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Cheap flights from Winnipeg to Pittsburgh from C$ 351

YWG — PIT
24 Nov — 1 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Pittsburgh

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Pittsburgh

Fri 20/113:15 p.m. -
1 stop8h 44m
Sun 22/117:33 p.m. -
2 stops26h 24m
Deal found 20/10C$ 984
Wed 11/115:45 p.m. -
2 stops16h 14m
Tue 17/116:35 a.m. -
1 stop5h 19m
Deal found 22/10C$ 1,032
Wed 11/116:15 a.m. -
1 stop12h 21m
Mon 16/117:20 p.m. -
1 stop5h 24m
Deal found 21/10C$ 1,091
Wed 11/119:35 p.m. -
2 stops12h 24m
Mon 16/117:15 p.m. -
1 stop16h 39m
Deal found 21/10C$ 1,108
Wed 11/119:40 a.m. -
2 stops14h 19m
Tue 17/116:30 a.m. -
1 stop6h 53m
Deal found 25/10C$ 1,116
Wed 11/117:00 a.m. -
2 stops14h 13m
Tue 17/116:00 a.m. -
2 stops16h 52m
Deal found 22/10C$ 1,134
Wed 11/119:40 a.m. -
1 stop13h 07m
Mon 16/118:00 p.m. -
2 stops17h 23m
Deal found 24/10C$ 1,174

Find flight deals from Winnipeg to Pittsburgh

Round-trip from

C$ 875

One-way from

C$ 351

Popular in

December

Cheapest in

July

Average price

C$ 766
Delta
  • Delta
  • 26/1-29/1
  • 3 total stops
  • 23h 49m total
  • Winnipeg to Pittsburgh
Search Deals
5/12-31/12
  • 5/12-31/12
  • 2 total stops
  • 21h 01m total
  • Winnipeg to Pittsburgh
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 156 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Winnipeg to Pittsburgh that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Sat 5/12

12:40 p.m.-9:41 a.m.

2 stops21h 01m

Pittsburgh

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 351
Quickest round-trip

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Sat 5/12

9:40 a.m.-11:00 p.m.

1 stop13h 20m

Pittsburgh

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 517

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Tue 26/1

6:35 a.m.-12:19 a.m.

2 stops17h 44m

Pittsburgh

Fri 29/1

6:45 a.m.-12:50 p.m.

1 stop6h 05m

C$ 875

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Tue 26/1

8:00 a.m.-2:47 p.m.

1 stop6h 47m

Pittsburgh

Fri 29/1

8:40 a.m.-7:28 p.m.

1 stop10h 48m

C$ 956

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Fri 20/11

6:35 a.m.-4:02 p.m.

1 stop9h 27m

Pittsburgh

Sun 22/11

6:35 a.m.-11:54 a.m.

1 stop5h 19m

C$ 984

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Fri 20/11

3:15 p.m.-11:59 p.m.

1 stop8h 44m

Pittsburgh

Sun 22/11

7:33 p.m.-9:57 p.m.

2 stops26h 24m

C$ 984

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/10

Sorted by cheapest first

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

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?

Toronto (YYZ) – chosen by Cheapflights users on 58% of one-stop itineraries from Winnipeg to Pittsburgh on Cheapflights.

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

Chicago (ORD) is the most affordable 1-stop option, with an average round-trip price of C$ 664.

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

Flights via Minneapolis (MSP) have the shortest average one-way travel time for 1-stop routes: 5h 02m.

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

Flights via Minneapolis (MSP) offer the fastest connection on this route, with an average layover time of 1h 17m.

Reviews of airlines servicing Pittsburgh

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
11,811 reviews
Check prices

Boarding

7.3

Comfort

7.1

Crew

7.8

Entertainment

6.8

Food

6.3

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Sylvia,Aug 2026

YYZ - PHL

Our flight from Kelowna was 5 hours delayed. We missed our connection. We were able to get to a hotel by 3:00 a.m. but the breakfast cost us $40. The hotel was good. We were rescheduled for the flight the next night when it was canceled. There were no hotel vouchers available which didn't matter because there were no hotel rooms available. We decided to just drive which was not easy doing a one-way rental to the United States. Worst possible trip I've ever had
Air Canada
7.1
Good
11,811 reviews
Air Canada
7.1
Good
11,811 reviews
Check prices

Boarding

7.3

Comfort

7.1

Crew

7.8

Entertainment

6.8

Food

6.3

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Sylvia,Aug 2026

YYZ - PHL

Our flight from Kelowna was 5 hours delayed. We missed our connection. We were able to get to a hotel by 3:00 a.m. but the breakfast cost us $40. The hotel was good. We were rescheduled for the flight the next night when it was canceled. There were no hotel vouchers available which didn't matter because there were no hotel rooms available. We decided to just drive which was not easy doing a one-way rental to the United States. Worst possible trip I've ever had

Related info for your journey

  • How long is the flight from Winnipeg to Pittsburgh?

    Delta and United Airlines can get you from Winnipeg to Pittsburgh in just under 6h 47m. Your travel time can differ by up to 10h 57m. The distance from Winnipeg to Pittsburgh is about 1685 km. This flight may include one or multiple stops.

  • 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$ 496. You may be able to fly from Winnipeg to Pittsburgh for 26% less than the average price by searching for this airline.

  • 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
Monroeville
Moon

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Winnipeg to Pittsburgh

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 496AverageC$ 731FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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