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Pennsylvania

$174+ Cheap flights from Winnipeg (YWG) to Pennsylvania

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PHL
May 17 — May 241
Sun 5/17
Sun 5/24
1 adult, Economy
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Cheap flight deals from Winnipeg to Pennsylvania

Cheapest flights from Winnipeg to Pennsylvania
Explore the most affordable flight options available from Winnipeg to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2026.

This Justfly.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Sat 9/199:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/14$327
This FlightHub deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Wed 9/239:55 am
LGA
-
YWG
2 stops9h 03m
Porter Airlines
Deal found 4/14$329
This Kiwi.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:15 pm
YWG
-
LGA
1 stop6h 10m
Porter Airlines
Thu 8/279:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/12$330
This Justfly.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Wed 6/109:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/16$331
This FlightHub deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:10 pm
YWG
-
LGA
1 stop6h 10m
Porter Airlines
Mon 11/239:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Deal found 4/14$332
This Trip.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/169:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Sat 5/239:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/13$334
This Justfly.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/69:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Sat 6/139:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/15$336
This Justfly.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/169:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Fri 6/269:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/14$337
This Trip.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Thu 6/49:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/12$338
This FlightHub deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/129:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Mon 6/159:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/15$341
This Air Canada deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:10 am
YWG
-
PIT
1 stop5h 23m
Air Canada
Sat 6/206:00 am
PIT
-
YWG
1 stop6h 15m
Air Canada
Deal found 4/14$370
This Air Canada deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/135:10 am
YWG
-
PIT
2 stops8h 43m
Air Canada
Sun 6/216:00 am
PIT
-
YWG
1 stop6h 15m
Air Canada
Deal found 4/14$373

Find flight deals from Winnipeg to Pennsylvania

Keep the following information in mind while searching for Winnipeg to Pennsylvania flight deals. Data was last updated April 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$327
(Justfly.com)

One-way from

$174
(Trip.com)

Popular in

February

Cheapest in

December

Average price

$435
Provider with most accurate pricing for Winnipeg-Philadelphia flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Philadelphia flights.
Search Deals
From Winnipeg to Pennsylvania
Search Deals
One-way flight from Winnipeg to Pennsylvania
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($150 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Pennsylvania that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2026.
Use the filters below to find and compare flights from Winnipeg to Pennsylvania that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Wed 6/3

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Wed 6/10

9:55 am-5:58 pm

2 stops9h 03m

$345

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Wed 9/30

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Sun 10/4

9:55 am-5:58 pm

2 stops9h 03m

$345

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Mon 9/21

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Tue 9/22

9:55 am-5:58 pm

2 stops9h 03m

$355

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Thu 9/17

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Tue 9/22

9:55 am-3:19 pm

1 stop6h 24m

$355

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Fri 9/18

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Fri 9/25

9:55 am-3:19 pm

1 stop6h 24m

$355

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Fri 10/2

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Tue 10/6

9:55 am-5:58 pm

2 stops9h 03m

$357

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sun 6/14

5:10 am-11:33 am

1 stop5h 23m

Pittsburgh

Sat 6/20

6:00 am-11:15 am

1 stop6h 15m

$370

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 5/8

11:55 am-11:12 pm

1 stop10h 17m

Philadelphia

Sun 5/10

5:45 am-10:54 am

1 stop6h 09m

$376
Quickest round-trip

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 5/8

11:55 am-6:06 pm

1 stop5h 11m

Philadelphia

Mon 5/11

5:45 am-10:54 am

1 stop6h 09m

$378

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

7:00 am-6:07 pm

2 stops10h 07m

Philadelphia

Tue 7/7

5:40 am-3:08 pm

1 stop10h 28m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Winnipeg to Pennsylvania

Have a flexible travel schedule? Discover the best time to fly to Pennsylvania from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Winnipeg to Pennsylvania?

Currently, September is the cheapest month in which you can book a flight from Winnipeg to Pennsylvania (average of $77). Flying from Winnipeg to Pennsylvania in January is currently the most expensive (average of $452). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Winnipeg to Pennsylvania?

Reviews of airlines servicing Pennsylvania

Get insights into the airlines that provide service to Pennsylvania. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pennsylvania. Reviews last updated April 17, 2026.
Peruse reviews from past customers who have flown with Delta from Winnipeg to Pennsylvania to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,406 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,406 reviews
Delta
7.9
Good
8,406 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Pennsylvania. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Pennsylvania?

    Located just 4.6 mi from the city center, Winnipeg (YWG) is the airport most travelers will use when flying to Pennsylvania from Winnipeg.

  • How long is the flight from Winnipeg to Pennsylvania?

    For as low as $345, Porter Airlines can have you in Pennsylvania from Winnipeg in 6h 35m. The distance between Winnipeg and Pennsylvania is about 1289 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Winnipeg to Pennsylvania?

    The most popular flight routes from Winnipeg to Pennsylvania are Winnipeg - New York LaGuardia, Winnipeg - Newark and Winnipeg - New York John F Kennedy Intl.

  • Can I find deals for flights from Winnipeg to Pennsylvania that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Pennsylvania flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Pennsylvania?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Pennsylvania.

  • Can I find deals for business class flights from Winnipeg to Pennsylvania?

    Yes. Cheapflights offers flight deals from Winnipeg to Pennsylvania by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Pennsylvania?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to Pennsylvania (average of $77). Flying from Winnipeg to Pennsylvania in January is currently the most expensive (average of $452). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Winnipeg to Pennsylvania

Discover the top airline that operate flights from Winnipeg to Pennsylvania. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$339Average$483FlexibilityNo cancel feeOn-timeN/A

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