How to get from Winnipeg to New York: connecting flights, about 7h 6m total

Flights from Winnipeg to New York

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Best fares from Winnipeg to New York

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest month November 2026 tickets from $375

Where to connect

Options with one connection, fastest first

fastest, via Toronto: 7h 6m
two tickets, via Toronto: $180
connection options: 3
straight-line distance: 1,284 mi (2,066 km)

fastest

Via Toronto

7h 6m

with the connection

Winnipeg to Toronto flight 2h 26m

Connection of about 3h Arrival: Pearson International. Departure to New York: Pearson International, Toronto City Centre.

Toronto to New York flight 1h 40m

two ticketsfrom $180

Via Ottawa

7h 10m

with the connection

Winnipeg to Ottawa flight 2h 34m

Connection of about 3h

Ottawa to New York flight 1h 36m

two ticketsfrom $387

Via Montreal

7h 19m

with the connection

Winnipeg to Montreal flight 2h 45m

Connection of about 3h Arrival: Montreal-Pierre Elliott Trudeau International, St. Hubert. Departure to New York: Montreal-Pierre Elliott Trudeau International.

Montreal to New York flight 1h 34m

two ticketsfrom $325

One ticket or two

How the options are calculated and what to keep in mind at the connection

Flight times come from the nonstop schedule (estimated from the distance where there is no schedule), with 3h allowed for the connection. The price of an option is the sum of the lowest known fares for each leg; their dates may not match, so treat it as a guide. The search shows tickets for your dates, including connections on a single ticket.

When to visit New York

Weather by month

Best time to visit: August and September, +25° to +29° by day, sea +22° to +24°. In November it is +12° by day and +4° at night, sea +12°, with 8 rainy days.

Jan

+4° −3° +5° 10 days

Feb

+6° −3° +4° 10 days

Mar

+11° +1° +6° 10 days

Apr

+16° +6° +10° 11 days

May

+22° +12° +15° 12 days

Jun

+27° +17° +19° 10 days

Jul

+30° +21° +24° 14 days

Aug

+29° +20° +24° 11 days

Sep

+25° +16° +22° 10 days

Oct

+19° +10° +18° 8 days

Nov

+12° +4° +12° 8 days

Dec

+7° −1° +7° 11 days

Daytime and night temperatures in °C, sea temperature (in blue), rainy days. Months with the most comfortable weather are in green. Long-term averages.

Nearest nonstop flights

The closest you can get without a connection

From Winnipeg to cities closest to New York

Winnipeg to Montreal Montreal: 332 mi (534 km) from New York, flight 2h 45m from $168 Winnipeg to Ottawa Ottawa: 336 mi (540 km) from New York, flight 2h 34m from $231 Winnipeg to Toronto Toronto: 342 mi (550 km) from New York, flight 2h 26m from $62 Winnipeg to Cancun Cancun: 1,547 mi (2,489 km) from New York, flight 4h 50m from $213 Winnipeg to Montego Bay Montego Bay: 1,553 mi (2,500 km) from New York, flight 4h 35m Winnipeg to Regina Regina: 1,611 mi (2,593 km) from New York, flight 40m from $222

To New York from cities closest to Winnipeg

Minneapolis to New York Minneapolis: 385 mi (619 km) from Winnipeg, flight 2h 45m from $137 Madison to New York Madison: 597 mi (961 km) from Winnipeg, flight 2h 26m from $170 Des Moines to New York Des Moines: 598 mi (962 km) from Winnipeg, flight 2h 38m from $98 Omaha to New York Omaha: 599 mi (964 km) from Winnipeg, flight 2h 53m Milwaukee to New York Milwaukee: 645 mi (1,038 km) from Winnipeg, flight 2h 21m from $276 Bozeman to New York Bozeman: 708 mi (1,139 km) from Winnipeg, flight 4h 14m

Frequently asked questions

Is there a nonstop flight from Winnipeg to New York?

There are no nonstop flights in the schedule. You will need a connection, the fastest is via Toronto.

What is the fastest way to fly from Winnipeg to New York?

Via Toronto: 2h 26m to the connection, 1h 40m after it, about 7h 6m in total with 3h for the connection.

How much does a flight from Winnipeg to New York with a connection cost?

Two nonstop tickets via Toronto from $180. This is the sum of the lowest known prices for each leg, and their dates may not match.

Which cities can you connect in between Winnipeg and New York?

Toronto (7h 6m total), Ottawa (7h 10m total) and Montreal (7h 19m total).

How far is New York from Winnipeg?

1,284 mi (2,066 km) in a straight line between the cities.

How much time should I allow for the connection?

The options allow 3h. On a single ticket the carrier is responsible for the connection; on separate tickets you set the margin yourself, allowing time to collect and re-check your bags.