Cheapest return flights from Chicago to Toronto in October from $463

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

Return flights

31 Oct - 03 Nov Frontier Airlines
31 Oct - 05 Nov Frontier Airlines
31 Oct - 04 Nov Spirit Airlines
31 Oct - 01 Nov Spirit Airlines
31 Oct - 08 Nov Spirit Airlines
31 Oct - 02 Nov Spirit Airlines
31 Oct - 31 Oct Spirit Airlines
31 Oct - 05 Nov Porter Airlines (Canada) Ltd direct
31 Oct - 04 Nov Porter Airlines (Canada) Ltd direct
31 Oct - 01 Nov Porter Airlines (Canada) Ltd direct
31 Oct - 03 Nov Porter Airlines (Canada) Ltd direct
31 Oct - 31 Oct Air Canada direct

Also check the deals for one-way flights from Chicago to Toronto in October.

Powered by

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.

Book a cheap hotel in Toronto

Cheap car rent in Toronto

Feel free to contact us with any feedback or request another flight research.