Cheap flights from Winnipeg to Chicago

Direct flight: 1,137 km, ~1h 20m from Winnipeg (YWG) to Chicago (ORD).

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Live fares · YWG → ORD

Frequently asked questions

  • How long is the flight from Winnipeg to Chicago?

    Direct flights from YWG to ORD cover approximately 1,137 km (706 miles), with an estimated flight time of 1h 20m. Operating airlines: UA.

Related guides for this route

Sibling pages — full route detail, airport overviews, visa context, per-airline routes.

Full route page: YWG → ORD Cheapest month to fly to Chicago All flights from Winnipeg All flights to Chicago Flights to USA Visa-free with Canada passport UA routes