Cheap flights from Winnipeg to New York, NY from C$ 157

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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — NYC
14 Dec — 21 Dec1
1 adult
1 adult, Economy, 0 bags

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 Tuesday or Friday and return on a Monday

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 14 November 2025.

Round-trip from

C$ 276

One-way from

C$ 157

Popular in

December

Cheapest in

October

Average price

C$ 609
5/12-9/12
  • 5/12-9/12
  • 2 total stops
  • 34h 14m total
  • Winnipeg to New York
10/12
  • 10/12
  • 1 total stop
  • 12h 01m total
  • Winnipeg to New York
Highest demand for flights based on searches. 6% potential increase in price (C$ 60 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 17 potential savings vs. average RT price).
Average for round-trip flights in November 2025

Find flight deals from Winnipeg to New York

Enter your travel dates to find the best prices.

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 14 November 2025.

Fri 5/127:30 a.m.YWG - EWR
1 stop16h 37mMultiple Airlines
Tue 9/1210:30 p.m.EWR - YWG
1 stop17h 37mMultiple Airlines
Deal found 12/11C$ 276
Fri 21/117:30 a.m.YWG - EWR
1 stop16h 03mMultiple Airlines
Sat 22/1110:30 p.m.EWR - YWG
1 stop17h 37mMultiple Airlines
Deal found 13/11C$ 303
Sun 7/127:30 a.m.YWG - EWR
1 stop16h 40mMultiple Airlines
Sun 14/125:59 a.m.EWR - YWG
1 stop10h 08mMultiple Airlines
Deal found 12/11C$ 305
Fri 12/127:30 a.m.YWG - JFK
1 stop16h 29mMultiple Airlines
Tue 16/1210:00 a.m.JFK - YWG
1 stop30h 07mMultiple Airlines
Deal found 13/11C$ 308
Fri 5/127:30 a.m.YWG - LGA
1 stop7h 59mMultiple Airlines
Tue 9/126:20 a.m.LGA - YWG
2 stops19h 21mMultiple Airlines
Deal found 12/11C$ 317
Fri 12/127:30 a.m.YWG - LGA
1 stop14h 35mMultiple Airlines
Tue 16/1212:59 p.m.LGA - YWG
2 stops27h 08mMultiple Airlines
Deal found 13/11C$ 328
Sun 16/117:30 a.m.YWG - EWR
1 stop26h 00mMultiple Airlines
Sun 23/116:00 a.m.EWR - YWG
1 stop10h 07mMultiple Airlines
Deal found 11/11C$ 332
Fri 12/127:30 a.m.YWG - EWR
1 stop13h 09mMultiple Airlines
Mon 15/125:59 a.m.EWR - YWG
2 stops19h 42mMultiple Airlines
Deal found 13/11C$ 347
Sun 30/117:30 a.m.YWG - JFK
2 stops54h 35mMultiple Airlines
Wed 10/126:15 a.m.JFK - YWG
1 stop9h 52mMultiple Airlines
Deal found 12/11C$ 361
Fri 12/124:10 p.m.YWG - EWR
3 stops27h 21mMultiple Airlines
Tue 16/125:15 a.m.EWR - YWG
2 stops13h 51mMultiple Airlines
Deal found 13/11C$ 366
Thu 4/1212:10 p.m.YWG - LGA
1 stop8h 15mMultiple Airlines
Mon 8/126:20 a.m.LGA - YWG
2 stops36h 46mMultiple Airlines
Deal found 12/11C$ 373
Fri 12/127:30 a.m.YWG - LGA
1 stop14h 35mMultiple Airlines
Mon 15/126:20 a.m.LGA - YWG
2 stops19h 21mMultiple Airlines
Deal found 13/11C$ 374

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 629,999 searches. Data last updated 14 November 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

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Sun 7/12

7:30 a.m.-1:10 a.m.

1 stop16h 40m

Newark

Sun 14/12

5:59 a.m.-3:07 p.m.

1 stop10h 08m

C$ 305

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Sun 1/3

7:30 a.m.-3:34 p.m.

1 stop7h 04m

New York LaGuardia

Tue 3/3

8:30 p.m.-3:09 p.m.

1 stop19h 39m

C$ 322

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Fri 12/12

7:30 a.m.-11:05 p.m.

1 stop14h 35m

New York LaGuardia

Tue 16/12

12:59 p.m.-3:07 p.m.

2 stops27h 08m

C$ 328

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Mon 9/2

8:00 a.m.-7:40 p.m.

1 stop10h 40m

New York LaGuardia

Wed 18/2

6:20 a.m.-3:09 p.m.

1 stop9h 49m

C$ 346

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Fri 12/12

7:30 a.m.-9:39 p.m.

1 stop13h 09m

Newark

Mon 15/12

5:59 a.m.-12:41 a.m.

2 stops19h 42m

C$ 347

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Sun 1/3

7:30 a.m.-11:30 p.m.

1 stop15h 00m

Newark

Tue 3/3

10:30 p.m.-3:09 p.m.

1 stop17h 39m

C$ 356

WinnipegNewark

YWG - EWR

YWGEWR

Winnipeg

Fri 12/12

7:30 a.m.-9:39 p.m.

1 stop13h 09m

Newark

Tue 16/12

10:00 p.m.-3:07 p.m.

1 stop18h 07m

C$ 370

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Fri 12/12

7:30 a.m.-11:05 p.m.

1 stop14h 35m

New York LaGuardia

Mon 15/12

6:20 a.m.-12:41 a.m.

2 stops19h 21m

C$ 374

WinnipegNew York

YWG - JFK

YWGJFK

Winnipeg

Fri 12/12

7:30 a.m.-12:59 a.m.

1 stop16h 29m

New York John F Kennedy Intl

Sun 14/12

6:15 a.m.-3:07 p.m.

1 stop9h 52m

C$ 377

WinnipegNew York

YWG - LGA

YWGLGA

Winnipeg

Tue 9/12

12:10 p.m.-9:25 p.m.

1 stop8h 15m

New York LaGuardia

Sat 13/12

9:55 a.m.-3:30 p.m.

1 stop6h 35m

C$ 385

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 50 results
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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 7 November 2025.

Booking 67 days in advance of your planned departure date is, on average, the best time to get cheap flights from Winnipeg to New York. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 C$ 94). Flying from Winnipeg to New York in January is currently the most expensive (average of C$ 482). 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 14 November 2025.

It’s typically best to fly out from Winnipeg to New York in the evening. Doing so could potentially save you 20% on the flight price compared to flying at noon, which is usually more expensive.

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

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

Toronto (YYZ) – chosen by Cheapflights users on 61% of one-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.

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 443.

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 48m.

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 0h 53m.

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 14 November 2025.
Read reviews from past customers who have flown Porter Airlines,Delta, andUnited Airlines from Winnipeg to New York. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

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.

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

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.

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

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.

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

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.

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

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.

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

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?

    For a flight from Winnipeg to New York, you will be flying from Winnipeg. Winnipeg (YWG) is just 7.3 km from the centre of the city. Winnipeg is the only Winnipeg airport and it handles 0 outbound flights to New York per day. 5 airlines have flights to New York from Winnipeg on a regular basis.

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

    Cheapflights users have booked flights from Winnipeg to New York round-trip from C$ 205. Other airlines that can offer you cheap pricing are Porter Airlines, from C$ 292, and United Airlines, from C$ 348. You may be able to fly from Winnipeg to New York for 66% less than the average price by searching for these airlines.

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

  • 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 C$ 94). Flying from Winnipeg to New York in January is currently the most expensive (average of C$ 482). 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

Travelling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Secaucus
Queens
Carteret
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Rahway
Paramus
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Plainview
Yonkers
Fort Lee
Staten Island
Bronx
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Hoboken
East Rutherford
Teaneck
Roslyn
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Bordentown
Hackensack

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Fly from Winnipeg to New York on these airlines

Choose from the following airlines for your flight from Winnipeg to New York. Flights are based on user searches made on Cheapflights and were last updated on 14 November 2025.

Top 5 airlines flying from Winnipeg to New York

Discover the top 5 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 629,999 searches. Data last updated 14 November 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 205AverageC$ 320FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 292AverageC$ 635FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 348AverageC$ 658FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 489AverageC$ 685FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 492AverageC$ 706FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to New York?

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Cheapflights helps you find that perfect flight to New York from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to New York with no change fees?

Yes, we can. To see specific flights from Winnipeg to New York with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to New York become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to New York flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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