Cheapest one-way flights from Chicago to Toronto in September from 37€
AirHint found the following cheapest one-way flights from Chicago (MDW) to Toronto (YTZ)
in September 2025 (see full year ).
One-Way flights
11 Sep
Air Transat
37 €
direct
14 Sep
Porter Airlines (Canada) Ltd
45 €
direct
29 Sep
Porter Airlines (Canada) Ltd
46 €
direct
19 Sep
Porter Airlines (Canada) Ltd
47 €
direct
13 Sep
Porter Airlines (Canada) Ltd
47 €
direct
18 Sep
Porter Airlines (Canada) Ltd
47 €
direct
12 Sep
Porter Airlines (Canada) Ltd
53 €
direct
04 Sep
Porter Airlines (Canada) Ltd
53 €
direct
25 Sep
Porter Airlines (Canada) Ltd
53 €
direct
17 Sep
Porter Airlines (Canada) Ltd
53 €
direct
Also check the deals for return flights from Chicago to Toronto in September .
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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