Cheapest return flights from Windsor to Chicago in September from $922

AirHint found the following cheapest return flights from Windsor (YQG) to Chicago (MDW) in September 2025 (see full year).

Return flights

19 Sep - 21 Sep Porter Airlines (Canada) Ltd
19 Sep - 19 Sep Porter Airlines (Canada) Ltd

Also check the deals for one-way flights from Windsor to Chicago in September.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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