Cheapest one-way flights from Toronto to Chicago in September from 90€

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

One-Way flights

22 Sep Air Canada direct
01 Sep Air Canada direct
09 Sep Air Canada direct
21 Sep Air Canada direct
03 Sep Air Canada direct
13 Sep Air Canada direct
19 Sep Air Canada direct
05 Sep Air Canada direct
28 Sep Air Canada 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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