Flight to Toronto
Chicago → Toronto · about 1h 5m in the air
Flight to Windsor
Toronto → Windsor · about 45m in the air
Chicago → Windsor
United States to Canada · 1 border · Where else can you go from Chicago?
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Your itinerary
About the trip from Chicago to Windsor
Chicago (United States) and Windsor (Canada) are 386 km (240 mi) apart in a straight line. The way we suggest is by flight, via Toronto: about 4h 50m door to door with 1 change. The trip crosses one border, so check what papers you need.
Step by step
- Flight from Chicago to Toronto: about 1h 5m in the air, 704 km
- Flight from Toronto to Windsor: about 45m in the air, 333 km
Times are rough door-to-door times, with time to change and to get through airports included. We don't have prices or timetables: check Google Maps or the operator before you travel.