AirHint found the following cheapest return flights from Chicago (ORD) to Toronto (YYZ) in September 2026 (see full year).
Return flights
| 28 Sep - 01 Oct | WestJet | ||
| 04 Sep - 13 Sep | WestJet | ||
| 24 Sep - 27 Sep | WestJet | ||
| 24 Sep - 27 Sep | Porter Airlines (Canada) Ltd | direct | |
| 28 Sep - 01 Oct | United | direct | |
| 04 Sep - 13 Sep | Air Canada | direct |
Also check the deals for one-way flights from Chicago to Toronto in September.
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