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$122+ Cheap flights from New York, NY (NYC) 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — YWG
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from New York to Winnipeg are usually found in September or November, booked 75 days in advance, depart on a Saturday or Wednesday and return on a Monday

Cheap flight deals from New York to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) 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 August 14, 2025.

Round-trip from

$275
(Kiwi.com)

One-way from

$123
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$556
From New York (NYC) to Winnipeg
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One-way flight from New York (NYC) to Winnipeg
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Highest demand for flights based on searches. 3% potential increase in price ($19 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 August 2025
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Find flight deals from New York to Winnipeg

Cheapest flights from New York to Winnipeg
Explore the most affordable flight options available from New York to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/12. 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 10/167:59 pmLGA - YWG
2 stops20h 56mMultiple Airlines
Thu 10/239:00 amYWG - LGA
1 stop13h 01mMultiple Airlines
Deal found 8/12$275
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/255:15 amEWR - YWG
1 stop12h 07mMultiple Airlines
Mon 9/299:00 amYWG - EWR
1 stop9h 41mMultiple Airlines
Deal found 8/12$275
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/256:30 amLGA - YWG
1 stop10h 52mMultiple Airlines
Mon 9/299:00 amYWG - LGA
2 stops24h 00mMultiple Airlines
Deal found 8/12$280
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 9/115:15 amEWR - YWG
1 stop12h 07mMultiple Airlines
Thu 9/259:00 amYWG - EWR
1 stop23h 58mMultiple Airlines
Deal found 8/11$283
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 10/169:00 amJFK - YWG
1 stop8h 22mMultiple Airlines
Thu 10/239:00 amYWG - JFK
1 stop14h 35mMultiple Airlines
Deal found 8/12$285
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/85:55 amLGA - YWG
2 stops11h 00mMultiple Airlines
Sat 9/139:10 amYWG - LGA
1 stop8h 29mMultiple Airlines
Deal found 8/12$286
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/265:15 amEWR - YWG
1 stop12h 07mMultiple Airlines
Fri 10/39:00 amYWG - EWR
1 stop9h 41mMultiple Airlines
Deal found 8/12$289
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/115:15 amEWR - YWG
1 stop12h 07mMultiple Airlines
Tue 9/1611:20 amYWG - EWR
2 stops23h 40mMultiple Airlines
Deal found 8/12$292
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/1310:05 amEWR - YWG
2 stops15h 25mMultiple Airlines
Sat 9/209:10 amYWG - EWR
1 stop12h 56mMultiple Airlines
Deal found 8/14$299
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/165:15 amEWR - YWG
2 stops20h 15mMultiple Airlines
Sat 9/209:10 amYWG - EWR
1 stop12h 56mMultiple Airlines
Deal found 8/12$303
This Trip.com deal was found by Cheapflights users on 8/13. 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.
Wed 10/155:30 pmJFK - YWG
1 stop16h 31mWestJet
Sat 10/186:30 amYWG - JFK
1 stop9h 02mWestJet
Deal found 8/13$303
This Trip.com deal was found by Cheapflights users on 8/13. 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.
Sat 9/275:30 pmJFK - YWG
1 stop19h 11mWestJet
Sat 10/46:30 amYWG - JFK
1 stop9h 02mWestJet
Deal found 8/13$306

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York 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 August 14, 2025.
Use the filters below to find and compare flights from New York to Winnipeg that are best for you.

Fly from

New York

Fly to

Winnipeg

Route

Depart

Return

Price

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 10/16

7:59 pm-3:55 pm

2 stops20h 56m

Winnipeg

Thu 10/23

9:00 am-11:01 pm

1 stop13h 01m

$275

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Thu 9/25

5:15 am-4:22 pm

1 stop12h 07m

Winnipeg

Mon 9/29

9:00 am-7:41 pm

1 stop9h 41m

$275

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 9/25

6:30 am-4:22 pm

1 stop10h 52m

Winnipeg

Mon 9/29

9:00 am-10:00 am

2 stops24h 00m

$280

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Thu 9/11

5:15 am-4:22 pm

1 stop12h 07m

Winnipeg

Thu 9/25

9:00 am-9:58 am

1 stop23h 58m

$283

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 10/16

9:00 am-4:22 pm

1 stop8h 22m

Winnipeg

Thu 10/23

9:00 am-12:35 am

1 stop14h 35m

$285

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Mon 9/8

5:55 am-3:55 pm

2 stops11h 00m

Winnipeg

Sat 9/13

9:10 am-6:39 pm

1 stop8h 29m

$286

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 9/26

5:15 am-4:22 pm

1 stop12h 07m

Winnipeg

Fri 10/3

9:00 am-7:41 pm

1 stop9h 41m

$289

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Thu 9/11

5:15 am-4:22 pm

1 stop12h 07m

Winnipeg

Tue 9/16

11:20 am-12:00 pm

2 stops23h 40m

$292

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sat 9/13

10:05 am-12:30 am

2 stops15h 25m

Winnipeg

Sat 9/20

9:10 am-11:06 pm

1 stop12h 56m

$299

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 10/15

5:30 pm-9:01 am

1 stop16h 31m

Winnipeg

Sat 10/18

6:30 am-4:32 pm

1 stop9h 02m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 44 results
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Best time to book a flight from New York to Winnipeg

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

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

Use this chart to determine the optimal time to book a round-trip flight from New York to Winnipeg. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from New York to Winnipeg, you should look to book at least 75 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, August is the cheapest month in which you can book a flight from New York to Winnipeg (average of $358). Flying from New York to Winnipeg in December is currently the most expensive (average of $495). 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 NYC to YWG?

Find hourly flight availability from New York to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 17% on flights from New York to Winnipeg by exploring options for tickets in the evening.

What is the cheapest day to fly from New York to Winnipeg?

Use this chart to determine the cheapest time to fly round-trip from New York to Winnipeg. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their New York to Winnipeg flight should consider departing on Friday at noon when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from New York to Winnipeg?

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

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

Toronto (YYZ) – chosen by Cheapflights users on 75% of 1-stop itineraries from New York to Winnipeg on Cheapflights.

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

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

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of $388.

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

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

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 5h 35m.

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

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

Flights via Montreal (YUL) offer the fastest connection on this route, with an average layover time of 2h 00m.

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 August 14, 2025.
Read through reviews of airlines operating flights from New York to Winnipeg, such as Porter Airlines, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
332 reviews

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
332 reviews
Porter Airlines
8.0
Very good
332 reviews

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,980 reviews
Porter Airlines
8.0
Very good
332 reviews

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,916 reviews
Porter Airlines
8.0
Very good
332 reviews

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,949 reviews
Porter Airlines
8.0
Very good
332 reviews

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

Related info for your journey

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

    Located just 4.6 mi from the city center, Winnipeg is the airport most travelers will use when flying to Winnipeg from New York. Booking flights from New York to Winnipeg (YWG) should be relatively easy as there are 0 daily inbound flights from New York from 4 different airlines.

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

    United Airlines, at $196, was found to be the cheapest airline from New York to Winnipeg.Alternate airlines to your destination round-trip include Porter Airlines and Air Canada. Users have found that United Airlines is 62% cheaper than the other options available to this destination.

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

    While some choose either Newark - Winnipeg or New York LaGuardia - Winnipeg, New York John F Kennedy Intl - Winnipeg is the most popular route from New York to Winnipeg.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from New York to Winnipeg (average of $358). Flying from New York to Winnipeg in December is currently the most expensive (average of $495). 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

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Alternative routes for New York to Winnipeg

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

Top 4 airlines flying from New York to Winnipeg

Discover the top 4 airlines that operate flights from New York 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$196Average$717FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$395Average$636FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$409Average$504FlexibilityNo cancel feeOn-time67%
DeltaCheapest$454Average$748FlexibilityNo cancel feeOn-timeN/A

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