Direct flights from Chicago to Winnipeg ORD → YWG

United Airlines operates nonstop flights from Chicago (ORD) to Winnipeg (YWG). The nonstop flight takes around ~1h 25m, covering 707 miles (1,138 km) and operates daily. Updated 28 June 2026.

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Frequently asked questions

Is there a direct flight from Chicago to Winnipeg?

Yes, United Airlines operates nonstop flights from Chicago (ORD) to Winnipeg (YWG).

Which airlines fly direct from Chicago to Winnipeg?

United Airlines operates nonstop flights from Chicago to Winnipeg.

How long is the flight from Chicago to Winnipeg?

The nonstop flight from Chicago to Winnipeg takes ~1h 25m (approximately 1138 km).

How often do direct flights operate from Chicago to Winnipeg?

Nonstop flights from Chicago to Winnipeg operate daily.

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