hour and 14 min. But for 50 Min, we kept circling on the Tarmac, reached late

There should be a charging port in the airlines for our mobile phones.

Flight was canceled/delayed multiple times, leaving us stranded at YYZ for four (4) days. Retrieving the luggage (after flight canceled) was a 5 hrs delay/struggle Two days rebooking did not include two days accommodation voucher (only one was provided). False information was provided for the second day and we did expend 1/2 day at the airport on the second day just sorting out accomodations+food! Next rebooking (due to yet another cancelation) ended up with our luggage left behind (at YYZ) one day later when the plane finally took us to PIT. I wonder how the reimbursement for the additional expenses (food+accomodations) will be... easy or just another nightmare :-(

Everything you need to know for your flight from Winnipeg to Pittsburgh

Information on your arrival and departure airports

Winnipeg (YWG)
Pittsburgh (PIT)