Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to Pittsburgh from C$ 367

YWG — PIT
10 Oct — 17 Oct1
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

Wed 21/107:00 a.m. -
1 stop12h 36m
Sun 25/106:30 a.m. -
1 stop6h 53m
Deal found 6/9C$ 743
Wed 21/105:00 a.m. -
2 stops9h 25m
Mon 26/107:20 p.m. -
1 stop5h 39m
Deal found 9/9C$ 762
Wed 21/105:40 p.m. -
1 stop4h 44m
Mon 26/106:30 a.m. -
1 stop6h 18m
Deal found 6/9C$ 765
Thu 24/95:00 a.m. -
1 stop5h 32m
Sun 27/93:30 p.m. -
1 stop6h 44m
Deal found 10/9C$ 793
Thu 22/102:00 p.m. -
1 stop5h 36m
Thu 29/1010:32 a.m. -
2 stops26h 51m
Deal found 7/9C$ 863
Thu 24/95:00 a.m. -
1 stop5h 32m
Sun 27/96:26 a.m. -
2 stops17h 07m
Deal found 10/9C$ 866
Sun 25/102:15 p.m. -
2 stops18h 21m
Sun 1/116:30 a.m. -
1 stop6h 53m
Deal found 10/9C$ 867
Wed 21/105:40 p.m. -
1 stop4h 44m
Mon 26/106:30 a.m. -
1 stop6h 18m
Deal found 7/9C$ 889

Find flight deals from Winnipeg to Pittsburgh

Round-trip from

C$ 663

One-way from

C$ 367

Popular in

December

Cheapest in

July

Average price

C$ 797
Delta
  • Delta
  • 26/1-29/1
  • 3 total stops
  • 20h 35m total
  • Winnipeg to Pittsburgh
Search Deals
25/10-31/12
  • 25/10-31/12
  • 3 total stops
  • 42h 57m total
  • Winnipeg to Pittsburgh
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 167 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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

Sun 25/10

8:05 p.m.-1:01 p.m.

2 stops39h 56m

Pittsburgh

Wed 31/12

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

Nonstop0h 00m

C$ 375

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Thu 24/9

8:45 a.m.-8:38 a.m.

2 stops22h 53m

Pittsburgh

Wed 31/12

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

Nonstop0h 00m

C$ 434
Quickest round-trip

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Sun 25/10

2:15 p.m.-11:59 p.m.

1 stop8h 44m

Pittsburgh

Wed 31/12

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

Nonstop0h 00m

C$ 534

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Thu 24/9

5:25 p.m.-1:47 p.m.

3 stops43h 22m

Pittsburgh

Wed 31/12

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

Nonstop0h 00m

C$ 542

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Tue 26/1

5:38 p.m.-9:08 a.m.

2 stops14h 30m

Pittsburgh

Fri 29/1

6:45 a.m.-11:50 a.m.

1 stop6h 05m

C$ 663

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Wed 21/10

7:00 a.m.-8:36 p.m.

1 stop12h 36m

Pittsburgh

Sun 25/10

6:30 a.m.-12:23 p.m.

1 stop6h 53m

C$ 743

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Thu 7/1

7:00 a.m.-11:22 p.m.

2 stops15h 22m

Pittsburgh

Mon 11/1

2:00 p.m.-10:33 p.m.

1 stop9h 33m

C$ 743

WinnipegPittsburgh

YWG Winnipeg - PIT Pittsburgh

YWGPIT

Winnipeg

Tue 26/1

7:00 a.m.-4:57 p.m.

1 stop8h 57m

Pittsburgh

Fri 29/1

4:07 p.m.-10:33 p.m.

1 stop7h 26m

C$ 743

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

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 50% of one-stop itineraries from Winnipeg to Pittsburgh on Cheapflights.

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

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 636.

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
11,608 reviews
Check prices

Comfort

7.1

Crew

7.8

Food

6.3

Entertainment

6.8

Boarding

7.3

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
11,608 reviews
Air Canada
7.1
Good
11,608 reviews
Check prices

Comfort

7.1

Crew

7.8

Food

6.3

Entertainment

6.8

Boarding

7.3

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 12h 36m. Your travel time can differ by up to 1h 54m. 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$ 488. You may be able to fly from Winnipeg to Pittsburgh for 27% 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$ 488AverageC$ 715FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.