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

One-Way flights

27 Aug	Air Canada	direct
30 Aug	Air Canada	direct
18 Aug	Air Canada	direct
12 Aug	Air Canada	direct
02 Aug	Air Canada	direct
22 Aug	Air Canada	direct
15 Aug	Air Canada	direct
05 Aug	Air Canada	direct
20 Aug	Air Canada	direct
23 Aug	Air Canada	direct

Also check the deals for return flights from Toronto to Chicago in August.

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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Cheapest one-way flights from Toronto to Chicago in August from 104€

One-Way flights