PIT - YWG

Find cheap flights from Pittsburgh to Winnipeg

1 adult
1 adult, Economy

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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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

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PIT-YWG
1047 mimulti-stop
Multiple Airlines Logo
YWG-PIT
1047 mimulti-stop
Multiple Airlines
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Everything you should know

Cheapest round-trip
Multiple Airlines
Wed 9/17
PIT - YWG • multi-stop
Cheapest one-way
Multiple Airlines
Wed 9/17
PIT - YWG • multi-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Winnipeg!
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).

Chicago (ORD) is the top choice – 48% 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 $724.

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 Minneapolis (MSP) for the shortest journey. The average one-way travel time for flights connecting there is 5h 14m.

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, Chicago (ORD) often has the shortest layovers from Pittsburgh to Winnipeg, with an average of 1h 28m.

Good to know

Low seasonApril
Best time to beat the crowds with an average 46% drop in price.
Most popular time to fly and prices are also 0% lower on average.

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 is the best airline for flights from Pittsburgh to Winnipeg, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Pittsburgh to Winnipeg are Delta and United Airlines. With an average price for the route of $891 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $773 and an overall rating of 7.4.

  • 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 3 airlines serving 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.
7.9
DeltaOverall score based on 7957 reviews
8.5Crew
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
Airline reviews

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

8.0 ExcellentAnonymous, Sep 2025GFK - MSP
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The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

From the first moment you interact with United Airlines, you can expect nothing less but extreme frustration. The baggage handler at the bag drop seems completely unbothered by the presence of customers waiting in line. No help was extended to load the baggage whatsoever. And if any of your bags is overweight by 0.01 pound they will make you re-distribute everything in your suitcase just to play power trip. When it was time to board no help was extended to customers to locate their seats. Moreover. It was a chaotic mess at the gate when it was unclear who should board first and everyone just bunched up, trying to get on the plane. I am sure the crew was doing their best to perform their jobs while being paid their wages however it shouldn’t be that hard to smile once or twice when you’re in the business if serving customers. It is a shame for the United States of America to have a flagship carrier of such low caliber. Our flight was also delayed by about an hour and a half due to further delays prior to our inbound flight. Being someone who has travelled for both business and leisure in Asia, Europe, and South America I have never experienced such poor quality of service.

The pilots were late and it made us 1 hour late. The meat was tough and bok choy was also tough.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

Flight was late as pilot crew had to land at different airport in their previous flight. Passengers boarded and had to wait for pilots inside plane. Series of incomplete and unnecessary announcements by an annoying voice, rather than complete, informative announcements.

Delay and keep changing gates. I have to run around from B to C then to E.

Flight attendant moved my bag without notifying me and was rude to me when I asked him about it. There was no reason to move it.

For the price, it was a really good experience. There was no entertainment on board, so I couldn't really rate this, and I didn't order a meal. I appreciated that there was a free glass of wine.

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

My flight from New York to Canada and Canada to Brisbane was canceled, so I had to take united airlines instead flight from New York to Dubai then layover in Dubai 8 hours then from Dubai to Brisbane it was extremely difficult for me , it was a nightmare flying with Canadian airlines unfortunately.

I found the boarding easy and my seat was very comfortable as I had a lot of leg room. I am not too happy that I no longer have lounge access even though I used to get it with my TD credit card.

Flight cancelled. Major disruption to our travel. Do not use Air Canada from KC. To few flights.

Real smooth and easy, Real good leg room in coach!

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Re luggage I carried a backpack only. I did not check any bags in. However there were other passengers with carry on luggage going in the plane. My question is why are others allowed to have a carry on luggage inside the plane? Shouldn’t they have dropped it off at the gate? I’m asking because I could have brought the same thing instead of a backpack only. Please clarify for future reference. Thank you.

Like the service. Very hard to communicate or contact when have problems

Very bad, flight was cancelled due to strike and staff was unable to rebook us

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

Information on your arrival and departure airports

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