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$145+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PHL
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
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 January 28, 2026.

This Trip.com deal was found by Cheapflights users on 1/26. 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.
Wed 3/117:30 am
YWG
-
IAD
1 stop16h 01m
Multiple Airlines
Wed 3/186:20 am
IAD
-
YWG
1 stop9h 49m
Multiple Airlines
Deal found 1/26$266
This Porter Airlines deal was found by Cheapflights users on 1/26. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:15 pm
YWG
-
EWR
2 stops15h 00m
Porter Airlines
Thu 9/1010:45 am
EWR
-
YWG
1 stop8h 13m
Porter Airlines
Deal found 1/26$272
This FlightHub deal was found by Cheapflights users on 1/25. 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.
Tue 2/2412:10 pm
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Sun 3/15:55 pm
LGA
-
YWG
1 stop6h 40m
Porter Airlines
Deal found 1/25$276
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Wed 4/227:30 am
YWG
-
IAD
1 stop16h 06m
Multiple Airlines
Wed 4/296:20 am
IAD
-
YWG
2 stops16h 50m
Multiple Airlines
Deal found 1/27$277
This FlightHub deal was found by Cheapflights users on 1/27. 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.
Thu 2/2612:10 pm
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Thu 3/59:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Deal found 1/27$278
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Mon 2/238:00 am
YWG
-
EWR
1 stop25h 57m
Multiple Airlines
Wed 3/46:00 pm
EWR
-
YWG
2 stops31h 40m
Multiple Airlines
Deal found 1/27$279
This Trip.com deal was found by Cheapflights users on 1/27. 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.
Tue 2/2412:10 pm
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Tue 3/39:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Deal found 1/27$279
This FlightHub deal was found by Cheapflights users on 1/26. 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 2/2712:10 pm
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Wed 3/49:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Deal found 1/26$280
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 2/2712:10 pm
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Thu 3/59:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Deal found 1/27$285
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 6/29:10 am
YWG
-
LGA
1 stop6h 45m
Porter Airlines
Thu 6/49:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 1/27$287
This Kissandfly.com deal was found by Cheapflights users on 1/27. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1912:10 pm
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Wed 2/259:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Deal found 1/27$288
This Trip.com deal was found by Cheapflights users on 1/27. 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.
Fri 3/2012:10 pm
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Tue 3/249:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Deal found 1/27$291

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$266
(Trip.com)

One-way from

$145
(Kiwi.com)

Popular in

February

Cheapest in

December

Average price

$708
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. 17% potential increase in price ($120 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 28, 2026.
Use the filters below to find and compare flights from Winnipeg to Pennsylvania that are best for you.

Fly from

Winnipeg

Fly to

Pennsylvania

Route

Depart

Return

Price

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 3/11

7:30 am-12:31 am

1 stop16h 01m

Washington, D.C. Dulles Intl

Wed 3/18

6:20 am-3:09 pm

1 stop9h 49m

$266

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Tue 2/24

12:10 pm-8:00 pm

1 stop6h 50m

New York LaGuardia

Sun 3/1

5:55 pm-11:35 pm

1 stop6h 40m

$276

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 4/22

7:30 am-12:36 am

1 stop16h 06m

Washington, D.C. Dulles Intl

Wed 4/29

6:20 am-10:10 pm

2 stops16h 50m

$277

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Tue 2/24

12:10 pm-8:00 pm

1 stop6h 50m

New York LaGuardia

Tue 3/3

9:55 am-3:30 pm

1 stop6h 35m

$279

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Mon 2/23

8:00 am-10:57 am

1 stop25h 57m

Newark

Wed 3/4

6:00 pm-12:40 am

2 stops31h 40m

$279

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Fri 2/27

12:10 pm-8:00 pm

1 stop6h 50m

New York LaGuardia

Wed 3/4

9:55 am-3:30 pm

1 stop6h 35m

$280

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Fri 2/27

7:30 am-1:08 am

1 stop16h 38m

Newark

Wed 3/4

6:00 pm-12:40 am

2 stops31h 40m

$299

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Wed 4/1

7:30 am-11:31 pm

1 stop15h 01m

Newark

Wed 4/8

5:59 am-12:40 am

2 stops19h 41m

$311

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 4/8

7:30 am-12:36 am

1 stop16h 06m

Washington, D.C. Dulles Intl

Wed 4/15

6:20 am-3:09 pm

1 stop9h 49m

$311

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Sun 3/1

12:10 pm-8:00 pm

1 stop6h 50m

New York LaGuardia

Mon 3/2

9:55 am-3:30 pm

1 stop6h 35m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 60 results
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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, April is the cheapest month in which you can book a flight from Winnipeg to Pennsylvania (average of $46). Flying from Winnipeg to Pennsylvania in January is currently the most expensive (average of $488). 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.

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 $343, Porter Airlines can have you in Pennsylvania from Winnipeg in 6h 13m. The distance between Winnipeg and Pennsylvania is about 1299 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 John F Kennedy Intl, Winnipeg - Newark and Winnipeg - New York LaGuardia.

  • 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, April is the cheapest month in which you can book a flight from Winnipeg to Pennsylvania (average of $46). Flying from Winnipeg to Pennsylvania in January is currently the most expensive (average of $488). 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

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