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$87+ Cheap flights from Philadelphia (PHL) to Winnipeg (YWG)

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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — YWG
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from Philadelphia to Winnipeg

Cheapest flights from Philadelphia to Winnipeg
Explore the most affordable flight options available from Philadelphia to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

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 12/36:00 amPHL - YWG
1 stop10h 07mMultiple Airlines
Fri 12/57:30 amYWG - PHL
2 stops26h 47mMultiple Airlines
Deal found 10/29$246
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 11/306:00 amPHL - YWG
1 stop10h 07mMultiple Airlines
Sat 12/69:00 pmYWG - PHL
2 stops13h 18mMultiple Airlines
Deal found 10/28$364
This Mytrip deal was found by Cheapflights users on 10/30. 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.
Wed 11/126:00 amPHL - YWG
3 stops19h 41mMultiple Airlines
Wed 11/197:30 amYWG - PHL
2 stops15h 11mMultiple Airlines
Deal found 10/30$378
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/178:51 pmPHL - YWG
3 stops28h 50mMultiple Airlines
Thu 11/208:20 pmYWG - PHL
2 stops26h 26mMultiple Airlines
Deal found 10/29$401
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/124:35 pmPHL - YWG
1 stop8h 19mAir Canada
Fri 12/198:15 amYWG - PHL
1 stop5h 35mAir Canada
Deal found 10/27$423
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.
Sat 12/136:57 pmPHL - YWG
1 stop21h 10mMultiple Airlines
Sat 12/205:00 pmYWG - PHL
2 stops40h 12mMultiple Airlines
Deal found 10/29$424

Cheap flight deals from Philadelphia to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Philadelphia (PHL) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$246
(Kiwi.com)

One-way from

$87
(Kiwi.com)

Popular in

June

Cheapest in

May

Average price

$772
Provider with most accurate pricing for Philadelphia-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Philadelphia-Winnipeg flights.
Search Deals
From Philadelphia to Winnipeg
Search Deals
One-way flight from Philadelphia to Winnipeg
Search Deals
High demand for flights, 19% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Philadelphia to Winnipeg 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 30, 2025.
Use the filters below to find and compare flights from Philadelphia to Winnipeg that are best for you.

Fly from

Philadelphia

Fly to

Winnipeg

Route

Depart

Return

Price

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Wed 12/3

6:00 am-3:07 pm

1 stop10h 07m

Winnipeg

Fri 12/5

7:30 am-7:30 pm

1 stop11h 00m

$246

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Sun 11/30

6:00 am-3:07 pm

1 stop10h 07m

Winnipeg

Sat 12/6

9:00 pm-11:18 am

2 stops13h 18m

$364

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Wed 11/12

6:00 am-12:41 am

3 stops19h 41m

Winnipeg

Wed 11/19

7:30 am-11:41 pm

2 stops15h 11m

$378

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Mon 11/17

8:51 pm-12:41 am

3 stops28h 50m

Winnipeg

Thu 11/20

8:20 pm-11:46 pm

2 stops26h 26m

$401

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Tue 1/20

6:30 am-11:57 am

1 stop6h 27m

Winnipeg

Thu 1/22

8:15 am-2:47 pm

1 stop5h 32m

$422

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Fri 12/12

4:35 pm-11:54 pm

1 stop8h 19m

Winnipeg

Fri 12/19

8:15 am-2:50 pm

1 stop5h 35m

$423

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Sun 11/23

5:45 am-3:07 pm

1 stop10h 22m

$94

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Sat 11/22

6:47 pm-3:07 pm

1 stop21h 20m

$95

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Thu 11/27

6:00 am-12:41 am

2 stops19h 41m

$99

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Fri 11/28

6:00 am-12:41 am

2 stops19h 41m

$111

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 15 results
1
2

Compare providers for flights from Philadelphia to Winnipeg

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Philadelphia to Winnipeg in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Philadelphia-Winnipeg flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Philadelphia-Winnipeg flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Philadelphia-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Philadelphia-Winnipeg flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Philadelphia-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Philadelphia to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Philadelphia 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 Philadelphia to Winnipeg

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

Currently, May is the cheapest month in which you can book a flight from Philadelphia to Winnipeg (average of $149). Flying from Philadelphia to Winnipeg in February is currently the most expensive (average of $398). 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 Philadelphia to Winnipeg?

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated October 30, 2025.
Read reviews from past customers who have flown Delta and Air Canada from Philadelphia to Winnipeg. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,993 reviews

Overall

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,993 reviews
Delta
7.9
Good
7,993 reviews

Overall

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Air Canada
7.1
Good
10,377 reviews
Delta
7.9
Good
7,993 reviews

Overall

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

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

  • What are the cheapest airlines flying from Philadelphia to Winnipeg round-trip?

    Currently priced at $149, Delta will fly you from Philadelphia to Winnipeg and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Air Canada for as low as $497. Delta is priced at 78% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Philadelphia to Winnipeg 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 Philadelphia to Winnipeg?

    Currently, May is the cheapest month in which you can book a flight from Philadelphia to Winnipeg (average of $149). Flying from Philadelphia to Winnipeg in February is currently the most expensive (average of $398). 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

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Philadelphia to Winnipeg

Discover the top 2 airlines that operate flights from Philadelphia to Winnipeg. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$149Average$782FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$497Average$810FlexibilityNo cancel feeOn-time67%

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