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$112+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PHL
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find 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 October 29, 2025.

This Trip.com deal was found by Cheapflights users on 10/28. 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 12/127:30 amYWG - IAD
1 stop7h 54mMultiple Airlines
Sun 12/145:45 amIAD - YWG
1 stop10h 22mMultiple Airlines
Deal found 10/28$177
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:30 amYWG - IAD
1 stop7h 54mMultiple Airlines
Wed 12/109:00 amIAD - YWG
2 stops16h 41mMultiple Airlines
Deal found 10/26$194
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:30 amYWG - EWR
1 stop16h 04mMultiple Airlines
Mon 11/176:45 pmEWR - YWG
2 stops24h 21mMultiple Airlines
Deal found 10/26$202
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sun 11/237:30 amYWG - EWR
1 stop29h 03mMultiple Airlines
Tue 12/210:30 pmEWR - YWG
1 stop17h 37mMultiple Airlines
Deal found 10/28$204
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/127:30 amYWG - EWR
1 stop10h 43mMultiple Airlines
Fri 11/1411:30 amEWR - YWG
2 stops14h 11mMultiple Airlines
Deal found 10/27$205
This Trip.com deal was found by Cheapflights users on 10/29. 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 11/267:30 amYWG - JFK
1 stop15h 54mMultiple Airlines
Wed 12/36:10 amJFK - YWG
1 stop9h 57mMultiple Airlines
Deal found 10/29$205
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/127:30 amYWG - LGA
1 stop10h 59mMultiple Airlines
Fri 11/146:21 amLGA - YWG
2 stops19h 20mMultiple Airlines
Deal found 10/27$206
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/127:30 amYWG - JFK
1 stop16h 03mMultiple Airlines
Fri 11/1410:00 amJFK - YWG
2 stops15h 41mMultiple Airlines
Deal found 10/27$206
This Trip.com deal was found by Cheapflights users on 10/29. 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 11/267:30 amYWG - EWR
1 stop16h 03mMultiple Airlines
Wed 12/35:55 amEWR - YWG
1 stop10h 12mMultiple Airlines
Deal found 10/29$214
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/267:30 amYWG - LGA
1 stop7h 26mMultiple Airlines
Wed 12/36:20 amLGA - YWG
1 stop9h 47mMultiple Airlines
Deal found 10/29$214
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/217:30 amYWG - JFK
1 stop15h 54mMultiple Airlines
Sun 11/236:00 amJFK - YWG
1 stop10h 07mMultiple Airlines
Deal found 10/27$216
This Trip.com deal was found by Cheapflights users on 10/28. 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 12/37:30 amYWG - IAD
2 stops23h 56mMultiple Airlines
Fri 12/55:45 amIAD - YWG
2 stops19h 56mMultiple Airlines
Deal found 10/28$218

Cheap flight deals from Winnipeg to Pennsylvania

Keep the following information in mind while searching for Winnipeg to Pennsylvania flight deals. Data was last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$177
(Trip.com)

One-way from

$112
(Trip.com)

Popular in

August

Cheapest in

April

Average price

$556
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. 10% potential increase in price ($66 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 29, 2025.
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

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Fri 11/14

7:30 am-12:34 am

1 stop16h 04m

Newark

Mon 11/17

6:45 pm-6:06 pm

2 stops24h 21m

$202

WinnipegNew York

YWG - JFK

YWGJFK

Winnipeg

Wed 11/26

7:30 am-12:24 am

1 stop15h 54m

New York John F Kennedy Intl

Wed 12/3

10:00 am-12:41 am

2 stops15h 41m

$211

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Wed 11/19

7:30 am-12:34 am

1 stop16h 04m

Newark

Sun 11/23

6:00 am-3:07 pm

1 stop10h 07m

$230

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Sun 12/7

7:30 am-4:24 pm

1 stop7h 54m

Washington, D.C. Dulles Intl

Fri 12/12

5:45 am-3:07 pm

1 stop10h 22m

$245

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Sun 11/23

7:30 am-11:08 pm

1 stop14h 38m

New York LaGuardia

Thu 11/27

5:30 pm-3:07 pm

1 stop22h 37m

$250

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 12/2

9:00 pm-4:52 pm

2 stops18h 52m

Philadelphia

Thu 12/11

7:11 pm-3:07 pm

1 stop20h 56m

$255

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Sun 12/7

7:30 am-4:24 pm

1 stop7h 54m

Washington, D.C. Dulles Intl

Sat 12/13

9:20 pm-3:07 pm

2 stops18h 47m

$264

WinnipegNew York

YWG - JFK

YWGJFK

Winnipeg

Sun 11/23

7:30 am-12:24 am

1 stop15h 54m

New York John F Kennedy Intl

Fri 11/28

6:15 am-3:07 pm

1 stop9h 52m

$285

WinnipegNew York

YWG - JFK

YWGJFK

Winnipeg

Mon 12/8

5:45 pm-9:50 am

2 stops15h 05m

New York John F Kennedy Intl

Mon 12/15

9:25 pm-11:45 am

2 stops15h 20m

$327

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Thu 11/27

4:25 pm-10:55 am

1 stop17h 30m

Newark

Fri 11/28

2:45 pm-11:35 pm

2 stops9h 50m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 $47). Flying from Winnipeg to Pennsylvania in March is currently the most expensive (average of $547). 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.

What is the cheapest time of day to fly from YWG to PA?

Find hourly flight availability from Winnipeg to Pennsylvania. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

It’s typically best to fly out from Winnipeg to Pennsylvania in the evening. Doing so could potentially save you 29% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 $341, Porter Airlines can have you in Pennsylvania from Winnipeg in 6h 16m. The distance between Winnipeg and Pennsylvania is about 1249 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Winnipeg to Pennsylvania one-way?

    One-way options have recently been found by users for as low as $196 on Air Canada. Other airlines that offer cheap prices include Delta from $202 and United Airlines from $202 one-way.

  • 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 - New York LaGuardia and Winnipeg - Newark.

  • 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 $47). Flying from Winnipeg to Pennsylvania in March is currently the most expensive (average of $547). 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.

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