Cheapest one-way flights from Toronto to Chicago in December from 97€

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

One-Way flights

04 Dec Porter Airlines (Canada) Ltd direct
06 Dec Porter Airlines (Canada) Ltd direct
07 Dec Porter Airlines (Canada) Ltd direct
17 Dec Porter Airlines (Canada) Ltd direct
05 Dec Air Transat direct
12 Dec Air Transat direct
20 Dec Porter Airlines (Canada) Ltd direct
10 Dec Porter Airlines (Canada) Ltd direct
21 Dec Porter Airlines (Canada) Ltd direct
15 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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