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Pennsylvania

$201+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PHL
Jul 11 — Jul 181
Sat 7/11
Sat 7/18
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 June 11, 2026.

This Mytrip deal was found by Cheapflights users on 6/7. 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.
Mon 8/247:00 am
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 8/317:00 pm
IAD
-
YWG
1 stop21h 25m
WestJet
Deal found 6/7$336
This FlightHub deal was found by Cheapflights users on 6/8. 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 8/259:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Wed 9/169:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 6/8$346
This FlightHub deal was found by Cheapflights users on 6/7. 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
Sat 9/199:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 6/7$347
This Justfly.com deal was found by Cheapflights users on 6/7. 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 6/7$360
This oojo deal was found by Cheapflights users on 6/8. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:00 am
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 9/77:00 pm
IAD
-
YWG
1 stop18h 15m
WestJet
Deal found 6/8$371
This FlightHub deal was found by Cheapflights users on 6/6. 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.
Wed 7/1512:15 pm
YWG
-
LGA
1 stop6h 10m
Porter Airlines
Wed 7/229:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 6/6$372
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/248:50 pm
YWG
-
LGA
1 stop11h 05m
Porter Airlines
Mon 7/278:25 pm
LGA
-
YWG
2 stops15h 18m
Porter Airlines
Deal found 6/11$373
This Kissandfly.com deal was found by Cheapflights users on 6/6. 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 7/29:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Sat 7/119:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 6/6$374
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 8/199:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Mon 8/248:25 pm
LGA
-
YWG
2 stops15h 18m
Porter Airlines
Deal found 6/11$376
This FlightHub deal was found by Cheapflights users on 6/10. 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 7/912:15 pm
YWG
-
LGA
1 stop6h 10m
Porter Airlines
Thu 7/169:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 6/10$377
This Justfly.com deal was found by Cheapflights users on 6/8. 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 7/249:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Sun 7/269:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 6/8$378
This Justfly.com deal was found by Cheapflights users on 6/6. 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.
Mon 7/139:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Wed 7/159:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Deal found 6/6$379

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 June 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$336
(Mytrip)

One-way from

$201
(Kiwi.com)

Popular in

February

Cheapest in

December

Average price

$514
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. 22% potential increase in price ($155 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($45 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 11, 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

Fri 9/18

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Sat 9/19

9:55 am-3:19 pm

1 stop6h 24m

$347

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Thu 7/9

12:15 pm-7:25 pm

1 stop6h 10m

New York LaGuardia

Thu 7/16

9:55 am-3:19 pm

1 stop6h 24m

$377

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Mon 7/13

9:20 am-4:55 pm

1 stop6h 35m

New York LaGuardia

Wed 7/15

9:55 am-3:19 pm

1 stop6h 24m

$379

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Thu 7/23

4:15 pm-8:15 am

2 stops15h 00m

Newark

Fri 7/24

10:40 am-5:58 pm

1 stop8h 18m

$415

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

7:00 am-11:22 pm

2 stops15h 22m

Philadelphia

Tue 7/7

5:40 am-11:29 pm

1 stop18h 49m

$418

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 9/11

8:50 am-11:40 pm

1 stop13h 50m

Philadelphia

Tue 9/15

6:59 pm-3:08 pm

1 stop21h 09m

$426

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 8/20

9:05 pm-11:05 am

2 stops13h 00m

Philadelphia

Mon 8/24

5:45 am-11:54 am

1 stop7h 09m

$429

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 9/22

3:58 pm-12:56 am

2 stops7h 58m

Philadelphia

Sat 9/26

6:15 am-4:54 pm

2 stops11h 39m

$432

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Sat 9/5

12:46 pm-10:50 pm

1 stop9h 04m

Pittsburgh

Mon 9/14

6:45 am-3:08 pm

1 stop9h 23m

$432

WinnipegPittsburgh

YWG - PIT

YWGPIT

Winnipeg

Fri 7/10

6:15 am-12:04 am

2 stops16h 49m

Pittsburgh

Tue 7/14

11:23 am-9:40 pm

2 stops11h 17m

$439

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 July is currently the most expensive (average of $566). 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 June 11, 2026.
Peruse reviews from past customers who have flown with United Airlines 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.
United Airlines
7.4
Good
9,804 reviews

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,804 reviews
United Airlines
7.4
Good
9,804 reviews

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 $347, 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 - Newark, Winnipeg - New York LaGuardia 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 July is currently the most expensive (average of $566). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 June 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$352Average$640FlexibilityNo cancel feeOn-time69%

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