Cheapest one-way flights from Chicago to Toronto in January from $81

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

One-Way flights

20 Jan Porter Airlines (Canada) Ltd direct
23 Jan Porter Airlines (Canada) Ltd direct
25 Jan Porter Airlines (Canada) Ltd direct
30 Jan Porter Airlines (Canada) Ltd direct
28 Jan Porter Airlines (Canada) Ltd direct
06 Jan Porter Airlines (Canada) Ltd direct
12 Jan Porter Airlines (Canada) Ltd direct
17 Jan Porter Airlines (Canada) Ltd direct
02 Jan Porter Airlines (Canada) Ltd direct
03 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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