Cheapest one-way flights from Toronto to Chicago in October from 95€

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

One-Way flights

26 Oct Air Canada direct
05 Oct Air Canada direct
11 Oct Air Canada direct
20 Oct Air Canada direct
02 Oct Air Canada direct
18 Oct Air Canada direct
03 Oct Air Canada direct
15 Oct United direct
21 Oct United direct
24 Oct United direct

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

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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