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$115+ Cheap flights from Winnipeg (YWG) to New York, NY (NYC)

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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — NYC
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to New York are usually found in October or August, booked 67 days in advance, depart on a Monday or Saturday and return on a Saturday

Cheap flight deals from Winnipeg to New York

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to New York (NYC). 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 November 19, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$202
(Kiwi.com)

One-way from

$115
(Trip.com)

Popular in

December

Cheapest in

October

Average price

$435
Provider with most accurate pricing for Winnipeg-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-New York (NYC) flights.
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From Winnipeg to New York (NYC)
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One-way flight from Winnipeg to New York (NYC)
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Highest demand for flights based on searches. 6% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Winnipeg to New York

Cheapest flights from Winnipeg to New York
Explore the most affordable flight options available from Winnipeg to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 19, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/16. 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 12/57:30 amYWG - EWR
1 stop13h 00mMultiple Airlines
Tue 12/910:00 pmEWR - YWG
1 stop18h 07mMultiple Airlines
Deal found 11/16$202
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 11/287:30 amYWG - EWR
1 stop16h 03mMultiple Airlines
Tue 12/210:30 pmEWR - YWG
1 stop17h 37mMultiple Airlines
Deal found 11/16$227
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/127:30 amYWG - JFK
1 stop24h 31mMultiple Airlines
Tue 12/161:00 pmJFK - YWG
1 stop27h 07mMultiple Airlines
Deal found 11/17$241
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 12/57:30 amYWG - LGA
1 stop7h 59mMultiple Airlines
Tue 12/98:30 pmLGA - YWG
1 stop19h 37mMultiple Airlines
Deal found 11/16$248
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Thu 12/49:00 pmYWG - EWR
2 stops23h 30mMultiple Airlines
Fri 1/95:59 amEWR - YWG
1 stop10h 08mMultiple Airlines
Deal found 11/18$254
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/127:30 amYWG - LGA
1 stop14h 35mMultiple Airlines
Tue 12/167:32 amLGA - YWG
2 stops32h 35mMultiple Airlines
Deal found 11/17$258
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/127:30 amYWG - JFK
1 stop24h 31mMultiple Airlines
Sun 12/146:15 amJFK - YWG
1 stop9h 52mMultiple Airlines
Deal found 11/17$261
This Mytrip deal was found by Cheapflights users on 11/17. 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.
Fri 12/124:10 pmYWG - EWR
3 stops27h 21mMultiple Airlines
Sun 12/145:15 amEWR - YWG
1 stop10h 52mMultiple Airlines
Deal found 11/17$274
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 11/287:30 amYWG - LGA
1 stop14h 28mMultiple Airlines
Tue 12/28:30 pmLGA - YWG
1 stop19h 37mMultiple Airlines
Deal found 11/17$274
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/95:00 amYWG - LGA
2 stops16h 41mMultiple Airlines
Sat 12/138:30 pmLGA - YWG
1 stop19h 37mMultiple Airlines
Deal found 11/18$277
This FlightHub deal was found by Cheapflights users on 11/18. 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 12/912:10 pmYWG - LGA
1 stop8h 15mPorter Airlines
Sat 12/139:55 amLGA - YWG
1 stop6h 35mPorter Airlines
Deal found 11/18$300
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Thu 11/277:30 amYWG - JFK
1 stop21h 31mMultiple Airlines
Wed 12/310:00 amJFK - YWG
2 stops15h 41mMultiple Airlines
Deal found 11/17$306

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to New York 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 November 19, 2025.
Use the filters below to find and compare flights from Winnipeg to New York that are best for you.

Fly from

Winnipeg

Fly to

New York

Route

Depart

Return

Price

WinnipegNew York

YWG - JFK

YWGJFK

Winnipeg

Fri 12/12

7:30 am-9:01 am

1 stop24h 31m

New York John F Kennedy Intl

Tue 12/16

1:00 pm-3:07 pm

1 stop27h 07m

$241

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Fri 12/5

7:30 am-4:29 pm

1 stop7h 59m

New York LaGuardia

Tue 12/9

8:30 pm-3:07 pm

1 stop19h 37m

$248

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Fri 12/12

7:30 am-11:05 pm

1 stop14h 35m

New York LaGuardia

Tue 12/16

7:32 am-3:07 pm

2 stops32h 35m

$258

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Fri 12/5

7:30 am-1:29 am

2 stops16h 59m

Newark

Tue 12/9

5:15 am-6:06 pm

2 stops13h 51m

$271

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Fri 12/12

4:10 pm-8:31 pm

3 stops27h 21m

Newark

Sun 12/14

5:15 am-3:07 pm

1 stop10h 52m

$274

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Mon 1/12

12:10 pm-8:00 pm

1 stop6h 50m

New York LaGuardia

Tue 1/20

9:55 am-3:30 pm

1 stop6h 35m

$280

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Wed 1/7

7:30 am-1:10 am

1 stop16h 40m

Newark

Wed 1/14

6:00 am-3:07 pm

1 stop10h 07m

$286

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Thu 1/8

5:30 am-12:18 pm

1 stop5h 48m

New York LaGuardia

Wed 1/14

12:40 pm-8:28 pm

2 stops8h 48m

$290

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Mon 1/12

5:30 am-12:18 pm

1 stop5h 48m

New York LaGuardia

Tue 1/20

10:35 am-8:28 pm

2 stops10h 53m

$290

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Tue 2/17

4:10 pm-11:30 pm

2 stops30h 20m

Newark

Mon 2/23

5:30 am-12:40 am

2 stops20h 10m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 46 results
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Compare providers for flights from Winnipeg to New York

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 Winnipeg to New York in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice 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 Winnipeg-New York flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Winnipeg-New York flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Winnipeg-New York flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-New York flights, Cheapflights users trust Mytrip the most. Mytrip 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 Winnipeg-New York 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 Winnipeg to New York

Have a flexible travel schedule? Discover the best time to fly to New York 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 New York

How far ahead should I book a flight from Winnipeg to New York?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to New York. Price data was last updated on November 14, 2025.

The best time to book flights from Winnipeg to New York is 67 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, September is the cheapest month in which you can book a flight from Winnipeg to New York (average of $67). Flying from Winnipeg to New York in January is currently the most expensive (average of $344). 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 NYC?

Find hourly flight availability from Winnipeg to New York. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 19, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 40% on flights from Winnipeg to New York by exploring options for tickets in the evening.

What’s the top layover airport for flights from Winnipeg to New York?

Share of 1-stop round-trip flights from Winnipeg to New York chosen by Cheapflights users in the past 12 months, using the same layover each way.

Montreal (YUL) – chosen by Cheapflights users on 40% of 1-stop itineraries from Winnipeg to New York on Cheapflights.

What’s the cheapest layover airport for flights from Winnipeg to New York?

Average round-trip fare for 1-stop flights from Winnipeg to New York, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Montreal (YUL) is the most affordable 1-stop option, with an average round-trip price of $385.

What’s the fastest layover option from Winnipeg to New York?

Shortest average travel time for 1-stop one-way flights from Winnipeg to New York, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Minneapolis (MSP) have the shortest average one-way travel time for 1-stop routes: 4h 37m.

Which airport typically offers the quickest layover for flights from Winnipeg to New York?

Average layover duration for 1-stop one-way flights from Winnipeg to New York, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Minneapolis (MSP) offer the fastest connection on this route, with an average layover time of 1h 05m.

Reviews of airlines servicing New York

Get insights into the airlines that provide service to New York. 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 New York. Reviews last updated November 19, 2025.
See what other customers who have flown with Porter Airlines, United Airlines, and Air Canada from Winnipeg to New York have to say. 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.
Porter Airlines
8.0
Very good
392 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Porter Airlines
8.0
Very good
392 reviews
Porter Airlines
8.0
Very good
392 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
United Airlines
7.4
Good
9,019 reviews
Porter Airlines
8.0
Very good
392 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Air Canada
7.1
Good
10,462 reviews
Porter Airlines
8.0
Very good
392 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to New York. 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 New York?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to New York. On average, Winnipeg has 0 outbound flights to New York per day from 2 airlines. Winnipeg is conveniently located just 4.6 mi from Winnipeg’s city center.

  • How long is the flight from Winnipeg to New York?

    Departing from Winnipeg to New York will take you 5h 48m. Winnipeg and New York are separated by a distance of 1289 mi. This flight may include one or multiple stops.

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

    Our cheapest airline available from Winnipeg to New York is Delta. Our recent data shows that you can find tickets from as low as $226 on this airline. An additional option worth looking into is Air Canada, starting at $330. You may be able to fly from Winnipeg to New York for 47% less than the average price by searching for these airlines.

  • What are the most popular routes from Winnipeg to New York?

    When deciding which route to take from Winnipeg to New York consider Winnipeg - New York LaGuardia, Winnipeg - Newark or Winnipeg - New York John F Kennedy Intl as they are the most popular.

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

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

  • How can I find direct flights from Winnipeg to New York?

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

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

    Yes. Cheapflights offers flight deals from Winnipeg to New York 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 New York?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to New York (average of $67). Flying from Winnipeg to New York in January is currently the most expensive (average of $344). 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 New York?

Book flights to New York if you plan to visit one of these locations
Queens
Bronx
Mahwah
Yonkers
Ronkonkoma
Secaucus
North Bergen
Elizabeth
Stamford
East Rutherford
Staten Island
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New Brunswick
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Absecon
Carle Place
Parsippany
Avenel
Paterson
Milford

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Alternative routes for Winnipeg to New York

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to LaGuardia flights
Winnipeg to Newark flights
Winnipeg to John F Kennedy Intl flights
Winnipeg to Albany flights

Top 2 airlines flying from Winnipeg to New York

Discover the top 2 airlines that operate flights from Winnipeg to New York. 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 November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$226Average$774FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$330Average$508FlexibilityNo cancel feeOn-time67%

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