Cheapest one-way flights from Chicago to Toronto in January from $56

AirHint found the following cheapest one-way flights from Chicago (MDW) to Toronto (YTZ) in January 2026 (see full year).

One-Way flights

12 Jan Porter Airlines (Canada) Ltd direct
23 Jan Porter Airlines (Canada) Ltd direct
19 Jan Porter Airlines (Canada) Ltd direct
09 Jan Porter Airlines (Canada) Ltd direct
22 Jan Porter Airlines (Canada) Ltd direct
11 Jan Porter Airlines (Canada) Ltd direct
02 Jan Porter Airlines (Canada) Ltd direct
05 Jan Porter Airlines (Canada) Ltd direct

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

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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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