Cheapest one-way flights from Chicago to Toronto in January from $104

Best time to book flights for Chicago (MDW) to Toronto (YTZ) flights at AirHint

AirHint found the following cheapest one-way flights from Chicago (MDW) to Toronto (YTZ) in January 2025 (see full year).

One-Way flights

15 Jan Porter Airlines (Canada) Ltd direct
13 Jan Porter Airlines (Canada) Ltd direct
31 Jan Porter Airlines (Canada) Ltd direct
24 Jan Porter Airlines (Canada) Ltd direct
25 Jan Porter Airlines (Canada) Ltd direct
20 Jan Porter Airlines (Canada) Ltd direct
22 Jan Porter Airlines (Canada) Ltd direct
08 Jan Porter Airlines (Canada) Ltd direct
27 Jan Porter Airlines (Canada) Ltd direct
16 Jan Porter Airlines (Canada) Ltd direct

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

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