$151 Find Cheap Flights from Winnipeg to Pennsylvania

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 8/31. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Pennsylvania, 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 Winnipeg to Pennsylvania, as well as popular online travel agencies
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Cheap Flights from Winnipeg to Pennsylvania

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Philadelphia
Philadelphia1 stop$340
Pittsburgh
Pittsburgh1 stop$339
Harrisburg
Harrisburg2 stops$479
New York
New York1 stop$323
Philadelphia
Philadelphia1 stop$340
Pittsburgh
Pittsburgh1 stop$339
Harrisburg
Harrisburg2 stops$479
New York
New York1 stop$323

Book Cheap Winnipeg to Pennsylvania Plane Tickets

 
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, Sep 8 - Tue, Sep 15
Porter Airlines Logo
9:20 am - 4:55 pm
YWG
-
LGA
6h 35m
1 stop
Porter Airlines Logo
9:55 am - 3:19 pm
LGA
-
YWG
6h 24m
1 stop
$323Porter Airlines
Fri, Sep 4 - Sat, Sep 5
Porter Airlines Logo
9:20 am - 4:55 pm
YWG
-
LGA
6h 35m
1 stop
Porter Airlines Logo
9:55 am - 3:19 pm
LGA
-
YWG
6h 24m
1 stop
$324Porter Airlines
Fri, Jun 12 - Sat, Jun 20
Delta Logo
5:41 pm - 11:10 pm
YWG
-
PIT
4h 29m
1 stop
Delta Logo
4:20 pm - 11:29 pm
PIT
-
YWG
8h 09m
1 stop
$339Delta
Sat, May 30 - Wed, Jun 3
United Airlines Logo
2:00 pm - 12:59 am
YWG
-
PHL
9h 59m
1 stop
United Airlines Logo
6:00 am - 11:52 am
PHL
-
YWG
6h 52m
1 stop
$340United Airlines
Fri, Jun 12 - Sat, Jun 20
Delta Logo
5:41 pm - 11:10 pm
YWG
-
PIT
4h 29m
1 stop
Delta Logo
4:20 pm - 11:29 pm
PIT
-
YWG
8h 09m
1 stop
$340Delta
Sat, Jul 4 - Tue, Jul 7
Air Canada Logo
5:10 am - 2:49 pm
YWG
-
PHL
8h 39m
2 stops
Air Canada Logo
10:45 am - 4:20 pm
PHL
-
YWG
6h 35m
1 stop
$349Air Canada
Sun, Jun 14 - Wed, Jun 17
Air Canada Logo
5:10 am - 11:33 am
YWG
-
PIT
5h 23m
1 stop
Air Canada Logo
6:00 am - 10:03 am
PIT
-
YWG
5h 03m
1 stop
$350Air Canada
Fri, Jun 12 - Thu, Jun 18
WestJet Logo
7:00 am - 11:10 pm
YWG
-
PIT
15h 10m
2 stops
WestJet Logo
6:40 am - 9:40 pm
PIT
-
YWG
16h 00m
2 stops
$380WestJet
Mon, Jun 1 - Mon, Jun 8
WestJet Logo
7:00 am - 6:10 pm
YWG
-
IAD
10h 10m
1 stop
WestJet Logo
7:00 pm - 3:25 pm
IAD
-
YWG
21h 25m
1 stop
$424WestJet
Wed, Sep 2 - Tue, Sep 15
United Airlines Logo
8:30 am - 9:31 am
YWG
-
MDT
24h 01m
2 stops
United Airlines Logo
6:30 am - 11:52 am
MDT
-
YWG
6h 22m
1 stop
$481United 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 May.

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 September, when tickets cost $77 (return) on average. On the other hand, the most expensive months are January and February, when the average cost of round-trip tickets is $452 and $437 respectively.

Good to know

Low seasonJanuary
Cheapest flight$151
Best time to beat the crowds but there is an average 32% increase in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Winnipeg to Washington Dulles 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 travelers 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 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.
7.4
United AirlinesOverall score based on 9677 reviews
7.7Boarding
8.1Crew
7.3Comfort
6.6Food
7.1Entertainment
Airline reviews

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

8.0 ExcellentVolha, Apr 2026
YYZ - ORD
Read more United Airlines reviews

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

United didn’t even try to hold the flight for me. They knew I had a tight connection and when I arrived at the gate less than 10 mins after final boarding the flight had already gone. The gate agent wasn’t even notified that I was on my way. She was told I wasn’t at the airport

They were fast and I like how they used to entertainment system to play video about the safety.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Flight itself was not bad at all. However: my checked bag (checked in Calgary) did not make it onto this flight as I found out after I landed at EWR. I still don't have it but it appears that it is on its way to me.

Flight and attendance were very good we had 2 hour delay that took the shine of it

After 3 hours of delays, they ended up cancelling my flight. And although I could purchase one-way tickets to get to my destination, they would not offer me these flights as compensation for the cancelled flight, and I didn't end up making it home until 13 hours after I was originally supposed to arrive. It made for an extremely strenuous end to an otherwise good trip.

Be careful about the bad policy and when purchasing seats

Very disappointed with premier lounge. Food selection very poor, both coffee machines out of order. For the price you charge for an upgrade, the seats don’t fully recline, movie selection is old. Not very good value. Asian airlines are light years ahead at a more affordable price.

The seat design in the premium economy section leaves virtually no room under the seat to store a bag or purse. Other than that, it was a great flight. Arrived early.

The flight was delayed, but not for weather. We landed over 3hrs later than planned.

The stag were helpful, kind and liked the passengers. The plane was pristinely clean! Great flight!

My flight was delayed more than once, but Air Canada updated us regularly. Friends on other airlines had much worse experiences.

My ticket did not exist when I got to the airport. I had to book another flight and was still charged by Kayak

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

Information on your arrival and departure airports