Cheapest return flights from Chicago to Toronto in October from 110€

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

Return flights

10 Oct - 13 Oct Porter Airlines (Canada) Ltd direct
23 Oct - 26 Oct Porter Airlines (Canada) Ltd direct
24 Oct - 26 Oct Porter Airlines (Canada) Ltd direct
24 Oct - 27 Oct Porter Airlines (Canada) Ltd direct
21 Oct - 25 Oct Porter Airlines (Canada) Ltd direct
24 Oct - 25 Oct Porter Airlines (Canada) Ltd direct
16 Oct - 26 Oct Porter Airlines (Canada) Ltd direct
16 Oct - 25 Oct Porter Airlines (Canada) Ltd direct
21 Oct - 26 Oct Porter Airlines (Canada) Ltd direct
02 Oct - 13 Oct Porter Airlines (Canada) Ltd direct
24 Oct - 09 Nov Porter Airlines (Canada) Ltd direct
21 Oct - 09 Nov Porter Airlines (Canada) Ltd direct
29 Oct - 09 Nov Porter Airlines (Canada) Ltd direct
30 Oct - 09 Nov Porter Airlines (Canada) Ltd direct
25 Oct - 09 Nov Porter Airlines (Canada) Ltd direct
19 Oct - 09 Nov Porter Airlines (Canada) Ltd direct
22 Oct - 09 Nov Porter Airlines (Canada) Ltd direct
23 Oct - 09 Nov Porter Airlines (Canada) Ltd direct
24 Oct - 07 Nov Porter Airlines (Canada) Ltd direct
24 Oct - 01 Nov Porter Airlines (Canada) Ltd direct

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

Book a cheap hotel in Toronto

Cheap car rent in Toronto

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