Cheapest one-way flights from Toronto to Chicago in September from 93€

AirHint found the following cheapest one-way flights from Toronto (YYZ) to Chicago (ORD) in September 2025 (see full year).

One-Way flights

26 Sep Air Canada direct
12 Sep Air Canada direct
02 Sep Air Canada direct
27 Sep Air Canada direct
13 Sep Air Canada direct
08 Sep Air Canada direct
19 Sep Air Canada direct
04 Sep United direct
20 Sep United direct
06 Sep United direct

Also check the deals for return flights from Toronto 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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