Cheapest one-way flights from Toronto to Chicago in October from 91€

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

One-Way flights

01 Oct Air Canada direct
05 Oct Air Canada direct
06 Oct Air Canada direct
07 Oct Air Canada direct
08 Oct Air Canada direct
09 Oct United direct
29 Oct United direct
03 Oct United direct
16 Oct Air Canada 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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