Cheapest one-way flights from Toronto to Chicago in December from 89€

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

One-Way flights

19 Dec Porter Airlines (Canada) Ltd direct
23 Dec Porter Airlines (Canada) Ltd direct
18 Dec Porter Airlines (Canada) Ltd direct
17 Dec Porter Airlines (Canada) Ltd direct
29 Dec Porter Airlines (Canada) Ltd direct
14 Dec Porter Airlines (Canada) Ltd direct
12 Dec Porter Airlines (Canada) Ltd direct
10 Dec Porter Airlines (Canada) Ltd direct
13 Dec Porter Airlines (Canada) Ltd direct
22 Dec Porter Airlines (Canada) Ltd direct

Also check the deals for return flights from Toronto to Chicago 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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