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$303+ Cheap flights from White Plains (HPN) 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 12/26. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — YWG
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheap flight deals from White Plains to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) 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 November 26, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$515
(Delta)

One-way from

$303
(WestJet)

Popular in

April

Cheapest in

September

Average price

$589
Provider with most accurate pricing for New York (NYC)-Winnipeg flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Winnipeg flights.
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From White Plains Westchester County to Winnipeg
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One-way flight from White Plains Westchester County to Winnipeg
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Highest demand for flights based on searches. 2% potential increase in price ($12 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 White Plains to Winnipeg

Cheapest flights from White Plains to Winnipeg
Explore the most affordable flight options available from White Plains to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This WestJet deal was found by Cheapflights users on 11/26. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:45 pmHPN - YWG
1 stop27h 22mWestJet
Fri 1/25:00 amYWG - HPN
2 stops9h 49mWestJet
Deal found 11/26$965
This American Airlines deal was found by Cheapflights users on 11/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:30 amHPN - YWG
3 stops18h 05mAmerican Airlines
Fri 1/26:00 amYWG - HPN
2 stops10h 26mAmerican Airlines
Deal found 11/26$1,467

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains 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 November 26, 2025.
Use the filters below to find and compare flights from White Plains to Winnipeg that are best for you.

Fly from

White Plains

Fly to

Winnipeg

Route

Depart

Return

Price

White PlainsWinnipeg

HPN - YWG

HPNYWG

White Plains Westchester County

Sat 1/24

5:15 pm-4:29 pm

2 stops24h 14m

Winnipeg

Tue 1/27

11:53 am-9:48 am

2 stops20h 55m

$515

White PlainsWinnipeg

HPN - YWG

HPNYWG

White Plains Westchester County

Thu 1/8

12:36 pm-12:35 am

2 stops12h 59m

Winnipeg

Thu 1/15

5:00 am-3:49 pm

2 stops9h 49m

$547

White PlainsWinnipeg

HPN - YWG

HPNYWG

White Plains Westchester County

Fri 1/2

5:16 pm-12:35 am

2 stops32h 19m

Winnipeg

Mon 1/5

12:20 pm-11:56 am

2 stops22h 36m

$632

White PlainsWinnipeg

HPN - YWG

HPNYWG

White Plains Westchester County

Fri 1/9

6:00 am-3:07 pm

1 stop10h 07m

Winnipeg

Tue 1/13

5:00 am-3:49 pm

2 stops9h 49m

$1,030

White PlainsWinnipeg

HPN - YWG

HPNYWG

White Plains Westchester County

Fri 12/26

6:03 am-3:07 pm

1 stop10h 04m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Best time to book a flight from White Plains to Winnipeg

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

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

Currently, October is the cheapest month in which you can book a flight from White Plains to Winnipeg (average of $84). Flying from White Plains to Winnipeg in February is currently the most expensive (average of $412). 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.

Related info for your journey

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

  • How long is the flight from White Plains to Winnipeg?

    For as low as $515, Delta can have you in Winnipeg from White Plains in 24h 14m. The distance between White Plains and Winnipeg is about 1284 mi.

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

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

  • How can I find direct flights from White Plains to Winnipeg?

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

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

    Yes. Cheapflights offers flight deals from White Plains 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 White Plains to Winnipeg?

    Currently, October is the cheapest month in which you can book a flight from White Plains to Winnipeg (average of $84). Flying from White Plains to Winnipeg in February is currently the most expensive (average of $412). 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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