C$ 270 Find Cheap Flights from Winnipeg to Pennsylvania – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Pennsylvania departing on 11/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Best Pennsylvania Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Philadelphia
Philadelphia1 stopC$ 672
Pittsburgh
Pittsburgh2 stopsC$ 668
Harrisburg
Harrisburg1 stopC$ 800
Philadelphia
Philadelphia1 stopC$ 672
Pittsburgh
Pittsburgh2 stopsC$ 668
Harrisburg
Harrisburg1 stopC$ 800

Cheap Flights from Winnipeg to Pennsylvania

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

Tue, 15 Sep - Sat, 19 Sep
Porter Airlines Logo
9:20 a.m. - 4:55 p.m.
YWG
-
LGA
6h 35m
1 stop
Porter Airlines Logo
9:55 a.m. - 3:19 p.m.
LGA
-
YWG
6h 24m
1 stop
C$ 482Porter Airlines
Tue, 15 Sep - Tue, 22 Sep
Porter Airlines Logo
9:20 a.m. - 4:55 p.m.
YWG
-
LGA
6h 35m
1 stop
Porter Airlines Logo
9:55 a.m. - 3:19 p.m.
LGA
-
YWG
6h 24m
1 stop
C$ 490Porter Airlines
Mon, 14 Sep - Mon, 21 Sep
Multiple Airlines Logo
4:25 p.m. - 8:55 a.m.
YWG
-
DCA
15h 30m
1 stop
Multiple Airlines Logo
6:55 p.m. - 9:45 a.m.
DCA
-
YWG
15h 50m
1 stop
C$ 490Multiple Airlines
Mon, 14 Sep - Mon, 21 Sep
Multiple Airlines Logo
4:25 p.m. - 8:55 a.m.
YWG
-
DCA
15h 30m
1 stop
Multiple Airlines Logo
4:20 p.m. - 9:45 a.m.
DCA
-
YWG
18h 25m
2 stops
C$ 496Multiple Airlines
Fri, 4 Sep - Mon, 7 Sep
WestJet Logo
7:00 a.m. - 6:10 p.m.
YWG
-
IAD
10h 10m
1 stop
WestJet Logo
7:00 p.m. - 11:10 a.m.
IAD
-
YWG
17h 10m
1 stop
C$ 569WestJet
Sun, 11 Oct - Thu, 15 Oct
WestJet Logo
7:00 a.m. - 4:35 p.m.
YWG
-
JFK
8h 35m
1 stop
WestJet Logo
5:30 p.m. - 12:15 p.m.
JFK
-
YWG
19h 45m
1 stop
C$ 594WestJet
Tue, 8 Sep - Tue, 15 Sep
Air Canada Logo
3:20 p.m. - 10:34 p.m.
YWG
-
DCA
6h 14m
1 stop
Air Canada Logo
11:00 a.m. - 4:27 p.m.
DCA
-
YWG
6h 27m
1 stop
C$ 687Air Canada
Tue, 8 Sep - Tue, 15 Sep
Air Canada Logo
2:05 p.m. - 8:25 p.m.
YWG
-
IAD
5h 20m
1 stop
Air Canada Logo
9:55 a.m. - 2:22 p.m.
IAD
-
YWG
5h 27m
1 stop
C$ 698Air Canada
Sat, 26 Sep - Wed, 30 Sep
United Airlines Logo
2:00 p.m. - 9:50 p.m.
YWG
-
MDT
6h 50m
1 stop
United Airlines Logo
6:30 a.m. - 12:37 p.m.
MDT
-
YWG
7h 07m
1 stop
C$ 800United Airlines
Sat, 26 Sep - Wed, 30 Sep
United Airlines Logo
7:00 a.m. - 9:50 p.m.
YWG
-
MDT
13h 50m
1 stop
United Airlines Logo
5:54 p.m. - 8:57 p.m.
MDT
-
YWG
28h 03m
2 stops
C$ 800United Airlines
Booking Insights

KAYAK's insights & trends for Winnipeg to Pennsylvania flights

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

How much is a round-trip flight from Winnipeg to Pennsylvania?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Winnipeg to Pennsylvania departing in October.

Flight prices are typical for this route right now.

Flights to Pennsylvania from Winnipeg usually cost between C$ 618 and C$ 1,386 in October.
The lowest price found in the past 5 days was C$ 672 on Multiple Airlines (17 Oct–20 Oct).

What is the cheapest month to fly from Winnipeg to Pennsylvania?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Pennsylvania, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Winnipeg to Pennsylvania is November, when tickets cost C$ 340 (return) on average. On the other hand, the most expensive months are February and August, when the average cost of round-trip tickets is C$ 1,465 and C$ 1,194 respectively.

Good to know

Low season

January

Cheapest flight

C$ 270
Best time to beat the crowds but there is an average 26% increase in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Winnipeg to Newark Liberty Airport

FAQs - booking Pennsylvania flights

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

    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 Pennsylvania.

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

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

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

    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 from Winnipeg to Pennsylvania with an airline and back with another airline.

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

    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 from Winnipeg to Pennsylvania 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 flying from Winnipeg to Pennsylvania

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Pennsylvania. 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 Pennsylvania? 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.
8.0
Porter AirlinesOverall score based on 449 reviews
8.2Boarding
8.6Crew
6.9Entertainment
8.0Comfort
7.5Food
Airline reviews

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

4.0 OkayJeff, Jul 2026
YYZ - SFO
Read more Porter Airlines reviews

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Organization and the adjusted times but the snacks could be of a bigger portion

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

All good the seats a little tight and no I pad screen

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

My flight was cancelled due to weather but Westjet got me on a new flight in a timely and efficient manor.

No internet, not even westjet connect makes for a boring flight

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

Lots of overhead storage and a good crew and service.

On time. Friendly and efficient staff at check in and flight crew.

Very good over all , would have been nice to have entertainment on the flight

It was an awesome experience flying with Westjet. This was my first domestic flight experience in Canada.

The flight itself was fine, but two of the ladies at the gate were extremely rude to a few of us in line. Their customer service really needs some help. I’ve always had good experiences with WestJet until these two ladies. They had the worst attitudes and really left a bad taste in my mouth after a good trip

Smooth process, on time. Everything ran perfectly. It would be nice to have in flight entertainment and better food choices but these were short flights so not a big deal

Flight got cancelled. I had to spend many hours on phone to have it rescheduled at my convenience

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.

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

Sat on the tarmac with no ventilation for almost an hour, without a single word from the crew. Appalling. When Air Canada goes bankrupt, again, almost everyone in Canada will be cheering.

If you have checked the status of my booking you would have seen that it was cancelled. And the travelers insurance we purchased only covered $100 per ticket. So my overall experience with kayak and air canada is poor

The plane for my second flight was reassigned. We had to wait for them to get a different plane out of the hangar and call in a crew

Send me 20 dollars and i will do the survey. You survey people think we do things in life to do surveys.

It was swiss air flight and they were very helpful and kind

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

Information on your arrival and departure airports