Cheapest one-way flights from Toronto to Chicago in August from 163€

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

One-Way flights

29 Aug Porter Airlines (Canada) Ltd direct
30 Aug Porter Airlines (Canada) Ltd
26 Aug Porter Airlines (Canada) Ltd direct
27 Aug Porter Airlines (Canada) Ltd direct
28 Aug Porter Airlines (Canada) Ltd direct
24 Aug Porter Airlines (Canada) Ltd direct
22 Aug Porter Airlines (Canada) Ltd
30 Aug Porter Airlines (Canada) Ltd direct
23 Aug Porter Airlines (Canada) Ltd direct
20 Aug Porter Airlines (Canada) Ltd direct

Also check the deals for return flights from Toronto to Chicago in August.

Skyscanner

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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