Pennsylvania

$151+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PHL
May 29 — Jun 51
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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 29, 2026.

This Justfly.com deal was found by Cheapflights users on 4/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Tue 9/159:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/27$323
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Sat 6/69:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/25$325
This FlightHub deal was found by Cheapflights users on 4/25. 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.
Mon 10/59:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Mon 10/129:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/25$327
This FlightHub deal was found by Cheapflights users on 4/26. 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.
Mon 9/712:15 pm
YWG
-
LGA
1 stop6h 10m
Porter Airlines
Wed 9/169:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/26$328
This Trip.com deal was found by Cheapflights users on 4/27. 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.
Thu 6/259:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Mon 6/299:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/27$329
This FlightHub deal was found by Cheapflights users on 4/26. 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.
Mon 9/79:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Tue 9/159:55 am
LGA
-
YWG
2 stops9h 03m
Porter Airlines
Deal found 4/26$332
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Sat 9/59:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Sat 9/129:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/26$333
This Trip.com deal was found by Cheapflights users on 4/24. 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.
Mon 7/69:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Thu 7/99:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/24$335
This Trip.com deal was found by Cheapflights users on 4/26. 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.
Tue 7/79:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Thu 7/99:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 4/26$336
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/219:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Wed 5/279:55 am
LGA
-
YWG
2 stops9h 03m
Porter Airlines
Deal found 4/28$337
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:00 am
YWG
-
PHL
2 stops15h 44m
United Airlines
Wed 6/36:00 am
PHL
-
YWG
1 stop6h 52m
United Airlines
Deal found 4/24$339
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:41 pm
YWG
-
PIT
1 stop4h 29m
Delta
Sat 6/204:20 pm
PIT
-
YWG
1 stop8h 09m
Delta
Deal found 4/25$339

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 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$323
(Justfly.com)

One-way from

$151
(Kiwi.com)

Popular in

February

Cheapest in

December

Average price

$470
Provider with most accurate pricing for Winnipeg-Philadelphia flight deals.
Provider most trusted by Cheapflights users for Winnipeg-Philadelphia flights.
From Winnipeg to Pennsylvania
One-way flight from Winnipeg to Pennsylvania
Highest demand for flights based on searches. 20% potential increase in price ($144 potential increase over avg. RT price).
Cheapest flight prices on average. 8% potential price decrease ($44 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 29, 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

Sat 5/30

3:50 pm-11:44 pm

1 stop6h 54m

New York LaGuardia

Tue 6/9

7:55 am-4:51 pm

1 stop9h 56m

$339

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 5/30

7:00 am-2:47 pm

1 stop6h 47m

Philadelphia

Wed 6/3

6:00 am-11:52 am

1 stop6h 52m

$339

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Fri 6/12

5:41 pm-11:10 pm

1 stop4h 29m

Pittsburgh

Sat 6/20

4:20 pm-11:29 pm

1 stop8h 09m

$339

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 6/18

8:45 am-9:39 am

2 stops23h 54m

Philadelphia

Tue 6/30

8:40 pm-8:57 pm

2 stops25h 17m

$340

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 6/2

7:00 am-12:45 am

1 stop16h 45m

Philadelphia

Wed 6/3

9:21 am-10:33 pm

1 stop14h 12m

$340

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Tue 6/9

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Sat 6/13

9:55 am-3:19 pm

1 stop6h 24m

$341

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Wed 9/16

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Mon 9/21

9:55 am-3:19 pm

1 stop6h 24m

$344

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Wed 7/15

12:15 pm-7:25 pm

1 stop6h 10m

New York LaGuardia

Tue 7/28

9:55 am-5:58 pm

2 stops9h 03m

$345

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

5:10 am-2:49 pm

2 stops8h 39m

Philadelphia

Tue 7/7

10:45 am-4:20 pm

1 stop6h 35m

$349

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Wed 6/3

6:40 am-5:12 pm

1 stop9h 32m

New York LaGuardia

Sun 6/7

6:25 am-3:04 pm

1 stop9h 39m

$351

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 60 resultsSorted by cheapest first
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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, 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 29, 2026.
Peruse reviews from past customers who have flown with United Airlines and Air Canada 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.

Food

6.6

Overall

7.4

Crew

8.1

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

Food

6.6

Overall

7.4

Crew

8.1

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

Food

6.6

Overall

7.4

Crew

8.1

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 $340, Porter Airlines can have you in Pennsylvania from Winnipeg in 4h 29m. The distance between Winnipeg and Pennsylvania is about 1047 mi. This flight may include one or multiple stops.

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

  • 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 2 airlines flying from Winnipeg to Pennsylvania

Discover the top 2 airlines 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 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$186Average$665FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$352Average$640FlexibilityNo cancel feeOn-time69%

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