PIT - YWG

Find cheap flights from Pittsburgh to Winnipeg

1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Winnipeg, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Winnipeg, as well as popular online travel agencies
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Everything you should know

Nonstop flights
Not available
There are currently no direct flights between Pittsburgh and Winnipeg. You'll need at least 1 connection.
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Top layover airports
Cheapest • Avg $644 (round-trip)
Shortest trip • 5h 01m (one-way)
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Pittsburgh to Winnipeg (PIT-YWG)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pittsburgh to Winnipeg 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 Pittsburgh to Winnipeg

Multiple Airlines Logo
PIT
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YWG
1047 mimulti-stop
Multiple Airlines Logo
YWG
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PIT
1047 mimulti-stop
Multiple Airlines
Booking Insights

KAYAK's insights & trends for Pittsburgh to Winnipeg flights

Get data-powered insights and trends into flights from Pittsburgh to Winnipeg 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 Pittsburgh to Winnipeg?

Percentage of 1-stop round-trip flights from Pittsburgh to Winnipeg chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Minneapolis (MSP) is the top choice – 53% of KAYAK users who clicked on 1-stop flights from Pittsburgh to Winnipeg picked an itinerary connecting there.

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

Average round-trip price for 1-stop flights from Pittsburgh to Winnipeg 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 $644.

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

Shortest average total travel time for 1-stop one-way flights from Pittsburgh to Winnipeg via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Toronto (YYZ) for the shortest journey. The average one-way travel time for flights connecting there is 5h 01m.

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

Average layover duration at different layover airports for 1-stop one-way flights from Pittsburgh to Winnipeg, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Minneapolis (MSP) often has the shortest layovers from Pittsburgh to Winnipeg, with an average of 1h 18m.

When to book flights from Pittsburgh to Winnipeg

Are your dates flexible? Find out the best times to travel from Pittsburgh to Winnipeg 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 Pittsburgh to Winnipeg

  • Do I need a passport to fly between Pittsburgh and Winnipeg?

    Yes, you’ll need a passport to travel to Winnipeg from Pittsburgh.

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

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

  • Which airline alliances offer flights from Pittsburgh to Winnipeg?

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

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

    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 Pittsburgh to Winnipeg.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Pittsburgh 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 Pittsburgh to Winnipeg?

    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 Winnipeg with an airline and back to Pittsburgh with another airline. Booking your flights between Pittsburgh and YWG can sometimes prove cheaper using this method.

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

    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 Winnipeg from Pittsburgh 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 Pittsburgh to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from Pittsburgh to Winnipeg. 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 Pittsburgh to Winnipeg? 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 10800 reviews
7.8Crew
7.1Comfort
6.3Food
7.3Boarding
6.8Entertainment
Airline reviews

Departed Palm Springs over an hour late because there’s only one gate, and it has always delayed by the arriving and departing flight to Toronto and the arriving flight from Vancouver.

4.0 OkayPaula, Mar 2026
PSP - YVR
Read more Air Canada reviews

Departed Palm Springs over an hour late because there’s only one gate, and it has always delayed by the arriving and departing flight to Toronto and the arriving flight from Vancouver.

I checked a bag and there was only one agent to assist all customers with any issues.

I want to thank Carlos at the Miami AC desk - he was amazing and went over and above to help us out. Thank you Carlos and all the best to you!!! You made our faith in AC feel great! Sincerely, David Cubitt

Flight was canceled due to mechanical issues. After a considerable wait in the queue, Air Canada customer service was very helpful to get us on another flight. I am disappointed to report our rescheduled flight is for three days from now. Three days of extra expenses and inconvenience is unacceptable.

Extremely disappointing. My original Denver–Vancouver–Bangkok itinerary was cancelled due to a crewing issue. I was not proactively supported and had to drive back home after already reaching the airport. Communication was poor throughout, and attempts to contact customer service resulted in being on hold for nearly three hours without reaching anyone. Instead of being rebooked on the same direct routing the following day, I was rerouted onto a much longer itinerary via multiple cities and airlines, which resulted in arriving approximately 30 hours later than scheduled. At Denver airport, there was no visible Air Canada representative available to properly assist. Ground staff offered no real support beyond directing passengers to a phone number. There was no clear communication, no ownership, and no meaningful customer care during a major disruption. The final journey involved three flights instead of the original two, significantly increasing travel time and stress. Overall, the handling of the cancellation and lack of customer support was unacceptable. What could have been better? Clear communication during the cancellation Accessible customer service (phone support that actually answers) Proper in-person assistance at the airport Rebooking onto a comparable routing rather than a significantly longer one

Great setup on both flights except the last flight we got condensed dripping all over me in the last 20 mins of the flight

The last 3 hours it was freezing cold in row 56. Multiple people had their winter coats on and were utilizing the blankets provided by the airline. I also did not have easy access to figure out how to book my food allergy and advance for my meals. Most of everything I received was something I couldn't eat. This needs to be made more accessible. Also, I'm 5'10 which is the average height of the American male. I flew from Philadelphia to Toronto and then to Tokyo and the seats were absolutely unbearable. For that long of a flight it is impossible to get comfortable when doing anything. Flights need to have more space and stop prioritizing costs over people.

Was delayed at every point/ connection. Luggages missing for 5days. Had no medications for diabetes and high B/p. when bags where finally delivered on the 30th, the insulin and ozempic were no longer patent, as the ice pack had since dissolved and the authenticity of the med is now questionable, since they must be refrigerated. Please have them refund my bag fees. I should sue them for all the inconveniences caused to me.

The plane was delayed substantially due to a mechanical problem, that being said, the airline was very fair with providing a meal coupon for us. I would rather arrive late on a mechanically sound plane than the alternative. The food served in the plane was just awful, however and I recommend a new catering company.

I waiting for 2 hrs to retrieve my luggage. Didn't get home till 3am.

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

Information on your arrival and departure airports