Cheapest return flights from Chicago to Toronto in December from $226

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

Return flights

07 Dec - 11 Dec Porter Airlines (Canada) Ltd direct
10 Dec - 11 Dec Porter Airlines (Canada) Ltd direct
07 Dec - 09 Dec Porter Airlines (Canada) Ltd direct
05 Dec - 11 Dec Porter Airlines (Canada) Ltd direct
05 Dec - 09 Dec Porter Airlines (Canada) Ltd direct
02 Dec - 04 Dec Porter Airlines (Canada) Ltd direct
02 Dec - 03 Dec Porter Airlines (Canada) Ltd direct
02 Dec - 11 Dec Porter Airlines (Canada) Ltd direct
07 Dec - 22 Dec Porter Airlines (Canada) Ltd direct
07 Dec - 18 Dec Porter Airlines (Canada) Ltd direct
28 Dec - 08 Jan Porter Airlines (Canada) Ltd direct
28 Dec - 15 Jan Porter Airlines (Canada) Ltd direct
28 Dec - 09 Jan Porter Airlines (Canada) Ltd direct
28 Dec - 06 Jan Porter Airlines (Canada) Ltd direct
21 Dec - 08 Jan Porter Airlines (Canada) Ltd direct
21 Dec - 09 Jan Porter Airlines (Canada) Ltd direct
21 Dec - 06 Jan Porter Airlines (Canada) Ltd direct
20 Dec - 08 Jan Porter Airlines (Canada) Ltd direct
20 Dec - 09 Jan Porter Airlines (Canada) Ltd direct
20 Dec - 06 Jan Porter Airlines (Canada) Ltd direct

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

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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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