Cheapest return flights from Chicago to Toronto in December from $248

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

Return flights

25 Dec - 09 Jan Porter Airlines (Canada) Ltd direct
25 Dec - 15 Jan Porter Airlines (Canada) Ltd direct
19 Dec - 09 Jan Porter Airlines (Canada) Ltd direct
05 Dec - 07 Dec Porter Airlines (Canada) Ltd direct
12 Dec - 14 Dec Porter Airlines (Canada) Ltd direct
03 Dec - 10 Dec Porter Airlines (Canada) Ltd direct
03 Dec - 07 Dec Porter Airlines (Canada) Ltd direct
02 Dec - 09 Dec Porter Airlines (Canada) Ltd direct
05 Dec - 15 Dec Porter Airlines (Canada) Ltd direct
28 Dec - 16 Jan Porter Airlines (Canada) Ltd direct
28 Dec - 09 Jan Porter Airlines (Canada) Ltd direct
28 Dec - 15 Jan Porter Airlines (Canada) Ltd direct
30 Dec - 16 Jan Porter Airlines (Canada) Ltd direct
30 Dec - 09 Jan Porter Airlines (Canada) Ltd direct
30 Dec - 15 Jan Porter Airlines (Canada) Ltd direct
22 Dec - 09 Jan Porter Airlines (Canada) Ltd direct
02 Dec - 11 Dec Porter Airlines (Canada) Ltd direct
02 Dec - 15 Dec Porter Airlines (Canada) Ltd direct
02 Dec - 07 Dec Porter Airlines (Canada) Ltd direct
02 Dec - 04 Dec Porter Airlines (Canada) Ltd direct

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

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